Top Key West Water Sports

71 Results
Key West Mangrove Kayak Eco Tour

Along with your experienced guide you will paddle at a relaxing pace and explore the shallow, calm, blue-green waters of the back country of Key …More

Along with your experienced guide you will paddle at a relaxing pace and explore the shallow, calm, blue-green waters of the back country of Key...

2 hours Free Cancellation
4.9 (2,390)
from
$80
Guided Clear Kayak Eco-Tour Near Key West

100% Clear Kayaks: Unlike traditional kayaks, ours are completely see-through. As you paddle, you'll have a front-row seat to the vibrant marine life beneath the …More

100% Clear Kayaks: Unlike traditional kayaks, ours are completely see-through. As you paddle, you'll have a front-row seat to the vibrant marine life beneath the...

2 hours Free Cancellation
4.9 (740)
from
$89
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 (750)
from
$90
Guided Night Kayak Adventure Tour in Luminous Lagoon

Our Key West guided Night Kayak Tour is not just a journey through the water, but a night time nocturnal adventure! Our local guides will …More

Our Key West guided Night Kayak Tour is not just a journey through the water, but a night time nocturnal adventure! Our local guides will...

1 hour 30 minutes Free Cancellation
4.5 (219)
from
$90
Reef Snorkel Adventure at Sombrero Key Light Reef

Discover the vibrant underwater ecosystem of the Florida Keys on a Reef Snorkel Adventure to the renowned Sombrero Key Light Reef. Aboard the luxurious Marathon …More

Likely to Sell Out
Likely to Sell Out

Discover the vibrant underwater ecosystem of the Florida Keys on a Reef Snorkel Adventure to the renowned Sombrero Key Light Reef. Aboard the luxurious Marathon...

3 hours Free Cancellation
4.9 (52)
from
$96
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 Morning 2-Tank Vandenberg 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

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
Key West Dolphin Watch & Snorkel 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

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
Florida Keys Jet Ski Rental

Unleash your adventurous spirit with a jet ski rental from Seahorse Water Adventures in Marathon, Florida. Explore stunning coastal views and encounter native wildlife at …More

Unleash your adventurous spirit with a jet ski rental from Seahorse Water Adventures in Marathon, Florida. Explore stunning coastal views and encounter native wildlife at...

2 hours Free Cancellation
5.0 (6)
from
$99
Key West Smather's Beach All Day Pass with Parasailing

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
Special Offer

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 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
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 (2,739)
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
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 (2,739)
from
$105
Key West Ultimate Beach Pass with Parasailing

Join Sunset Watersports, Key West's Original Watersports Company for a day at Smathers Beach. We are the only company offering the Key West Beach Pass. …More

Join Sunset Watersports, Key West's Original Watersports Company for a day at Smathers Beach. We are the only company offering the Key West Beach Pass....

8 hours Free Cancellation
4.7 (19)
from
$107
Shallow Water Snorkeling and Dolphin Watching in Key West

Avoid the crowded big boats. Trips on this Sailing Catamaran are 1/2 full maximum! Book with a 2 week cancelation policy from vender, and there’s …More

Likely to Sell Out
Likely to Sell Out

Avoid the crowded big boats. Trips on this Sailing Catamaran are 1/2 full maximum! Book with a 2 week cancelation policy from vender, and there’s...

4 hours
4.8 (438)
from
$109
Champagne Dolphin Sail and Reef Snorkel

Get out to the Key West barrier coral reef in style on a former luxury sailing catamaran yacht now licensed for 30 passengers, but with …More

Likely to Sell Out
Likely to Sell Out

Get out to the Key West barrier coral reef in style on a former luxury sailing catamaran yacht now licensed for 30 passengers, but with...

3 hours
5.0 (10)
from
$109
Key West Schooner Backcountry Eco-Tour

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
Marathon FL Sandbar Cruise & Sightseeing Adventure

Discover the charm of Marathon, FL, with a delightful Sandbar Experience and Sightseeing Cruise. Enjoy a 4-hour adventure exploring the local scenery on a comfortable …More

Discover the charm of Marathon, FL, with a delightful Sandbar Experience and Sightseeing Cruise. Enjoy a 4-hour adventure exploring the local scenery on a comfortable...

4 hours Free Cancellation
5.0 (129)
from
$114
Key West Schooner Backcountry Eco Tour Sail Snorkel and Kayak

Departing from Key West’s Historic Seaport, the Appledore Star’s sails are raised for an authentic sail experience on the way to Key West’s backcountry. Your …More

Departing from Key West’s Historic Seaport, the Appledore Star’s sails are raised for an authentic sail experience on the way to Key West’s backcountry. Your...

5 hours Free Cancellation
4.9 (119)
from
$119
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 …More

Likely to Sell Out
Likely to Sell Out

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 (3,101)
$170
$120
Key West Full-Day Catamaran Eco Tour: Sail, Kayak and Dolphin Watch

Beautiful Key West is surrounded by sparkling blue waters of the Gulf of Mexico, making kayaking and dolphin watching the perfect way to spend a …More

Special Offer
Special Offer

Beautiful Key West is surrounded by sparkling blue waters of the Gulf of Mexico, making kayaking and dolphin watching the perfect way to spend a...

6 hours (approx.)
4.9 (558)
$125
$120

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