Classic Harbor Line is proud to offer Key West sailing tours aboard Schooner America 2.0, featuring unset sails, sightseeing cruises, and even nighttime cruises!

Schooner America 2.0 is not a museum piece, but a fully operational Key West sailing yacht designed to provide a luxurious and authentic sailing experience for afternoon day sails and …

Witness the breathtaking Key West sunset, renowned for its vibrant colors, and keep an eye out for playful dolphins and the elusive Key West “Green Flash!” This picturesque and sunset boat …

Are you looking for a family boat ride while in town? Look no further and join us on any of our family-fun boat tours in Key West aboard the stunning Schooner America 2.0.

Join us on this 2-hour Key West sailing adventure aboard one of the Florida Keys most stunning sailboats, the 105-foot Schooner America 2.0. Be a part of this annual festivity as we …

This Key West moonlight sail is perfect for a romantic evening on the water, sharing a fun evening with friends, winding down after a long day of sightseeing. If night sailing in Key West is on …

Celebrate your Key West wedding reception on a boat in style aboard the stunning Schooner America 2.0. Offering a unique blend of classic elegance and modern luxury, this stunning …

Join us for a lightly-narrated Classic Day Sail and sail alongside of the dolphins, or set sail on our Champagne Sunset Sail and enjoy the hospitality of our captain and crew amidst breathtaking …

Watch from our beautiful teak decks and comfortable bench seating as boats of all sizes glide through Key West harbor, illuminated in a vibrant display of colors and decorations. Onboard, …

This Key West moonlight sail is perfect for a romantic evening on the water, sharing a fun evening with friends, winding down after a long day of sightseeing. If night sailing in Key West is on …