Experience the Ultimate Key West Sailing Adventure with Classic Harbor Line
Holiday Cheer at Sea
Celebrate the season aboard the beautifully adorned Schooner America 2.0 during the Cocoa and Carols Cruise. This festive holiday sail offers warm cocoa, timeless carols, and unforgettable views of Key West’s sparkling coastline.
Romantic Elegance with a Sunset View
Set sail on Key West’s most romantic and elegant vessel, the 105-foot Schooner America 2.0. This 1851 revival ship, renowned for its blend of historic charm and modern comfort, delivers a breathtaking Champagne Sunset Sail that perfectly complements the magical beauty of a Key West sunset.
Why Choose Classic Harbor Line?
Classic Harbor Line, known for its classically inspired sailing vessels, proudly operates the Schooner America 2.0—a stunning replica of the first America’s Cup winner. Built in 2011, the schooner features teak decks, luxurious seating, and 3600 square feet of sail, making it a premier choice for experiencing the waters of Key West. With a five-star crew offering top-notch service, guests can relax and even partake in sailing activities like hoisting sails or steering the ship.
Diverse Cruise Options
From daytime sightseeing and dolphin sails to full-moon and stargazing cruises, Classic Harbor Line offers an array of experiences. Special seasonal events, including Christmas Brunch and New Year’s sails, provide unique opportunities to celebrate on the water.
Unmatched Guest Reviews
Guests rave about the exceptional crew, plentiful refreshments, and awe-inspiring views, describing the experience as “fantastic” and “unforgettable.”
Plan Your Adventure
Located at 202R William Street in Key West, Classic Harbor Line operates ticketed cruises from November through May. Whether it’s for a special event or a relaxing sail, Schooner America 2.0 promises the ultimate Key West adventure.
Visit Classic Harbor Line Key West today for the best sailing experience on the island!