The perfect Key West sunset sail!
Picture yourself on the deck of a romantic 2-masted schooner --the wind blowing your hair and the tall ship sails into the sunset over the southernmost point of the U.S.

Soak in the sights while enjoying drinks and appetizers throughout your Key West sunset cruise. Included in your tour are champagne, boutique wine, our famous home-made tropical sangria, ice cold premium beer, and soft drinks. A chef’s selection of hors d’oeuvres and cocktail shrimp complete your perfect evening.

New this season - Now we're also featuring cocktails in our all-inclusive price. Sail with a Schooner Appledore signature Bloody Mary or Dark & Stormy. Request your own favorite cocktail from our treasure chest of top-shelf brands.

As the Appledore Star leaves the bustling Historic Seaport, the crew unfurls the sails. Satisfy your inner sailor and help hoist the sails and take a turn at the wheel! You are sailing on a unique boat - the only bugeye schooner in Key West and the last known built ship of this oyster-dragging bugeye design.

With the painted sky as an exquisite backdrop, your Key West sailing tour takes you past Mallory Square's Sunset Celebration, the Navy Mole where the big ships dock, and the civil war era Fort Zachary Taylor. During the sun's fiery descent, your experienced captain maneuvers the Appledore Star into the perfect position for your viewing pleasure. While day turns to night, continue enjoying drinks and appetizers as your sailing schooner returns to Key West.

Start your own tradition tonight - a sunset sail Key West style on our historic bugeye schooner will forever linger in your memories.