Key Points About This Tour:

• 1.5-hour Key West sailing adventure on Schooner America 2.0
• Complimentary soda, juice, and water
• Full bar and snacks available for purchase on board (or purchase while booking!)
• Pricing starts at $56 for adults, $62 for children
• Rated “Top Things to Do” in Key West on Trip Advisor

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Enjoy an afternoon on the water aboard Schooner America 2.0, namesake of the first sailboat to win the 1851 America's Cup Race.

The stunning Schooner America 2.0 is a 105-foot sailboat built in Albany, NY in 2011. She is the namesake of the first schooner to win the 1851 America's Cup Race. Schooner America 2.0 features teak decks, mahogany trimmings and comfortable bench seating. Her 3,600 square feet of sail will propel you smoothly through the crystal green waters of Key West.

Highlights on this 1.5 hour sailing adventure include:

• Wildlife Encounters: Spot playful dolphins, and other marine wildlife in their natural habitat
• Narration by Professional Crew: Learn about the sights, history, and ecology of Key West and surrounds from our professional and attentive crew
• Unique Sights: Experience a waterfront view of Downtown Key West, including Mallory Square, Sunset Pier, and Fort Zachary Taylor, and even the famed Sand Key Lighthouse in the distance
• Memorable Ambiance: Take in a waterfront view of the emerald green waters, warm breeze, and premiere sailing vessel creating unforgettable memories!
• True Sailing Experience: Help the crew hoist the sails or take a turn at the helm of one of the fastest schooners in the U.S.

Bring your family and/or friends and join our courteous and professional crew for this adventurous day sail that completes the Key West experience in comfort and style!

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What Is Not Included?

• Alcoholic beverages may be purchased at an additional cost either during the booking process, or while on board the vessel.
• Guests are welcome to bring their own food.

Meeting Location

• Downtown in the historic Key West Bight (Key West, FL)
• (Exact meeting location details will be provided immediately upon purchase of tickets.)

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FAQ

Do sails sell out frequently?

Availability is limited. Guests are encouraged to book as early as possible.

What happens if the sail is sold out?

Unfortunately, we do not have a wait-list for our sails, so please book in advance. We do sail 7 days a week!

Is there parking, where? And how much is it?

Parking in Key West is extremely limited. There are several local municipal parking lots in the area. Further information will be provided upon purchasing your tickets.

Do I need a ticket for my young child?

All passengers, regardless of age, must have a ticket for capacity purposes. Children ages 2 and younger ride for free on all of our trips. Please select a free "Infant" ticket when purchasing your tickets. Children over the age are eligible for a "Child" priced ticket.

What exactly do we see on the sail?

Our sailing route is dependent on the wind, and at the discretion of the captain, but we guarantee crystal green seas and a waterfront view of downtown Key West. Additional sites include Sand Key Reef, Mallory Square, Sunset Pier, marine wild life, and fellow schooners within the Key West fleet. We may also be lucky enough to catch the magnificent "Green Flash" (just as the sun is about to disappear from the horizon, it changes for a moment to a bright green color).

Is food served during the sails?

We currently do not offer any food on our Classic Day Sail.

How about drinks? Should I bring those?

Outside alcoholic beverages are not permitted. The Classic Day Sail features complimentary soda and water. There is a full bar on board for purchase (credit card only), or you may purchase alcoholic beverages in advance during the booking process.

Is the Schooner America 2.0 safe?

Absolutely. While known for its speed, the Schooner America 2.0 is a safe and gentle vessel. Along with your captain, there is a minimum of two crew members on every sail to make sure you feel comfortable and at home on the water. We are stocked with water, beverages, and life jackets should you feel you need one.

How steady is the sailing? Am I likely to get seasick?

The Schooner America 2.0 is a steady, gentle vessel. It is very rare for our guests to become seasick. While most people do not experience any sea sickness on the schooner, you may want to consider light medication if you normally take it for motion sickness. We cannot officially advise you to take any medication, however.

Is there a bathroom on the boat?

Yes, the boat is equipped with two bathrooms that are accessible at all times. We call them "marine heads," and they are very simple to use. The Captain will explain directions for their use once you are on board the vessel.

Can I stow anything (eg, my luggage) during the sail?

There is an area below deck where you may store your belongings. Please keep in mind that this area is not guarded, so we cannot take responsibility for any broken, lost or missing items.

What should I wear?

We recommend wearing comfortable clothing and footwear (high heels are not recommended). Feel free to come in light, casual clothing, but bring a light jacket. Sunscreen is encouraged, but we have plenty on board for use by our guests as well!

Where does the sail finish?

Our sails will end at the same dock from which they departed.

Can I get a refund or reschedule my tickets after buying them?

Tickets may be rescheduled or refunded up to 24 hours in advance of the departure date. You may also add "Trip Cancellation Protection" during the booking process which allows you to reschedule or refund your tickets up to 1 hour in advance of your departure for an added non-refundable fee.

Do you ever cancel sails due to bad weather?

The sail usually runs in light rain and other moderate weather situations. The only time we cancel a trip is in the event of severe or unsafe weather conditions. Our captains monitor the radar to watch fronts and cells in the area on days when inclement weather is possible. Cancellations are made on the day of the sail, by the Captain, up to 1 hour prior to sail time. If you have purchased tickets for a sail that is canceled, you will have the opportunity to reschedule your tickets (subject to availability), take a full refund or receive credit towards a future event.

What happens if it starts raining when we're out on our sail?

Don't worry, we won't melt! Trips with a little added excitement due to weather have proven to be some the most memorable bonding experiences for our guests. (This all depends on attitude of course...) Our captains will never take the boat off the dock if they believe the weather conditions to be unsafe, however, and are constantly monitoring the weather once off the dock.

Is gratuity included in the price of the sail?

Gratuity is not included in the price of the sail. It is customary to show your crew appreciation for their hard work with cash tips following the trip. If you prefer, you may also add a gratuity during the booking process.

Is the schooner wheelchair accessible?

No, America 2.0 is not wheelchair-accessible.

Can I book a private charter sail?

Yes, private sails on the Schooner America 2.0 can be a unique and elegant event for your group. If you are interested in booking a private sail, please contact us by calling 305-890-6485 or by clicking the "Contact SailKeyWest" link and writing us a message!

Can I get married aboard America 2.0 in Key West?

Yes. All of our captains in Key West are licensed in the state of Florida to perform marriage ceremonies aboard the America 2.0. For further details and arrangements, please call 305-890-6485 or click on the "Contact SailKeyWest" link and write us a message!

Are gift certificates available for this sail?

Yes, we offer gift certificates which make perfect gifts for holidays, birthdays or any other occasion! To purchase a gift certificate for this sail, please click on the "Gift Certificates: Purchase" link in the box above.

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Policies

Refund/Rescheduling Policy Customers will receive a full refund with 24 hours notice of cancellation. Customers will also receive a full refund in case of operator cancellation due to weather or other unforeseen circumstances. You may also purchase Trip Cancellation Protection during the booking process to further protect your booking. Contact us by phone to cancel or inquire about a cancellation. No-shows will be charged the full price.

Other Policies Activity may be cancelled due to severe weather. The activity usually runs in light rain and other moderate weather conditions, but the seller may cancel the activity up to an hour before the start time in the event of severe or unsafe weather conditions. If the seller cancels the event, ticket-holders will be allowed to reschedule tickets (subject to availability), receive credit for a future event, or receive a full refund.

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About

Classic Harbor Line

Classic Harbor Line (operators of a series of classic style vessels in Newport, RI, New York City and Boston, MA) bring the 105-foot Schooner America 2.0 (of NYC, NY) to Key West, FL for the winter months of November through April.

This 105 foot sailboat, certified for 75, was designed and built by the same boat-builders who crafted Key West's former pride, Schooner AMERICA. Scarano Boat Building of Albany, also crafted all the vessels in the famed Classic Harbor Line fleet: the 1920s style yacht "Manhattan" of NYC, and the schooner Adirondack of NYC as well as the Adirondack III of Boston MA, and Adirondack II of Newport RI.

Classic Harbor Line is well known for their outstanding captains and crew and standard of hospitality. Whether you sail with them in Newport, Boston, New York, or Key West, guests are known to not only rave about the beauty and maintenance of the boats, but of the lasting warm impression that their hosts provide. Guests are treated like royalty, beverages are cold and the vessels sail like a dream.