Key West Day Sail on Schooner America 2.0 with 2 Drinks
Recommended by 98% of travelers
Badge of Excellence
Key West, USA
- 1 hour 30 minutes (approx.)
- Offered in: English
Explore our promoted experiences
Overview
Experience a slice of sailing history while soaking up fantastic Key West views on a cruise aboard the *America 2.0*, a replica of the schooner that won the very first America’s Cup. Relax on decks as your captain navigates the island coastline past landmarks like Fort Zachary Taylor and Sand Key Light Tower, and sip drinks from the full onboard bar.
- Sail aboard the *America 2.0*, a detailed replica of the ship that won the first America's Cup race
- Enjoy views of Fort Zachary Taylor, Mallory Square, Sunset Pier and Sand Key Light Tower
- Keep your eyes peeled for wildlife including dolphins, sea turtles, and waterbirds
- Two alcoholic beverages are included with your ticket; Additional beverages available for purchase.
- Soda and water are complimentary
What's Included
- 1.5-hour coastal sailing tour
- Soda and water
- 2 alcoholic drinks are included with your ticket for those 21 and older
- Gratuities
- Hotel pickup and drop-off
- Garage parking
- Additional beer, wine, mimosas, and cocktails available for purchase onboard by credit card
Meeting and Pickup
Meeting point
- 202 William St, Key West, FL 33040, USA
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.
End point
This activity ends back at the meeting point.Itinerary
Mallory Square (Pass By)
Fort Zachary Taylor Historic State Park (Pass By)
Sunset Pier (Pass By)
Additional Info
- Confirmation will be received at time of booking
- Not wheelchair accessible
- Stroller accessible
- Service animals allowed
- Near public transportation
- Most travelers can participate
- Operates in all weather conditions unless unsafe, please dress appropriately
- Travelers must arrive 30-45 minutes prior to the scheduled departure time to check-in at the ticket booth for boarding passes
- Kids sail FREE on our afternoon departures! All people planning to attend need to have a ticket. Please select tickets accordingly at check out for each traveler planning to attend
- This tour/activity will have a maximum of 68 travelers
Supplied by
Cancellation Policy
You can cancel up to 24 hours in advance of the experience for a full refund.
Traveler Photos
Featured review
Bridget_G
Professional and polite crew. Had a great sail on a beautiful day! An excellent experience! Thank you
Reviews
4.9
based on 211 reviews
Janie_F, Mar 2026
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!
Nancy_R, Jan 2026
It was really fun, relaxing and the crew was the best. My wife is handicapped and they were helpful with questions.
Corey_A, Dec 2025
Captain and crew made it a fun experience! We had a beautiful day for sailing and enjoyed the short tour from the water.
william_B, Dec 2025
Very relaxing 2 hour, sail was not over crowded, well organized crew,
very clean sail boat, had wonderful time
Patti_W, May 2025
Excellent crew. All female. Great conversations. Small group of 10. Day sail. Saw dolphins and a shark.
John_K, Mar 2025
Very nice boat ride. Dan, Lexi, and Chelsie were all very friendly and very knowledgeable about the craft and the area.
Brian_C, Feb 2025
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.
Glenna_B, Feb 2025
It was a small group of people, (8), which was nice, and fun and informative. The crew of 3 was great!
Christina_B, Feb 2025
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.
Bridget_G, May 2024
Professional and polite crew. Had a great sail on a beautiful day! An excellent experience! Thank you
Anthony_C, Mar 2024
The crew of the America 2.0 did a wonderful job on our beautiful afternoon sail on the turquoise waters surrounding Key West. They were very friendly and took pictures of folks so that we didn't have to take selfies while the boat was heeled over under sail. We had a wonderful time and would highly recommend it!
Ashley_A, Mar 2024
Great relaxing experience! Although the wind was too calm to properly sail, we enjoyed a nice relaxing ride. It helped that there weren't many people on the boat. Great crew!
donna_k, Feb 2024
All staff was professional and friendly. Offered much info on both environment and sailboat. The drinks were varied with generous pours with an unexpected charcuterie plate. Sailboat was beautiful. A truly memorable experience and would give more than 5 star rating if possible.
Luis_R, Nov 2023
Smooth sailing, beautiful views, great crew, relaxing and fun. I would do it again… and maybe the sunset cruise.
Christopher_R, Apr 2023
Great day for sailing, crew was great would have stayed out all day if I could would recommend this for a nice relaxing experience
Nhorsey, Mar 2023
Fun relaxing day sail off of Key West! A beautiful, well maintained schooner with a knowledgeable and friendly crew! Highly recommend this sail on Adirondack 2!
Mark_H, Feb 2023
We had a great time sailing in Key West. The crew were very friendly and knowledgeable. Well worth it if you like being on the water.
Kimberly_B, Feb 2023
Wonderful experience. The crew was extremely nice and informational. Sailing was very scenic and calm.
Chad_K, Jan 2023
Excellent crew on a beautiful ship! The crew had great stories and lots of fun information. And they WILL win the local Wreck race this year!
Brian_C, Jan 2023
Captain Janet and the crew were vey attentive and engaging, and the America 2.0 is a beauty! Very relaxing and enjoyable experience!
kimvoigt13, Jan 2023
we had a fabulous time on the key west day sail aboard schooner. we had an all female crew who were very nice and personable. we would definitely sail with them again. it is a beautiful sailboat! thank you for a fun afternoon!
Ramak_R, Dec 2022
The best feeling on the ocean I have ever had. If you try it once you’ll love it. You can not believe how fast it goes.
Chris_V, Dec 2022
The trip was a relaxing way to view Key West from the water. Our Captain and the crew were amazing! Sailing is a lot of work for the crew and they were fantastic, balancing their job while taking care of the visitors on board. Highly recommend this trip!
Anna_S, May 2022
Serene afternoon sail. Relaxing and peaceful without loud music. The crew was efficient and knowledgeable. Great time!
Graham_M, May 2022
The relaxation and the hard working crew
Would recommend to all
The whole event was calming
The boat was well presented
Dix_L, Mar 2022
A good breeze pushed us along at 11 knots. It’s a treat to sail on this beautiful schooner. The Captains were a pleasure to talk with.
Susan_G, Mar 2022
The crew was awesome. Captain did a great job. Being a all girl crew they showed strength and determination.
Signe_Y, Dec 2021
Great experience, crew was amazing - would definitely recommend for families and if you want to avoid the crowds.
Michael_B, Dec 2021
I enjoyed watching the crew operate the sails and rigging of the ship. They were professional and answered any questions from the passengers. Very educational
John_K, Nov 2021
Great atmosphere and good company aboard. Just the right duration for an afternoon cruise.captain h a d so.e good stories as well.
Likely to Sell Out
From $79.45
per personup to 24 hours before the experience starts (local time)
Compare Similar Experiences
Current
Likely to Sell Out
Key West Day Sail on Schooner America 2.0 with 2 Drinks
211
1 hour 30 minutes
Free Cancellation
From
$79.45
Customers Who Bought This Tour Also Bought
Attractions in Key West, USA
- South Beach Tours & Tickets
- Vandenberg Wreck Tours & Tickets
- Hard Rock Cafe Key West Tours & Tickets
- Southernmost Point of the Continental USA Tours & Tickets
- Mallory Square Tours & Tickets
- Ernest Hemingway Home and Museum Tours & Tickets
- Harry S. Truman Little White House Tours & Tickets
- Mel Fisher Maritime Museum Tours & Tickets
- Key West Butterfly and Nature Conservatory Tours & Tickets
- Smathers Beach Tours & Tickets
- Key West Cemetery Tours & Tickets
- Overseas Highway Tours & Tickets
- Key West Lighthouse and Keeper's Quarters Museum Tours & Tickets
- Florida Keys National Marine Sanctuary Tours & Tickets
- St. Paul's Key West Episcopal Church Tours & Tickets
- Duval Street Tours & Tickets
- Key West Historic District Tours & Tickets
- Key West Shipwreck Treasure Museum Tours & Tickets
- Key West Cruise Port Tours & Tickets
More attractions near Key West, USA