Key West Sightseeing Sail with Drinks

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
(153 Ratings)
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Jackws7049bo
May 10, 2024
Sunset cruise: americas 2.0 - Captain was great and crew was even better! Very tasty apps and as many drinks as you please. Great variety and selection and an awesome sunset experience. 10/10
Review provided by Tripadvisor
Sambs8718hc
May 8, 2024
Great Experience - a must do in Key West - The sailing was awesome! Captain Rae and crew Tom and Jay were great. They were very attentive to passenger needs. This was the best excursion we booked at our stay in Key West. This is a unique sailing experience unlike any other in Key West. As a sailor myself, I would highly recommend this to everyone. Thanks for the experience!
Review provided by Tripadvisor
Rangeleyman
May 8, 2024
Sailing out of Margaritaville (Key West, FL) - We took the afternoon sail aboard Americas 2.0 with brisk 14 MPH winds and had a very pleasant sail. The captain and crew were friendly and made sure the guests were taken care of on this 1.5 hr cruise. About 5 years ago, we did the sunset cruise which was also a fun experience. It was a hot afternoon but out on the ocean, it was breezy and nice for a sail. This is not a typical booze cruise that it most common in Key West but a real sailing experience. If this is your thing, I highly recommend Americas 2.0
Review provided by Tripadvisor
Bridget_g
May 4, 2024
Couldn’t ask for better! - Professional and polite crew. Had a great sail on a beautiful day! An excellent experience! Thank you
Review provided by Viator
Echod196
Apr 20, 2024
Fantastic trip - great crew - The 105 ft schooner was awesome. The crew was so friendly and shared history and lots of information. When the put the sails up it was so impressive, wow!! The views were so beautiful and I saw a sea turtle.
Review provided by Tripadvisor
Susanfk1937wm
Apr 19, 2024
Will use them again. - Very nice people and they know how to sail. No motor required. They actually sail their boat. Will definitely use them again.
Review provided by Tripadvisor
Jacki341
Apr 19, 2024
Beautiful and well worth it! - Great time, beautiful day, amazing crew, and the drinks were delicious! Loved it! Thanks for the memory. Jack and Margie
Review provided by Tripadvisor
Chris_saunders12
Apr 16, 2024
America 2.0 Schooner sunset trip - This was definitely worth our while. The crew performed exceptionally well and Amber did outstanding driving! Will definitely make sure we come again
Review provided by Tripadvisor
Marykays14
Apr 16, 2024
Great afternoon! - Great sail! Crew was excellent just a great way to spend a relaxing afternoon in Key West! I Highly recommend this experience!
Review provided by Tripadvisor
Katherinecb6358lh
Apr 2, 2024
Schooner time in Key West - Amazing cruise on the water with the America 2.0 and crew. Experience is as advertised, would highly recommend as part of your stop in Key West! Crew was professional and personable. Could tell they love being on the water.
Review provided by Tripadvisor
Select Date and Tickets
up to 15 guests
1 Adult
October 2024
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