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Take to the water and fall in love all over again with Boston. Classic Harbor Line provides unprecedented views of modern-day Boston aboard old-world-style yachts. As designer, builder, and operator of classically inspired boats, our guests enjoy day and nighttime tours of Boston Harbor aboard finely crafted vessels featuring teak decks, varnished mahogany rails and gleaming brass fixtures.

Experience the turn of the century of yachting while sightseeing today's Boston, with breathtaking views of the city skyline, monuments and bridges. Whether it's non-narrated, lightly narrated or fully narrated, each excursion is its own unfolding story.

Join us for a Day Sail, or a Boston Harbor Island Tour. Set sail at sunset and enjoy the hospitality of our Captain and Crew or step aboard Yacht Northern Lights for a narrated Boston Harbor cruise. Beer Pairing and Sightseeing Tours will keep you engaged and the City Lights Sails will be your next date idea. Whatever you choose you are sure to enjoy your time out of the water with us as our crew treats you with the most professional hospitality.

“Exceptional-great sail & perfect service. Second sail this year. Great service, beautiful sail to the islands. Knowledgable captain with friendly courteous staff. Sunset sail was beautiful, blankets to cuddle in. Restroom. With family and friends. Just a wonderful venture. Will definitely sail again with this group.”
~ Sunset Cruise Customer