Sailing Key West | Florida Sailing Holidays | Dream Yacht Charter

Key West

Explore the USA’s Florida coast from our base in Key West, Stock Island Yacht Club & Marina. It offers the perfect gateway for sailing the southeast Florida coast down to the renowned Florida Keys.

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Our Key West fleet

3Sailing yacht
3Power catamaran
13Catamaran
Browse our Key West fleet

Charter types

aerial of sailboat under full sail in Caribbean Sea BVI

Bareboat Yacht Charters

Be your own captain sailing in all of the places you have always dreamed of on board our top of the line monohulls and catamarans.

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Crewed Yacht Charters Tobago Cays - Lagoon 450

Crewed Yacht Charters

Our Crewed Yacht Charters are the pinnacle of all inclusive luxury: your private floating five-star villa, gourmet chef, and crew at your service.

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Airlie Beach

Power Catamaran Charters

You don’t have to be a sailor to enjoy island hopping in the Caribbean if you holiday on board one of our power catamarans.

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