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Boston, Massachusetts Canada Cruises

36 Cruises 1 Cruise Lines

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Cruise Line Cruises Ships From Duration Next Sailing
American Cruise Lines 68 4 $8,071 10-14 nights Aug 8, 2026

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Ports on This Route

Portland, Maine

Wander through charming cobblestone streets lined with fresh seafood restaurants and browse galleries in the historic Old Port district.

Rockland, Maine

Explore the charming coastal town and visit the iconic Farnsworth Art Museum housed in a beautifully restored Victorian mansion.

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.

Provincetown, Massachusetts

Stroll the vibrant Atlantic-facing beaches and eclectic galleries that make this charming Cape Cod town a beacon for art lovers and beach enthusiasts alike.

Newport, Rhode Island

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

Bar Harbor, Maine

Explore rugged coastal cliffs and pristine mountain trails in Acadia National Park, America's first national park east of the Mississippi.

Bath, Maine

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

Boothbay Harbor, Maine

Discover quintessential New England charm wandering weathered fishing villages and pristine rocky coastlines dotted with working lobster boats.

Gloucester, Massachusetts

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

Halifax, Nova Scotia

Explore Canada's largest maritime museum and walk the charming historic waterfront where cobblestone streets meet the Atlantic Ocean.

Bucksport, Maine

Explore the haunted Penobscot Narrows Bridge and Observatory for breathtaking views of Maine's dramatic river valley and maritime heritage.

Sydney, Nova Scotia

Explore the historic Louisbourg Fortress, a meticulously reconstructed 18th-century military stronghold offering immersive living history experiences.

Nantucket, Massachusetts

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

Plymouth, Massachusetts

Step into American history at Plymouth Rock, where the Pilgrims first landed in 1620.

Bangor, Maine

Explore the mystical Stephen King home and dive into literary history where America's master of horror penned his most terrifying tales.

Portsmouth, New Hampshire

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

Quebec City, Québec

Wander cobblestone streets in North America's most romantic fortified city, where French heritage and charming bistros transport you centuries back in time.

Charlottetown, Prince Edward Island

Stroll through the charming Victorian streetscapes and immerse yourself in Canada's literary heritage at the birthplace of Anne of Green Gables.

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