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
(178 Ratings)
5 stars
4 stars
3 stars
2 stars
1 star
Brian_c
Feb 28, 2025
Showers, but trip was worth it. - Beautiful boat. Great, experienced crew. Buy a drinks package. The beers were ice cold. The captain got us out of the rain and into a nice, sunny area in the bay.
Review provided by Viator
Mobile51246833583
Feb 26, 2025
Best thing to do in Key West! - Relaxing afternoon after Key West hustle-bustle! Great captain and crew. Engaging and Professional. Gorgeous boat.
Review provided by Tripadvisor
Y5054asrh
Feb 19, 2025
Beautiful views - highlight for our holiday! - Loved this sail! The crew - especially our captain — was so nice and made us feel very welcome. The view of Key West from the water, and at sunset - so amazing! This was the highlight of our holiday in Key West.
Review provided by Tripadvisor
Davidfk8414fc
Feb 18, 2025
Great sail in the sound - Great sail in the sound. Rae, Brad and Tom were pleasant, helpful and professional, with good stories about the history of the area.
Review provided by Tripadvisor
Glenna_b
Feb 16, 2025
It was a small group of... - It was a small group of people, (8), which was nice, and fun and informative. The crew of 3 was great!
Review provided by Viator
Pegwacks
Feb 15, 2025
Very best sailing trip in Key West - We’ve been visiting Key West in February for years and hone on many different sailboat trips. Our midday trip on 2/14/25 was the best by far. Sailing with full sails on this exquisite sailing vessel with a great crew was memorable. The crew, Brad, Lexie and Ray were competent, very knowledgeable and friendly Brad gave us a very amusing and surprising history of Key West. Booze was not the focus of this event. Don’t miss this iconic sailing trip.
Review provided by Tripadvisor
Christina_b
Feb 14, 2025
Very relaxing and... - Very relaxing and peaceful sail. Being on a real sailboat and watching (and helping) the hoisting of the sails really added to the experience. And the history knowledge shared by Brad was great.
Review provided by Viator
Y7141ayyolandas
Feb 10, 2025
Beautiful sail and got to pull the sail up 🤗 - This is a must do in Key West. They let us help with the sails and we’re all so nice. It’s a beautiful boat and ride. Rae was an amazing captain and Lexie and Brad awesome mates. They made it a beautiful experience and taught us a lot about sailing too. This is the most beautiful sail boat I’ve ever seen. We got lucky for it to be just 4 of us out of 100 person capacity. The price is nothing for the experience you’ll get. Thank you team, we’ll be back 🙏🏼👍👍👍⭐️⭐️⭐️⭐️⭐️
Review provided by Tripadvisor
Artg235
Feb 6, 2025
Experienced boaters are impressed with this boat and its crew. - Classic Harbor Line was VERY accomodating. We made reservations for 14 but changed it twice. The staff there was great. When we (all 34 of us) arrived at check-in, everyone was welcomed and the crew on board were really friendly and helpful. We are a group of boaters but the crew gave an informative orientation that held our attention. The weather cooperated with moderte winds and many of our group were impressed that this schooner goes faster than our trawlers ! Everyone had a great time. We will return again next year.
Review provided by Tripadvisor
Barbarawp7
Feb 4, 2025
Great day aboard the Schooner America 2.0 - We went not he schooner 2.0 for the CIVIL WAR reenactment. It was wonderful! A variety of sandwiches and macaroni salad as well as drink cards were included with the price. The day was perfect for a sail, the reenactment was well done with the Confederates on the Jolly Roger and the food and drinks were very good! The captain and crew were attentive and personable! We could not have asked for a better time and will go again! PS. There are toilets, called heads, available.
Review provided by Tripadvisor
Select Date and Tickets
up to 15 guests
1 Adult
March 2025
Sun
Mon
Tue
Wed
Thu
Fri
Sat
Today