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Key West Classic Day Sail Aboard America 2.0

24 Reviews |
Badge of Excellence Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Key West

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1 hour 30 minutes (Approx.)
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Instant Confirmation


Keeping you safe during COVID-19
What you can expect during your visit
Contactless payments for gratuities and add-ons
Gear/equipment sanitized between use
Guides required to regularly wash hands
Hand sanitizer available to travelers and staff

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. Alcoholic beverages are available for purchase onboard by credit card only. Snacks are also available for purchase.


  • Instant Confirmation
  • Travel by boat and see the sights from the water



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Average 4.88 out of 5 stars based on 24 verified reviews from Tours of Key West and TripAdvisor

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Key West Day Sail Aboard Schooner
thomasa984, Jan 2022 Verified
What a great experience, sailed from 1-3 pm, with a trip out into the Atlantic We even were able to experience driving the boat.
Key West Day Sail Aboard Schooner
305bernadetteh, Dec 2021 Verified
One of our favorite experiences from out trip to Key West! Brought lunch aboard (cuban sandwiches, of course) and had a drink while enjoying the sunshine and ocean breezes, sailing on this gorgeous boat. Props to the captain and crew for making this such a memorable experience. And the best part was, we had the whole boat almost to ourselves! We will definitely book again!
Key West Day Sail Aboard Schooner
Signe_Y, Dec 2021 Verified
Great experience, crew was amazing - would definitely recommend for families and if you want to avoid the crowds.
Key West Day Sail Aboard Schooner
christinesT6278HJ, Dec 2021 Verified
This sailing trip was a great way to spend an afternoon. I never went sailing before so it was fascinating to watch the crew do their jobs. You can request where you want to sit when booking. We asked to sit in the cockpit and got placed right next to Captain Amber. Amber was terrific! She was happy to answer any of our questions and we were able to learn a little about how she learned to sail. I was impressed with the entire experience and would do it again if I'm back in the area.It's clear that this company values its customers. We had a little rain at the start of our trip and the crew wiped the seats down so they'd be dry. They went the extra mile to make the trip enjoyable for all on board.Bring a sweatshirt or jacket because it does get chilly on the water!
Key West Day Sail Aboard Schooner
Michael_B, Dec 2021 Verified
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
Key West Day Sail Aboard Schooner
William P, Nov 2021 Verified
This was the best sailing experience ever! The boat is gorgeous. The Captain and crew were amazing. The weather was perfect. They allowed me to take the helm and I loved it. If you miss this experience, you miss an unforgettable abd highly fun time. If you come to Key West, you must sail on America 2.0.
Key West Day Sail Aboard Schooner
John_K, Nov 2021 Verified
Great atmosphere and good company aboard. Just the right duration for an afternoon cruise.captain h a d so.e good stories as well.
Key West Day Sail Aboard Schooner
chvyetr92, Nov 2021 Verified
One of the best things we did in Key West and would book again anytime. Crew was great, views were amazing.
Key West Day Sail Aboard Schooner
John_H, May 2021 Verified
Beautiful day, great crew And great weather Made for a fantastic day of sailing. Highly recommend it.
Key West Day Sail Aboard Schooner
Dennis_K, Apr 2021 Verified
From check in, to de boarding, staff, captain & crew were all courteous, knowledgeable, professional & most of all seemed to really enjoy what they were doing.They let folks volunteer to help “hoist the sails” . Served water and cold drinks. Gave a good narrative of Key West and the islands just off the top. And of course the sailing was great, if you’ve never been sailing, it is a great experienceI thoroughly recommend this sailing experience

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Product code: C-5395CDS

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