Classic Harbor Line In Key West Florida, Sailboat Ride
  • 202 William Street Key West Florida 33040
  • 7 days a week
  • 305-293-7245

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 schooner fleet: America 2.0. While visiting Key West, Florida you will find a number of land and water based activities. However, a classic schooner sail – 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 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 Day Sails, Champagne Sunset Sails, Full Moon Sails or Privately Chartering the schooner for a special family event or corporate event, you will be amazed by America 2.0’s beauty and comfort. She was built and 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 in New York, Newport, Boston, Hoboken 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 with us for your wedding day, or just whimsically buying tickets for a classic day sail.

Yacht Manhattan offers dinner cruises aboard a Classic 1920’s style motor yacht. Enjoy and elegant evening out on the water. Perfect for Weddings!