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Private and Custom charters in the heart of Key West.

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Key West Sailing Adventures Video Brochure


Video taken by guests on a Key West Sailing Adventure in 2011


Consider staying on one of our three sail-boats in Key West’s Historic Seaport for a truly memorable experience. Charter one of our bed and boat-style yachts with sailing included. The entire boat is yours to enjoy. You can leave your car at home, Duval St is only 3 blocks way; rent a bicycle or walk. Restaurants, shopping and a swimming pool are just steps away from your boat. Watch the sunset at Mallory Square while local acts like "Dominique and his flying cats", fire-eaters, jugglers, and many others vie for your attention!

As the night arrives the music comes alive as only Key West can present. All this and much more only minutes away from our well-situated yachts three walking blocks from downtown Key West. This is a truly unique experience! If you can dream it we can sail it!

Since 1995, many have enjoyed designing their own private and custom charters or choosing one from our selection of charters; mix and match if you like. Family friendly, Mom, Dad & Kids help pull sails together and take the helm. Couples can enjoy the relaxed life style that is sailing. Also Corporations have chartered team-building outings with us for their employees; 2 or 3 boats sailing together, racing, snorkelling, exploring, and fishing. Weddings and honeymoons are popular to celebrate on a sail-boat with a Key West sunset in the background. We are well known for our Sailing Excursions. Let us take you on a sailing adventure with captain, mate and all meals. Explore the barrier reef; play on uninhabited beaches anchor in a quiet lagoon.

Some Frequently Asked Questions

Why choose us? Great location! Great crew! Great times! Sail ho!

Key West Sailing Adventure

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