FL
people
1 participant
30 minutes
- • Live Narration of Local Sites, History and Ecology
- • Sail on One of the Fastest Schooners in America
- • See Sand Key Lighthouse, Mallory Square and More!
Why We Love This Unique Experience
Key West Experience Gifts: A ninety-minute sailing trip on a magnificent 105-foot schooner in the beautiful turquoise waters of Key West, what's not to love? The warm breezes of the Florida Keys in your hair, a drink in your hand and the picturesque seaside views of Sand Key Lighthouse, Sunset Pier and Mallory Square in your sights are all in store for this sailing adventure. Don't forget your binoculars as dolphins, sea turtles and an array of birds can often be seen along the way. Whether this is your first trip to the Florida Keys or you call the southernmost city in the continental US home, this daytime sailing experience gift is the perfect way to spend time out on the water!
Check Availability & Book
Experience Overview:
Key West Day Sail Aboard Schooner America 2.0Key points about this tour:
- 1.5-hour sailing excursion on Schooner America 2.0
- Live narration regarding sights, history, and ecology of Key West and surrounds
- 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 U.S.
- Full bar on board for purchase (credit card only); soda, juice and water complimentary
Enjoy an afternoon aboard Schooner America 2.0, namesake of the first sailboat to win the 1851 America's Cup Race.
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.
Some of the features on this sailing adventure include:
- 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
- Perhaps, a glimpse of the Key West "Green Flash" at sunset!
- Lots of Key West wildlife, like dolphins, sea turtles, and waterfowl!
- Live narration by captain or crew
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!
> More Experience Gifts in Miami
FAQ
Activity FAQs
Do sails sell out frequently?
Parking in Key West is very limited, and operates on a first come, first serve basis. There is a local municipal parking lot at the corner of Caroline Street and Margaret Street, very close to the ticket booth where you check in. 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. Please be sure to take this into account when purchasing tickets for your party. Children ages 3 and younger ride for free on all of our trips, but you’ll still need to enter the appropriate number of Infant tickets labeled “Free” when purchasing. Children over the age of 3 must purchase a full priced "Child" ticket.
What exactly do we see on the sail?
Our sailing route is dependent on the wine, 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?
No, but we do encourage our guests to bring their own snacks!
How about drinks? should i bring those?
Outside alcoholic beverages are not permitted. This ail features complimentary soft drinks, and water. Beer, wine, Champaign and mixed drinks are available for purchase.
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.
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 just in case.
Where does the sail finish?
Our sails will end at the same dock from which they departed.
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 base ticket price. As always, cash tips are accepted at the end of the trip. Gratuities can be handled via Venmo as well. Thank you in advance for taking care of the crew!
Is the schooner wheelchair accessible?
No, unfortunately America 2.0 is not wheelchair-accessible.
Details & Important Info
Additional Experience Details & Important Information
What to Bring
Bring your camera for some great on board sailing shots!
All guests are welcome to bring a picnic on any sail.
What Not to Bring
Personal alcoholic beverages are not allowed on board. We serve complementary soda & water. Beer, Wine, Champagne and mixed drinks are available for purchase.
Cancellations & Refunds
Reservation Changes, Cancellations & Refunds
All ticket sales are final and not refundable. Reservations cannot be changed, rescheduled or refunded once confirmed. Reservations may be re-scheduled by the operator of the activity due to reasons such as weather, minimum participation requirements, mechanical issues or other interruptions beyond their control.
All gift certificate sales are final and not refundable. Gift certificates can only be exchanged prior to redemption.
A full list of terms of sale of tickets and certificates can be viewed here.
Organized by
Classic Harbor Line - Key West
A Premium Sailing Experience in Key West
Dedicated to providing the most perfect hospitality and sailing experience one could find in Key West, Classic Harbor Line hopes for the privilege of escorting you on a breathtaking excursion aboard the most elegant vessels in the local Key West fleet: Schooner America 2.0.
While visiting Key West, Florida you will find a number of land and water based activities. However, a classic schooner sail, whether it be a day sail, or sunset sail, is well known to be the quintessential Key West activity that will highlight your stay and be the lasting memory forever.
South Florida sightseeing is all about getting on the water, seeing the wildlife, watching the Key West sunset with a loved one, and experiencing the adventure sailing in the great Key West Florida breeze. A 2 hour sailboat ride is a great way to take advantage of your time in Key West to enjoy all of these things.
Whether buying tickets for one of our Champagne Sunset Sails, Afternoon Key West day sail, Full Moon, Star-Gazer Sails; or Privately Chartering the schooner’s for a special family event or corporate event, you will be amazed by America 2.0's beauty and comfort. It is maintained by the same creators of Key West’s former pride, Schooner America.
Classic Harbor Line in not only known for operating with amazing sailboats and classic yachts in Boston, New York, Newport, and Key West, but they are also renowned for their outstanding hospitality and customer service. You will find your captain and crew extremely capable, accommodating, helpful, and friendly whether you are spontaneously buying tickets for a classic day sail or planning your one-of-a-kind wedding day
Classic Harbor Line - operators of a series of classic style vessels in Newport, RI; New York, NY; Key West, FL; Boston, MA, and Hoboken NJ. Its Key West location is made up of the Schooner America 2.0 a 105 foot replica of the original Schooner America that won the America’s cup race back in 1851! Key West used to be home to Adirondack III, but she has moved up north to be flagship schooner of our new Boston, MA location. The Yacht Beacon a classic 50 foot Gatsby-era yacht, ran snorkeling trips out of Key West but has been relocated to the newest Classic Harbor Line location: Hoboken, NJ.
All of the vessels in the Classic Harbor Line Fleet are designed and built by Scarano Boat Building of Albany NY. The fleet is made up of three pilot schooners: Adirondack, Adirondack II, and Adirondack III; Schooner America 2.0, a replica built after the original Schooner America that won the first America’s Cup Race in 1851; and the Yacht Manhattan, a 1920’s style commuter yacht, and the miniature yacht Kingston!
Classic Harbor Line is well known for their outstanding captains and crew and standard of hospitality. Whether you sail with us in Boston, Newport, New York, Hoboken 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 and the vessels sail like a dream!
Product SKU: US-0017-0002
Google Business Profile: Classic Harbor Line Key West
Key West Day Sail
FL
people
1 participant
30 minutes
- • Live Narration of Local Sites, History and Ecology
- • Sail on One of the Fastest Schooners in America
- • See Sand Key Lighthouse, Mallory Square and More!
Best Experience Providers
Our Activity Partners are highly rated and experts in what they do, guaranteeing you an unforgettable experience.
Free Gift Exchanges
All ExperienceGifts Certificates are fully exchangeable if you change your mind, free of charge!
Instant E-Gifts
Our beautifully designed e-certificates are sent instantly the moment you place an order, great for last minute gifts.