Key West Sailing Trips

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

    Key West Wind & Wine Sunset Sail

    Wind & Wine has been the #1 rated sunset sail on Jet Skis Key West for over a decade. In our opinion, this is the...
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     2 hours (approx.)  Free Cancellation  Instant Confirmation
    $109
    $99
    Details
    $109
    $99
  • Key West Sail, Snorkel, Kayak with Sunset Option
    Likely to Sell Out

    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....
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     4.5 or 6.5 hours (approx.)  Free Cancellation  Instant Confirmation
    $99
    $90
    Details
    $99
    $90
  • Key West Backcountry Safari
    Likely to Sell Out

    Key West Backcountry Safari

    Spend an unforgettable day sailing emerald waters, kayaking mangrove-shaded channels and snorkeling coral gardens in an unspoiled marine wilderness....
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     4.5 or 6.5 hours (approx.)  Free Cancellation  Instant Confirmation
    $120
    $99
    Details
    $120
    $99
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  • Key West Parasailing Adventure
    Likely to Sell Out

    Key West Parasailing Adventure

    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...
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     1 hour (approx.)  Free Cancellation  Instant Confirmation
    $89.95
    $69
    Details
    $89.95
    $69
  • Key West Jet Ski Tour with FREE shuttle to Location
    Likely to Sell Out

    Key West Jet Ski Tour with FREE shuttle to Location

    On our Key West Island Jet Ski Tours you jump on one of our Yamaha Waverunners and cruise around the island on a 26 mile,...
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     1 hour 30 minutes (approx.)  Free Cancellation  Instant Confirmation
    $159
    $99
    Details
    $159
    $99
  • Key West Dolphin Watch & Snorkel

    Key West Dolphin Watch & Snorkel

    Board the Dolphin Watch & Snorkel Cruise Key West for a journey to observe the beauty of Key West dolphins....
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     3 hours 30 minutes (approx.)  Hotel pickup offered  Free Cancellation  Instant Confirmation
    Best Rate
    $99
    Details
    Best Rate
    $99
  • Key West 6 Seater Gas Powered Golf Cart Rental

    Key West 6 Seater Gas Powered Golf Cart Rental

    Need a Key West golf cart rental that can get a group of six around the island in fun style? A 6-seater gas-engine EZGO Express...
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     3 hours and up  Hotel pickup offered  Free Cancellation  Instant Confirmation
    Best Rate
    $170
    Details
    Best Rate
    $170
  • Key West Full-Day Original Water Sports Adventure

    Key West Full-Day Original Water Sports Adventure

    Get ready for the thrill of a lifetime with our Do It All Watersports Combo, the ultimate way to experience the best of Key West!...
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     6 hours  Free Cancellation  Instant Confirmation
    from
    $179.95
    Details
    from
    $179.95

Frequently Asked Questions

The answers provided below are based on answers previously given to customers' questions.

Q: What are the best options for Key West Sailing Trips?

A: According to verified reviews on Jet Skis Key West and TripAdvisor, the best Key West Sailing Trips are:

Q: What are the best kid-friendly options for Key West Sailing Trips Tours?

A: According to verified reviews on Jet Skis Key West and TripAdvisor, the best kid-friendly Key West Sailing Trips are:

View all kid-friendly Tours

Q: Which Key West Sailing Trips have Instant Confirmation?

A: Key West Sailing Trips with Instant Confirmation include:

View all Tours with Instant Confirmation

Q: Which Key West Sailing Trips have Free Cancellation?

A: Key West Sailing Trips with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation

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