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 vessels in the local Key West fleet: Schooner America 2.0 and the one of a kind Gatsby-era yacht, Yacht Beacon. 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, or a half day water adventure aboard a classic yacht in Key West – 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 or a half day water adventure 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 Mangrove and Mimosa Cruises, Half Day Water Adventure, Day Sails, Champagne Sunset Sails, Full Moon, Star-Gazer Sails; or Privately Chartering the schooner’s or yacht for a special family event or corporate event, you will be amazed by America 2.0's and Yacht Beacon’s beauty and comfort. They were built and are 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.