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Key West Sailing Charters

Day & Sunset Sails in Key West

Enjoy a Peaceful Sailing Charter

Take in the sights of Key West and feel the ocean breeze on your face as you enjoy a peaceful sailing charter. Sailing in Key West is a fun activity for the whole family and the perfect way to marvel at the island’s beautiful scenery while looking for dolphins swimming alongside the boat.

Spend the day at sea or reserve a sunset sailing trip to enjoy the most romantic time of day with your special someone. Sip champagne or a delicious island cocktail, and don’t forget to snap a few photos of the spectacular Key West backdrop.


Key West Sailing Adventures

Get a whole new perspective on the island from the deck of a classic sailboat. Set sail aboard an elegant schooner or a beautiful wooden sailing yacht for unparalleled views of Key West. State-of-the-art vessels whisk you away from downtown Key West out into the calm, aquamarine waters surrounding the island. Get a waterside view of Fort Zachary Taylor, a stately war monument, the famed Sand Key Lighthouse, Sunset Pier and Mallory Square. Look for dolphins, sea turtles, and water birds flying overhead as you soak up the sun and lounge on the deck.

As the sun sets over the island, being out at sea is a magical experience. Key West is famous for its vibrant sunsets and the elusive “green flash,” a distinct green spot that appears for just a few seconds as the sun sinks into the horizon. Share hors d’oeuvres and raise a glass in celebration of this special moment. By day or night, sailing in Key West is sure to be a highlight of your vacation.

Reserve your Key West sailing charter online today.

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