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Key West Sunset Sail Aboard Schooner

Overview
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.
City: Key West
Sun 22 Sep
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You can choose the date already on the booking website
Starting at $111.80
Sun 22 Sep
Starting at $111.80
Make a reservation
What's Included
Complimentary beer, wine, Champagne and soda
Your 2-hour sailing experience aboard America 2.0
Individually plated hors d'oeuvres
Additional Info
  • Infants and small children can ride in a pram or stroller
  • Service animals allowed
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • We recommend bringing a light jacket as it's often cooler on the water.
  • Must be 21 years or older to consume alcohol.
  • Meet at Key West Bight Marina 20-30 minutes prior to your selected departure time to check in at ticket booth and board the sailboat for your sunset cruise
What To Expect
1
Mallory Square
Enjoy views of some famous Key West landmarks from the water as the boat sails along the coast and onward into the sunset!
2
Fort Zachary Taylor Historic State Park
See the famous Fort Zachary from the water as you sail by.
3
Sunset Pier
Enjoy great waterside views of Sunset Pier and other famous Key West landmarks as the captain sails America 2.0 alongside the coastline and onward!
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
Traveler Photos
Reviews (368)
Wonk0theSane
Feb 2019
I work in the water sports industry here in Key West and have been ogling this boat since it pulled into the docks. My mother in law knew I’ve been wanting to go on a sail, and knew my wife and I haven’t been able to swing it (medical bills, high cost of living in the keys, etc). When my wife’s brother came down for a visit recently my mother in law took it upon herself to treat all of us to a nice sunset sail aboard this vessel. The sky was hazy, but we had strong winds which made for a great sail, but subpar sunset. Aaron and Kelsey were great mates, making sure to tend to all of the guests while simultaneously raising sails, and serving tasty snacks and drinks. Captain Ron was also great, and my mother in law was convinced that he was actually Clint Eastwood in disguise trying to live a quiet life in Key West as an ordinary captain. They seemed to go farther East than most of the other boats, which was refreshing since some of these sunset sails just zig zag around in a small area. The low point was when my brother in law and his wife started loudly declaring that they would have rather have taken a trip on a two story booze cruise catamaran that’s shaped like a toaster. It was horribly embarrassing, not to mention rude to his parents whom footed bill for the ticket prices for our entire group. In conclusion, this was a stellar trip, and I’m sincerely sorry for my boorish brother in law.
Response from Host
Mar 2019
No need to apologize! We can choose our friends, but we can't choose our family! It is always a huge compliment when local mariners come out on America 2.0. We are so glad we met your expectations (even if the sunset didn't). Hope to sail with you again. Until then, we'll see you out on the water!
CJJJHB
Jan 2019
Me not being one for boats....other than cruise ships...I wasn't looking forward to this excursion but booked it because my husband loves everything boat and water related. I have to say it was one of the better excursions we have done. The captain and his crew were top notch and very experienced. The drinks an snacks served on board were excellent and very plentiful. We would reccomend this trip in a heartbeat if visiting Key West. Superb all the way round.
Response from Host
Mar 2019
Thank you, thank you, thank you for such a glowing review. We are glad that despite your initial hesitation, you enjoyed yourself so much!
Ktravels28
Jan 2019
Even though it was cloudy and we didn't actually get a sunset, this experience on America 2.0 was a bucket list item I didn't know I had! We met a few people before we went and they said it was the nicest boat in the harbor. They weren't wrong. The entire experience was first class, from watching the captains hoist the sails, to having drinks poured for us, and snacks served, to getting to steer the ship (seriously steer the ship) was just amazing. There are bathrooms on board and it could get a little choppy in the ocean but you can always see land so you know you're not too far out which is comforting. The ship sails each summer from Key West to Manhattan! We plan to go out on the boat when it is back in NY this summer! Thanks for our favorite Key West adventure!
Response from Host
Jan 2019
Thanks so much for your review and description of the trip - couldn't have said it better ourselves. We hope to see you again soon, in Key West or Manhattan this summer!

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