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Schooner Appledore

Certificate of Excellence
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Address: 205 Elizabeth St Unit I, Key West, FL 33040-6612
Phone Number:
+1 800-507-9955

Come aboard an Appledore tall-ship schooner and re-live maritime history....

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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Schooner Appledore Key West Cruise
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TripAdvisor Reviewer Highlights

Read all 349 reviews
Visitor rating
  • 306
  • 37
    Very good
  • 5
  • 1
  • 0
Perfect Sunset Sail!

Booked the sunset sail on the Appledore and could not have been more pleased. Was really impressed with the engaging and highly competent captain and crew. There are other... read more

5 of 5 bubblesReviewed 2 days ago
Scarsdale, New York

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349 Reviews from our TripAdvisor Community

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Showing 349: English reviews
Scarsdale, New York
Level Contributor
5 reviews
3 attraction reviews
5 of 5 bubbles Reviewed 2 days ago NEW

Booked the sunset sail on the Appledore and could not have been more pleased. Was really impressed with the engaging and highly competent captain and crew. There are other schooners in key west but I preferred an authentic wood schooner and for that the choices were very limited. The crew was attentive to our every need, the sunset was magnificent.... More 

Thank jeffpike
Freeport, Maine
1 review
5 of 5 bubbles Reviewed 3 days ago NEW

Our sunset cruise was so much fun. Wind was gentle as we left the harbor and then increased so the sails were full and the vessel strong and secure. What a treat to sail on this wooden wonder! Captain Chris Stirling was delightful and the crew could not have been any more accommodating to the passengers or more fun during... More 

Thank EMP17
Boise, Idaho
Level Contributor
32 reviews
9 attraction reviews
common_n_attraction_reviews_1bd8 3 helpful votes
5 of 5 bubbles Reviewed 4 days ago NEW via mobile

Chris, Jess and Jan did an amazing job. They were exceptional hosts at the sunset was amazing, not to mention the trip out and back. The cure made us all feel very welcome aboard and comfortable

Thank Terri B
2 reviews
common_n_attraction_reviews_1bd8 1 helpful vote
5 of 5 bubbles Reviewed 1 week ago via mobile

Sailed the appetite last evening and enjoyed it immensely. The crew did an exceptional job, were very attentive to everyone's needs and stopped to engage in conversation with us often which we really enjoyed. We would give this trip a "must do" while in key west and we will as well while back in Maine this summer

Thank davjulWindham_me
Chicago, Illinois
Level Contributor
46 reviews
11 attraction reviews
common_n_attraction_reviews_1bd8 16 helpful votes
5 of 5 bubbles Reviewed 2 weeks ago

So far I have been on the Appledore twice during my stay in Key West. Such an awesome ship and can't say enough about the amazing crew onboard. Can't wait to go again!

Thank Highwaydude
Ellicott City, Maryland
Level Contributor
8 reviews
4 attraction reviews
common_n_attraction_reviews_1bd8 4 helpful votes
5 of 5 bubbles Reviewed 2 weeks ago

We took the sunset champagne cruise on the Appledore Star. They offered a variety of beverages, cheeses and crackers. Captain Katie, Jess and Mike sailed the boat and were excellent hosts chatting and answering questions. The Appledore Star is a 65’ bugeye schooner built by the well known Maryland sailboat builder Jim Richardson which is how we came to be... More 

Thank MarshaStep
Mason, Michigan
Level Contributor
41 reviews
15 attraction reviews
common_n_attraction_reviews_1bd8 7 helpful votes
5 of 5 bubbles Reviewed 3 weeks ago

great service and a very memorable time and the crew was very nice and was filling up drinks the whole time and was making sure we were having a great time difently would do it again

Thank Adam P
Level Contributor
35 reviews
6 attraction reviews
common_n_attraction_reviews_1bd8 17 helpful votes
5 of 5 bubbles Reviewed December 15, 2016

Had a great time on this cruise. Crew went out of their way to make sure you had a good time - refilling glasses, providing great cheeses and fruit, and letting anyone who wanted have a go at the helm. Not crowded, and plenty of seats. Highly recommend this tour. ( one point though - booked With Viator who advertise... More 

Thank keithsuejames
1 review
5 of 5 bubbles Reviewed December 5, 2016

Sunset cruise aboard the Appledore Star schooner. Captain Jason and the crew, Jes and Conner, were very attentive to the guests' needs. I was hoping we would get to spend some time under sail, and we were not even out of the harbor before Captain Jason had swung the boat into the wind to hoist the sails. Only a minute... More 

Thank Marty P
Level Contributor
25 reviews
5 attraction reviews
common_n_attraction_reviews_1bd8 10 helpful votes
5 of 5 bubbles Reviewed November 5, 2016 via mobile

Lovely sunset cruise.Saw other boats where people were packed in and standing.We all had seats. Conner ran around constantly and refilled drinks.We had a cheese and fruit plate.The boat is beautiful and staff is friendly and accommodating.Happy we chose this one.Highly recommended!

Thank Angela H

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Stuart, Florida
over a year ago

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Typical questions asked:
  • Will you pick up and drop off at my hotel?
  • I have a family of 7. Can your tour accommodate all of us together?
  • How should I dress for this tour?