Sails & Voyages

Sail Roseway in Boston harbor or the U.S.Virgin Islands

After 90 years of service, she is one of only three original Grand Banks schooners left floating today. She is a registered U.S. National Historic Landmark operating in Boston and the U.S. Virgin Islands.

New England Sails and Events

  • Boston Harbor Sails

    May 23rd, 6:00pm through Sep 18th, 6:00pm

    Boston Harbor Sails aboard Roseway Various Dates May through September What better way to enjoy the summer in Boston than with a sail aboard Roseway? Join us for a spirited two- hour harbor sail aboard Boston’s only h…

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  • Gloucester to Boston Transit: Gloucester Schooner Festival

    Sep 2nd, 7:30am — 6:00pm

    Gloucester to Boston Transit, 7:30 AM - 6:00 PM After an exciting weekend at the Gloucester Schooner Festival, join us in sailing Roseway home to Boston. LEAVING FROM:Roseway will be located at Maritime Gloucester23 Ha…

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  • 2019 Summer Ambassador Program: Open Enrollment Voyage

    Aug 10th — Aug 23rd

    Dates: Saturday, August 10 - Friday, August 23…

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  • Blue Moon Welcome Back Sail ft. David Brown

    May 18th, 7:00pm

    Blue Moon Welcome Back Roseway Sail ft. David Brown Saturday, May 18th, 7-9 pm Join us in welcoming Roseway and our crew back to Boston and launching the 2019 Boston Harbor sailing season! Come aboard for a relaxing nig…

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  • Boston to Gloucester Transit: Gloucester Schooner Festival

    Aug 30th, 7:30am — 6:30pm

    Boston to Gloucester Transit, 7:30 AM - 6 PM Sail with us from Boston to Glaw-ster for an exciting weekend at the Gloucester Schooner Festival. LEAVING FROM: Moakley Courthouse Dock 2 Northern Ave. Boston, M…

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  • Father's Day Sail 1 - 3 PM

    Jun 16th, 1:00pm — 3:00pm

    Get your tickets now for the most energizing and exciting Father's Day event in the Seaport District. Sail into the harbor with your grandfather, father, brother, friend or anyone you'd like celebrate! Use promo code, …

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  • Father's Day Sail 4 - 6 PM

    Jun 16th, 4:00pm — 6:00pm

    Get your tickets now for the most energizing and exciting Father's Day event in the Seaport District. Sail into the harbor with your grandfather, father, brother, friend or anyone you'd like celebrate! Use promo code …

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  • Open Boat Tours

    Jun 25th, 9:00am — Jun 27th, 12:00pm

    Stop by the Moakley Courthouse and get a first hand look of our historic Schooner Roseway. Walk across the gangway and release your inner sailor; take a peek at Roseway's living quarters, check out the view from the ster…

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Caribbean Sails and Events

  • 2019 St. Croix Holiday Boat Parade

    Dec 14th, 6:30pm

    Time: 5:30pm - 9pm Ticket Price: $100T'was the week before Christmas, when all through the island, not a creature was stirring, not even a mouse! Until they saw the lights of the boats parade twinkle towards them. Get a…

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Sorry, there are currently no events available for Transits.

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