Point-to-Point

New York, New York to Portland, Maine Cruises

4 Cruises 1 Cruise Lines

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Cruise Line Cruises Ships From Duration Next Sailing
American Cruise Lines 10 3 $11,690 14-15 nights Oct 3, 2026

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Ports on This Route

Bath, Maine

Explore the charming maritime heritage and fresh Maine seafood at one of New England's most picturesque coastal towns.

Boston, Massachusetts

Walk the iconic Freedom Trail through centuries of American history and charming neighborhoods in just 2.5 miles.

Gloucester, Massachusetts

Wander the iconic rocky waterfront immortalized in maritime paintings while sampling fresh lobster at historic seaside shacks.

Martha's Vineyard, Massachusetts

Explore charming coastal towns, pristine beaches, and celebrity-dotted villages while savoring fresh seafood in this iconic New England island paradise.

Nantucket, Massachusetts

Stroll cobblestone streets lined with whaling-era mansions and boutiques, then relax on pristine beaches that define New England coastal charm.

New London, Connecticut

Explore the fascinating USS Nautilus submarine and dive into maritime history at this unique naval museum.

Newport, Rhode Island

Explore magnificent Gilded Age mansions perched on dramatic cliffs overlooking the Atlantic Ocean.

Portsmouth, New Hampshire

Wander the charming historic seaport filled with colonial architecture, waterfront dining, and the USS Albacore submarine museum.

Sag Harbor, New York

Wander charming antique shops and waterfront galleries in this quintessential New England whaling village frozen in maritime history.

Sleepy Hollow, New York

Chase the legend of the Headless Horseman through misty riverbanks and historic Dutch colonial villages in America's most famously haunted valley.

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