Schooner America 2.0: Key West Sailing Tour

Experience the thrill of sailing on the fastest and most elegant schooner in Key West, Schooner America 2.0. Enjoy breathtaking views of Key West’s landmarks while sipping on complimentary beverages. Book your scenic day adventure sail now!

Duration: 1 hour, 30 minutes
Cancellation: 24 hours
Highlights
  • Mallory Square - Enjoy great views of Mallory Square while sailing along the coast aboard America 2.0.
  • Fort Zachary Taylor Historic State Park - See Fort Zachary from the water!
  • Sunset Pier - The captain will hug the coast offering great views of Sunset Pier and other famous landmarks from the water.
What's Included
  • 1.5-hour coastal sailing tour
  • Soda and water included
  • 2 complimentary alcoholic drinks for guests 21+
What's Not Included
  • Gratuities
  • Hotel pickup and drop-off
  • Garage parking
  • Additional beer, wine, mimosas, and cocktails available for purchase onboard by credit card
Additional Information

Hop aboard the swiftest and most refined schooner in Key West, the America 2.0! This ship replicates the famous 1851 Schooner America which triumphed in the inaugural America’s Cup Race. Enjoy its splendor on the serene, crystal-clear waters of the Caribbean, with a drink in hand. Revel in sights of Key West such as the Fort Zachary Taylor, Mallory…

Location
202 William St
William Street
Check-in is at the Classic Harbor Line Ticket Booth located dockside in front of the Schooner Wharf Bar at 202 William Street in Key West. The meeting point is located at the end of William St. near the corner of William St and Greene St. Parking can be found in the municipal lot on Caroline St.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.9
(204 Ratings)
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Jeffknewyork
Mar 23, 2026
Great afternoon sailing - What a beautiful afternoon sail on this double masted schooner! Wind and weather was perfect. Captain Janet and crew Chelsea and Dan were so skilled in maneuvering this ship in and out of the harbor, and on full sail in open water. All were so personable and a delight to sail with.
Review provided by Tripadvisor
Charles
Mar 17, 2026
Enjoyable cruise around Key West. - We took the excursion on the American 2.0 Schooner recommended by American Cruise Lines for an afternoon cruise around Key West. What a wonderful experience with calm seas, sunshine and a very accommodating crew. Our captain Janet along with her crew , Dan and Mary did an amazing job of making our cruise delightful.
Review provided by Tripadvisor
Culture174870
Mar 14, 2026
Great Fun! - This was a great experience. The only excursion we took and was better than we envisioned. Too short, but so fun! Don't sit in the front unless you are fine with getting drenched. Definitely would recommend it!
Review provided by Tripadvisor
Loraine
Mar 11, 2026
Wonderful afternoon - The schooner sail was a highlight of my trip to key west. They really do sail. Sailing is a wonderful experience- the quiet, wind and sea is a magical combination. The crew is friendly and professional. Plus they give some fun history of key west. I’d definitely go again.
Review provided by Tripadvisor
Genak258
Mar 11, 2026
First time sail away⛵️ - First time to sail - the schooner was well kept and clean - the ride was smooth and safe- the crew was professional and attentive- would definitely recommend to others. Sail away!!!
Review provided by Tripadvisor
Williamsd2139
Mar 10, 2026
Great experience! - Unique experience. Beautiful water. Excellent crew. Great way to experience the water around Key West. Definitely recommend as a must do when in the area!
Review provided by Tripadvisor
Markti8405hg
Feb 11, 2026
Perfect sail - Enjoyed a perfect sail with a wonderful crew. Captain Janet provided a very friendly professional sail and Jade and Milo were great. It was the perfect way to see Key West. What a wonderful afternoon on the water. Would highly recommend to anyone.
Review provided by Tripadvisor
O7652dbrichardj
Jan 25, 2026
Great time in America 2.0 key west - All great. Nice people. Very polite. Very professional. Obviously very experienced felt totally safe. Beautiful ship. Loved going fast by wind power. Never did before. Liked the talk about the history and the area. No complaints about anything. Everything was great.
Review provided by Tripadvisor
Mary
Jan 24, 2026
Amazing Sailing Trip - We have sailed with American 2.0 since its first season in Key West. We are here for two months every year and try to sail once a week. The boat is amazing and if there is a little wind you will experience a thrilling ride. Brad has added a lot to the cruises if he is on the crew. His narrative on Key West history is fun and interesting. On a recent sail, Dan was captain and he added narrative on the history of the boat - very nice touch. The sunset sails allow you to see the famous sunsets of the Keys in an unforgettable way, but the day sail is relaxing on the beautiful Key West waters. You will not regret the time spent on this gem.
Review provided by Tripadvisor
Mindy609
Jan 23, 2026
Worthwhile! - Amazing trip! Chelsea, Brad, and Dan were so nice and knowledgeable. The ship is beautiful and well made. I throughly enjoyed the trip!
Review provided by Tripadvisor
From $79
up to 15 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).