Key West, FL
Buy Tickets Now


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 waitlist for our sails, so please book in advance. Or you can check to see if there is availability on the Schooner Adirondack III!

Can you accommodate allergies/dietary restrictions?

We can accommodate allergy restrictions if we are given advance notice. Please let us know of any potential allergies or life threatening issues in the “Message to Seller” area when you purchase your tickets.

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

Parking in Key West is very limited. There is a local 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 ages 2-12, you should purchase a reduced price Child ticket. Infants under the age of 2 are admitted free of charge, but still require a ticket. 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 of the breeze we are given, but guaranteed crystal blue seas and a water side view of Fort Zachary Taylor are a given. Additional sites include Sand Key Reef, Mallory Square, Sunset Pier, marine wild life, and fellow schooners within the Wreckers Race Fleet!

Is food served during the sails and what is it?

Yes! A gourmet sandwich, pasta salad, fruit salad, cookies and chips from a local Key West deli!

How about drinks? Should I bring those?

No, it is illegal for you to bring alcohol of your own on board. Our Wreckers Race Sail ticket includes one complimentary beer, wine, cocktail or champagne. Additional drinks can be purchased with a credit card while onboard. (One quick note: This is not a 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) and salons 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?

Due to the nature of this trip, tickets may be rescheduled or refunded up to 24 hours in advance of the departure date at 85% their original cost. Should you want to protect your full ticket price, you may add “Trip Cancellation Protection” during the booking process which allows you to reschedule or refund your full ticket value 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. 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.

Buy Tickets Now