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

    Jun 17th, 4:00pm through Sep 16th, 4:00pm

    What better way to enjoy the summer in Boston than with a sail aboard Roseway? Join us for a spirited harbor sail aboard Boston’s only historic tall ship. Help us raise the sails, take the helm, explore below d…

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  • Day and Sunset Sails - Gloucester Schooner Festival

    Sep 1st, 2:00pm & Sep 1st, 5:00pm

    As the summer winds down, the New England schooners gather together in the historic town of Gloucester, MA to compete in the Mayor’s Race, and partake in sails and festivities throughout Labor Day Weekend. Saturday, Sep…

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  • Mayor's Race - Gloucester Schooner Festival

    Sep 2nd, 8:30am — 6:00pm

    As the summer winds down, the New England schooners gather together in the historic town of Gloucester, MA to compete in the Mayor’s Race, and partake in sails and festivities throughout Labor Day Weekend. Sunday, Septe…

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  • Gloucester to Boston Transit

    Sep 3rd, 7:30am — 6:00pm

    After an exciting weekend at the Gloucester Maritime Festival, join us in sailing Roseway home to Boston. Gloucester to Boston Transit, 7:30am - 6:00 pm Roseway will be located at Maritime Gloucester 23 Harbor Lo…

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  • Bon Voyage Sails

    Sep 18th, 5:00pm — Sep 19th, 5:00pm

    We welcome you to celebrate with us, on one of Roseway's final Boston sails of the 2018 season, before Roseway departs on her yearly Fall voyage to St. Croix. Help us raise the sails, take the helm, explore below de…

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  • Ride for Roseway!

    Date and time has yet to be determined

    Join us in the bike saddle to support World Ocean School aboard the historic schooner Roseway! Alexandra Rowley Mackey, professional spinning instructor, will be hosting a spinning fundraiser event. 100% of the proc…

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  • Historic Welcome Sail with Adventure, Bluenose and Columbia - Gloucester Schooner Festival

    Date and time has yet to be determined

    The 2018 Gloucester Schooner Festival is kicking off with the historic arrival of the Bluenose, sailing alongside Columbia and Adventure, along with many local boats celebrating her arrival.  Historic Welcome Sail …

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Sorry, there are currently no events available in the Caribbean.

Please check back soon or check us out on Facebook or Twitter to look out alerts for future sails.

Sorry, there are currently no events available for Transits.

Please check back soon or check us out on Facebook or Twitter to look out alerts for future sails.