Tours & experiences

Key West Sunset Sail Aboard Legendary Schooner Appledore

About this experience

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.

At a glance

  • Duration: 2 hr

Choose your tour option

Select a date and travellers to compare current prices and departure times.

Key West Sunset Sail Aboard Legendary Schooner Appledore

Plan your experience

Time on the tour2 hr
Guide languagesEnglish (live guide)

Set aside 2 hr for the experience itself, with additional time to reach your meeting or pickup point.

Before you go

  • Suitable for all physical fitness levels

Local guides to help you plan

What is 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

Not included

  • Gratuity

Itinerary and highlights

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 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.

Sunset Key is a small, private island located just off the coast of Key West, Florida. It is known for its luxurious accommodations, beautiful beaches, and stunning sunsets.

Meeting and pickup information

  • Check-in is located at the far end of William Street, just to the right of the Western Union sign. From Elizabeth Street, keep the water on your left and follow Lazy Way Lane past the shops. The Marker Resort on your right, and the Schooner Wharf Bar on your left. The booth will be on your left.

Languages and tickets

  • English — Guide
  • Mobile Only

Tour operator

  • Key West Schooners

Accessibility and practical details

  • 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.

Cancellation policy

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

Questions about this experience

How long is this experience?
The supplier lists a duration of 2 hr.
Which guide languages are listed?
English (live guide).
What ticket format is listed?
Mobile ticket.
What ticket age bands are listed?
Child tickets: age 4–11; Adult tickets: age 12+. Check the practical details for participation requirements.
What accessibility information is provided?
Service animals allowed
What is the cancellation policy?
For a full refund, cancel at least 24 hours before the scheduled departure time.

Traveller reviews and photos

Traveller experiences load when you reach this section.