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Classic Day Sail Aboard Schooner America 2.0

The 1.5-hour Classic Day Sail Aboard Schooner America 2.0 features complimentary drinks and stunning views of some of Key West's most famous sights. Guests can also experience a diverse community of marine animals.

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Climb aboard for a remarkable day sail on the elegant schooner America 2.0. Influenced by late 19th century maritime architecture, the vessel incorporates 21st century technology. The 105-foot-long schooner boasts 3,600 square feet of sails, a refined finish, comfortable seating and matchless hospitality.

Highlights of the majestic 1.5-hour Classic Day Sail Aboard Schooner America 2.0 include unobstructed views of Fort Zachary Taylor and the famed Sand Key Lighthouse along with the legendary Sunset Pier and Mallory Square. You can also enjoy complimentary champagne, beer, wine and soft drinks. Bring a picnic lunch for a memorable dining experience. You may even see aquatic birds, such as pelicans, egrets and ospreys, as well as sea turtles, manatees and dolphins to complete this mid-day sailing adventure.


  • 1.5 hour sailing adventure on Key West's blue waters

  • 3,600 square feet of sails, 105 ft long

  • A waterside view of Fort Zachary Taylor

  • Includes Free soda and water

  • Bring your own picnic lunch

  • See Sand Key Reef, Mallory Square, and Sunset Pier

  • View wildlife: dolphins, sea turtles, and waterbirds

The newest edition to the Key West fleet, the America 2.0 was constructed in 2011 with the classic lines of a 1800s schooner. Modeled after the famous maritime icon that won the first America's Cup in 1851, the 105-foot-long schooner has teak decks, polished mahogany trim and 3,600 square feet of sail that effortlessly propel the vessel across the crystal-clear waters of Key West. Guests can enjoy modern amenities while experiencing a classic turn-of-the-century day sail.

An exciting Classic Day Sail Aboard Schooner America 2.0 includes complimentary soda and water. Alcoholic beverages and snacks are available for purchase onboard by credit card only. The voyage includes stunning views of historic sites, popular venues and the chance to see a variety of marine animals frolicking in the waves. Passengers are encouraged to bring a picnic lunch to create the quintessential Key West memory that will last a lifetime. Bring your family and friends as you join the professional and courteous crew for a memorable mid-day sailing adventure aboard this comfortable and stylish tall ship that will be the highlight of your stay in Key West.

Make reservations today by purchasing an eTicket so that you do not miss the opportunity to experience all that the Classic Day Sail Aboard Schooner America 2.0 has to offer.


Classic Day Sail Aboard Schooner America 2.0

Operating Times:

Check calendar for dates and times available. Sails from Nov thru the middle of May.

Reservation Notes:

Reservations are confirmed for time and date selected. To change or cancel reservation you must do so 48 hours in advance by calling (305) 293-7245. No cancellations or refunds will be made 48 hours prior to tour departure.


1.5 hours

Booth Location:

Check in to board the Schooner America 2.0 at the Classic Harbor Line Ticket Booth located dockside in front of the Schooner Wharf Bar at 202 William St in Key West, 33040. The ticket booth is located at the end of William St.

Nearest Intersection:

At the Key West Bight


Parking is available at a municipal lot on Caroline Street between Margaret and William Streets (to your right as you approach the water at the end of William Street). The lot's phone number is (305) 293-6421. They operate from 7:00 am to 12:00 midnight, 7 days a week. Parking rates are $2.50 per hour or $16.25 maximum per day. Only cash and travelers checks accepted as payment!

Age Requirements:

Child Ticket: 2-12 yrs old. Under 2 are free but must be accounted for on the manifest.


There will be some light food platters but guests are encouraged to pack their own food box or pick up a picnic from the local Schooner Wharf Bar right next to the ticket booth. It is illegal for you to bring alcohol of your own on board. ~ There are 3 private marine heads (bathrooms) and salons below ~ There is an area below deck where you may store your belongings. Feel free to come in light, casual clothing, but bring a light jacket just in case, especially since you will be out on the water ~ Because we are guaranteeing your space on the sail, tickets cannot be refunded once purchased ~ Gratuity is not included in the price of the sail. It is customary to reward your hosts with cash tips following the trip ~ the schooner is not wheelchair-accessible.

Guarantee Note: Due to the limited reserved seating and factors beyond the control of the operator, this product does not fall under the Trusted Tours and Attractions Guarantee program.