The Best Key West Tours & Activities For Relaxation

Sometimes, you just want to sit back and let the scenery go by. Whether you prefer a boat ride out to the Dry Tortugas followed by a day on the beach, a catamaran cruise to the reef for a quick snorkel before sunset happy hour, or a sampling of fine wines on the deck of a classic sailing craft, count on Cool Key West to bring on the serious Relaxation.

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20 Results
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

Likely to Sell Out
Top10Top 10 Tour Ranked using exclusive Cool Key West data that may include activity quality, traveler reviews, overall popularity, and availability.
Likely to Sell Out

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 (2,736)
from
$105
Key West Backcountry Safari

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

Likely to Sell Out
Top10Top 10 Tour Ranked using exclusive Cool Key West data that may include activity quality, traveler reviews, overall popularity, and availability.
Likely to Sell Out

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 (2,736)
from
$105
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 …More

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 (1,443)
from
$50
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 …More

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

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 (952)
from
$80
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. …More

Likely to Sell Out
Top10Top 10 Tour Ranked using exclusive Cool Key West data that may include activity quality, traveler reviews, overall popularity, and availability.
Likely to Sell Out

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 (503)
$350
$200
Key West Snuba® (No Dive Certification Required)

Go Beyond Snorkeling is the closest you can get to scuba diving without being Dive Certified! Go Beyond Snorkeling into new depths for greater durations where you …More

Go Beyond Snorkeling is the closest you can get to scuba diving without being Dive Certified! Go Beyond Snorkeling into new depths for greater durations where you...

3 hours 30 minutes
5.0 (499)
from
$160
Key West Ultimate Adventure

Experience all the best Key West watersports on one great adventure tour that takes you offshore to try some of the most popular Key West …More

Special Offer
Top10Top 10 Tour Ranked using exclusive Cool Key West data that may include activity quality, traveler reviews, overall popularity, and availability.
Special Offer

Experience all the best Key West watersports on one great adventure tour that takes you offshore to try some of the most popular Key West...

3.5 or 6 Hours (approx.) Free Cancellation
4.9 (423)
$190
$180
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

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 (350)
from
$60
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 …More

Likely to Sell Out
Likely to Sell Out

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
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

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

5 hours (approx.) Free Cancellation
4.9 (216)
from
$110
Key West Sunset Snorkel Sail

Enjoy this 3 hour sunset combo trip. We will cruise out to Key West’s best reef location, where you are welcome to jump in and …More

Enjoy this 3 hour sunset combo trip. We will cruise out to Key West’s best reef location, where you are welcome to jump in and...

3 hours Free Cancellation
4.8 (211)
from
$75