Top Key West Water Sports

71 Results
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
Key West Clear Kayak Eco Tour

Discover the natural beauty of Key West on our 2-Hour Guided Clear Kayak Eco Tour. Paddle through crystal-clear waters in a completely transparent bottom kayak, …More

Likely to Sell Out
Likely to Sell Out

Discover the natural beauty of Key West on our 2-Hour Guided Clear Kayak Eco Tour. Paddle through crystal-clear waters in a completely transparent bottom kayak,...

2 hours Free Cancellation
4.7 (50)
from
$60
Key West Stand Up Paddleboard Rental

Explore the calm, clear waters between Stock Island and Key West with a 2-hour standup paddleboard rental. Glide over sea grass and through mangrove tunnels …More

Explore the calm, clear waters between Stock Island and Key West with a 2-hour standup paddleboard rental. Glide over sea grass and through mangrove tunnels...

2 hours Free Cancellation
4.6 (32)
from
$40
Key West Private Luxury Charter Rental: Boat Tour with Captain

At SeaEO Luxury Boat Charters, our meticulous attention to detail, expert captains, and premium vessels set us apart, transforming every trip into your perfect day …More

At SeaEO Luxury Boat Charters, our meticulous attention to detail, expert captains, and premium vessels set us apart, transforming every trip into your perfect day...

2 to 8 hours Free Cancellation
4.7 (25)
from
$899
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 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
Key West Hidden Sanctuary Mangrove Kayak Tour With Drinks

Key West’s Most Secluded Kayak & Sandbar Adventure Escape the crowds and explore Key West’s most secluded kayak tour in the Florida Marine Sanctuary. Unlike …More

Key West’s Most Secluded Kayak & Sandbar Adventure Escape the crowds and explore Key West’s most secluded kayak tour in the Florida Marine Sanctuary. Unlike...

5 hours Free Cancellation
4.6 (9)
from
$161
Private Key West Morning Sail, Snorkel & Kayak Excursion

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

Special Offer
Special Offer

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

4 hours 30 minutes (approx.) Free Cancellation
$2,399
$2,270
Tropical Drift - A Key West Sunset Cruise

Private 2-Hour Key West Sunset Cruise | Luxury Manitou Pontoon | Up to 10 Guests Leave the crowds behind and experience the magic of a …More

Likely to Sell Out
Likely to Sell Out

Private 2-Hour Key West Sunset Cruise | Luxury Manitou Pontoon | Up to 10 Guests Leave the crowds behind and experience the magic of a...

2 hours Free Cancellation
from
$350
Luxury Sandbar and Snorkeling trip in Key West

Snorkeling in Key West is a must-do on any vacation. The Florida Keys are home to the only living coral reef in the continental United …More

Snorkeling in Key West is a must-do on any vacation. The Florida Keys are home to the only living coral reef in the continental United...

4 hours Free Cancellation
from
$1,200
Pontoon Boat Rental with Slides from Key West

Double Decker Pontoon Boat with slides for up to 14 passenger Rental in sunny Key West, Florida. Want a stress-free day? Hire a captain and …More

Double Decker Pontoon Boat with slides for up to 14 passenger Rental in sunny Key West, Florida. Want a stress-free day? Hire a captain and...

4 to 8 hours Free Cancellation
from
$806

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