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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

Sun 08 Feb

Other dates

You can choose the date already on the booking website

Starting at $89.00

Make a reservation

Sun 08 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)

Karen B

Mar 2025

Quality food and drinks included!Quick service, very knowledgeable and friendly deckhands! We would go again! Beautiful schooner!

T1421MOroberts

Mar 2025

The sunset was beautiful, the ship was great, the crew was wonderful and the skipper was hilarious. The snacks and drinks were good. What we also enjoyed was that the ship, although fully loaded, did not feel crowded. It only held about 40 people. We also enjoyed the fact that they weren't blasting music. It wasn't a party cruise. Just wind and water and conversations.

brianwK3565HZ

Mar 2025

Such an incredible sunset. Pablo, Andy, Elliot made the night great. Very knowledgeable of Key West. The drinks and hors d’oeuvres made it well worth the price. Highly recommend and a must do while in Key West.