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About Schooner Appledore
Come aboard an Appledore tall-ship schooner and re-live maritime history. Sebago Watersports offers several Key West excursions on the historic 2-masted wooden Appledore II and Appledore Star. Enjoy a true sailing experience on our turquoise calm waters. Choose from romantic Key West sunset sails, an afternoon schooner sail or a backcountry all-day eco adventure. A complimentary selection of fine wines, premium beers, homemade sangria, and soft drinks are included on all sails.
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Tours and Tickets by Schooner Appledore

Schooner Key West Day and Sunset Cruises with Full Bar

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 some drinks. 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 bubbly and a cheese platter, too.
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2 hours
from US$ 44.95

Key West Premium Sunset Sail aboard Schooner with Hors D'oeuvres and Full Bar

Renting a boat in Key West can be pretty pricy. This Key West sunset cruise takes you on a classic schooner, and lets you test your skills at hoisting the sails or turning the wheel under the supervision of the crew. Plus, while you’re in search of the sunset, you can enjoy unlimited drinks and awesome hors d'oeuvres.
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2 hours
from US$ 99.95
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Kyle wrote a review 20 Sep
11 contributions1 helpful vote
+1
Spectacular experience with unbeatable views! An absolute most for couples or anyone who is looking for a more intimate experience. The cruise is limited to approximately 22 people, which is amazing given the overcrowding and rowdiness that occurs on the other “sunset cruises”. The staff was top notch and made everyone feel like they were family.
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bcleeth wrote a review 19 Sep
Carrollton, Georgia20 contributions8 helpful votes
The Appledore Star was the highlight of our trip to Key West. This historic schooner perfectly embraces the character of the island. The water was beautiful, the sunset was amazing and the service was impeccable. For us, the small size of the boat was appealing as there were only 20 or so passengers. It is a classy little happy hour as opposed to a full on party like the bigger boats. This was the perfect way to cap off our vacation in Key West.
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Chrystilinn Z wrote a review 12 Sep
2 contributions
This is a must do!!! We absolutely LOVED kayaking and being out on the water all day. Jade and Russ were incredible hosts. The food was amazing and all the drinks were too. The highlight of our Key West trip!
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Date of experience: August 2021
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R F wrote a review 12 Sep
1 contribution
We actually cruised the Appledore Star for a sunset sale. This is a smaller schooner which only takes 22 people max. Great experience. The crew was great, friendly and professional.
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Date of experience: September 2021
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NuYorc wrote a review 4 Sep
Rockville, Maryland22 contributions5 helpful votes
We decided to cap off our first trip to Key West for our 19th wedding anniversary with an excursion on the Schooner Appledore. Ross (Captain) and Jade (First Mate/Bartender/Awesome Host/Superwoman) were the best!! They both contributed to ensuring everyone onboard had an awesome experience. The sunset was AMAZING and we even got a surprise viewing of some dolphins. Without a doubt, we will definitely book a trip on the Schooner Appledore on our next trip to Key West.
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