Classic Harbor Line: Key WestUse our Key West road trip planner to arrange your visit to Classic Harbor Line and other attractions in Key West.
Dedicated to providing the 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.
Tours To Classic Harbor Line
Key West Classic Day Sail Aboard America 2.0 BOOK WITH VIATOR FROM $69
Duration: 1 hour 30 minutes
Mimosa Day Sail aboard Schooner America 2 BOOK WITH VIATOR FROM $69
Duration: 1 hour 30 minutes
Classic Harbor Line Reviews
Well worth it! Beautiful ship, well run without feeling rushed. Awesome crew. About a two hour sail just in time for a fantastic Key West sunset. Motored out of dock and immediately sails went up and.... more »
We had so much fun sailing on this beautiful ship on a windy day! The all female crew (Lexi, Amber, and Lizzie) were amazing to watch and attended to our every need! It was chilly so I bought a... more »
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5 days in Key West BY A USER FROM UNITED STATES February, outdoors, beaches, popular & hidden gems Preferences: February, outdoors, beaches Attraction style: Popular & hidden gems Pace: Medium 10 days in Florida BY A USER FROM UNITED STATES December, popular sights Preferences: December Attraction style: Popular sights Pace: Medium 21 days in United States BY A USER FROM INDONESIA September, slow & easy, popular sights Preferences: September Attraction style: Popular sights Pace: Slow & easy 6 days in Florida BY A USER FROM UNITED STATES March, outdoors, relaxing, romantic, beaches, slow & easy, popular sights Preferences: March, outdoors, relaxing, romantic, beaches Attraction style: Popular sights Pace: Slow & easy 5 days in Key West BY A USER FROM UNITED STATES January, popular sights Preferences: January Attraction style: Popular sights Pace: Medium 10 days in United States BY A USER FROM UNITED STATES November, relaxing, beaches, historic sites, wildlife, hidden gems Preferences: November, relaxing, beaches, historic sites, wildlife Attraction style: Hidden gems Pace: Medium