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Key West Sunset Sail Aboard Legendary Schooner Appledore

Key West Sunset Sail Aboard Legendary Schooner Appledore

Overview

Experience sailing Key West on a majestic 2-masted schooner, just like adventurers from the 19th century, while enjoying the luxurious state-of-the-art accommodations of a modern passenger schooner. Her decks are spacious and comfortable. We limit passengers to just 36, guaranteeing you'll have room to move about and have an intimate evening experience. Feel the sense of adventure as the crew hoists the sails. Participate in this age-old tradition by helping raise the sails. Take a turn at the wheel and feel the exhilaration of captaining a traditional tall ship.

With the painted sky as an exquisite backdrop, your sunset sail takes you past Key West’s Historic Seaport, Mallory Square’s Sunset Celebration, the Navy Mole where the big ships dock and the civil war era Fort Zachary Taylor. Soak in these sights while enjoying a glass of premium wine, an icy cold premium beer, full cocktail bar or soft drinks.

City: Key West

Mon 16 Feb

Other dates

You can choose the date already on the booking website

Starting at $89.00

Make a reservation

Mon 16 Feb

Starting at $89.00

Make a reservation

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What's Included

Soda/Pop

Chef's selection of Hors d'ouevres and cocktail shrimp

Premium beer, boutique wine, champagne and cocktails for guests >21 years of age

Sunset sail aboard a classic wooden Schooner that has circumnavigated the globe

Additional Info

Service animals allowed
Infants are required to sit on an adult’s lap
Suitable for all physical fitness levels
Total sailing time is 2 hours. There are no stops.

What To Expect

Key West Historic Seaport

The Key West Historic Seaport is a picturesque area located along the waterfront of Key West, Florida. It serves as both a working marina and a vibrant hub for visitors. The seaport features charming old buildings, colorful shops, restaurants, and bars, all set against the backdrop of the sparkling waters of the Gulf of Mexico.

Mallory Square

Mallory Square is a popular waterfront area located in Key West, Florida. It's famous for its vibrant sunset celebration, where locals and visitors gather every evening to enjoy street performances, live music, and food vendors while watching the sunset over the Gulf of Mexico.

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Traveler Photos

Reviews (107)

AmyA2923

Jan 2025

Our family of five really enjoyed our time on this beautiful wooden boat. The captain and crew handled the rough waters well, which made it exciting. The sunset was lovely, and the open bar with light snacks was a nice touch. Just a note—this is a no-music outing.

Response from Host

Jan 2025

Thank you for your wonderful review! We're so glad your family had a great time aboard the schooner. It's fantastic to hear that the captain and crew made the ride exciting despite the rough waters, and that you enjoyed the beautiful sunset and refreshments. We appreciate the note about the no-music policy, as it helps others know what to expect for a peaceful, nature-focused experience. We hope to welcome you and your family back for another fantastic sail! 🌅🍹⛵

Guano1

Jan 2025

We had a wonderful time with our friends. The crew was professional and entertaining. We are so grateful our friends suggested this activity.

Response from Host

Jan 2025

Thank you for your lovely review! We're so happy to hear that you had a wonderful time with your friends aboard the schooner. It's great to know that the crew made the experience both professional and entertaining. We're grateful to your friends for recommending this activity, and we hope to welcome you all back for another memorable adventure soon! ⛵🎉

David_L

Jan 2025

Larger ship than some I have taken. I always watch the weather for a nice windy day and was able to book a group of 5 just a few days out.

Response from Host

Jan 2025

Thank you for sharing your experience! We're glad to hear you enjoyed the larger ship and were able to book a group of 5 on short notice. It’s great that the weather worked out perfectly for your sailing adventure. We hope to see you again for another memorable trip on a windy day! ⛵🌬️