Key West Sailing Trips

Key West Wind & Wine Sunset Sail
Likely to Sell Out
Likely to Sell Out

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

2 hours (approx.) • Free Cancellation
5.0 (1,702)
$115
$99
Key West Sail, Snorkel, Kayak with Sunset Option
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 (2,724)
from
$105
Key West Backcountry Safari
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 (2,724)
from
$105

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Key West Jet Ski Tour
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 (3,078)
$170
$120
Key West Ultimate Adventure
Special Offer
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 (422)
$190
$180
Key West Parasailing Adventure
Special Offer
Special Offer

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 (1,013)
$85
$64
Key West Dolphin Watch & Snorkel

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

Frequently Asked Questions

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