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Meet for this Key West cruise at the historic seaport near William Street. Check in and board the schooner Appledore for some relaxing time on the water.

The boat’s deck is roomy, so you can feel comfortable throughout your time on board. As you set sail, you can help the crew and even take the wheel, if you’d like. Otherwise, stand or take a seat, and enjoy awesome views of the Florida coast you couldn’t get from land.

The boat also offers unlimited drinks to sip on while you cruise. Pick from beer, wine, cocktails, and soda. If you’ve opted for a sunset cruise, you can also drink Champagne and snack on a cheese platter.

Your Key West cruise ends back where it started.
Locations visited
Schooner Appledore
Key West Historic Seaport
Sebago Key West
Catch some of the best views of the Florida coast from the water during this Key West cruise that combines a day (or evening) activity with drinking. Unlike other similar cruises, this particular itinerary is on a spacious schooner and offers unlimited beer, wine, cocktails, and soda to save you money. Plus, the sunset cruise option includes Champagne and a cheese platter, too.
  • Take in views of the Florida coast during this Key West cruise on a schooner
  • The spacious deck has ample room for everyone
  • All cruises provide unlimited beer, wine, cocktails, and soft drinks
  • Opt for a sunset cruise that includes Champagne and a cheese platter
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All reviewswell worth the moneymellowmattsailsappetizerspassengerscrewsunset
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1 - 5 of 33 reviews
Reviewed 3 weeks ago via mobile
Perfect night

We definitely recommend this sunset sail. We had an amazing professional crew , Ross, Anthony and Mitchell were outstanding!!! Very warm and great people . Sunset was beautiful we couldn’t ask for more. Very happy with our experience drinks and snacks were excellent!!

Thank Diana S
Reviewed 4 weeks ago
Why would you go out with anyone else ???

Just the best experience ever. Felt sorry for all those that go out on those big catamarans. Quiet. Mellow. Actual sailing. Great crew. ( Capt Russ , Sidney , Katie and Anthony ) Any drink you can think of. Food was surprisingly good. Not everything...More

Thank Bruce H
Reviewed 29 July 2018 via mobile
Sweet end to a Keys vacation

We motored out of the dock area and sailed slowly to the mouth or the harbor, all the while being served drinks and tasty appetizers. Our small group was a contrast to large and loud party boats taking a similar trip. The captain, crew, and...More

Thank Unqua
Reviewed 22 July 2018 via mobile
Adult Family Vacation

Thank you for the wonderful sunset cruise. Russ, Katie and Sydney were amazing hosts. Excellent Score!

Thank Usher L. B
Reviewed 11 July 2018 via mobile
Russ, Jake and Caitlin !!!!

Great evening on a classic schooner with best in class staff. This is the second time we have booked this cruise and would not hesitate to book it a third time.

Thank Jim K
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10 April 2018|
Response from 60plusHappyTravelers | Reviewed this property |
Hi there! We booked our sunset cruise through our motel our first day there, and we had no trouble booking our cruise. We loved our time on the Appledore. The crew was informative and engaging. We also wanted a quiet cruise... More
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