Key West Day Sail Aboard Schooner

Overview

Sail aboard the fastest and most elegant schooner in Key West, Schooner America 2.0! This boat is a replica of the 1851 Schooner America that won the first America's Cup Race in 1851. Admire her beauty on the clear, calm Caribbean waters while sipping a beverage. Take in views of Key West sights like Fort Zachary Taylor, Mallory Square, Sunset Pier and Sand Key Light Tower. Soda and water are complimentary. Two alcoholic beverages are included with your ticket. Additional beverages are available for purchase.

City: Key West

Wed 11 Mar

Other dates

You can choose the date already on the booking website

Starting at $73.10

Make a reservation

Wed 11 Mar

Starting at $73.10

Make a reservation

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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

Additional Info

Infants and small children can ride in a pram or stroller
Service animals allowed
Public transportation options are available nearby
Suitable for all physical fitness levels
Operates in all weather conditions unless unsafe, please dress appropriately
Travelers must arrive 15-30 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

What To Expect

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.

Cancellation Policy

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

Traveler Photos

Reviews (178)

Y7141AYyolandas

Feb 2025

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 🙏🏼👍👍👍⭐️⭐️⭐️⭐️⭐️

Response from Host

Feb 2025

Thank you so much for this glowing review! We're glad we were able to make you feel like part of the crew and can't wait to sail with you again!

artg235

Feb 2025

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.

barbarawP7

Feb 2025

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.

Response from Host

Feb 2025

Thank you for sharing with us that you had as much fun as we do on this commemorative sail! We're so glad that you found our crew and vessel accommodating and pleasant.