Key West Sunset Cruise, Sunset Sail, Day Sailing & Private Yacht ChartersTime 2022-10-23 05:14:07
Offering our most premium sailing experience, you are sure to create a memory that will last a life time. Step aboard for a classic day sail, sunset sailing, full moon cruise, or one of our special Holiday events. Learn more »
Schooner America 2.0 is happy to be sailing through June 2020! Step aboard this stunning sailboat, and cruise with us into the magical Key West sunset! Learn more »
Private Yacht Charters
The Schooner America 2.0 is classically designed for a contemporary experience. This is the perfect vessel that offers an elegant atmosphere for you to host a Nautical Wedding, Corporate Outing or Team Builder. Learn more »
Key West Sunset Cruise just got upgraded….
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Sunset Sail »
Schooner America 2.0 is happy to be back in Key West for our sailing season! Step aboard this stunning sailboat, and cruise with us into the magical Key West sunset!
Sail with us aboard the fastest schooner in Key West!
Day Sail »
Soak in the sun and join us for an afternoon sail on the emerald green waters of Key West.
Classic Harbor Line: 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 vessel 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 schooners 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 is 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.
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GIFT CERTIFICATESLooking for a unique gift to give your friend or loved one? Classic Harbor Line has a variety of cruises that will make the most perfect gift. BUY GIFT CERTIFICATE
SEE OUR CALENDAR OF EVENTSHave a specific date you would like to join us for a date night, Anniversary, or Birthday? Check out our online calendar. VIEW ONLINE CALENDAR
PRIVATE YACHT CHARTERS
Sail out into the emerald green waters of Key West and impress your guests. Step aboard the legendary Schooner America 2.0 for a private charter. This yacht is perfect for Corporate outings, Birthdays, Anniversaries, Weddings, Team Building and more. Read more »
Sail out into NY Harbor and impress your guests. Step aboard one of our classic vessels for a private charter. These yachts are perfect for Corporate outings, Birthdays, Anniversaries, Weddings, Team Building and more. Read more »HomePrivate Yacht ChartersTicketed CruisesPress/VideoOur CrewCalendarBuy TicketsReviewsContact / DirectionsOur Key West LocationAll LocationsInformation/RatesTerms and ConditionsPlaces to Stay in Key WestOur Key West recommendationsNew Year’s Eve in Key WestPress Contact FormPrivate Yacht Charters ThemesCOVID-19 Updates Contact Classic Harbor Line: 305-293-7245 Tickets: 888-883-7704
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