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This sunset cruise in Key West meets at Sebago Watersports near the Key West Historic Seaport.

Once you check in, hop aboard a classic schooner while your crew gets the boat ready to embark. If you’re interested, you can even try your hand at helping hoist the sails or turning the wheel.

On the water, enjoy beautiful sights as you sip on unlimited drinks, including beer, wine, cocktails, soda, and water. There’s also an hors d'oeuvres platter you can snack on while you wait for sunset.

Your crew knows the best spot to stop at for incredible sunset views of Key West.

This Florida cruise ends back at the original departure point.
Locations visited
Sebago Key West
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.
  • Cruise the Florida waters in a schooner—the only one of its kind in Key West
  • Get your money’s worth with unlimited drinks and hors d'oeuvres
  • The crew knows the best spot to stop to watch the sunset over the water
  • Help hoist the sails or turn at the wheel during this Key West sunset cruise
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All reviewscheeseburger sliderscaptain's choiceintimate settingfood and drinkssunset sailhighly recommend this tripmorganappledoreschoonerpelicansnicksydneyappetizerspassengerscrewboardboats
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1 - 5 of 41 reviews
Reviewed 2 days ago via mobile
Upscale Relaxing Sunset cruise on authentic open air catamaran

I've gone on many Key West snorkle and Sunset cruises. The sunset cruise on the Pelican is far superior to the crowded "cattle" cruises. Upscale wine, beer and food. Intimate, open air setting. Chat with crew and other passengers. Captain Morgan and Mate Nick with...More

Thank Jim S
Reviewed 5 days ago via mobile
Excellent sail!

This sunset cruise with cocktails and apps was a highlight of our trip! Our captain, James, was great! Along with Joey, our “bartender”/ first mate. They were super attentive and made sure everyone on board was having a great time and being safe. The clouds...More

Thank moyeral01
Reviewed 6 days ago via mobile
Wonderful evening!

I booked this as an anniversary surprise for my husband. He was so excited when he learned we were going sailing for the evening! After we checked in at the office, we headed down the dock to find our boat......we began to pass the huge,...More

Thank mamajules75
Reviewed 2 weeks ago
Great time!

We took this cruise on the Appledore Star on our 30th wedding anniversary. The crew- Russ, Nick, and Sydney A- could not have been nicer. They are extremely friendly and make sure everyone feels welcome and included. The food and drinks are very well done...More

1  Thank JeffGinger
Reviewed 2 weeks ago via mobile

I am afraid of boats but got roped into this and I’m so glad I did, It was excellent! The food and drinks were great and our boat captain and all of the crew were all awesome! I will definitely do this again!

Thank Shannon K
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Judith R
6 June 2018|
Response from SherriMR | Reviewed this property |
Yes, they will assist her onto the boat and she will be able to get herself seated.... it should be noted that there a some wires/stays that she will have to navigate around to get to the front of the boat but if she is able... More
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