Deals in Key West (855) 274-1023 Questions? Call Us!

Sailing

Sailing and Key West have a history that dates back over 400 years—yet Sailing remains as real and wonderful a part of Key West today as ever! Captains and mates hauling sails. Soft tropical breezes. Sunset vistas of unspoiled horizons. Drawing upon a rich history of maritime tradition and world-famous seamanship, Key West Sailing is a vacation must.

  • Handpicked Tours & Activities
  • Low Prices Guaranteed
  • 100% Secure Bookings
  • Our Picks

Wind & Wine Key West Sunset Sail

The Wind & Wine Key West Sunset Sail has been honored with a #1 rating on Trip Advisor three years running. See the sunset on a beautiful 65ft sailing boat.

Times: 6:00PM Duration: 2 hours (approx.) Activity Level: Easy
Best Rate
$85
Learn More »
Special
Offer

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.

Times: 9:00 AM, 2:00 PM Duration: 4.5 hours (approx.) Activity Level: Moderate
Best Rate
$80
Learn More »

Backcountry Safari Key West

Spend an unforgettable day sailing emerald waters, kayaking mangrove-shaded channels and snorkeling coral gardens in an unspoiled marine wilderness.

Times: 10:00AM Duration: 6.5 hours (approx.) Activity Level: Moderate
Best Rate
$120
Learn More »
Call (855) 274-1023 to speak with an Island Specialist

© 2004-2017 Cool Key West, all rights reserved. State License Fla. Seller of Travel Ref. No. ST39306.
Use of this website constitutes acceptance of our Terms of Use, Reservation Policies & Privacy Policy
Like our site? Add Your Company | Design by Key West Web Design | Marketing by BreezeSEO

?>