All Locations
Classic Harbor Line - All Locations
We at Classic Harbor Line offer ticketed cruises like sightseeing boat tours, sailing trips and private yacht charters . Our locations are in Boston, NYC, Newport and Key West. We aim to create an elegant atmosphere to give you a boat ride that will stay close to your heart for years to come. You may pick from a variety of creative activities including events like Beer Tasting, Wine Tasting, Brunch, Sunset Sailing, City Lights Cruises, Harbor Cruises and more.
Our ticketed cruises and boat rides are available for locals and visitors alike in any one of our four locations. The boats are also available for a private yacht charter. So, step aboard and let our professional crew cater to you. You will sail with us like royalty.
Boston
Our Boston yachts schooner Adirondack II & III and motorboat Northern Lights are located in the heart of Boston at Rowes Wharf just behind the Boston Harbor Hotel. Enjoy a day sail aboard our 80-foot sailboats or enjoy a Boston Harbor sightseeing cruise aboard the elegant Yacht Northern Lights. Let our crew treat you with professional hospitality and enjoy the day on the water for the perfect Boston Harbor experience.
See All Rowes Wharf Events »
Newport
Newport is known for sailing and that’s exactly what you can do on our classic schooners, Adirondack IV, Schooner Madeleine, as well as Sloop Eleanor, and motor yacht Rum Runner II. Enjoy a day of sightseeing the cliff walk and take in the mansions. Then sail away for a sunset sail in luxury and comfort with Newport Classic Cruises, located at Bowen’s Wharf. You are sure to enjoy this old and classy sailor town.
Read More about Our Newport Location »
Key West
This vacation island is the perfect getaway. Join us aboard the legendary schooner America 2.0 for a sail in the emerald green waters to make your trip an exceptional memory. Classic Harbor Line Key West offers the best sunset sails and day time sailing experiences in Key West! Or rent Schooner America 2.0 for the perfect private event venue option. Located directly behind the famous Schooner Wharf Bar, you are sure to have a memorable Key West experience.
Read More about Our Key West Location »
New York
New York City is our largest location and operates six yachts. New York City’s excursions are 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 boat. Enjoy a sail or take an educational architecture tour; you are sure to be impressed and come back for more. Located at Chelsea Piers.
Read More about Our New York Location »