Cruises & Sailing · Tonight

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    Sunset Harbor Cruise

    (26)
    Treat yourself and someone special to a relaxing, romantic sunset cruise. Take in Boston's skyline as the sun slowly sets and turns brilliantly orange or red. As you cruise further throughout the Boston Harbor, you'll pass by historical and cultural points of interest, such as Fort Independence, Tobin Bridge, the U.S.S. Constitution, the Old North Church, and North End. Enjoy views of Boston on the open back deck or in the shade at midship. The boat features wraparound seating and a crowd-free environment, so you're ensured a great, comfortable view. On top of all that, you'll be provided complimentary soft drinks, water and light music to set a relaxing mood -- but feel free to bring your own picnic on board and purchase drinks from the cash bar!
    Sunset Harbor Cruise

    60 Rowes Wharf, Boston

    • Enjoy a romantic sunset cruise on a classic 1920s style yacht
    • View Boston's city skyline, Fort Independence and other historical points of interest
    • Experience the romantic side of Boston with a scenic and relaxing tour
    • Bring a picnic and enjoy complimentary soft drinks on board
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    26 positive reviews
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    Sunset Sail

    (26)
    The maritime world of Boston has many great stories to offer, and on this classic sail through the Boston Harbor, as the Sun dips below the horizon, you'll get to see and hear it all. Experience the sights of the Boston Fish Pier, The Moakley Federal Courthouse at Fan Pier, Castle Island, the Donald McKay monument, the Charleston Navy Yard, and much more, on a sail aboard the Adirondack III, a classic 80 foot pilot schooner. Experience Boston like never before, on a schooner, a drink in hand, and a knowledgeable captain and crew to ask about all the stories behind some of Boston's most unforgettable sights.
    Sunset Sail

    60 Rowes Wharf, Boston

    • Enjoy the historic scenery of the Boston Harbor aboard a classic 80 foot pilot schooner
    • Experience a beautiful Boston Harbor sunset on the water
    • Ask your knowledgeable staff and crew anything you'd like to know about the sights
    • Enjoy the ride, see the sights and have a drink onboard
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    26 positive reviews
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    Harbor Island Cruise

    (26)
    Get away from the hustle and bustle of the city by exploring the Boston Harbor Islands on this relaxing and crowd-free boat tour. This two-hour cruise will take you past the lush islands and numerous points of interest of the Boston Harbor, such as Long Island, Nixes Mate, a mysterious sunken island, Long Island Head Light, the oldest lighthouse in America, Fort Warren on George's Island, and Lovell's Island -- among many other, fascinating sights. Commentary from local legends will be shared by your friendly and knowledgeable captain. Soak up the sun on the ship's open deck or relax in the shade midship while you sit back and take in the sights. Complimentary soft drinks and water will be provided, but feel free to bring your own picnic or purchase alcoholic beverages on board for this excellent nautical adventure.
    Harbor Island Cruise

    60 Rowes Wharf, Boston

    • Enjoy a relaxing sail to the Boston Harbor Islands
    • Take advantage of numerous photo ops as you see Fort Independence and Spectacle Island
    • Cruise by Long Island and see Long Island Head Light
    • Hear about sailing lore and historical background of the islands
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    26 positive reviews
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    City Lights Sail

    (26)
    The maritime world of Boston has many great stories to offer, and on this classic sail through the Boston Harbor, with an evening sea breeze and all of Boston at your back, you'll get to see and hear it all. Experience the sights of the Boston Fish Pier, The Moakley Federal Courthouse at Fan Pier, Castle Island, and the Donald McKay monument, the Charleston Navy Yard, and much more, on a sail aboard the Adirondack III, a classic 80 foot pilot schooner. Experience Boston like never before, on a schooner, a drink in hand, and a knowledgeable captain and crew to ask about all the stories behind some of Boston's most unforgettable sights.
    City Lights Sail

    60 Rowes Wharf, Boston

    • Enjoy the historic scenery of the Boston Harbor aboard a classic 80 foot pilot schooner
    • Experience the beautiful Boston Harbor at night
    • Ask your knowledgeable staff and crew anything you'd like to know about the sights
    • Enjoy the ride, see the sights and have a drink onboard
    BOOK NOW ← Back
    26 positive reviews

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