Gloucester Cruises
Cruises that visit North America: United States: Massachusetts: Gloucester
See all River Cruises that visit Gloucester
11 Night - New England Explorer Cruise
Starting in Boston, Ma, Day of Cruising, Portland ME, Rockland, ME, Bar Harbor, Me, Boothbay Harbor, ME, Bath, ME, Gloucester, MA, Newport, Ri, Day of Cruising, Marthas Vineyard, MA, Boston, Ma
2026 Sails: May 14, May 24, Jun 3, More...15 Night - Grand New England Cruise
Starting in Boston, Ma, Day of Cruising, 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: Jun 13, Jul 4, Jul 25, Aug 8, Aug 22, Sep 5, Sep 19, 2027: Jun 4, Jun 18, Jul 2, Jul 16, Jul 30, Aug 13, Aug 27, Sep 10, Sep 24, Oct 8, More...
11 Night - New England Explorer Cruise
Starting in Boston, Ma, Day of Cruising, Portland ME, Rockland, ME, Bar Harbor, Me, Boothbay Harbor, ME, Bath, ME, Gloucester, MA, Newport, Ri, Day of Cruising, Marthas Vineyard, MA, Boston, Ma
2026 Sails: Aug 29, Sep 8, Sep 18, Sep 28, 2027: Jun 8, More...
15 Night - New England Fall Foliage Cruise
Starting in Portland ME, Day of Cruising the Maine Coast, Bath, ME, Portsmouth NH, Gloucester, MA, Boston, Ma, Marthas Vineyard, MA, Nantucket Island, MA, Newport, Ri, Sag Harbor, NY, New London / Mystic, CT, Sleepy Hollow, NY, New York, NY
2026 Sails: Oct 2, More...
15 Night - New England Fall Foliage Cruise
Starting in Portland ME, Day of Cruising the Maine Coast, Bath, ME, Portsmouth NH, Gloucester, MA, Boston, Ma, Marthas Vineyard, MA, Nantucket Island, MA, Newport, Ri, Sag Harbor, NY, New London / Mystic, CT, Sleepy Hollow, NY, New York, NY
2027 Sails: Sep 17, 2028: Sep 10, More...15 Night - New England Fall Foliage Cruise
Starting in Portland ME, Day of Cruising the Maine Coast, Bath, ME, Portsmouth NH, Gloucester, MA, Boston, Ma, Marthas Vineyard, MA, Nantucket Island, MA, Newport, Ri, Sag Harbor, NY, New London / Mystic, CT, Sleepy Hollow, NY, New York, NY
2027 Sails: Oct 4, 2028: Sep 17, More...
15 Night - Grand New England Cruise
Starting in Boston, Ma, Day of Cruising, 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
2028 Sails: May 5, May 19, Jun 2, Jun 16, Jun 30, Jul 14, Jul 28, Aug 11, Aug 25, Sep 8, Sep 22, Oct 6, More...
Cruises that visit North America: United States: Massachusetts: Gloucester
See all River Cruises that visit Gloucester
Click on a cruise ship itinerary that visits Gloucester (below) and select a sail date to receive competing cruise quotes. To search all cruise itineraries (not just Gloucester), please visit: Cruise Search or try our Virtual Cruise Advisor™.
11 Night - New England Explorer CruiseStarting in Boston, Ma, Day of Cruising, Portland ME, Rockland, ME, Bar Harbor, Me, Boothbay Harbor, ME, Bath, ME, Gloucester, MA, Newport, Ri, Day of Cruising, Marthas Vineyard, MA, Boston, Ma
2026 Sails: May 14, May 24, Jun 3, More...
15 Night - Grand New England CruiseStarting in Boston, Ma, Day of Cruising, 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: Jun 13, Jul 4, Jul 25, Aug 8, Aug 22, Sep 5, Sep 19, 2027: Jun 4, Jun 18, Jul 2, Jul 16, Jul 30, Aug 13, Aug 27, Sep 10, Sep 24, Oct 8, More...
11 Night - New England Explorer CruiseStarting in Boston, Ma, Day of Cruising, Portland ME, Rockland, ME, Bar Harbor, Me, Boothbay Harbor, ME, Bath, ME, Gloucester, MA, Newport, Ri, Day of Cruising, Marthas Vineyard, MA, Boston, Ma
2026 Sails: Aug 29, Sep 8, Sep 18, Sep 28, 2027: Jun 8, More...
15 Night - New England Fall Foliage CruiseStarting in Portland ME, Day of Cruising the Maine Coast, Bath, ME, Portsmouth NH, Gloucester, MA, Boston, Ma, Marthas Vineyard, MA, Nantucket Island, MA, Newport, Ri, Sag Harbor, NY, New London / Mystic, CT, Sleepy Hollow, NY, New York, NY
2026 Sails: Oct 2, More...
15 Night - New England Fall Foliage CruiseStarting in Portland ME, Day of Cruising the Maine Coast, Bath, ME, Portsmouth NH, Gloucester, MA, Boston, Ma, Marthas Vineyard, MA, Nantucket Island, MA, Newport, Ri, Sag Harbor, NY, New London / Mystic, CT, Sleepy Hollow, NY, New York, NY
2027 Sails: Sep 17, 2028: Sep 10, More...
15 Night - New England Fall Foliage CruiseStarting in Portland ME, Day of Cruising the Maine Coast, Bath, ME, Portsmouth NH, Gloucester, MA, Boston, Ma, Marthas Vineyard, MA, Nantucket Island, MA, Newport, Ri, Sag Harbor, NY, New London / Mystic, CT, Sleepy Hollow, NY, New York, NY
2027 Sails: Oct 4, 2028: Sep 17, More...
15 Night - Grand New England CruiseStarting in Boston, Ma, Day of Cruising, 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
2028 Sails: May 5, May 19, Jun 2, Jun 16, Jun 30, Jul 14, Jul 28, Aug 11, Aug 25, Sep 8, Sep 22, Oct 6, More...
