Key West Sailing Tours
unique sailing experience
Exceptional Schooner Sailing Tours
Schooner Champagne Sunset Sail—Key West’s Premier Cruise
As the schooner glides into open waters, unfurl the sails and take in views of historic landmarks. Sip on champagne or a signature cocktail while enjoying appetizers as sunset paints the sky.
Starting At
$109.95
Key West Sunset Sailing Aboard the Windjammer
On a wooden schooner, watch the sun dip below the horizon. The two-masted vessel glides past historic sites as you savor hors d’oeuvres and sip champagne or premium beer. Join in hoisting the sails for an authentic sailing experience.
Starting At
$79.95
Windjammer Classic Day Sail – Authentic Schooner Ride
Hoist the sails on a traditional two-masted schooner, joining the crew in an age-old maritime tradition. Navigate past iconic landmarks while enjoying complimentary beverages and spotting dolphins or seabirds along your journey.
Starting At
$49.95
Bugeye Backcountry Eco Tour – Key West Eco Adventure
Sail on a wooden schooner to secluded mangrove islands, where shallow waters invite exploration. Paddle through calm channels in sea kayaks, learning about the vibrant ecosystem. Snorkel among sponge gardens, observing tropical fish and marine life. Back aboard, enjoy a fresh buffet lunch with beverages as you return from this eco adventure.
Starting At
$119.95
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