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

Sat 19 Oct

Other dates

You can choose the date already on the booking website

Starting at $73.10

Make a reservation

Sat 19 Oct

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

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 (102)

PaulCT2014

Feb 2018

While not big on boat trips, we decided to give this a try and it was one of the best parts of our vacation. The fact that it was perfect weather was very lucky for us, but the the boat and crew were truly outstanding. The 105 foot schooner is beautiful, and a pleasure to sail on. The crew could not have been better! The captain was obviously skilled. He also was informational, good natured, and amusing as when he described a small skiff with a very, very small engine passing by as "using a weed whacker for a outboard motor". The two woman crew deserve special mention, as they worked hard and nonstop for the duration. In addition to sailing the boat and getting interested clients involved helping, they were very pleasant and helpful, repeatedly offered to replenish drinks and snacks (nice crackers and cheese) and made sure everybody was having a good time...which they were. (Went Wednesday Feb 14 at 1:30) The tour was a nice loop up the Gulf side of Key West, then down and around to the Atlantic side, then back up to port. You're really missing something if you don't get out onto and see the fantastically beautiful water around Key West, and this cruise was, for me, the perfect way to do it.

Response from Host

Feb 2018

Hi Paul! Thank you so much for letting us know you had a great time on our special day sail. We are so glad you got a chance to come out to enjoy the water, and we can't wait to have you back on board for another sail, next time you're in Key West!

Diana D

Feb 2018

Four of us did the Classic Day Sail and we all loved it. The schooner is beautiful. One can tell it was built for speed. We sailed using only wind power and it was exhilarating. Captain Ron even let us take turns behind the wheel. The crew was so nice and went out of their way to make sure we were having a good time. A wide variety of beverages are offered and they even had champagne and chocolate covered strawberries. The 90 minute trip went by so quickly. I would recommend the Day Sail over the Sunset Sail as the latter tends to get crowded. We had plenty of room to make ourselves comfortable and roam about the vessel. We would highly recommend this unique opportunity while in Key West.

Response from Host

Feb 2018

Hi Diana! Thank you so much for letting us know you had a great time on our special day sail. We can't wait to have you back on board for another sail, next time you're in Key West!

Lisa M

Feb 2018

Everyone from the Classic Harbor Line was very friendly and accommodating, from the gentleman who sold us our tickets, to the lady at the boarding pass window, to the captain and crew of the America 2.0. Captain Ron was very informative and even allowed any who wanted to to steer and drive the ship. The two crew members, Amber and Christian, worked hard at their job of hoisting and lowering the sails and they even served all of us a variety of drinks and snacks during the hour and a half trip. We had never been on a sailboat before and are looking forward already to doing it again. What a wonderful way to spend a beautiful, sunny afternoon in the Keys!

Response from Host

Feb 2018

Hi Lisa, Thank you so much for letting us know you had a great time sailing with us. We are so lucky to have such an awesome crew and vessel and we're so glad you thought they were the best! We can't wait to have you back on board for another sail, when you're in Key West next!