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Schooner Champagne Sunset Sail


The perfect Key West sunset sail. Picture yourself on the deck of a romantic 2-masted schooner. Wind blowing in your hair, 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 with your tour is champagne, boutique wine, Sebago’s famous home-made tropical sangria, ice cold beer, full cocktail bar and soft drinks. A chef’s selection of hors d’oeuvres and cocktail shrimp complete your perfect evening.

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 Sebago’s historic bugeye schooner will forever linger in your memories.

You will be sailing on Sebago's Appledore Star, a two-masted 65’ wooden bugeye schooner featuring:

Wide decks with room to walk around

Generous seating

Maximum of 22 passengers for an intimate evening

Marine head (bathroom)

This is a Non-Smoking Tour

What To Bring

Grab your hat, sunglasses, camera and love of adventure. We will do the rest!

Please bring a valid, government issued photo ID. Some activities and enjoying alcoholic beverages require that we verify your age.



Smiling Girl
Age 0-11



2 Hours



This is a non-smoking tour. Boarding Starts 1/2 Hour Before. Spring and Fall times vary by the sunset – please check with us for exact departure times. Please bring a valid, government issued photo ID. Some activities and enjoying alcoholic beverages require that we verify your age. All prices do not include Florida sales tax.

Tour Includes:

  • Sail Past Local Landmarks as you Enjoy a Famous Key West Sunset
  • Chef’s Selection of Hors d’oeuvres & Cocktail Shrimp
  • Champagne, Sangria, Boutique Wine, Premium Beer, Full Cocktail Bar, Soft Drinks and Filtered Water

We are open for trips daily!