Classic Harbor Line offers private yacht charters on the 105-ft. Schooner America 2.0 in Key West, guiding guests through emerald green waters for daytime sightseeing sails, magical private sunset cruises, corporate events, birthday parties, weddings, anniversaries, and company outings. The U.S. Coast Guard-certified vessel accommodates up to 85 guests with bar and catering options, located in historic Old Town Key West.

The Key West Cocktail Cruise offers 2-hour adults-only sunset cruises on a spacious 47-foot catamaran, featuring all-inclusive craft beer, fine wine, and hand-crafted cocktails with premium spirits, hand-made mixers, and fresh-squeezed juices. Custom charters, sailing excursions for bachelor/bachelorette parties, weddings, and special events are available in Key West and the Florida Keys, with options for SNUBA, snorkel, scuba add-ons, and sandbar parties.