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Classic Harbor Line - All Locations

New York

New York City is our largest location operating six yachts. Classic Harbor Line New York is perfect for locals and visitors alike. Take to the water and fall in love all over again as you see the most famous skyline in the world from the perspective of a classic yacht or sailboat. Enjoy a day or evening sail to see the Statue of Liberty or take an educational NYC Architecture tour. Our Classic Harbor Line New York location operates year round from Chelsea Piers, located in the Chelsea neighborhood in Manhattan.
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Our Boston sailboat Schooner Adirondack III and classic yacht, Northern Lights are located in the heart of Boston just behind the Boston Harbor Hotel. Our Classic Harbor Line Boston location offers day and evening experiences in Boston Harbor. Join us for a day sail aboard our 80-foot sailing yacht, or enjoy a Boston Harbor Cruise aboard the luxury Yacht Northern Lights. Let our crew treat you with professional hospitality and enjoy the day on the water in Boston Harbor.
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Join Newport Classic Cruises aboard one of our classic sailboats or motor yachts and enjoy an experience in Narragansett Bay! Newport is known for sailing and that’s exactly what you can do aboard the sunning 80-foot Schooner Adirondack II, 72-foot Schooner Madeleine, or our 48-foot sloop Eleanor. Looking for a classic motor yacht experience in Newport? Enjoy a day of sightseeing and cruise with us on the Yacht Rum Runner II to see all the historic Newport sights from the water. An ideal day in Newport might consist of the Newport RI Cliff Walk to see the mansions, and then to Newport Classic Cruises for an afternoon or evening sunset experience aboard one of our classic yachts. Newport Classic Cruises is located in Historic Downtown Newport at Bowen’s Wharf.
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Key West

Key West is among the best vacation islands and makes for a perfect getaway. At Classic Harbor Line Key West you can join us aboard the legendary Schooner America 2.0 for a sail in the emerald green waters of Key West to make your trip an exceptional memory. Whether you are looking to capture the famous Key West green flash at sunset or soak up the sun in the afternoon, this sailing experience is sure to be an adventure. Classic Harbor Line Key West is located directly behind the famous Schooner Wharf Bar, you are sure to have an epic Key West experience aboard Schooner America 2.0!
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