Key points about this tour:

• 1.5-hour Mother's Day sailing excursion on Schooner America 2.0
• Rated #5 on Trip Advisor of all 'Activities To Do' in Key West
• Enjoy the warm breezes and beautiful waters of the Florida Keys
• Take a turn at the helm of one of the fastest schooners in the United States
• Moms sail free!
• One complimentary mimosa or bloody mary with each adult ticket
• Additional beverages for purchase (credit card only)

---

Take to the water on the Schooner America 2.0, namesake off the first sailboat to win the America's Cup in 1851.

This stunning 105-foot sailboat features teak decks, mahogany trimmings and ample seating. Her 3,600 square feet of sail will propel you smoothly through the crystal green waters of Key West.

Guests are encouraged to make the most of the event by bringing aboard their own picnic lunch!

Some of the sights on this sailing adventure include:

• A waterside view of Fort Zachary Taylor
• The famed Sand Key Lighthouse, Mallory Square, and Sunset Pier
• Sea wildlife: keep your eyes peeled for dolphins, sea turtles, and waterbirds

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!

---

What Is Not Included?

• Guests are encouraged to pack their own or pick up a picnic from the local Schooner Wharf Bar right near our meeting location.

---

Meeting Location

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

---

FAQ

Do sails sell out frequently?

Sails do sell out. Potential guests are encouraged to check the website or call the week of the date you would like to attend, to check availability for public trips and 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.

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

Parking in Key West is very limited. There is a local Pay-to-Display municipal parking lot at the corner of Caroline Street and Margaret Street, very close to our ticket booth where you check in! Further information will be provided upon purchasing your tickets.

What type of ticket should I buy if I'm bringing a very young child?

For children between the ages of 4 and 12 you should purchase a reduced price Child ticket. Children ages 3 and younger ride for free on Day Sails, but you’ll still need to enter the appropriate number of Infant tickets labeled “Free” when purchasing. All passengers, regardless of age, must have a ticket, so please make sure your entire party is accounted for in this way.

What exactly do we see on the sail?

Our route is indicative of the breeze we are given, but guaranteed crystal green seas and a water side view of Fort Zachary Taylor are a given. Additional sites may include Sand Key Reef, Mallory Square, Sunset Pier, marine wild life, and fellow schooners within the Key West fleet.

Is food served during the sails?

Small plates for purchase. Guests are welcome to bring a picnic.

How about drinks? Should I bring those?

Outside alcoholic beverages are not permitted. However, one complimentary mimosa or bloody mary is included with each adult ticket. Additional bar available for credit card purchase.

(One quick note: We are not an unlimited booze cruise. We aim to create an elegant, relaxing, peaceful, and safe experience for all of our guests.)

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, blankets, pillows, and life jackets should you feel you need one. There are also private marine heads (bathrooms) in the salon below.

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 easy to use! The Captain will give directions on their use once you are on board.

Can I stow anything (e.g., 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?

For our day sail, we recommend wearing comfortable clothing and footwear (high heels are not recommended). Feel free to come in a bathing suit, but bring a light jacket just in case! And don't forget your sunscreen and sunglasses!

Where does the sail finish?

Our sails start and end at Schooner Wharf.

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

Because we are guaranteeing your space on the sail, we have a 72-hour refund policy for all tickets.

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. If we are caught in a rain shower, we can happily provide rain ponchos for our guests!

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.

Is the schooner wheelchair accessible?

No, unfortunately 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 capable of performing 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.

---

Policies

Refund/Rescheduling Policy Customers will receive a full refund with 72 hours notice of cancellation. Customers will also receive a full refund in case of operator cancellation due to weather or other unforeseen circumstances. 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.

---

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!