Cool Things To Do in Key West (available tomorrow...)

There are so many Things To Do In Key West! Check out the best tours, activities, and things to do at Cool Key West. Our Key West Water Sports packages make it easy to get in and on the waters of Key West. Or, take it a little more laid-back with a Key West Eco Tour. Snorkeling and Sunset Sails are visitor favorites. Last, but not least, thrill seekers will love our Jet Ski Tours of Key West.

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40 Results
Key West “Commotion on the Ocean” Live Music Sunset Sail

This is the Key West sunset cruise party everyone talks about — live music, open-bar beer, wine, & margaritas, delicious appetizers, dancing, and a great …More

Likely to Sell Out
Likely to Sell Out

This is the Key West sunset cruise party everyone talks about — live music, open-bar beer, wine, & margaritas, delicious appetizers, dancing, and a great...

2 Hours (approx.) Free Cancellation
4.8 (993)
from
$80
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

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
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

Likely to Sell Out
Likely to Sell Out

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 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 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 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

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
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
Special Offer

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
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, …More

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 (72)
from
$45
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. …More

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 (72)
from
$55
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 …More

Likely to Sell Out
Likely to Sell Out

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 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 …More

Likely to Sell Out
Likely to Sell Out

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
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

Likely to Sell Out
Likely to Sell Out

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

Frequently Asked Questions

These answers are based on answers previously given to Cool Key West customers' questions.

Cool Things To Do in Key West