Key West’s most acclaimed schooner experiences invite travelers to explore sparkling tropical waters and discover an unforgettable adventure. Step aboard historic wooden vessels—Appledore II, renowned for circumnavigating the globe on her maiden voyage, and Appledore Star, the last-known Chesapeake Bugeye built—to enjoy award-winning day sails, intriguing backcountry eco-tours, invigorating Bloody Mary sails, or the exclusive Schooner Champagne Sunset Sail, crafted for couples and small groups seeking a tranquil, romantic setting. Wide decks, generous seating, and a maximum of 22 passengers on Appledore Star ensure an intimate atmosphere with premium wine, ice-cold beer, a full cocktail bar, and chef’s selection of hors d’oeuvres. Guests can hoist the sails, take the helm, and soak up iconic sites like Mallory Square, the Navy Mole, and Fort Zachary Taylor as the sun dips below the horizon. From November to May, Appledore II joins the Key West fleet with capacity for up to 49 passengers, and both schooners can be combined for groups of up to 71. When summer arrives, Appledore II heads north to Camden, Maine, for scenic coastal excursions. Perfect for weddings, anniversaries, corporate events, or private celebrations, each charter is easily customized to suit music, menu, and beverage preferences, offering a fully licensed bar and personalized catering. Non-smoking tours ensure a pleasant environment for all, and guests are encouraged to bring hats, sunglasses, cameras, and valid IDs. For those seeking Key West’s best schooner sunset experience, these legendary vessels promise an unforgettable nautical journey.
