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Key West Sunset Sail Aboard Schooner America 2.0

211 Reviews |
Badge of Excellence Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Key West

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2 hours (Approx.)
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Enjoy an exquisite 2-hour sunset sailing adventure aboard a stunning modern-built schooner! Take in the sights aboard Schooner America 2.0, the most elegant schooner in Key West, as you sail by Mallory Square, Sunset Pier, Sand Key Light Tower and more. Enjoy complimentary beverages throughout your sail along with individually plated hors d'oeuvres. Sit back and relax as your captain sails you effortlessly through the emerald green Key West waters and off toward the horizon for a quintessential Florida sunset experience.


  • All taxes, fuel surcharges and service fees included
  • Enjoy a day away from the hustle and bustle of the city
  • Family friendly
  • Free drinks included
  • Free snacks included



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Average 4.82 out of 5 stars based on 211 verified reviews from Tours of Key West and TripAdvisor

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Take this sunset cruise!
Anne M, May 2022 Verified
This was our favorite thing we did while in Key West! The schooner Appledore Star was a wonderful way to view the iconic sunset of Key West. Captain Rachel and her crew, Mario and David,did a great job of making the outing enjoyable. We felt very confident in their sailing abilities. They were all personable and attentive. The beverage choices and tasty hors d’oeuvres were terrific. Would definitely do again.
Great Trip , fun crew
Deanne T, Apr 2022 Verified
Enjoy the beautiful sunset with some great appetizers & a cocktails!! The crew is very friendly and worked hard to make the experience very enjoyable for all! Highly recommend this relaxing adventure.
Highly recommend this trip!
Angela B, Apr 2022 Verified
From the friendly crew, to the Captain, the ship, to the sangria, the hors d’oeuvres and the beautiful sunset … every detail was perfect.
Awesome sail, weather was perfect, crew was fantastic!
Timothy F, Mar 2022 Verified
This was a 37 year Anniversary sail for us…Crew was amazing and entertaining. Drinks and Hors D’oeuvres were great as well.
Fun time on the sail boat
Joseph H, Feb 2022 Verified
The crew is excellent...good adult time
Amazing Wvening Sailaway!!!
Marcella M, Feb 2022 Verified
This sailaway experience was wonderful. It is authentic and you are riding the high seas in a piece of living history. The captain and crew are so knowledgeable,, which is important for everything starting with safety, to the fact that they....and they alone do all of the work, repairs, and maintenance on this ship...yes they mend the sails, varnish the floors and fix the ship with period supplies. The amount of strength and endurance required to sail...climbing the mast and unfurling the sails as we head back to Port takes your breath away as you bit you nails hoping they don't get blown off the ship. The drinks were flowing, the appetizers abundant and delicious. Unfortunately cool weather blew in just before we boarded so no sunset but it did not matter. The experience was delightful and all the guests aboard her were delightful and very happy. Would live to do again and see the sunset!!!
Key West Sunset Sail Aboard Schooner
Heathur93, Jan 2022 Verified
Don’t miss out on this cruise! This sail was the highlight of our trip to Key West. It’s a relaxing 2 hour sail on a unique 18th century sail boat. They don’t over book, so the boat isn’t too crowded. Plenty of room to sit and move around and see the sunset unlike other boats that we passed completely packed. The crew were all so nice and very knowledgeable. You’re provided snacks and unlimited drinks all included and all delicious. It’s well worth the money. Such a relaxing and unique way to see the famous key west sunset. You won’t be disappointed.
Key West Sunset Sail Aboard Schooner
poitiers75, Jan 2022 Verified
The very beautiful Appledore was the most awesome, authentic schooner I've ever seen, but the true stars of the operation are Captain Matt and crew Josh and Liam. All three were very diligently making last-minute adjustments to the Appledore just before our sunset cruise sail, but when it was time to board, it was definitely the most welcoming experience ever! We felt an immediate camaraderie with all. Shortly after leaving the marina, the crew brought out an appetizer . . . then another . . . then another, plus a mini-dessert. The cruise was absolutely fantastic! The crew was remarkably attentive to everyone's bar needs, even asking us non-imbibers throughout if we might like anything. The ship itself is very well cared for. The crew live aboard ship and are passionate about its care and continuing this truly unique seafaring tradition. They were very happy to answer questions and even asked for volunteers to help hoist the sails. Please don't miss this incredible opportunity!
Key West Sunset Sail Aboard Schooner
Sarah_L, Jan 2022 Verified
The crew took very good care of us. It was a beautiful night and great experience. The good was great and drinks were cold!
Key West Sunset Sail Aboard Schooner
735sjs, Jan 2022 Verified
This was our 4th sunset cruise and as always we had a great captain (Matt) and crew (AB and Josh)We Always enjoy the relaxing atmosphere and knowledgeable and fun staffIf you want to enjoy a nice evening and relax this is your cruiseIf you want to party and get loud, don’t You can do that on Duvall any nightBook this and enjoy a nice fun sunset

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Product code: C-5395SUNSET

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