Top Shore Excursions for your ACL American Pioneer 8 Night Marco Island, Key West & Punta Gorda Cruise

Q: What time is my ship in Key West?

ACL American Pioneer is in Key West from Monday, December 21 to Tuesday, December 22, 2026, overnight. If the cruise line changes those hours, we’ll move your tour to a time that fits or refund it in full, except on bookings marked All Sales Final.

Q: Where will my ship dock in Key West?

ACL American Pioneer usually docks at Mallory Square, right at the foot of Duval Street in Old Town. Most of our tours start a short walk from the pier, and your booking confirmation shows exactly where to meet.

Q: Can I book tours for my other ports?

Yes. Your cruise also stops in Marco Island and Punta Gorda. Each day of your cruise has its own tab on this page. Tours for your other ports are on our parent site, Cool Destinations.

Q: Why book shore excursions with Cool Key West instead of my cruise line?

You often pay less than for a similar tour through the ship, and you choose from every tour in port instead of the ship’s shortlist. You keep the same peace of mind: Guaranteed Return to Ship, free cancellation on most tours and help 24/7.

Q: Can I book for a group, children or someone with limited mobility?

Yes. Groups can book online, up to each tour’s limit. For groups of 10 or more, call us and our group bookings team will help. Each tour page lists its age limits, child prices and accessibility details. If you need to check something specific, call us before you book.

Q: Do I earn rewards on shore excursions?

Yes. Shore excursions earn rewards like every booking you make directly with Cool Key West, and you can spend them on your next trip. See how rewards work.

Q: What does Guaranteed Return to Ship mean?

Book a tour that ends at least an hour before all-aboard. If a delay on that tour ever makes you miss your ship, Cool Key West pays to get you to the ship’s next port of call, including a hotel if you need one.

Q: How much time should I leave before all-aboard?

Pick a tour that ends at least an hour before all-aboard (all-aboard is usually 30 to 60 minutes before your ship sails). Your cruise page shows the hours your ship is in Key West, and each tour page shows how long the tour lasts. Booking two tours on the same day? Leave at least an hour between them. Book this way and our Guaranteed Return to Ship has you covered.

Q: What if my ship arrives late or its hours in port change?

Change your tour yourself under Bookings in your account, or call us any time. We’ll move you to a time that fits your new hours, and if none does, you get a full refund, except on bookings marked All Sales Final.

Q: What if my ship skips Key West?

If your cruise line cancels the stop in Key West, for weather or a change of itinerary, you get a full refund with no fees or, if you prefer, the same amount toward an excursion at another port of call. Bookings marked All Sales Final are not refunded.

Overview

Tampa

St Petersburg

Marco Island

Key West

Punta Gorda

St Petersburg

Overview

Day 1: Departure

Tampa

Friday, December 18, 2026

Day 2: Port of call

St Petersburg

Saturday, December 19, 2026

Day 3: Port of call

Marco Island

Sunday, December 20, 2026

Day 4: Overnight in port

Key West

Monday, December 21, 2026

Day 5: Port of call

Key West

Tuesday, December 22, 2026

Day 6

Day at sea

Wednesday, December 23, 2026

A day at sea: no port stop. Enjoy everything the ACL American Pioneer has to offer!

Day 7: Port of call

Punta Gorda

Thursday, December 24, 2026

Day 8: Overnight in port

St Petersburg

Friday, December 25, 2026

Day 9: Arrival

St Petersburg

Saturday, December 26, 2026

Day 1: DepartureTampa, USA

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Island Sunset and Skyway Light Show - 3hr Boat Cruise in St. Pete

Join us on our brand new 50ft Custom Catamaran for an evening like no other! A scenic trip out the Intracoastal and along Shell Key …More

St Petersburg, USA

5.0 (2,378)

Island Sunset and Skyway Light Show - 3hr Boat Cruise in St. Pete

Join us on our brand new 50ft Custom Catamaran for an evening like no other! A scenic trip out the Intracoastal and along Shell Key...

3 hours Free Cancellation

5.0 (2,378)

from
$80

Shell Key Mangroves & Snorkel Kayak Tour Adventure - St. Pete

Paddle hidden mangrove tunnels, spot wildlife, and unwind on the pristine beach of Shell Key. A 3 hour tour, including about 1 hour of beach …More

St Petersburg, USA

5.0 (81)

Shell Key Mangroves & Snorkel Kayak Tour Adventure - St. Pete

Paddle hidden mangrove tunnels, spot wildlife, and unwind on the pristine beach of Shell Key. A 3 hour tour, including about 1 hour of beach...

3 hours Free Cancellation

5.0 (81)

from
$71

4 Hour Egmont Key Island Tour With Dolphins & Snorkeling Included

Island Boat Adventures! Over 15 years of experience, we specialize in tours to Egmont Key where you can snorkel in the sparkling waters of the …More

St Petersburg, USA

4.9 (146)

4 Hour Egmont Key Island Tour With Dolphins & Snorkeling Included

Island Boat Adventures! Over 15 years of experience, we specialize in tours to Egmont Key where you can snorkel in the sparkling waters of the...

4 hours Free Cancellation

4.9 (146)

from
$95

If you want to spend some time on a beautiful pristine island paradise, the ferry to Egmont Key State Park from Fort De Soto is …More

St Petersburg, USA

4.9 (395)

Egmont Key Ferry from Ft. DeSoto Park

If you want to spend some time on a beautiful pristine island paradise, the ferry to Egmont Key State Park from Fort De Soto is...

5 hours Free Cancellation

4.9 (395)

from
$49

St. Pete Dolphin Watching and Island Sunset Cruise

Join us on our brand new 45ft Custom Catamaran for an evening like no other! A scenic trip out the Intracoastal and along Shell Key …More

St Petersburg, USA

4.9 (270)

St. Pete Dolphin Watching and Island Sunset Cruise

Join us on our brand new 45ft Custom Catamaran for an evening like no other! A scenic trip out the Intracoastal and along Shell Key...

2 hours 30 minutes Free Cancellation

4.9 (270)

from
$57

St Petersburg Distillery Tour and Tasting Experience

Join us for a behind-the-scenes journey at St. Petersburg Distillery, where time-honored traditions meet bold, creative craft. Nestled in the heart of Florida’s cultural coast, …More

St Petersburg, USA

4.9 (56)

St Petersburg Distillery Tour and Tasting Experience

Join us for a behind-the-scenes journey at St. Petersburg Distillery, where time-honored traditions meet bold, creative craft. Nestled in the heart of Florida’s cultural coast,...

1 hour 30 minutes Free Cancellation

4.9 (56)

from
$25

Suncoast Sailing's Sunset Sailing Experience!

Step aboard Suncoast Horizon, a real working schooner and experience what sailing is actually supposed to feel like. No roaring engines. No canned tour script. …More

St Petersburg, USA

4.9 (285)

Suncoast Sailing's Sunset Sailing Experience!

Step aboard Suncoast Horizon, a real working schooner and experience what sailing is actually supposed to feel like. No roaring engines. No canned tour script....

2 hours 30 minutes Free Cancellation

4.9 (285)

from
$70

2.5 Hour Shell Key Island Adventure Including Dolphins And Shells

Embark on an unforgettable Shell Key Adventure with over 15 years of experience guiding you through Florida’s natural wonders! Our expert crew will take you …More

St Petersburg, USA

4.9 (121)

2.5 Hour Shell Key Island Adventure Including Dolphins And Shells

Embark on an unforgettable Shell Key Adventure with over 15 years of experience guiding you through Florida’s natural wonders! Our expert crew will take you...

2 hours 30 minutes Free Cancellation

4.9 (121)

from
$75

Suncoast Sailing's Day Sailing Experience!

Step aboard Suncoast Horizon, a real schooner and experience what sailing is actually supposed to feel like. No roaring engines. No canned tour script. Just …More

St Petersburg, USA

4.9 (118)

Suncoast Sailing's Day Sailing Experience!

Step aboard Suncoast Horizon, a real schooner and experience what sailing is actually supposed to feel like. No roaring engines. No canned tour script. Just...

2 hours 30 minutes Free Cancellation

4.9 (118)

from
$65

Dolphin Sunset Cruise with Drinks Included

Witness the stunning sunset over Boca Ciega Bay aboard the Dolphin Quest Sunset Cruise. This relaxing 75 to 90-minute journey offers the chance to enjoy …More

St Petersburg, USA

4.9 (51)

Dolphin Sunset Cruise with Drinks Included

Witness the stunning sunset over Boca Ciega Bay aboard the Dolphin Quest Sunset Cruise. This relaxing 75 to 90-minute journey offers the chance to enjoy...

1 hour 15 minutes Free Cancellation

4.9 (51)

from
$39

Dolphin Shelling Snorkeling Cruise in Tampa

A fun, educational experience for the entire family! We specialize in making lifelong memories 95% of the time we see dolphin during our cruise. The …More

St Petersburg, USA

4.9 (341)

Dolphin Shelling Snorkeling Cruise in Tampa

A fun, educational experience for the entire family! We specialize in making lifelong memories 95% of the time we see dolphin during our cruise. The...

180 to 210 minutes

4.9 (341)

from
$78

Evening Yacht Cruise with Optional Dining in St. Pete

Enjoy a memorable evening on the water aboard the Starlite Horizon, departing from St. Pete. Settle in at your reserved table for a relaxed dinner …More

St Petersburg, USA

4.4 (474)

Evening Yacht Cruise with Optional Dining in St. Pete

Enjoy a memorable evening on the water aboard the Starlite Horizon, departing from St. Pete. Settle in at your reserved table for a relaxed dinner...

3 hours Free Cancellation

4.4 (474)

from
$41

Avoid the crowded boats with our semi-private intimate Sunset Cruise. Just minutes from St Pete and from St Pete Beach. See the perfect sunset over …More

St Petersburg, USA

4.9 (479)

Semi-Private Sunset Cruise St Pete

Avoid the crowded boats with our semi-private intimate Sunset Cruise. Just minutes from St Pete and from St Pete Beach. See the perfect sunset over...

2 hours Free Cancellation

4.9 (479)

from
$79

Small Group Kayak Tour of the Shell Key Preserve

Join Coastal Kayak Charters for a small group guided kayak tour of the Shell Key Preserve. We are one of the few companies running kayak …More

St Petersburg, USA

5.0 (517)

Small Group Kayak Tour of the Shell Key Preserve

Join Coastal Kayak Charters for a small group guided kayak tour of the Shell Key Preserve. We are one of the few companies running kayak...

3 hours Free Cancellation

5.0 (517)

from
$59

Easy to find location with great drinks at the bar while you wait. Look for our sign on the docks. We share a pier with …More

St Petersburg, USA

4.9 (378)

Sunset Cruise over the Gulf of Mexico

Easy to find location with great drinks at the bar while you wait. Look for our sign on the docks. We share a pier with...

2 hours

4.9 (378)

from
$67

Guided St. Pete Sightseeing Tour in Deluxe Street Legal Golf Cart

You and your Tour Guide will Cruise through the Streets of Downtown St. Petersburg in a Deluxe Street Legal Golf Cart. You'll Explore the Best …More

St Petersburg, USA

4.9 (574)

Guided St. Pete Sightseeing Tour in Deluxe Street Legal Golf Cart

You and your Tour Guide will Cruise through the Streets of Downtown St. Petersburg in a Deluxe Street Legal Golf Cart. You'll Explore the Best...

90 to 120 minutes Free Cancellation

4.9 (574)

from
$49

Experience the city of St Petersburg with ease and comfort on this Historic Segway Tour. Glide Along the beautiful waterfront and endless parks. View the …More

St Petersburg, USA

4.9 (161)

Saint Petersburg Historic Segway Tour

Experience the city of St Petersburg with ease and comfort on this Historic Segway Tour. Glide Along the beautiful waterfront and endless parks. View the...

2 hours Free Cancellation

4.9 (161)

from
$70

Poison, Punishment, & Posession: St Petersburg Ghost Tours

Booking a tour with US Ghost Adventures will add just the right amount of spooky to your evening. Whether you are from out of town …More

St Petersburg, USA

4.8 (36)

Poison, Punishment, & Posession: St Petersburg Ghost Tours

Booking a tour with US Ghost Adventures will add just the right amount of spooky to your evening. Whether you are from out of town...

1 hour Free Cancellation

4.8 (36)

from
$26

Tour and snorkel Beautiful and Historic Egmont Key! This runs on Bad Dog boat! We offer a fun educational experience the entire family can enjoy. …More

St Petersburg, USA

4.7 (108)

Egmont Key Snorkeling Dolphin Tour

Tour and snorkel Beautiful and Historic Egmont Key! This runs on Bad Dog boat! We offer a fun educational experience the entire family can enjoy....

4 hours

4.7 (108)

from
$95

Dolphin /Shelling/Snorkeling tours Private Charters

Our Shell Island and dolphin tour is fun for families of all ages, the tour includes a stop at Shell Key preserve, a popular nature …More

St Petersburg, USA

4.7 (87)

Dolphin /Shelling/Snorkeling tours Private Charters

Our Shell Island and dolphin tour is fun for families of all ages, the tour includes a stop at Shell Key preserve, a popular nature...

2 hours 15 minutes Free Cancellation

4.7 (87)

from
$55

St. Petersburg Jungle Prada Site History Tour

The Jungle Prada Site History Tour is a historian-led walking tour of a private seaside garden and featuring the best-preserved American Indian mound in Tampa …More

St Petersburg, USA

5.0 (638)

St. Petersburg Jungle Prada Site History Tour

The Jungle Prada Site History Tour is a historian-led walking tour of a private seaside garden and featuring the best-preserved American Indian mound in Tampa...

2 hours Free Cancellation

5.0 (638)

from
$18

Tiki Boat cruise to John's Pass Sandbar, Madeira Beach.

Our tiki boat is very large with plenty of room to dance and party. We have a bluetooth connection for you to listen to your …More

St Petersburg, USA

5.0 (98)

Tiki Boat cruise to John's Pass Sandbar, Madeira Beach.

Our tiki boat is very large with plenty of room to dance and party. We have a bluetooth connection for you to listen to your...

2 hours Free Cancellation

5.0 (98)

from
$79

See all

Day 3: Port of callMarco Island, USA

Sunday, December 20, 2026

Marco Island Mangrove Tunnel and Maze Adventure Small group size

Our industry leading small group tours have only 8 people max verses 15 people for your safety and enjoyment. Our kayaks are very stable, have …More

Naples, USA

5.0 (9)

Marco Island Mangrove Tunnel and Maze Adventure Small group size

Our industry leading small group tours have only 8 people max verses 15 people for your safety and enjoyment. Our kayaks are very stable, have...

2 hours Free Cancellation

5.0 (9)

from
$53

Private 2 Hour Inshore Fishing Adventure in Marco Island

Discover the serene waters of Marco Island on an inshore and backwater fishing trip that caters to all skill levels. Engage with the local fish …More

Naples, USA

5.0 (1)

Private 2 Hour Inshore Fishing Adventure in Marco Island

Discover the serene waters of Marco Island on an inshore and backwater fishing trip that caters to all skill levels. Engage with the local fish...

2 hours Free Cancellation

5.0 (1)

from
$500

Marco Island and Naples Pedal or Paddle Kayak Tour

Discover the difference with Marco Ecotours Our tours are more than a business - they are our passion. We strive to ensure that every guest …More

Naples, USA

5.0 (1,178)

Marco Island and Naples Pedal or Paddle Kayak Tour

Discover the difference with Marco Ecotours Our tours are more than a business - they are our passion. We strive to ensure that every guest...

2 hours Free Cancellation

5.0 (1,178)

from
$58

Marco Island Wildlife Sightseeing and Shelling Tour

Our Marco Island Sightseeing and Shelling Tour departs from the Goodland Boat Park, in Goodland, FL. On our two hour ecotour you will experience one of …More

Naples, USA

5.0 (1,108)

Marco Island Wildlife Sightseeing and Shelling Tour

Our Marco Island Sightseeing and Shelling Tour departs from the Goodland Boat Park, in Goodland, FL. On our two hour ecotour you will experience one of...

2 hours Free Cancellation

5.0 (1,108)

from
$99

ARRIVE 30 MINUTES PRIOR TO DEPARTURE. Our Marco Island Dolphin Sightseeing Tour departs from the Goodland Boat Park, in Goodland, FL. Take a short ride …More

Naples, USA

5.0 (544)

Marco Island Dolphin Sightseeing Tour

ARRIVE 30 MINUTES PRIOR TO DEPARTURE. Our Marco Island Dolphin Sightseeing Tour departs from the Goodland Boat Park, in Goodland, FL. Take a short ride...

2 hours Free Cancellation

5.0 (544)

from
$99

Looking for a boat tour that goes beyond dolphins and shelling? This two-hour sightseeing cruise departs Goodland and travels through the Ten Thousand Islands to …More

Naples, USA

4.9 (221)

Best of Marco Island Tour

Looking for a boat tour that goes beyond dolphins and shelling? This two-hour sightseeing cruise departs Goodland and travels through the Ten Thousand Islands to...

2 hours Free Cancellation

4.9 (221)

from
$99

Dolphin and Manatee Tour of Marco Island by Kayak or SUP

Come join us as we paddle down the beautiful waterways of Marco Island and get an up close and personal experience with the amazing nature, …More

Naples, USA

4.9 (295)

Dolphin and Manatee Tour of Marco Island by Kayak or SUP

Come join us as we paddle down the beautiful waterways of Marco Island and get an up close and personal experience with the amazing nature,...

2 hours Free Cancellation

4.9 (295)

from
$69

Private 2 Hour Kids and Family Fishing Marco Island, FL

Excited to catch some fish in Marco Island? Having logged many hours on these tides, Our Captains are prepared to put you on fish. All …More

Naples, USA

5.0 (160)

Private 2 Hour Kids and Family Fishing Marco Island, FL

Excited to catch some fish in Marco Island? Having logged many hours on these tides, Our Captains are prepared to put you on fish. All...

2 hours Free Cancellation

5.0 (160)

from
$425

Marco Island 2 hour Dolphin, Birding and Shelling tour

You will be safely brought deep into the 10,000 Islands Wildlife Refuge for a two-hour interpretive tour of the area led by a Florida Master …More

Naples, USA

4.9 (538)

Marco Island 2 hour Dolphin, Birding and Shelling tour

You will be safely brought deep into the 10,000 Islands Wildlife Refuge for a two-hour interpretive tour of the area led by a Florida Master...

2 hours Free Cancellation

4.9 (538)

from
$98

Mangrove Tunnels Kayak Tour (Photographer Included)- Marco Island

Follow your entertaining biologist tour guide through the mangroves of south Naples & Marco Island on this 1.5 - 2 Hour adventure. Look for dolphins, …More

Naples, USA

4.9 (123)

Mangrove Tunnels Kayak Tour (Photographer Included)- Marco Island

Follow your entertaining biologist tour guide through the mangroves of south Naples & Marco Island on this 1.5 - 2 Hour adventure. Look for dolphins,...

1 hour 50 minutes Free Cancellation

4.9 (123)

from
$59

Marco Island Private 3 Hour Watersports Adventure

Looking for the ultimate watersports experience in Marco Island? This private, three-hour adventure is tailored to your group, offering wakeboarding, waterskiing, and tubing in the …More

Naples, USA

5.0 (5)

Marco Island Private 3 Hour Watersports Adventure

Looking for the ultimate watersports experience in Marco Island? This private, three-hour adventure is tailored to your group, offering wakeboarding, waterskiing, and tubing in the...

3 hours Free Cancellation

5.0 (5)

from
$695

Climb up into the Safari truck, fasten your seatbelt and get ready for the Around the Island Safari Truck Tour! Your tour guide driver will …More

Naples, USA

5.0 (134)

Marco Island Safari Truck Tour

Climb up into the Safari truck, fasten your seatbelt and get ready for the Around the Island Safari Truck Tour! Your tour guide driver will...

80 to 90 minutes Free Cancellation

5.0 (134)

from
$45

Ten Thousand Island Jet Ski Eco Tour - Marco Island

On this guided Jet Ski Tour you will be taken deep into the Ten Thousand Islands, where no boat or paddle can take you. Our …More

Naples, USA

5.0 (291)

Ten Thousand Island Jet Ski Eco Tour - Marco Island

On this guided Jet Ski Tour you will be taken deep into the Ten Thousand Islands, where no boat or paddle can take you. Our...

2 hours Free Cancellation

5.0 (291)

from
$325

Drive your Own 2 Seat Fun Go Cat Boat on Marco Island

The exclusive Go Cat Boat is a luxury catamaran. This is the newest and coolest way to explore the 10,000 islands around the beautiful Marco …More

Naples, USA

4.8 (294)

Drive your Own 2 Seat Fun Go Cat Boat on Marco Island

The exclusive Go Cat Boat is a luxury catamaran. This is the newest and coolest way to explore the 10,000 islands around the beautiful Marco...

3 hours Free Cancellation

4.8 (294)

from
$180

See all

Day 4: Overnight in portKey West, USA

Monday, December 21, 2026

Considering a golf cart rental in Key West? Four adults can zip around the island in style on a 4-seater gas-powered EZGO golf cart, and …More

Top10

4.9 (1,436)

Key West 4 Seater EZGO Golf Cart Rental

Considering a golf cart rental in Key West? Four adults can zip around the island in style on a 4-seater gas-powered EZGO golf cart, and...

3 hours and up Free Cancellation

4.9 (1,436)

~~$100~~
$99

Need a Key West golf cart rental that can get a group of six around the island in fun style? A 6-seater gas-engine EZGO Express …More

4.9 (1,436)

Key West 6 Seater EZGO Golf Cart Rental

Need a Key West golf cart rental that can get a group of six around the island in fun style? A 6-seater gas-engine EZGO Express...

3 hours and up Free Cancellation

4.9 (1,436)

from
$180

In Key West for a wedding or other family event? Got a large group of cruise ship friends who want to see all of the …More

4.9 (1,436)

Key West 8 Seater EZGO Golf Cart Rental

In Key West for a wedding or other family event? Got a large group of cruise ship friends who want to see all of the...

3 hours and up Free Cancellation

4.9 (1,436)

from
$210

Zoom along solo and park with ease at every stop on a Yamaha Vino 1-seater scooter. This classic Key West scooter rental sports a quiet, …More

4.9 (75)

Key West 1 Seater Scooter Rental

Zoom along solo and park with ease at every stop on a Yamaha Vino 1-seater scooter. This classic Key West scooter rental sports a quiet,...

3 hours and up Free Cancellation

4.9 (75)

from
$45

For a Key West scooter rental that offers the fun of two-passenger touring, the Yamaha Zuma 2-seater is a great way to explore the island. …More

4.9 (75)

Key West 2 Seater Scooter Rental

For a Key West scooter rental that offers the fun of two-passenger touring, the Yamaha Zuma 2-seater is a great way to explore the island....

3 hours and up Free Cancellation

4.9 (75)

from
$55

Cruise Key West with family or friends! Four people can get around town in comfort and ease with the smooth, silent GEM 4-seater electric car …More

4.9 (1,168)

Key West 4 Seater Electric Car Rental

Cruise Key West with family or friends! Four people can get around town in comfort and ease with the smooth, silent GEM 4-seater electric car...

3 hours and up Free Cancellation

4.9 (1,168)

~~$100~~
$99

Our 6-seater GEM electric cars beat any regular rental car hands down when it comes to zipping around Key West with a party of 5 …More

Top10

4.9 (1,168)

Key West 6 Seater Electric Car Rental

Our 6-seater GEM electric cars beat any regular rental car hands down when it comes to zipping around Key West with a party of 5...

3 hours and up Free Cancellation

4.9 (1,168)

from
$180

Get into some wet & wild watersports excitement on the best Key West jet ski tour around – a 90-minute adventure featuring 28 miles of …More

Top10

4.9 (3,100)

Key West Original Island Jet Ski Tour

Get into some wet & wild watersports excitement on the best Key West jet ski tour around – a 90-minute adventure featuring 28 miles of...

1.5 Hours Free Cancellation

4.9 (3,100)

~~$170~~
$120

Float high above and parasail the Atlantic waters for a bird’s eye view of Florida’s beautiful Key West, the Southernmost Point in the US. This …More

Special Offer

4.9 (1,019)

Key West Parasailing Adventure

Float high above and parasail the Atlantic waters for a bird’s eye view of Florida’s beautiful Key West, the Southernmost Point in the US. This...

1 Hour Free Cancellation

4.9 (1,019)

~~$85~~
$64

Key West Sail, Snorkel, Kayak with Sunset Option

Enjoy an unforgettable morning or afternoon of sailing, kayaking and snorkeling in the pristine marine wilderness of the Key West National Wildlife Refuge. …More

Top10

4.9 (2,737)

Key West Sail, Snorkel, Kayak with Sunset Option

Enjoy an unforgettable morning or afternoon of sailing, kayaking and snorkeling in the pristine marine wilderness of the Key West National Wildlife Refuge....

4.5 or 6.5 hours (approx.) Free Cancellation

4.9 (2,737)

from
$105

Spend an unforgettable day sailing emerald waters, kayaking mangrove-shaded channels and snorkeling coral gardens in an unspoiled marine wilderness. …More

Top10

4.9 (2,737)

Key West Backcountry Safari

Spend an unforgettable day sailing emerald waters, kayaking mangrove-shaded channels and snorkeling coral gardens in an unspoiled marine wilderness....

4.5 or 6.5 hours (approx.) Free Cancellation

4.9 (2,737)

from
$105

Key West Rum & Reggae Snorkeling Sunset Sail Combo

The Key West Snorkel & Sunset Sail Rum & Reggae Combo checks your Key West bucket list items with snorkeling, a sunset cruise, and icy …More

4.8 (352)

Key West Rum & Reggae Snorkeling Sunset Sail Combo

The Key West Snorkel & Sunset Sail Rum & Reggae Combo checks your Key West bucket list items with snorkeling, a sunset cruise, and icy...

3 Hours Free Cancellation

4.8 (352)

from
$60

Our Key West Morning Snorkel Trip lets you start the day with sunshine, blue water, and adventure at sea as you experience the wonders of …More

4.7 (577)

Key West Morning Snorkel Trip

Our Key West Morning Snorkel Trip lets you start the day with sunshine, blue water, and adventure at sea as you experience the wonders of...

3 Hours Free Cancellation

4.7 (577)

from
$55

Explore the natural wonders of Key West with a visit to wild dolphins in their ocean home and a snorkel over the coral and sand …More

4.8 (1,095)

Key West Dolphin Watch & Snorkel Combo

Explore the natural wonders of Key West with a visit to wild dolphins in their ocean home and a snorkel over the coral and sand...

3 Hours Free Cancellation

4.8 (1,095)

from
$80

Key West Double Dip 2-Stop Snorkeling Adventure

Make the most of your Key West water time — our Double Dip Key West Snorkeling Adventure lets you explore the underwater scenery at two …More

5.0 (955)

Key West Double Dip 2-Stop Snorkeling Adventure

Make the most of your Key West water time — our Double Dip Key West Snorkeling Adventure lets you explore the underwater scenery at two...

3 Hours Free Cancellation

5.0 (955)

from
$80

Key West Glass-Bottom Boat Tour with Sunset Option

The Key West Glass Bottom Boat Tour combines an entertaining, educational exploration of the reefs & marine life around Key West with a classic sunset …More

4.6 (538)

Key West Glass-Bottom Boat Tour with Sunset Option

The Key West Glass Bottom Boat Tour combines an entertaining, educational exploration of the reefs & marine life around Key West with a classic sunset...

2 hours (approx.) Free Cancellation

4.6 (538)

from
$70

Key West Afternoon Snorkeling Trip with Margaritas

Don’t miss this exciting Key West Afternoon Snorkel Trip that blends the best of Key West: sunshine, sail boats, blue water, colorful fish, and icy …More

4.7 (577)

Key West Afternoon Snorkeling Trip with Margaritas

Don’t miss this exciting Key West Afternoon Snorkel Trip that blends the best of Key West: sunshine, sail boats, blue water, colorful fish, and icy...

3 Hours Free Cancellation

4.7 (577)

from
$60

Island Adventure: Sandbar, Kayak & Paddleboard Excursion with Sunset Option

Enjoy life like a Key West local with a picnic play day on the calm, clear waters and pure white sands of a Backcountry sandbar …More

4.9 (621)

Island Adventure: Sandbar, Kayak & Paddleboard Excursion with Sunset Option

Enjoy life like a Key West local with a picnic play day on the calm, clear waters and pure white sands of a Backcountry sandbar...

3.5 Hours (approx.) Free Cancellation

4.9 (621)

from
$120

Key West Beach Pass with Parasailing Upgrade

The beach pass is an all-day, all-inclusive package. Buy a combo package that includes parasailing or one that includes an umbrella, chairs, and all the …More

Special Offer

4.7 (19)

Key West Beach Pass with Parasailing Upgrade

The beach pass is an all-day, all-inclusive package. Buy a combo package that includes parasailing or one that includes an umbrella, chairs, and all the...

All Day (9am - 5pm) Free Cancellation

4.7 (19)

~~$109~~
$100

Key West Hop-On Hop-Off Old Town Tour Trolley

The hop-on hop-off trolley tour of Key West is a fantastic way to explore this historic island. Sit back and relax while your expert tour …More

4.6 (1,759)

Key West Hop-On Hop-Off Old Town Tour Trolley

The hop-on hop-off trolley tour of Key West is a fantastic way to explore this historic island. Sit back and relax while your expert tour...

1 hour 30 minutes Free Cancellation

4.6 (1,759)

from
$56

Join your gravedigger guide aboard the Trolley of the Doomed for a journey through Key West's darker side! Take an evening trolley ride down the …More

4.4 (1,402)

Key West Ghosts & Gravestones Tour

Join your gravedigger guide aboard the Trolley of the Doomed for a journey through Key West's darker side! Take an evening trolley ride down the...

1 hour Free Cancellation

4.4 (1,402)

from
$41

Experience the best of Key West on the famous Conch Tour Train! One of Florida’s most popular attractions, the Conch Tour Train has been entertaining …More

4.5 (879)

Key West Conch Tour Train

Experience the best of Key West on the famous Conch Tour Train! One of Florida’s most popular attractions, the Conch Tour Train has been entertaining...

1 hour Free Cancellation

4.5 (879)

from
$45

Tour the historic Harry S. Truman Little White House in Key West and learn about a fascinating period of American history. What was once a …More

4.7 (498)

Key West Truman Little White House

Tour the historic Harry S. Truman Little White House in Key West and learn about a fascinating period of American history. What was once a...

1 to 2 hours Free Cancellation

4.7 (498)

from
$26

Learn about an important part of Florida’s history at the Key West Shipwreck Treasure Museum. Explore the wreckage of Spanish galleons and the remnants of …More

4.0 (116)

Key West Shipwreck Treasure Museum

Learn about an important part of Florida’s history at the Key West Shipwreck Treasure Museum. Explore the wreckage of Spanish galleons and the remnants of...

2 hours Free Cancellation

4.0 (116)

from
$19

Wind & Wine has been the #1 rated sunset sail on Cool Key West for over a decade. In our opinion, this is the best …More

Top10

5.0 (1,713)

Key West Wind & Wine Sunset Sail

Wind & Wine has been the #1 rated sunset sail on Cool Key West for over a decade. In our opinion, this is the best...

2 hours (approx.) Free Cancellation

5.0 (1,713)

~~$115~~
$99

Cool Key West presents the Key West Split Fishing Charter: the most cost-effective and convenient way to get offshore and enjoy some Key West sportfishing. …More

Top10

4.8 (505)

Key West Split Fishing Charter

Cool Key West presents the Key West Split Fishing Charter: the most cost-effective and convenient way to get offshore and enjoy some Key West sportfishing....

4 or 6 hours (approx.) Free Cancellation

4.8 (505)

~~$350~~
$200

Our Key West Party Boat Fishing Charter is great for an affordable day on the water with friends and family enjoying the best Key West …More

4.7 (148)

Key West Party Boat Fishing Charter

Our Key West Party Boat Fishing Charter is great for an affordable day on the water with friends and family enjoying the best Key West...

6 hours (approx.) Free Cancellation

4.7 (148)

from
$70

Key West Dive in a Day Scuba Resort Course

The is the absolute best way for a person to experience diving. Great for those who want to try scuba diving in Key West. …More

Top10

4.9 (146)

Key West Dive in a Day Scuba Resort Course

The is the absolute best way for a person to experience diving. Great for those who want to try scuba diving in Key West....

9 hours (approx.) Free Cancellation

4.9 (146)

~~$269~~
$229

Key West Afternoon 2-Tank Reef SCUBA Dive

Afternoon two-tank Key West Scuba dive trips offer divers the chance to explore two different dive sites on the pristine coral reef system of the …More

4.8 (132)

Key West Afternoon 2-Tank Reef SCUBA Dive

Afternoon two-tank Key West Scuba dive trips offer divers the chance to explore two different dive sites on the pristine coral reef system of the...

4 hours 30 minutes (approx.) Free Cancellation

4.8 (132)

from
$99

Join us for Key West's Best Sunset Dinner Cruise. This 2 Hour trip Includes an amazing tropical food buffet, live music and open well bar. …More

4.4 (1,933)

Key West Sunset Dinner Cruise

Join us for Key West's Best Sunset Dinner Cruise. This 2 Hour trip Includes an amazing tropical food buffet, live music and open well bar....

2 hours Free Cancellation

4.4 (1,933)

from
$93

Key West Morning 2-Tank Wreck SCUBA Dive

The morning two tank Key West Dive Trips are great because this includes a double dive in a Vandenberg wreck dive. …More

4.9 (97)

Key West Morning 2-Tank Wreck SCUBA Dive

The morning two tank Key West Dive Trips are great because this includes a double dive in a Vandenberg wreck dive....

4 hours 30 minutes (approx.) Free Cancellation

4.9 (97)

from
$99

Before Looking for a Great Adventure in Key West? Enter the amazing world of scuba diving the fun and easy way with PADI® Open Water …More

5.0 (15)

Key West PADI Open Water Certification

Before Looking for a Great Adventure in Key West? Enter the amazing world of scuba diving the fun and easy way with PADI® Open Water...

2 days (approx.) Free Cancellation

5.0 (15)

from
$499

Key West Sunset Sail with Champagne, Hors D’oeuvres and Full Bar

Admire an exquisitely painted sky during this premium sunset cruise in Key West. Create fantastic memories as you set sail on a modern sailing catamaran …More

4.8 (3,829)

Key West Sunset Sail with Champagne, Hors D’oeuvres and Full Bar

Admire an exquisitely painted sky during this premium sunset cruise in Key West. Create fantastic memories as you set sail on a modern sailing catamaran...

2 hours (approx.) Free Cancellation

4.8 (3,829)

from
$80

Key West Private Deep Sea Fishing Charter (up to 41 passengers)

Cool Key West brings you the ultimate Private Deep Sea Fishing Charter experience with a classic 63-foot sportfishing boat that can show 41 day-trip guests …More

4.9 (19)

Key West Private Deep Sea Fishing Charter (up to 41 passengers)

Cool Key West brings you the ultimate Private Deep Sea Fishing Charter experience with a classic 63-foot sportfishing boat that can show 41 day-trip guests...

4-12 hours (approx.) Free Cancellation

4.9 (19)

from
$1,700

The Cool Key West Scuba Refresher course is a safe, fun skills review perfect for Open Water divers who have been out of the water …More

Special Offer

5.0 (22)

Key West Scuba Diving Refresher Course

The Cool Key West Scuba Refresher course is a safe, fun skills review perfect for Open Water divers who have been out of the water...

8 hours (approx.) Free Cancellation

5.0 (22)

~~$229~~
$225

Key West Private Inshore Light Tackle Fishing Charter (up to 10 passengers)

Cool Key West brings you a great value in thrilling Key West light tackle fishing with this Family-Friendly Fishing Tour on the calm inshore waters …More

4.9 (23)

Key West Private Inshore Light Tackle Fishing Charter (up to 10 passengers)

Cool Key West brings you a great value in thrilling Key West light tackle fishing with this Family-Friendly Fishing Tour on the calm inshore waters...

4 hours (approx.) Free Cancellation

4.9 (23)

~~$1,300~~
$1,200

Key West Sunset Harbor Cruise with Premium Drinks, Hors-d’oeuvres and FREE shuttle to location

Looking for the perfect way to end your day? Join us aboard a 45ft Corinthian powercat, and ride in comfort with this relaxing, catered cruise …More

Special Offer

4.9 (128)

Key West Sunset Harbor Cruise with Premium Drinks, Hors-d’oeuvres and FREE shuttle to location

Looking for the perfect way to end your day? Join us aboard a 45ft Corinthian powercat, and ride in comfort with this relaxing, catered cruise...

2 hours (approx.) Hotel pickup offered Free Cancellation

4.9 (128)

~~$99~~
$89

This Key West experience lets you enjoy all that the island has to offer. Sail on a sleek catamaran along the smooth waters of the …More

Special Offer

Top10

Special Offer

4.9 (739)

Key West Ultimate Adventure

This Key West experience lets you enjoy all that the island has to offer. Sail on a sleek catamaran along the smooth waters of the...

6 hours (approx.) Free Cancellation

4.9 (739)

~~$200~~
$169

Cool Key West takes you on a Key West Deep Sea Fishing Charter for high adventure and big fish on the deep blue waters that …More

4.9 (268)

Key West Deep Sea Fishing Charter

Cool Key West takes you on a Key West Deep Sea Fishing Charter for high adventure and big fish on the deep blue waters that...

4, 6 or 8 hours (approx.) Free Cancellation

4.9 (268)

~~$1,000~~
$900

Envision yourself swimming freely among the vibrant fish of the Florida Keys during a Key West snorkeling tour. This tranquil catamaran cruise provides easy snorkeling …More

4.8 (1,445)

Key West Snorkeling Adventure

Envision yourself swimming freely among the vibrant fish of the Florida Keys during a Key West snorkeling tour. This tranquil catamaran cruise provides easy snorkeling...

3 hours (approx.) Free Cancellation

4.8 (1,445)

from
$50

Key West Schooner Sunset Sail with Hors D’oeuvres and Full Bar

Meet for this Key West Sunset Sail at the Key West Historic Harbor. Board a beautiful bugeye schooner, and get acquainted with your captain and …More

4.9 (1,702)

Key West Schooner Sunset Sail with Hors D’oeuvres and Full Bar

Meet for this Key West Sunset Sail at the Key West Historic Harbor. Board a beautiful bugeye schooner, and get acquainted with your captain and...

2 hours (approx.) Free Cancellation

4.9 (1,702)

from
$100

Take your own private boat and personal guide to hunt Bonefish, Permit, Sharks and other game fish in the crystal-clear waters of the Key West …More

4.9 (61)

Key West Flats Fishing Charter

Take your own private boat and personal guide to hunt Bonefish, Permit, Sharks and other game fish in the crystal-clear waters of the Key West...

4, 6 or 8 hours (approx.) Free Cancellation

4.9 (61)

from
$580

Key West Catamaran Dolphin Watch & Sunset Sail

Set sail from Key West's Historic Seaport for a thrilling dolphin watch and famous Key West sunset sail aboard a luxury catamaran with premium wines …More

4.8 (749)

Key West Catamaran Dolphin Watch & Sunset Sail

Set sail from Key West's Historic Seaport for a thrilling dolphin watch and famous Key West sunset sail aboard a luxury catamaran with premium wines...

2 hours 30 minutes (approx.) Free Cancellation

4.8 (749)

from
$90

Sunset Sip & Sail: Come see the legendary Key West Sunset on a Brand New Catamaran Sail Boat. • Open bar • Live Music • …More

4.6 (431)

Sunset Sip & Sail

Sunset Sip & Sail: Come see the legendary Key West Sunset on a Brand New Catamaran Sail Boat. • Open bar • Live Music •...

2 hours Free Cancellation

4.6 (431)

from
$77

Enjoy the excitement of saltwater light tackle fishing as you hunt the reefs and wrecks for a world record catch with your own private boat …More

4.9 (35)

Key West Light Tackle Fishing Charter

Enjoy the excitement of saltwater light tackle fishing as you hunt the reefs and wrecks for a world record catch with your own private boat...

4, 6 or 8 hours (approx.) Free Cancellation

4.9 (35)

from
$950

Rise and Reef Key West Snorkel Trip on The 65 foot custom built Sandie Cat. Your 3 hour snorkel trip will start with a Light …More

4.7 (694)

Key West Snorkeling

Rise and Reef Key West Snorkel Trip on The 65 foot custom built Sandie Cat. Your 3 hour snorkel trip will start with a Light...

3 hours Free Cancellation

4.7 (694)

from
$54

Key West Dolphin Watch & Snorkel Tour with FREE shuttle to location

Board the Dolphin Watch & Snorkel Cruise Key West for a journey to observe the beauty of Key West dolphins. …More

Top10

4.9 (25)

Key West Dolphin Watch & Snorkel Tour with FREE shuttle to location

Board the Dolphin Watch & Snorkel Cruise Key West for a journey to observe the beauty of Key West dolphins....

3 hours 30 minutes (approx.) Hotel pickup offered Free Cancellation

4.9 (25)

from
$99

Key West Schooner Appledore Backcountry Eco-Tour: Sail, Snorkel & Kayak

Set sail from Historic Seaport on the Key West Schooner Backcountry Eco-Tour adventure! …More

4.9 (216)

Key West Schooner Appledore Backcountry Eco-Tour: Sail, Snorkel & Kayak

Set sail from Historic Seaport on the Key West Schooner Backcountry Eco-Tour adventure!...

5 hours (approx.) Free Cancellation

4.9 (216)

from
$110

See all

Day 5: Port of callKey West, USA

Tuesday, December 22, 2026

Considering a golf cart rental in Key West? Four adults can zip around the island in style on a 4-seater gas-powered EZGO golf cart, and …More

Top10

4.9 (1,436)

Key West 4 Seater EZGO Golf Cart Rental

Considering a golf cart rental in Key West? Four adults can zip around the island in style on a 4-seater gas-powered EZGO golf cart, and...

3 hours and up Free Cancellation

4.9 (1,436)

~~$100~~
$99

Need a Key West golf cart rental that can get a group of six around the island in fun style? A 6-seater gas-engine EZGO Express …More

4.9 (1,436)

Key West 6 Seater EZGO Golf Cart Rental

Need a Key West golf cart rental that can get a group of six around the island in fun style? A 6-seater gas-engine EZGO Express...

3 hours and up Free Cancellation

4.9 (1,436)

from
$180

In Key West for a wedding or other family event? Got a large group of cruise ship friends who want to see all of the …More

4.9 (1,436)

Key West 8 Seater EZGO Golf Cart Rental

In Key West for a wedding or other family event? Got a large group of cruise ship friends who want to see all of the...

3 hours and up Free Cancellation

4.9 (1,436)

from
$210

Zoom along solo and park with ease at every stop on a Yamaha Vino 1-seater scooter. This classic Key West scooter rental sports a quiet, …More

4.9 (75)

Key West 1 Seater Scooter Rental

Zoom along solo and park with ease at every stop on a Yamaha Vino 1-seater scooter. This classic Key West scooter rental sports a quiet,...

3 hours and up Free Cancellation

4.9 (75)

from
$45

For a Key West scooter rental that offers the fun of two-passenger touring, the Yamaha Zuma 2-seater is a great way to explore the island. …More

4.9 (75)

Key West 2 Seater Scooter Rental

For a Key West scooter rental that offers the fun of two-passenger touring, the Yamaha Zuma 2-seater is a great way to explore the island....

3 hours and up Free Cancellation

4.9 (75)

from
$55

Cruise Key West with family or friends! Four people can get around town in comfort and ease with the smooth, silent GEM 4-seater electric car …More

4.9 (1,168)

Key West 4 Seater Electric Car Rental

Cruise Key West with family or friends! Four people can get around town in comfort and ease with the smooth, silent GEM 4-seater electric car...

3 hours and up Free Cancellation

4.9 (1,168)

~~$100~~
$99

Our 6-seater GEM electric cars beat any regular rental car hands down when it comes to zipping around Key West with a party of 5 …More

Top10

4.9 (1,168)

Key West 6 Seater Electric Car Rental

Our 6-seater GEM electric cars beat any regular rental car hands down when it comes to zipping around Key West with a party of 5...

3 hours and up Free Cancellation

4.9 (1,168)

from
$180

Get into some wet & wild watersports excitement on the best Key West jet ski tour around – a 90-minute adventure featuring 28 miles of …More

Top10

4.9 (3,100)

Key West Original Island Jet Ski Tour

Get into some wet & wild watersports excitement on the best Key West jet ski tour around – a 90-minute adventure featuring 28 miles of...

1.5 Hours Free Cancellation

4.9 (3,100)

~~$170~~
$120

Float high above and parasail the Atlantic waters for a bird’s eye view of Florida’s beautiful Key West, the Southernmost Point in the US. This …More

Special Offer

4.9 (1,019)

Key West Parasailing Adventure

Float high above and parasail the Atlantic waters for a bird’s eye view of Florida’s beautiful Key West, the Southernmost Point in the US. This...

1 Hour Free Cancellation

4.9 (1,019)

~~$85~~
$64

Enjoy an unforgettable morning or afternoon of sailing, kayaking and snorkeling in the pristine marine wilderness of the Key West National Wildlife Refuge. …More

Top10

4.9 (2,737)

Key West Sail, Snorkel, Kayak with Sunset Option

Enjoy an unforgettable morning or afternoon of sailing, kayaking and snorkeling in the pristine marine wilderness of the Key West National Wildlife Refuge....

4.5 or 6.5 hours (approx.) Free Cancellation

4.9 (2,737)

from
$105

Spend an unforgettable day sailing emerald waters, kayaking mangrove-shaded channels and snorkeling coral gardens in an unspoiled marine wilderness. …More

Top10

4.9 (2,737)

Key West Backcountry Safari

Spend an unforgettable day sailing emerald waters, kayaking mangrove-shaded channels and snorkeling coral gardens in an unspoiled marine wilderness....

4.5 or 6.5 hours (approx.) Free Cancellation

4.9 (2,737)

from
$105

The Key West Snorkel & Sunset Sail Rum & Reggae Combo checks your Key West bucket list items with snorkeling, a sunset cruise, and icy …More

4.8 (352)

Key West Rum & Reggae Snorkeling Sunset Sail Combo

The Key West Snorkel & Sunset Sail Rum & Reggae Combo checks your Key West bucket list items with snorkeling, a sunset cruise, and icy...

3 Hours Free Cancellation

4.8 (352)

from
$60

Our Key West Morning Snorkel Trip lets you start the day with sunshine, blue water, and adventure at sea as you experience the wonders of …More

4.7 (577)

Key West Morning Snorkel Trip

Our Key West Morning Snorkel Trip lets you start the day with sunshine, blue water, and adventure at sea as you experience the wonders of...

3 Hours Free Cancellation

4.7 (577)

from
$55

Explore the natural wonders of Key West with a visit to wild dolphins in their ocean home and a snorkel over the coral and sand …More

4.8 (1,095)

Key West Dolphin Watch & Snorkel Combo

Explore the natural wonders of Key West with a visit to wild dolphins in their ocean home and a snorkel over the coral and sand...

3 Hours Free Cancellation

4.8 (1,095)

from
$80

Make the most of your Key West water time — our Double Dip Key West Snorkeling Adventure lets you explore the underwater scenery at two …More

5.0 (955)

Key West Double Dip 2-Stop Snorkeling Adventure

Make the most of your Key West water time — our Double Dip Key West Snorkeling Adventure lets you explore the underwater scenery at two...

3 Hours Free Cancellation

5.0 (955)

from
$80

The Key West Glass Bottom Boat Tour combines an entertaining, educational exploration of the reefs & marine life around Key West with a classic sunset …More

4.6 (538)

Key West Glass-Bottom Boat Tour with Sunset Option

The Key West Glass Bottom Boat Tour combines an entertaining, educational exploration of the reefs & marine life around Key West with a classic sunset...

2 hours (approx.) Free Cancellation

4.6 (538)

from
$70

Don’t miss this exciting Key West Afternoon Snorkel Trip that blends the best of Key West: sunshine, sail boats, blue water, colorful fish, and icy …More

4.7 (577)

Key West Afternoon Snorkeling Trip with Margaritas

Don’t miss this exciting Key West Afternoon Snorkel Trip that blends the best of Key West: sunshine, sail boats, blue water, colorful fish, and icy...

3 Hours Free Cancellation

4.7 (577)

from
$60

Enjoy life like a Key West local with a picnic play day on the calm, clear waters and pure white sands of a Backcountry sandbar …More

4.9 (621)

Island Adventure: Sandbar, Kayak & Paddleboard Excursion with Sunset Option

Enjoy life like a Key West local with a picnic play day on the calm, clear waters and pure white sands of a Backcountry sandbar...

3.5 Hours (approx.) Free Cancellation

4.9 (621)

from
$120

The beach pass is an all-day, all-inclusive package. Buy a combo package that includes parasailing or one that includes an umbrella, chairs, and all the …More

Special Offer

4.7 (19)

Key West Beach Pass with Parasailing Upgrade

The beach pass is an all-day, all-inclusive package. Buy a combo package that includes parasailing or one that includes an umbrella, chairs, and all the...

All Day (9am - 5pm) Free Cancellation

4.7 (19)

~~$109~~
$100

The hop-on hop-off trolley tour of Key West is a fantastic way to explore this historic island. Sit back and relax while your expert tour …More

4.6 (1,759)

Key West Hop-On Hop-Off Old Town Tour Trolley

The hop-on hop-off trolley tour of Key West is a fantastic way to explore this historic island. Sit back and relax while your expert tour...

1 hour 30 minutes Free Cancellation

4.6 (1,759)

from
$56

Join your gravedigger guide aboard the Trolley of the Doomed for a journey through Key West's darker side! Take an evening trolley ride down the …More

4.4 (1,402)

Key West Ghosts & Gravestones Tour

Join your gravedigger guide aboard the Trolley of the Doomed for a journey through Key West's darker side! Take an evening trolley ride down the...

1 hour Free Cancellation

4.4 (1,402)

from
$41

Experience the best of Key West on the famous Conch Tour Train! One of Florida’s most popular attractions, the Conch Tour Train has been entertaining …More

4.5 (879)

Key West Conch Tour Train

Experience the best of Key West on the famous Conch Tour Train! One of Florida’s most popular attractions, the Conch Tour Train has been entertaining...

1 hour Free Cancellation

4.5 (879)

from
$45

Tour the historic Harry S. Truman Little White House in Key West and learn about a fascinating period of American history. What was once a …More

4.7 (498)

Key West Truman Little White House

Tour the historic Harry S. Truman Little White House in Key West and learn about a fascinating period of American history. What was once a...

1 to 2 hours Free Cancellation

4.7 (498)

from
$26

Learn about an important part of Florida’s history at the Key West Shipwreck Treasure Museum. Explore the wreckage of Spanish galleons and the remnants of …More

4.0 (116)

Key West Shipwreck Treasure Museum

Learn about an important part of Florida’s history at the Key West Shipwreck Treasure Museum. Explore the wreckage of Spanish galleons and the remnants of...

2 hours Free Cancellation

4.0 (116)

from
$19

Wind & Wine has been the #1 rated sunset sail on Cool Key West for over a decade. In our opinion, this is the best …More

Top10

5.0 (1,713)

Key West Wind & Wine Sunset Sail

Wind & Wine has been the #1 rated sunset sail on Cool Key West for over a decade. In our opinion, this is the best...

2 hours (approx.) Free Cancellation

5.0 (1,713)

~~$115~~
$99

Cool Key West presents the Key West Split Fishing Charter: the most cost-effective and convenient way to get offshore and enjoy some Key West sportfishing. …More

Top10

4.8 (505)

Key West Split Fishing Charter

Cool Key West presents the Key West Split Fishing Charter: the most cost-effective and convenient way to get offshore and enjoy some Key West sportfishing....

4 or 6 hours (approx.) Free Cancellation

4.8 (505)

~~$350~~
$200

Our Key West Party Boat Fishing Charter is great for an affordable day on the water with friends and family enjoying the best Key West …More

4.7 (148)

Key West Party Boat Fishing Charter

Our Key West Party Boat Fishing Charter is great for an affordable day on the water with friends and family enjoying the best Key West...

6 hours (approx.) Free Cancellation

4.7 (148)

from
$70

The is the absolute best way for a person to experience diving. Great for those who want to try scuba diving in Key West. …More

Top10

4.9 (146)

Key West Dive in a Day Scuba Resort Course

The is the absolute best way for a person to experience diving. Great for those who want to try scuba diving in Key West....

9 hours (approx.) Free Cancellation

4.9 (146)

~~$269~~
$229

Afternoon two-tank Key West Scuba dive trips offer divers the chance to explore two different dive sites on the pristine coral reef system of the …More

4.8 (132)

Key West Afternoon 2-Tank Reef SCUBA Dive

Afternoon two-tank Key West Scuba dive trips offer divers the chance to explore two different dive sites on the pristine coral reef system of the...

4 hours 30 minutes (approx.) Free Cancellation

4.8 (132)

from
$99

Join us for Key West's Best Sunset Dinner Cruise. This 2 Hour trip Includes an amazing tropical food buffet, live music and open well bar. …More

4.4 (1,933)

Key West Sunset Dinner Cruise

Join us for Key West's Best Sunset Dinner Cruise. This 2 Hour trip Includes an amazing tropical food buffet, live music and open well bar....

2 hours Free Cancellation

4.4 (1,933)

from
$93

The morning two tank Key West Dive Trips are great because this includes a double dive in a Vandenberg wreck dive. …More

4.9 (97)

Key West Morning 2-Tank Wreck SCUBA Dive

The morning two tank Key West Dive Trips are great because this includes a double dive in a Vandenberg wreck dive....

4 hours 30 minutes (approx.) Free Cancellation

4.9 (97)

from
$99

Before Looking for a Great Adventure in Key West? Enter the amazing world of scuba diving the fun and easy way with PADI® Open Water …More

5.0 (15)

Key West PADI Open Water Certification

Before Looking for a Great Adventure in Key West? Enter the amazing world of scuba diving the fun and easy way with PADI® Open Water...

2 days (approx.) Free Cancellation

5.0 (15)

from
$499

Admire an exquisitely painted sky during this premium sunset cruise in Key West. Create fantastic memories as you set sail on a modern sailing catamaran …More

4.8 (3,829)

Key West Sunset Sail with Champagne, Hors D’oeuvres and Full Bar

Admire an exquisitely painted sky during this premium sunset cruise in Key West. Create fantastic memories as you set sail on a modern sailing catamaran...

2 hours (approx.) Free Cancellation

4.8 (3,829)

from
$80

Cool Key West brings you the ultimate Private Deep Sea Fishing Charter experience with a classic 63-foot sportfishing boat that can show 41 day-trip guests …More

4.9 (19)

Key West Private Deep Sea Fishing Charter (up to 41 passengers)

Cool Key West brings you the ultimate Private Deep Sea Fishing Charter experience with a classic 63-foot sportfishing boat that can show 41 day-trip guests...

4-12 hours (approx.) Free Cancellation

4.9 (19)

from
$1,700

The Cool Key West Scuba Refresher course is a safe, fun skills review perfect for Open Water divers who have been out of the water …More

Special Offer

5.0 (22)

Key West Scuba Diving Refresher Course

The Cool Key West Scuba Refresher course is a safe, fun skills review perfect for Open Water divers who have been out of the water...

8 hours (approx.) Free Cancellation

5.0 (22)

~~$229~~
$225

Cool Key West brings you a great value in thrilling Key West light tackle fishing with this Family-Friendly Fishing Tour on the calm inshore waters …More

4.9 (23)

Key West Private Inshore Light Tackle Fishing Charter (up to 10 passengers)

Cool Key West brings you a great value in thrilling Key West light tackle fishing with this Family-Friendly Fishing Tour on the calm inshore waters...

4 hours (approx.) Free Cancellation

4.9 (23)

~~$1,300~~
$1,200

Looking for the perfect way to end your day? Join us aboard a 45ft Corinthian powercat, and ride in comfort with this relaxing, catered cruise …More

Special Offer

4.9 (128)

Key West Sunset Harbor Cruise with Premium Drinks, Hors-d’oeuvres and FREE shuttle to location

Looking for the perfect way to end your day? Join us aboard a 45ft Corinthian powercat, and ride in comfort with this relaxing, catered cruise...

2 hours (approx.) Hotel pickup offered Free Cancellation

4.9 (128)

~~$99~~
$89

This Key West experience lets you enjoy all that the island has to offer. Sail on a sleek catamaran along the smooth waters of the …More

Special Offer

Top10

Special Offer

4.9 (739)

Key West Ultimate Adventure

This Key West experience lets you enjoy all that the island has to offer. Sail on a sleek catamaran along the smooth waters of the...

6 hours (approx.) Free Cancellation

4.9 (739)

~~$200~~
$169

Cool Key West takes you on a Key West Deep Sea Fishing Charter for high adventure and big fish on the deep blue waters that …More

4.9 (268)

Key West Deep Sea Fishing Charter

Cool Key West takes you on a Key West Deep Sea Fishing Charter for high adventure and big fish on the deep blue waters that...

4, 6 or 8 hours (approx.) Free Cancellation

4.9 (268)

~~$1,000~~
$900

Envision yourself swimming freely among the vibrant fish of the Florida Keys during a Key West snorkeling tour. This tranquil catamaran cruise provides easy snorkeling …More

4.8 (1,445)

Key West Snorkeling Adventure

Envision yourself swimming freely among the vibrant fish of the Florida Keys during a Key West snorkeling tour. This tranquil catamaran cruise provides easy snorkeling...

3 hours (approx.) Free Cancellation

4.8 (1,445)

from
$50

Meet for this Key West Sunset Sail at the Key West Historic Harbor. Board a beautiful bugeye schooner, and get acquainted with your captain and …More

4.9 (1,702)

Key West Schooner Sunset Sail with Hors D’oeuvres and Full Bar

Meet for this Key West Sunset Sail at the Key West Historic Harbor. Board a beautiful bugeye schooner, and get acquainted with your captain and...

2 hours (approx.) Free Cancellation

4.9 (1,702)

from
$100

Take your own private boat and personal guide to hunt Bonefish, Permit, Sharks and other game fish in the crystal-clear waters of the Key West …More

4.9 (61)

Key West Flats Fishing Charter

Take your own private boat and personal guide to hunt Bonefish, Permit, Sharks and other game fish in the crystal-clear waters of the Key West...

4, 6 or 8 hours (approx.) Free Cancellation

4.9 (61)

from
$580

Set sail from Key West's Historic Seaport for a thrilling dolphin watch and famous Key West sunset sail aboard a luxury catamaran with premium wines …More

4.8 (749)

Key West Catamaran Dolphin Watch & Sunset Sail

Set sail from Key West's Historic Seaport for a thrilling dolphin watch and famous Key West sunset sail aboard a luxury catamaran with premium wines...

2 hours 30 minutes (approx.) Free Cancellation

4.8 (749)

from
$90

Sunset Sip & Sail: Come see the legendary Key West Sunset on a Brand New Catamaran Sail Boat. • Open bar • Live Music • …More

4.6 (431)

Sunset Sip & Sail

Sunset Sip & Sail: Come see the legendary Key West Sunset on a Brand New Catamaran Sail Boat. • Open bar • Live Music •...

2 hours Free Cancellation

4.6 (431)

from
$77

Enjoy the excitement of saltwater light tackle fishing as you hunt the reefs and wrecks for a world record catch with your own private boat …More

4.9 (35)

Key West Light Tackle Fishing Charter

Enjoy the excitement of saltwater light tackle fishing as you hunt the reefs and wrecks for a world record catch with your own private boat...

4, 6 or 8 hours (approx.) Free Cancellation

4.9 (35)

from
$950

Rise and Reef Key West Snorkel Trip on The 65 foot custom built Sandie Cat. Your 3 hour snorkel trip will start with a Light …More

4.7 (694)

Key West Snorkeling

Rise and Reef Key West Snorkel Trip on The 65 foot custom built Sandie Cat. Your 3 hour snorkel trip will start with a Light...

3 hours Free Cancellation

4.7 (694)

from
$54

Board the Dolphin Watch & Snorkel Cruise Key West for a journey to observe the beauty of Key West dolphins. …More

Top10

4.9 (25)

Key West Dolphin Watch & Snorkel Tour with FREE shuttle to location

Board the Dolphin Watch & Snorkel Cruise Key West for a journey to observe the beauty of Key West dolphins....

3 hours 30 minutes (approx.) Hotel pickup offered Free Cancellation

4.9 (25)

from
$99

Set sail from Historic Seaport on the Key West Schooner Backcountry Eco-Tour adventure! …More

4.9 (216)

Key West Schooner Appledore Backcountry Eco-Tour: Sail, Snorkel & Kayak

Set sail from Historic Seaport on the Key West Schooner Backcountry Eco-Tour adventure!...

5 hours (approx.) Free Cancellation

4.9 (216)

from
$110

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Day 6Day at sea

Wednesday, December 23, 2026

Day 7: Port of callPunta Gorda, USA

Thursday, December 24, 2026

Day 8: Overnight in portSt Petersburg, USA

Friday, December 25, 2026

Take in the beautiful waters of St Petersburg, Florida while visiting with dolphins and other wildlife in the luxurious and spacious pontoon boat! Whether you …More

St Petersburg, USA

5.0 (14)

3 Hours Pontoon Private Boat Tour

Take in the beautiful waters of St Petersburg, Florida while visiting with dolphins and other wildlife in the luxurious and spacious pontoon boat! Whether you...

3 hours Free Cancellation

5.0 (14)

from
$699

Cruise the beautiful waters of the Tampa Bay area on a private boat charter customized to your group. Explore popular destinations such as Shell Key, …More

St Petersburg, USA

5.0 (4)

Private Boat Charter to Johns Pass Shell Key and Egmont Key

Cruise the beautiful waters of the Tampa Bay area on a private boat charter customized to your group. Explore popular destinations such as Shell Key,...

4 hours Free Cancellation

5.0 (4)

from
$695

Set out on a self-guided boat rental adventure and explore some of the most scenic waterways around St. Petersburg. Cruise to popular destinations such as …More

St Petersburg, USA

5.0 (1)

7 Hours Gulfport Tritoon Boat Rental to St Petersburg Waterways

Set out on a self-guided boat rental adventure and explore some of the most scenic waterways around St. Petersburg. Cruise to popular destinations such as...

7 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$575

Join your captain on a boat ride with dolphins on the scenic waterways surrounding the beautiful Gulf beaches. Your narrated cruise is sure to be …More

St Petersburg, USA

4.8 (413)

Dolphin Racer Adventure Cruise in St. Pete

Join your captain on a boat ride with dolphins on the scenic waterways surrounding the beautiful Gulf beaches. Your narrated cruise is sure to be...

1 hour 30 minutes Free Cancellation

4.8 (413)

from
$30

Adventure through Shell Key Preserve in your 100% clear kayak! See crystal-clear water, diverse marine life, and the underwater world below your clear kayak. You’ll …More

St Petersburg, USA

5.0 (6,756)

Clear Kayak Tour of Shell Key Preserve and Tampa Bay Area

Adventure through Shell Key Preserve in your 100% clear kayak! See crystal-clear water, diverse marine life, and the underwater world below your clear kayak. You’ll...

2 hours Free Cancellation

5.0 (6,756)

from
$89

Ready yer sea legs and leave the landlubbers behind as you step aboard the 2-level, 46-foot U.S. Coast Guard inspected Royal Conquest Pirate Ship at …More

St Petersburg, USA

4.8 (233)

Pirate Adventure Cruise - John's Pass, Madeira Beach, FL

Ready yer sea legs and leave the landlubbers behind as you step aboard the 2-level, 46-foot U.S. Coast Guard inspected Royal Conquest Pirate Ship at...

1 hour 30 minutes Free Cancellation

4.8 (233)

from
$49

We offer the Ultimate Adventure - Our Glass Bottom Kayak LED illuminated Night Tours! In fact no one else offers this experience anywhere in the …More

St Petersburg, USA

4.6 (422)

Sharkeys Glass Bottom Fish Feeding LED Night Tour St. Pete Beach

We offer the Ultimate Adventure - Our Glass Bottom Kayak LED illuminated Night Tours! In fact no one else offers this experience anywhere in the...

1 hour 15 minutes Free Cancellation

4.6 (422)

from
$62

Join us on the Gulf of Mexico’s best dolphin tour, Dolphin Quest, as we cruise through the picturesque waters of Boca Ciega Bay! Our top-notch …More

St Petersburg, USA

4.9 (565)

Dolphin Watching/Eco Cruise, John's Pass, Madeira Bch, FL

Join us on the Gulf of Mexico’s best dolphin tour, Dolphin Quest, as we cruise through the picturesque waters of Boca Ciega Bay! Our top-notch...

1 hour 30 minutes Free Cancellation

4.9 (565)

from
$35

We've created a fascinating kayak tour in St Pete, centered on our Crystal Clear kayaks, giving you a fascinating look at the sea life throughout …More

St Petersburg, USA

4.8 (176)

Clear Kayak Tour of Shell Key from St Pete

We've created a fascinating kayak tour in St Pete, centered on our Crystal Clear kayaks, giving you a fascinating look at the sea life throughout...

2 hours Free Cancellation

4.8 (176)

from
$74

If you are joining another party or reservation, please note the reservation name in the "Special Requirements" section on the booking page. This casual evening …More

St Petersburg, USA

4.5 (503)

Tropical Buffet Cruise in Madeira Beach

If you are joining another party or reservation, please note the reservation name in the "Special Requirements" section on the booking page. This casual evening...

2 hours Free Cancellation

4.5 (503)

from
$49

Hop on a cruise to Shell Key Island and see dolphins and other wildlife while snorkeling. At this pristine wildlife preserve, you'll get to snorkel and …More

St Petersburg, USA

4.9 (1,619)

Shell Key & Dolphins - Semi-Private Tours

Hop on a cruise to Shell Key Island and see dolphins and other wildlife while snorkeling. At this pristine wildlife preserve, you'll get to snorkel and...

2 hours Free Cancellation

4.9 (1,619)

from
$79

Our Parasail Vessels are designed specifically for Parasail Operations. Our USCG Licensed Captains have over 26 years of experience combined in the industry so you …More

St Petersburg, USA

5.0 (341)

Parasail Flights at Madeira Beach

Our Parasail Vessels are designed specifically for Parasail Operations. Our USCG Licensed Captains have over 26 years of experience combined in the industry so you...

1 hour Free Cancellation

5.0 (341)

from
$99

This trip is one of a kind… If you want to travel to an uninhabited barrier island with white sand, warm water, and shelling galore, …More

St Petersburg, USA

4.9 (352)

Shell Key Ferry from Ft. DeSoto Boat Ramp in Tierra Verde, FL

This trip is one of a kind… If you want to travel to an uninhabited barrier island with white sand, warm water, and shelling galore,...

20 minutes Free Cancellation

4.9 (352)

from
$39

Cruise with us on "The Big Blue Boat," the largest, safest, and most stable dolphin watch boat in the Tampa Bay area. You will be …More

St Petersburg, USA

4.8 (462)

Dolphin Watching Nature Cruise and Eco Tour from Hubbard's Marina in John's Pass

Cruise with us on "The Big Blue Boat," the largest, safest, and most stable dolphin watch boat in the Tampa Bay area. You will be...

1 hour 30 minutes Free Cancellation

4.8 (462)

from
$35

Cruise on a floating tiki bar around the St. Pete Pier and view the skyscrapers from the water! Our one of a kind tiki boats …More

St Petersburg, USA

4.9 (100)

Tiki Boat - St. Pete Pier - The Only Authentic Floating Tiki Bar

Cruise on a floating tiki bar around the St. Pete Pier and view the skyscrapers from the water! Our one of a kind tiki boats...

1 hour 30 minutes

4.9 (100)

from
$60

Our 3hr Shell Key Shelling Trip is offered from Hubbard’s Marina inside Johns Pass and offers around one hour on the island exploring and shelling …More

St Petersburg, USA

4.9 (508)

Three Hour Shelling Cruise to Shell Key Preserve from John's Pass

Our 3hr Shell Key Shelling Trip is offered from Hubbard’s Marina inside Johns Pass and offers around one hour on the island exploring and shelling...

3 hours Free Cancellation

4.9 (508)

from
$45

• 10 different St. Pete districts in about 2 hours, far beyond downtown • Open-air trolley with 360° views (enclosed for comfort in bad weather) …More

St Petersburg, USA

4.6 (44)

St. Petersburg Open-Air Trolley City Tour with Distillery Tasting

• 10 different St. Pete districts in about 2 hours, far beyond downtown • Open-air trolley with 360° views (enclosed for comfort in bad weather)...

2 hours Free Cancellation

4.6 (44)

from
$30

Join us on our brand new 50ft Custom Catamaran for an evening like no other! A scenic trip out the Intracoastal and along Shell Key …More

St Petersburg, USA

5.0 (2,378)

Island Sunset and Skyway Light Show - 3hr Boat Cruise in St. Pete

Join us on our brand new 50ft Custom Catamaran for an evening like no other! A scenic trip out the Intracoastal and along Shell Key...

3 hours Free Cancellation

5.0 (2,378)

from
$80

Paddle hidden mangrove tunnels, spot wildlife, and unwind on the pristine beach of Shell Key. A 3 hour tour, including about 1 hour of beach …More

St Petersburg, USA

5.0 (81)

Shell Key Mangroves & Snorkel Kayak Tour Adventure - St. Pete

Paddle hidden mangrove tunnels, spot wildlife, and unwind on the pristine beach of Shell Key. A 3 hour tour, including about 1 hour of beach...

3 hours Free Cancellation

5.0 (81)

from
$71

Island Boat Adventures! Over 15 years of experience, we specialize in tours to Egmont Key where you can snorkel in the sparkling waters of the …More

St Petersburg, USA

4.9 (146)

4 Hour Egmont Key Island Tour With Dolphins & Snorkeling Included

Island Boat Adventures! Over 15 years of experience, we specialize in tours to Egmont Key where you can snorkel in the sparkling waters of the...

4 hours Free Cancellation

4.9 (146)

from
$95

If you want to spend some time on a beautiful pristine island paradise, the ferry to Egmont Key State Park from Fort De Soto is …More

St Petersburg, USA

4.9 (395)

Egmont Key Ferry from Ft. DeSoto Park

If you want to spend some time on a beautiful pristine island paradise, the ferry to Egmont Key State Park from Fort De Soto is...

5 hours Free Cancellation

4.9 (395)

from
$49

Join us on our brand new 45ft Custom Catamaran for an evening like no other! A scenic trip out the Intracoastal and along Shell Key …More

St Petersburg, USA

4.9 (270)

St. Pete Dolphin Watching and Island Sunset Cruise

Join us on our brand new 45ft Custom Catamaran for an evening like no other! A scenic trip out the Intracoastal and along Shell Key...

2 hours 30 minutes Free Cancellation

4.9 (270)

from
$57

Join us for a behind-the-scenes journey at St. Petersburg Distillery, where time-honored traditions meet bold, creative craft. Nestled in the heart of Florida’s cultural coast, …More

St Petersburg, USA

4.9 (56)

St Petersburg Distillery Tour and Tasting Experience

Join us for a behind-the-scenes journey at St. Petersburg Distillery, where time-honored traditions meet bold, creative craft. Nestled in the heart of Florida’s cultural coast,...

1 hour 30 minutes Free Cancellation

4.9 (56)

from
$25

Step aboard Suncoast Horizon, a real working schooner and experience what sailing is actually supposed to feel like. No roaring engines. No canned tour script. …More

St Petersburg, USA

4.9 (285)

Suncoast Sailing's Sunset Sailing Experience!

Step aboard Suncoast Horizon, a real working schooner and experience what sailing is actually supposed to feel like. No roaring engines. No canned tour script....

2 hours 30 minutes Free Cancellation

4.9 (285)

from
$70

Embark on an unforgettable Shell Key Adventure with over 15 years of experience guiding you through Florida’s natural wonders! Our expert crew will take you …More

St Petersburg, USA

4.9 (121)

2.5 Hour Shell Key Island Adventure Including Dolphins And Shells

Embark on an unforgettable Shell Key Adventure with over 15 years of experience guiding you through Florida’s natural wonders! Our expert crew will take you...

2 hours 30 minutes Free Cancellation

4.9 (121)

from
$75

Step aboard Suncoast Horizon, a real schooner and experience what sailing is actually supposed to feel like. No roaring engines. No canned tour script. Just …More

St Petersburg, USA

4.9 (118)

Suncoast Sailing's Day Sailing Experience!

Step aboard Suncoast Horizon, a real schooner and experience what sailing is actually supposed to feel like. No roaring engines. No canned tour script. Just...

2 hours 30 minutes Free Cancellation

4.9 (118)

from
$65

Witness the stunning sunset over Boca Ciega Bay aboard the Dolphin Quest Sunset Cruise. This relaxing 75 to 90-minute journey offers the chance to enjoy …More

St Petersburg, USA

4.9 (51)

Dolphin Sunset Cruise with Drinks Included

Witness the stunning sunset over Boca Ciega Bay aboard the Dolphin Quest Sunset Cruise. This relaxing 75 to 90-minute journey offers the chance to enjoy...

1 hour 15 minutes Free Cancellation

4.9 (51)

from
$39

A fun, educational experience for the entire family! We specialize in making lifelong memories 95% of the time we see dolphin during our cruise. The …More

St Petersburg, USA

4.9 (341)

Dolphin Shelling Snorkeling Cruise in Tampa

A fun, educational experience for the entire family! We specialize in making lifelong memories 95% of the time we see dolphin during our cruise. The...

180 to 210 minutes

4.9 (341)

from
$78

Enjoy a memorable evening on the water aboard the Starlite Horizon, departing from St. Pete. Settle in at your reserved table for a relaxed dinner …More

St Petersburg, USA

4.4 (474)

Evening Yacht Cruise with Optional Dining in St. Pete

Enjoy a memorable evening on the water aboard the Starlite Horizon, departing from St. Pete. Settle in at your reserved table for a relaxed dinner...

3 hours Free Cancellation

4.4 (474)

from
$41

Avoid the crowded boats with our semi-private intimate Sunset Cruise. Just minutes from St Pete and from St Pete Beach. See the perfect sunset over …More

St Petersburg, USA

4.9 (479)

Semi-Private Sunset Cruise St Pete

Avoid the crowded boats with our semi-private intimate Sunset Cruise. Just minutes from St Pete and from St Pete Beach. See the perfect sunset over...

2 hours Free Cancellation

4.9 (479)

from
$79

Join Coastal Kayak Charters for a small group guided kayak tour of the Shell Key Preserve. We are one of the few companies running kayak …More

St Petersburg, USA

5.0 (517)

Small Group Kayak Tour of the Shell Key Preserve

Join Coastal Kayak Charters for a small group guided kayak tour of the Shell Key Preserve. We are one of the few companies running kayak...

3 hours Free Cancellation

5.0 (517)

from
$59

Easy to find location with great drinks at the bar while you wait. Look for our sign on the docks. We share a pier with …More

St Petersburg, USA

4.9 (378)

Sunset Cruise over the Gulf of Mexico

Easy to find location with great drinks at the bar while you wait. Look for our sign on the docks. We share a pier with...

2 hours

4.9 (378)

from
$67

You and your Tour Guide will Cruise through the Streets of Downtown St. Petersburg in a Deluxe Street Legal Golf Cart. You'll Explore the Best …More

St Petersburg, USA

4.9 (574)

Guided St. Pete Sightseeing Tour in Deluxe Street Legal Golf Cart

You and your Tour Guide will Cruise through the Streets of Downtown St. Petersburg in a Deluxe Street Legal Golf Cart. You'll Explore the Best...

90 to 120 minutes Free Cancellation

4.9 (574)

from
$49

Experience the city of St Petersburg with ease and comfort on this Historic Segway Tour. Glide Along the beautiful waterfront and endless parks. View the …More

St Petersburg, USA

4.9 (161)

Saint Petersburg Historic Segway Tour

Experience the city of St Petersburg with ease and comfort on this Historic Segway Tour. Glide Along the beautiful waterfront and endless parks. View the...

2 hours Free Cancellation

4.9 (161)

from
$70

Booking a tour with US Ghost Adventures will add just the right amount of spooky to your evening. Whether you are from out of town …More

St Petersburg, USA

4.8 (36)

Poison, Punishment, & Posession: St Petersburg Ghost Tours

Booking a tour with US Ghost Adventures will add just the right amount of spooky to your evening. Whether you are from out of town...

1 hour Free Cancellation

4.8 (36)

from
$26

Tour and snorkel Beautiful and Historic Egmont Key! This runs on Bad Dog boat! We offer a fun educational experience the entire family can enjoy. …More

St Petersburg, USA

4.7 (108)

Egmont Key Snorkeling Dolphin Tour

Tour and snorkel Beautiful and Historic Egmont Key! This runs on Bad Dog boat! We offer a fun educational experience the entire family can enjoy....

4 hours

4.7 (108)

from
$95

Our Shell Island and dolphin tour is fun for families of all ages, the tour includes a stop at Shell Key preserve, a popular nature …More

St Petersburg, USA

4.7 (87)

Dolphin /Shelling/Snorkeling tours Private Charters

Our Shell Island and dolphin tour is fun for families of all ages, the tour includes a stop at Shell Key preserve, a popular nature...

2 hours 15 minutes Free Cancellation

4.7 (87)

from
$55

The Jungle Prada Site History Tour is a historian-led walking tour of a private seaside garden and featuring the best-preserved American Indian mound in Tampa …More

St Petersburg, USA

5.0 (638)

St. Petersburg Jungle Prada Site History Tour

The Jungle Prada Site History Tour is a historian-led walking tour of a private seaside garden and featuring the best-preserved American Indian mound in Tampa...

2 hours Free Cancellation

5.0 (638)

from
$18

Our tiki boat is very large with plenty of room to dance and party. We have a bluetooth connection for you to listen to your …More

St Petersburg, USA

5.0 (98)

Tiki Boat cruise to John's Pass Sandbar, Madeira Beach.

Our tiki boat is very large with plenty of room to dance and party. We have a bluetooth connection for you to listen to your...

2 hours Free Cancellation

5.0 (98)

from
$79

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Day 9: ArrivalSt Petersburg, USA

Saturday, December 26, 2026

Join your captain on a boat ride with dolphins on the scenic waterways surrounding the beautiful Gulf beaches. Your narrated cruise is sure to be …More

St Petersburg, USA

4.8 (413)

Dolphin Racer Adventure Cruise in St. Pete

Join your captain on a boat ride with dolphins on the scenic waterways surrounding the beautiful Gulf beaches. Your narrated cruise is sure to be...

1 hour 30 minutes Free Cancellation

4.8 (413)

from
$30

Adventure through Shell Key Preserve in your 100% clear kayak! See crystal-clear water, diverse marine life, and the underwater world below your clear kayak. You’ll …More

St Petersburg, USA

5.0 (6,756)

Clear Kayak Tour of Shell Key Preserve and Tampa Bay Area

Adventure through Shell Key Preserve in your 100% clear kayak! See crystal-clear water, diverse marine life, and the underwater world below your clear kayak. You’ll...

2 hours Free Cancellation

5.0 (6,756)

from
$89

Ready yer sea legs and leave the landlubbers behind as you step aboard the 2-level, 46-foot U.S. Coast Guard inspected Royal Conquest Pirate Ship at …More

St Petersburg, USA

4.8 (233)

Pirate Adventure Cruise - John's Pass, Madeira Beach, FL

Ready yer sea legs and leave the landlubbers behind as you step aboard the 2-level, 46-foot U.S. Coast Guard inspected Royal Conquest Pirate Ship at...

1 hour 30 minutes Free Cancellation

4.8 (233)

from
$49

We offer the Ultimate Adventure - Our Glass Bottom Kayak LED illuminated Night Tours! In fact no one else offers this experience anywhere in the …More

St Petersburg, USA

4.6 (422)

Sharkeys Glass Bottom Fish Feeding LED Night Tour St. Pete Beach

We offer the Ultimate Adventure - Our Glass Bottom Kayak LED illuminated Night Tours! In fact no one else offers this experience anywhere in the...

1 hour 15 minutes Free Cancellation

4.6 (422)

from
$62

Join us on the Gulf of Mexico’s best dolphin tour, Dolphin Quest, as we cruise through the picturesque waters of Boca Ciega Bay! Our top-notch …More

St Petersburg, USA

4.9 (565)

Dolphin Watching/Eco Cruise, John's Pass, Madeira Bch, FL

Join us on the Gulf of Mexico’s best dolphin tour, Dolphin Quest, as we cruise through the picturesque waters of Boca Ciega Bay! Our top-notch...

1 hour 30 minutes Free Cancellation

4.9 (565)

from
$35

We've created a fascinating kayak tour in St Pete, centered on our Crystal Clear kayaks, giving you a fascinating look at the sea life throughout …More

St Petersburg, USA

4.8 (176)

Clear Kayak Tour of Shell Key from St Pete

We've created a fascinating kayak tour in St Pete, centered on our Crystal Clear kayaks, giving you a fascinating look at the sea life throughout...

2 hours Free Cancellation

4.8 (176)

from
$74

If you are joining another party or reservation, please note the reservation name in the "Special Requirements" section on the booking page. This casual evening …More

St Petersburg, USA

4.5 (503)

Tropical Buffet Cruise in Madeira Beach

If you are joining another party or reservation, please note the reservation name in the "Special Requirements" section on the booking page. This casual evening...

2 hours Free Cancellation

4.5 (503)

from
$49

Hop on a cruise to Shell Key Island and see dolphins and other wildlife while snorkeling. At this pristine wildlife preserve, you'll get to snorkel and …More

St Petersburg, USA

4.9 (1,619)

Shell Key & Dolphins - Semi-Private Tours

Hop on a cruise to Shell Key Island and see dolphins and other wildlife while snorkeling. At this pristine wildlife preserve, you'll get to snorkel and...

2 hours Free Cancellation

4.9 (1,619)

from
$79

Our Parasail Vessels are designed specifically for Parasail Operations. Our USCG Licensed Captains have over 26 years of experience combined in the industry so you …More

St Petersburg, USA

5.0 (341)

Parasail Flights at Madeira Beach

Our Parasail Vessels are designed specifically for Parasail Operations. Our USCG Licensed Captains have over 26 years of experience combined in the industry so you...

1 hour Free Cancellation

5.0 (341)

from
$99

This trip is one of a kind… If you want to travel to an uninhabited barrier island with white sand, warm water, and shelling galore, …More

St Petersburg, USA

4.9 (352)

Shell Key Ferry from Ft. DeSoto Boat Ramp in Tierra Verde, FL

This trip is one of a kind… If you want to travel to an uninhabited barrier island with white sand, warm water, and shelling galore,...

20 minutes Free Cancellation

4.9 (352)

from
$39

Cruise with us on "The Big Blue Boat," the largest, safest, and most stable dolphin watch boat in the Tampa Bay area. You will be …More

St Petersburg, USA

4.8 (462)

Dolphin Watching Nature Cruise and Eco Tour from Hubbard's Marina in John's Pass

Cruise with us on "The Big Blue Boat," the largest, safest, and most stable dolphin watch boat in the Tampa Bay area. You will be...

1 hour 30 minutes Free Cancellation

4.8 (462)

from
$35

Cruise on a floating tiki bar around the St. Pete Pier and view the skyscrapers from the water! Our one of a kind tiki boats …More

St Petersburg, USA

4.9 (100)

Tiki Boat - St. Pete Pier - The Only Authentic Floating Tiki Bar

Cruise on a floating tiki bar around the St. Pete Pier and view the skyscrapers from the water! Our one of a kind tiki boats...

1 hour 30 minutes

4.9 (100)

from
$60

Our 3hr Shell Key Shelling Trip is offered from Hubbard’s Marina inside Johns Pass and offers around one hour on the island exploring and shelling …More

St Petersburg, USA

4.9 (508)

Three Hour Shelling Cruise to Shell Key Preserve from John's Pass

Our 3hr Shell Key Shelling Trip is offered from Hubbard’s Marina inside Johns Pass and offers around one hour on the island exploring and shelling...

3 hours Free Cancellation

4.9 (508)

from
$45

• 10 different St. Pete districts in about 2 hours, far beyond downtown • Open-air trolley with 360° views (enclosed for comfort in bad weather) …More

St Petersburg, USA

4.6 (44)

St. Petersburg Open-Air Trolley City Tour with Distillery Tasting

• 10 different St. Pete districts in about 2 hours, far beyond downtown • Open-air trolley with 360° views (enclosed for comfort in bad weather)...

2 hours Free Cancellation

4.6 (44)

from
$30

Join us on our brand new 50ft Custom Catamaran for an evening like no other! A scenic trip out the Intracoastal and along Shell Key …More

St Petersburg, USA

5.0 (2,378)

Island Sunset and Skyway Light Show - 3hr Boat Cruise in St. Pete

Join us on our brand new 50ft Custom Catamaran for an evening like no other! A scenic trip out the Intracoastal and along Shell Key...

3 hours Free Cancellation

5.0 (2,378)

from
$80

Paddle hidden mangrove tunnels, spot wildlife, and unwind on the pristine beach of Shell Key. A 3 hour tour, including about 1 hour of beach …More

St Petersburg, USA

5.0 (81)

Shell Key Mangroves & Snorkel Kayak Tour Adventure - St. Pete

Paddle hidden mangrove tunnels, spot wildlife, and unwind on the pristine beach of Shell Key. A 3 hour tour, including about 1 hour of beach...

3 hours Free Cancellation

5.0 (81)

from
$71

Island Boat Adventures! Over 15 years of experience, we specialize in tours to Egmont Key where you can snorkel in the sparkling waters of the …More

St Petersburg, USA

4.9 (146)

4 Hour Egmont Key Island Tour With Dolphins & Snorkeling Included

Island Boat Adventures! Over 15 years of experience, we specialize in tours to Egmont Key where you can snorkel in the sparkling waters of the...

4 hours Free Cancellation

4.9 (146)

from
$95

If you want to spend some time on a beautiful pristine island paradise, the ferry to Egmont Key State Park from Fort De Soto is …More

St Petersburg, USA

4.9 (395)

Egmont Key Ferry from Ft. DeSoto Park

If you want to spend some time on a beautiful pristine island paradise, the ferry to Egmont Key State Park from Fort De Soto is...

5 hours Free Cancellation

4.9 (395)

from
$49

Join us on our brand new 45ft Custom Catamaran for an evening like no other! A scenic trip out the Intracoastal and along Shell Key …More

St Petersburg, USA

4.9 (270)

St. Pete Dolphin Watching and Island Sunset Cruise

Join us on our brand new 45ft Custom Catamaran for an evening like no other! A scenic trip out the Intracoastal and along Shell Key...

2 hours 30 minutes Free Cancellation

4.9 (270)

from
$57

Join us for a behind-the-scenes journey at St. Petersburg Distillery, where time-honored traditions meet bold, creative craft. Nestled in the heart of Florida’s cultural coast, …More

St Petersburg, USA

4.9 (56)

St Petersburg Distillery Tour and Tasting Experience

Join us for a behind-the-scenes journey at St. Petersburg Distillery, where time-honored traditions meet bold, creative craft. Nestled in the heart of Florida’s cultural coast,...

1 hour 30 minutes Free Cancellation

4.9 (56)

from
$25

Step aboard Suncoast Horizon, a real working schooner and experience what sailing is actually supposed to feel like. No roaring engines. No canned tour script. …More

St Petersburg, USA

4.9 (285)

Suncoast Sailing's Sunset Sailing Experience!

Step aboard Suncoast Horizon, a real working schooner and experience what sailing is actually supposed to feel like. No roaring engines. No canned tour script....

2 hours 30 minutes Free Cancellation

4.9 (285)

from
$70

Embark on an unforgettable Shell Key Adventure with over 15 years of experience guiding you through Florida’s natural wonders! Our expert crew will take you …More

St Petersburg, USA

4.9 (121)

2.5 Hour Shell Key Island Adventure Including Dolphins And Shells

Embark on an unforgettable Shell Key Adventure with over 15 years of experience guiding you through Florida’s natural wonders! Our expert crew will take you...

2 hours 30 minutes Free Cancellation

4.9 (121)

from
$75

Step aboard Suncoast Horizon, a real schooner and experience what sailing is actually supposed to feel like. No roaring engines. No canned tour script. Just …More

St Petersburg, USA

4.9 (118)

Suncoast Sailing's Day Sailing Experience!

Step aboard Suncoast Horizon, a real schooner and experience what sailing is actually supposed to feel like. No roaring engines. No canned tour script. Just...

2 hours 30 minutes Free Cancellation

4.9 (118)

from
$65

Witness the stunning sunset over Boca Ciega Bay aboard the Dolphin Quest Sunset Cruise. This relaxing 75 to 90-minute journey offers the chance to enjoy …More

St Petersburg, USA

4.9 (51)

Dolphin Sunset Cruise with Drinks Included

Witness the stunning sunset over Boca Ciega Bay aboard the Dolphin Quest Sunset Cruise. This relaxing 75 to 90-minute journey offers the chance to enjoy...

1 hour 15 minutes Free Cancellation

4.9 (51)

from
$39

A fun, educational experience for the entire family! We specialize in making lifelong memories 95% of the time we see dolphin during our cruise. The …More

St Petersburg, USA

4.9 (341)

Dolphin Shelling Snorkeling Cruise in Tampa

A fun, educational experience for the entire family! We specialize in making lifelong memories 95% of the time we see dolphin during our cruise. The...

180 to 210 minutes

4.9 (341)

from
$78

Enjoy a memorable evening on the water aboard the Starlite Horizon, departing from St. Pete. Settle in at your reserved table for a relaxed dinner …More

St Petersburg, USA

4.4 (474)

Evening Yacht Cruise with Optional Dining in St. Pete

Enjoy a memorable evening on the water aboard the Starlite Horizon, departing from St. Pete. Settle in at your reserved table for a relaxed dinner...

3 hours Free Cancellation

4.4 (474)

from
$41

Avoid the crowded boats with our semi-private intimate Sunset Cruise. Just minutes from St Pete and from St Pete Beach. See the perfect sunset over …More

St Petersburg, USA

4.9 (479)

Semi-Private Sunset Cruise St Pete

Avoid the crowded boats with our semi-private intimate Sunset Cruise. Just minutes from St Pete and from St Pete Beach. See the perfect sunset over...

2 hours Free Cancellation

4.9 (479)

from
$79

Join Coastal Kayak Charters for a small group guided kayak tour of the Shell Key Preserve. We are one of the few companies running kayak …More

St Petersburg, USA

5.0 (517)

Small Group Kayak Tour of the Shell Key Preserve

Join Coastal Kayak Charters for a small group guided kayak tour of the Shell Key Preserve. We are one of the few companies running kayak...

3 hours Free Cancellation

5.0 (517)

from
$59

Easy to find location with great drinks at the bar while you wait. Look for our sign on the docks. We share a pier with …More

St Petersburg, USA

4.9 (378)

Sunset Cruise over the Gulf of Mexico

Easy to find location with great drinks at the bar while you wait. Look for our sign on the docks. We share a pier with...

2 hours

4.9 (378)

from
$67

You and your Tour Guide will Cruise through the Streets of Downtown St. Petersburg in a Deluxe Street Legal Golf Cart. You'll Explore the Best …More

St Petersburg, USA

4.9 (574)

Guided St. Pete Sightseeing Tour in Deluxe Street Legal Golf Cart

You and your Tour Guide will Cruise through the Streets of Downtown St. Petersburg in a Deluxe Street Legal Golf Cart. You'll Explore the Best...

90 to 120 minutes Free Cancellation

4.9 (574)

from
$49

Experience the city of St Petersburg with ease and comfort on this Historic Segway Tour. Glide Along the beautiful waterfront and endless parks. View the …More

St Petersburg, USA

4.9 (161)

Saint Petersburg Historic Segway Tour

Experience the city of St Petersburg with ease and comfort on this Historic Segway Tour. Glide Along the beautiful waterfront and endless parks. View the...

2 hours Free Cancellation

4.9 (161)

from
$70

Booking a tour with US Ghost Adventures will add just the right amount of spooky to your evening. Whether you are from out of town …More

St Petersburg, USA

4.8 (36)

Poison, Punishment, & Posession: St Petersburg Ghost Tours

Booking a tour with US Ghost Adventures will add just the right amount of spooky to your evening. Whether you are from out of town...

1 hour Free Cancellation

4.8 (36)

from
$26

Tour and snorkel Beautiful and Historic Egmont Key! This runs on Bad Dog boat! We offer a fun educational experience the entire family can enjoy. …More

St Petersburg, USA

4.7 (108)

Egmont Key Snorkeling Dolphin Tour

Tour and snorkel Beautiful and Historic Egmont Key! This runs on Bad Dog boat! We offer a fun educational experience the entire family can enjoy....

4 hours

4.7 (108)

from
$95

Our Shell Island and dolphin tour is fun for families of all ages, the tour includes a stop at Shell Key preserve, a popular nature …More

St Petersburg, USA

4.7 (87)

Dolphin /Shelling/Snorkeling tours Private Charters

Our Shell Island and dolphin tour is fun for families of all ages, the tour includes a stop at Shell Key preserve, a popular nature...

2 hours 15 minutes Free Cancellation

4.7 (87)

from
$55

The Jungle Prada Site History Tour is a historian-led walking tour of a private seaside garden and featuring the best-preserved American Indian mound in Tampa …More

St Petersburg, USA

5.0 (638)

St. Petersburg Jungle Prada Site History Tour

The Jungle Prada Site History Tour is a historian-led walking tour of a private seaside garden and featuring the best-preserved American Indian mound in Tampa...

2 hours Free Cancellation

5.0 (638)

from
$18

Our tiki boat is very large with plenty of room to dance and party. We have a bluetooth connection for you to listen to your …More

St Petersburg, USA

5.0 (98)

Tiki Boat cruise to John's Pass Sandbar, Madeira Beach.

Our tiki boat is very large with plenty of room to dance and party. We have a bluetooth connection for you to listen to your...

2 hours Free Cancellation

5.0 (98)

from
$79

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Frequently Asked Questions

What time is my ship in Key West?

Where will my ship dock in Key West?

Can I book tours for my other ports?

Why book shore excursions with Cool Key West instead of my cruise line?

Can I book for a group, children or someone with limited mobility?

Do I earn rewards on shore excursions?

What does Guaranteed Return to Ship mean?

How much time should I leave before all-aboard?

What if my ship arrives late or its hours in port change?

What if my ship skips Key West?

What's the best way to see Key West in a day in port?

We live here: our team has lived in Key West for years, and the tip we give every cruise guest is to rent a golf cart or an electric car. The island is small, but the sights are spread out, and a cart lets you see the Southernmost Point, the Hemingway Home, the beaches and Mallory Square at your own pace and still be back before all-aboard. You’ll find carts and electric cars under Transport on your day in Key West.

Where do I meet my tour?

What should I bring ashore?

Who do I contact if something goes wrong on the day?

Can I cancel my shore excursion?

What if my tour is canceled because of the weather?

Can I change my shore excursion after booking?

Is Cool Key West legit?

Yes, Cool Key West is a legit business. We are a registered travel and excursion booking platform based in Florida, serving customers worldwide. We hold active licenses with the Florida Department of Agriculture & Consumer Services and maintain strong customer ratings across major review platforms.

On Trustpilot, we maintain a high rating, with users frequently praising our guides’ professionalism, the quality of our local tours, and our customer support. We are officially registered with the Better Business Bureau (BBB) as a professionally licensed travel agency with an A+ rating. In addition to stellar Trustpilot & BBB ratings, we feature activity reviews collected by Cool Key West and partner sites such as Viator and TripAdvisor

Key West shore excursion reviews

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