14 Night - Grand New England Cruise
Starting in Boston, Ma, Portland ME, Bath, ME, Boothbay Harbor, ME, Bar Harbor, Me, Bangor ME, Rockland / Camden, ME, Portsmouth NH, Gloucester, MA, Provincetown, MA, Newport, Ri, Marthas Vineyard, MA, Nantucket Island / Marthas Vineyard, MA, Plymouth, MA, Boston, Ma
2026 Sails: May 17, May 31, Jun 14, Jul 5, Jul 26, Aug 9, Aug 23, Sep 6, Sep 20, 2027: Jun 5, Jun 19, Jul 3, Jul 17, Jul 31, Aug 14, Aug 28, Sep 11, Sep 25, Oct 9, More...

7 Night - Yankee Seaports Cruise
Starting in Boston, Ma, Plymouth, MA, Newport, Ri, New London / Mystic, CT, Sag Harbor, NY, Old Saybrook, CT, New York, NY
2026 Sails: May 24, More...

10 Night - New England Explorer Cruise
Starting in Boston, Ma, Portland ME, Rockland, ME, Bar Harbor, Me, Boothbay Harbor, ME, Bath, ME, Gloucester, MA, Day of Cruising, Newport, Ri, Marthas Vineyard, MA, Boston, Ma
2026 Sails: Jun 7, Jun 17, Jun 27, Jul 7, Jul 17, Jul 27, Aug 6, Aug 16, Aug 26, 2027: Jun 9, Jun 19, Jun 29, Jul 9, Jul 19, Jul 29, Aug 8, Aug 18, Aug 28, Sep 7, Sep 17, Sep 27, Oct 7, Oct 17, 2028: Jun 8, More...

7 Night - Cape Codder Cruise
Starting in Boston, Ma, Provincetown, MA, Plymouth, MA, Mass Maritime Academy, MA, Newport, Ri, Marthas Vineyard, MA, New Bedford, MA, Boston, Ma
2026 Sails: Jun 28, Jul 19, Oct 4, Oct 11, 2027: May 29, More...

7 Night - Yankee Seaports Cruise
Starting in Boston, Ma, Plymouth, MA, Newport, Ri, New London / Mystic, CT, Sag Harbor, NY, Old Saybrook, CT, New York, NY
2026 Sails: Jul 7, Sep 15, More...

10 Night - New England Explorer Cruise
Starting in Boston, Ma, Portland ME, Rockland, ME, Bar Harbor, Me, Boothbay Harbor, ME, Bath, ME, Gloucester, MA, Day of Cruising, Newport, Ri, Marthas Vineyard, MA, Boston, Ma
2026 Sails: Aug 30, Sep 9, Sep 19, Sep 29, 2027: Jun 9, More...

7 Night - Yankee Seaports Cruise
Starting in Boston, Ma, Plymouth, MA, Newport, Ri, New London / Mystic, CT, Sag Harbor, NY, Old Saybrook, CT, New York, NY
2026 Sails: Sep 25, 2027: Jun 6, 2028: Jun 17, Jul 22, More...

7 Night - Yankee Seaports Cruise
Starting in Boston, Ma, Plymouth, MA, Newport, Ri, New London / Mystic, CT, Sag Harbor, NY, Old Saybrook, CT, New York, NY
2026 Sails: Oct 9, 2027: Oct 26, More...

7 Night - Yankee Seaports Cruise
Starting in Boston, Ma, Plymouth, MA, Newport, Ri, New London / Mystic, CT, Sag Harbor, NY, Old Saybrook, CT, New York, NY
2026 Sails: Oct 18, 2027: Oct 23, More...

7 Night - Cape Codder Cruise
Starting in Boston, Ma, Provincetown, MA, Plymouth, MA, Mass Maritime Academy, MA, Newport, Ri, Marthas Vineyard, MA, New Bedford, MA, Boston, Ma
2027 Sails: Jun 20, Jun 27, Jul 4, Jul 11, Jul 18, Jul 25, More...