Cruises & Sailing · This Weekend

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    Sunset Sail (Sun to Fri)

    (28)
    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 (Sun to Fri)

    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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    28 positive reviews
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    Boston Harbor Sail (Liberty Star)

    (20)
    Set sail for the Boston Harbor on Liberty Star, a magnificent schooner! On your Boston sail, you'll see the sights in Boston Harbor and everything the ship has to offer. The crew will invite you to help hoist the sails and even to take a turn at the helm. There will also be a bar stocked with soda, water, Sam Adams on draft, mixed drinks, wine, and snacks. Take the wheel, set the sails, or just sit back and enjoy the sights and beauty of the Boston Harbor and her islands. The choice is yours!
    Boston Harbor Sail (Liberty Star)

    67 Long Wharf, Boston

    • Set sail into the Boston Harbor on the magnificent schooner known as Liberty Star
    • Enjoy the beautiful views of the harbor and have fun interacting with the knowledgeable crew
    • Partake in delicious refreshments and a bar stocked with your favorite drinks
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    20 positive reviews
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    Day Sail

    (28)
    The maritime world of Boston has many great stories to offer, and on this classic afternoon sail through the Boston Harbor, 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.
    Day Sail

    60 Rowes Wharf, Boston

    • Enjoy the historic scenery of the Boston Harbor aboard a classic 80 foot pilot schooner
    • Ask your knowledgeable staff and crew anything you'd like to know about the sights
    • Experience the joy of a leisurely sailing cruise
    • Enjoy the ride, see the sights and have a drink onboard
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    28 positive reviews
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    Community Boating Orientation Workshop

    Having trouble keeping your dreams of boating afloat? It's a-boat time you took this class! This orientation introduces you to the Community Boating Inc. facilities and benefits that it offers. The session will introduce you to the organization, hopefully kicking off a long and fruitful relationship. You'll learn the workings of the docks, the facilities and the boats -- in short, everything you need to know to decide if Community Boating is right for you. Seas the day and sign up now!
    Community Boating Orientation Workshop

    21 David G Mugar Way, Boston

    • Get oriented with everything that Community Boating Inc. has to offer, perfect for sailors new or experienced
    • Ask questions about the sailing community and topics that matter to you as a sailor
    • Learn about classes and programs offered, as well as boats and facilities available at the site
    • Meet new friends with similar interests, and have fun!
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    Lunch Cruise

    After you board your lunch cruise, have a little time to explore the boat as it pulls away from the dock. The lunch buffet will soon begin, and you can take as little or as much as you'd like from the all-you-can-eat buffet! For an extra special lunch, upgrade to the lobster option (seasonal). While you dine, enjoy a narrated look at Boston's breathtaking skyline from the panoramic windows.

    After you eat, head to the top deck - the largest outdoor patio deck in town - to catch a breath of fresh air and an amazing view. Or, rock 'til you dock while the DJ plays a variety of music, from line dances to Top 40 hits.

    During your cruise, pass by the World Trade Center, the financial hub of Boston. See where the Boston Tea Party took place in 1773, when rebels disguised as Indians dumped tea into the harbor to protest British taxes. Pass by the location of the Boston Massacre, which is now a simple circle of cobblestones that marks the site where five American colonists were killed by British soldiers in 1770. The brutality of this incident helped spark the anti-British rage that ultimately led to the American Revolution.

    See the USS Constitution, also known as Old Ironsides, a nickname earned because of her invincibility in battle. Old Ironsides was launched in 1797 and is the oldest, fully commissioned naval vessel in the world. You'll also see the World War II naval destroyer, the USS Casin Young.

    Then see the Tobin Memorial Bridge, erected in 1948-49 and opened to traffic in 1950. It connects the Charlestown section of Boston with Chelsea. Additionally, see Fort Independence and Castle Island. Fort Independence is located at the entrance to Boston Inner Harbor. First settled in 1634, the island features the nation's oldest fully maintained fort.
    Lunch Cruise

    200 Seaport Blvd, Boston

    • See spectacular views of Boston Harbor on a two hour scenic lunch cruise
    • Enjoy an all-you-can-eat buffet as you see Bunker Hill, the USS Constitution, and the site of the Boston Tea Party
    • Have a narrated look at Boston's breathtaking skyline from the panoramic windows of your cruise
    • Dine on the top deck and enjoy the live music of a DJ playing all of your favorites
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