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08/15/2020 ~ 08/21/2020
August 2020

Day Sail Aboard Schooner America 2.0

 Key West, FL
  • Lowest price guarantee
    You won't find a lower price
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    Available 7AM-6PM CST

Explore the high seas in style on the Schooner America 2.0, namesake of the first sailboat to win the America's Cup in 1851. This stunning 105-foot sailboat features teak decks, mahogany trimmings and ample seating for the whole family. The sights you’ll see along the way include a waterside view of Fort Zachary Taylor, the famed Sand Key Lighthouse, Mallory Square, and Sunset Pier. So sit back and feel the warm breeze dance across your skin as you watch the sights on the beautiful waters of Key West.

Activity Highlights
  • Sail the surf in search of marine wildlife and fantastic scenery
  • Complimentary beer, wine, champagne, and soft drinks provided
  • Take a turn at the helm of one of the fastest schooners in the United States
  • Snack on delicious hors d'oeuvres while you sail
  • The crew is First Aid, CPR & AED certified.

Duration: 1.5 Hrs.


Due to recent health concerns, we have temporarily removed all food on America 2.0 excursions. We have adjusted ticket rates accordingly with this new policy. Guests are welcome to bring their own picnic.

What's Included
  • Complimentary beer, wine, champagne, and soft drinks
  • Small hors d'oeuvres platter
  • Life jackets
  • Delicious Bloody Marys for purchase (credit card only)
What to bring
  • Sunscreen
  • Weather appropriate clothing
  • Towel
  • Hat
  • Camera
  • Customers may bring a picnic or snacks
  • Reasonable sized carry-on bags are permitted
  • No glass bottles.
  • No outside alcohol allowed on board.
  • Must be 21 or older to consume alcoholic beverages.
  • Gratuities are not included.

    All guests and crew must wear a face covering at all times.

Additional information
  • Parking is available nearby for a fee.
  • Not handicap accessible
  • Restrooms available
  • Certified service animals OK
  • A standard gratuity of 15-20% is recommended.

Updates Per CDC Guidelines

  • Capacity is reduced to 50% or less on all of our excursions.
  • Guests will be given assigned 'zones' to practice social distancing.
  • Zones will be assigned by CHL after the booking is confirmed. We will advise customers of their zones at check-in.
  • All guests and crew must wear a face covering at all times.
  • All crew will be temperature checked before reporting to work each day.
  • All guests will be temperature checked before each cruise.
  • Any crew or guest with a temperature of 100.4 or greater will be turned away, and given the recommendation to consult a medical professional.
  • Any crew or guest displaying any apparent symptoms of illness will be turned away, and given the recommendation to consult a medical professional.
  • Hand sanitizer will be made available throughout the vessel.
  • To the greatest extent possible, all transactions have been made contact-less, including ticket purchase, check-in, bar purchases, and tipping.
  • Crew will perform full sanitation of the vessel between every trip.
  • Due to recent health concerns, we have temporarily removed food from all excursions on America 2.0. Guests are welcome to bring their own picnic
  • Additionally, Classic Harbor Line will be closely adhering to the guidelines set forth by the Passenger Vessel Association, which cites the CDC guidelines and gives specific guidance to our industry on how to safely operate under Covid-19 conditions.

202 William St, Key West, FL 33040, USA

Day Sail Aboard Schooner America 2.0

Availability Calendar

Don't take our word for it

Verified Traveler Reviews

Excellent Sail!

about 2 years ago
We had a fabulous sail with our all female crew of Amber Heather and Mary! Very fun and knowledgeable as well as excellent sailors! The boat was gorgeous! The allotted time went way too fast...We will certainly go out again on next trip to the Keys!
John Wold

Great Day on the Water

about 2 years ago
Wonderful experience sailing with this all female crew under the guidance of Captain Amber...cheerful, knowledgeable and welcoming ... they taught us safety and all about the coral reef!
Elizabeth Pille

Gorgeous sailing ship, amazing crew!

about 2 years ago
Highly recommend! The crew was professional and just a lot of fun. The boat is spotlessly clean. I have never sailed. This was a great introduction. I enjoyed every minute. I wish I could remember the names of the crew who worked with Captain Ron. They deserve a shout out!!! Smart women, passionate about their work. And did I say fun????
Mary Bet B