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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

Thu 12 Feb

Other dates

You can choose the date already on the booking website

Starting at $89.00

Make a reservation

Thu 12 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)

Susan_C

Dec 2024

This was an excellent trip. The crew were great . I would highly recommend this trip and very good value .

Response from Host

Dec 2024

Thank you for your kind review! We’re so glad you had an excellent trip and enjoyed the crew’s efforts. Your recommendation means so much to us, and we’re thrilled you found the experience to be a great value. We hope to see you aboard again soon!

megan M

Dec 2024

Boarding the Appledore Star instantly feels magical. This isn't just any boat; it's a romantic, two-masted schooner, the last of its kind built with a unique oyster-dragging bugeye design. As we left the lively Historic Seaport, the crew set the sails against the stunning Key West backdrop. They invited us to get involved, from hoisting the sails to steering the ship. Sailing into the sunset, the wind in our hair—truly, there's no way to describe it. This is a sunset experience you can't miss in Key West!

Response from Host

Dec 2024

"Thank you for sharing such a beautifully written review! We’re thrilled to hear how magical your experience aboard the Appledore Star was. From the unique design of the schooner to the breathtaking Key West sunset, it sounds like you had a truly unforgettable adventure. We’re so glad the crew made you feel involved and helped create such a memorable experience. We couldn’t agree more—this sunset cruise is a must in Key West, and we hope to welcome you back for another sail soon!"

G7885CWjaimer

Nov 2024

The best time with the best boat and the best crew (Captain Josh, Michael, and Andy). A perfect way to spend Thanksgiving. Thank you

Response from Host

Dec 2024

The best time with the best boat and the best crew (Captain Josh, Michael, and Andy). A perfect way to spend Thanksgiving. Thank you