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

Embark on a journey aboard the swift and graceful Schooner America 2.0, the finest schooner in Key West! This vessel is a faithful replica of the 1851 Schooner America, the victor of the inaugural America’s Cup Race in 1851. Revel in her elegance as you glide over the serene Caribbean waters, enjoying a refreshing drink. Marvel at the sights of Key…

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
(213 Ratings)
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158norak
May 23, 2026
Amazing experience! - It was such a wonderful experience. The crew was amazing, and attentive. We would absolutely do this experience again, it was truly incredible!
Review provided by Tripadvisor
Christinej1010
Apr 30, 2026
Wonderful crew, great sailing afternoon - Loved my sailing afternoon. Not as much wind as I would have liked but the crew was wonderful.
Review provided by Tripadvisor
Ussh2
Apr 23, 2026
Sunset cruise - This was an exceptional experience. Highly recommended. The crew were brilliant throughout the trip. We did the 2 hour sunset trip with drinks and nibbles. This is a must if you visit Key West.
Review provided by Tripadvisor
Elarso
Apr 17, 2026
Not to be missed! - This was such an excellent experience! We enjoyed the boat, the captain, the crew, the food and the sail out further than the harbor.
Review provided by Tripadvisor
101rolandt
Apr 17, 2026
Excellent - Great adventure. Very friendly and informative. Have mobility issues but they were very accommodating. HIGHLY RECOMMEND.
Review provided by Tripadvisor
Cruiser322254
Apr 16, 2026
America 2, Key West,.amazing sunset cruise, vessel & crew. - Fantastic sunset 2 hour sail. Great crew of 3 young ladies who also served drinks & snacks. Really rocked the wind since it is a 3 masted vessel. Well worth the price.
Review provided by Tripadvisor
Q6770mpjamies
Apr 5, 2026
Highly recommended - Sailing on the America 2.0 schooner was easily one of the highlights of our time in Key West. From the moment we stepped on board, the atmosphere was calm, welcoming, and just felt different from the typical crowded boat tours. The ride itself was smooth and incredibly relaxing. There’s something about being powered by the wind that makes the whole experience feel more authentic and peaceful. The views—especially at sunset—were absolutely stunning, with that perfect golden glow over the water. The crew was friendly and attentive without being over the top, and the space on the boat made it easy to spread out and really enjoy the moment. It’s not a loud or party-style cruise, which honestly made it even better. If you’re looking for something memorable, romantic, and uniquely “Key West,” this is 100% worth it. I would absolutely do it again.
Review provided by Tripadvisor
Janie_f
Mar 27, 2026
Wonderful trip - Crew was the best! Boat was beautiful! My husband and I enjoyed every moment. He helped with the sails & I got to steer a little. So cool!
Review provided by Viator
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
From $79
up to 15 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).