Key West Premium Sunset Sail: All-Inclusive Schooner Experience
4.9
519 Ratings
Key West
Experience the perfect Key West sunset on an all-inclusive schooner sail. Enjoy drinks, breathtaking views, and a romantic atmosphere as you sail into the sunset.
Duration: 2 hours
Cancellation: 1 day learn more
Highlights

Board the Appledore Star at the Key West Historic Seaport to begin your sunset cruise by watching the crew unfurl the sails. If you wish, you can satisfy your inner sailor and help hoist the sails or take a turn at the wheel!

You are sailing on a unique boat — the only bugeye schooner in Key West and the last-known ship to be built in this oyster-dragging bugeye design. With the painted evening sky as a backdrop, your sailing tour takes you past Mallory Square’s Sunset Celebration, the Navy Mole, the Civil War–era Fort Zachary Taylor and Sunset Key.

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 schooner returns to Key West, where your tour ends at the departure point.

Included with your cruise is sparkling wine, boutique wine, homemade tropical sangria, ice-cold premium beer, and soft drinks. A chef’s selection of hors d’oeuvres and shrimp cocktail complete your evening. A new feature this season: cocktails at an all-inclusive price, such as a Bloody Mary or Dark and Stormy. Request your favorite cocktail from top-shelf brands.

Points of Interest

  • 205 Elizabeth St
What's Included
  • Full liquor bar included
  • Unlimited beer, wine, champagne, soft drinks, and water
  • Alcoholic beverages
What's Not Included
  • Gratuities
Additional Information

Imagine a pristine sunset in Key West, while you relax on board a classic two-mast sailing ship. Experience the thrill of the breeze rustling your hair while the grand vessel cuts through the waves towards the sunset over the Southernmost Point of the U.S. The journey includes passing iconic landmarks such as the popular Sunset Celebration at Mallory Square and the Navy Mole, which hosts gigantic ships.

Indulge in various attractions as you savor beverages on your two-hour guided sunset cruise in Key West. The tour includes champagne, handpicked wines, Appledore’s renowned homemade tropical sangria, chilled premium beer and non-alcoholic drinks. This season introduces all-inclusive drinks, so raise a toast with a Schooner Appledore signature Bloody Mary or Dark & Stormy. Have your desired cocktail made with premium liquor.

  • Children must be accompanied by an adult
  • Minimum drinking age 21
  • Valid ID required
Location
205 Elizabeth St
Elizabeth Street
Unit #1; Office located on Lazy Way Lane between Conch Republic and Schooner Wharf.
Cancellation Policy

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

Customer Ratings
4.9
(519 Ratings)
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Eric_h
Apr 8, 2024
Perfect evening - The crew was very friendly and always ready to take a photo for you. The drinks were very good. A perfect evening for my girlfriend and I.
Review provided by Viator
Marianne_h
Apr 8, 2024
Beautiful Sunset Sailing on a Fun Schooner - Jared and his crew are amazing! They work so hard to make everything perfect and they were so attentive. Lots of gorgeous scenery. Even got to steer the schooner. Also, great hors d'oeuvres.
Review provided by Viator
Paul_s
Apr 5, 2024
KEY WEST SUNSET SAIL IS THE BEST CHOICE! - So fun from beginning to end. Captain Joe and Bradley were excellent at their jobs, and made our excursion so enjoyable and memorable! Watching Bradley hoist the sails was exciting! We were lucky enough to get a fabulous sunset while enjoying yummy cocktails and superb food! Take this adventure….it was so great!
Review provided by Viator
Blisshome
Mar 20, 2024
What a lovely way to spend an evening! - Intimate cruise on a small schooner (Appledore Star). Great crew with wonderful stories. No distracting boom box music. Sheer delight!
Review provided by Tripadvisor
Jane_b
Mar 20, 2024
Don’t miss out on this incredible sail! - Worth every penny. Mario and Jarred were amazing- personable, informative and even allowed us to take the helm for a bit! A relaxing and beautiful evening on the water. And, the food and drink were plentiful and delicious. Highly recommend!!!!
Review provided by Viator
Brendan_c
Mar 19, 2024
From start to finish it... - From start to finish it was a really fantastic trip. The crew where awesome. We will definitely do it again the next time we are in Key West.
Review provided by Viator
Bddsd
Mar 18, 2024
A Spectacular Southernmost Sunset - We sailed this evening with Heather, Joe and Captain Dan. The sunset was spectacular. The crew kept us entertained and the drinks were more than one would ordinarily expect. Great experience. Highly recommend!!!!!
Review provided by Tripadvisor
Valeriec527
Mar 16, 2024
Best sunset cruise in Key West - Took a sunset cruise on the Schooner Appledore Star, which was the highlight of our weekend in Key West. Capt. Jared and Bradley were fantastic. Our time on the water was serene and our glasses were never empty. I’ve taken a few different sunset cruises around Key West over the years, but the Appledore Star was the highlight. Can’t wait to come back and cruise with them again. Hip hip hooray!
Review provided by Tripadvisor
Joneisenberg
Mar 11, 2024
Fantastic Cruise - The cruise was amazing and the Captain Jared and his first mate Mario were fantastic! They even let me steer the ship and we didn't end up in Cuba 😁. Hope all is well with everyone and please be safe. Bubbles Up.
Review provided by Tripadvisor
Patricia_m
Mar 9, 2024
Great experience - The crew was not only professional, but also really hospitable. A nice surprise was there were appetizers served along with the drinks. And, the crew allowed me to steer the ship...much larger than my 19' sail boat...bonus! Thanks for a wonderful evening!
Review provided by Viator
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up to 15 guests
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June 2024
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