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City & Culture Tours & Trips in New England
City & Culture Tours & Trips in New England

City & Culture Tours & Trips in New England

New England tours that focus on cultural immersion blend rich historical insights with genuine local encounters, making them our most popular offerings. Walking Boston's Freedom Trail, you'll learn revolutionary history from guides who make the past come alive before exploring Salem's maritime heritage, witch trial sites and local perspectives. Vermont adds a special dimension with visits to family-run maple farms, where traditional syrup-making methods have been preserved across generations. The Norman Rockwell Museum and Trapp Family Lodge showcase the region's diverse artistic and European influences, while coastal segments take you straight to Maine's authentic fishing culture. You'll meet lobstermen sharing age-old practices, explore historic lighthouses and spend time in working harbors like Kennebunkport. Cultural depth comes through watching Vermont glassblowers at work, exploring 18th-century farming at preserved homesteads, visiting gilded Newport mansions and learning about America's industrial aristocracy. What sets these journeys apart is their mix of expert-led tours and spontaneous local connections - from morning walks through Boston's historic districts to afternoon visits with oyster farmers and stops at classic Vermont general stores and small towns.

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2026

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1 Adult2 Adults, 1 Child2 Children

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AdultsAges 18 or above

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ChildrenUnder 18

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  1. Classic New EnglandMap of Classic New England
    City & Culture
    Duration 9 days
    DestinationsBoston, Portland, Bar Harbor, Acadia National Park, Cadillac Mountain, North Conway, Montpelier, Woodstock, Quechee, PlymouthSee all destinations
    Age Range All Ages Welcome
    OperatorCosmos

    From

    US$2,769
    View tour
  2. Boston & Salem - 4 Days of Magical HistoryMap of Boston & Salem - 4 Days of Magical History
    City & Culture
    Duration 4 days
    DestinationsBoston, Salem, MA, Cambridge
    Age Range All Ages Welcome
    OperatorWorldee

    From

    US$626
    View tour
  3. Colors of New England  (Boston, MA to Portland, ME) (2026)Map of Colors of New England  (Boston, MA to Portland, ME) (2026)
    City & Culture

    Traditional New England comes alive through visits to family-owned farms, historic lighthouses, and quaint villages. Local cuisine, traditional crafts, and seasonal celebrations showcase authentic regional culture.

    Duration 8 days
    DestinationsBoston, Woodstock, Stowe, North Conway, Kennebunkport, Portland
    Age Range All Ages Welcome
    OperatorCollette

    From

    US$4,799
    View tour
  4. Eastern Highlights and New England Cruise 2027 - 15 Days (16 destinations)Map of Eastern Highlights and New England Cruise 2027 - 15 Days (16 destinations)
    City & Culture
    Duration 15 days
    DestinationsToronto, Niagara Falls, Niagara-on-the-Lake, Kingston, Thousand Islands National Park, Ottawa, Quebec City, Montreal, Charlottetown, SydneySee all destinations
    Age Range Ages 12+
    OperatorEmerald Cruises

    From

    US$5,880
    View tour
  5. New England, White Mountains, Cape Cod & New York - 12 daysMap of New England, White Mountains, Cape Cod & New York - 12 days
    City & Culture
    Duration 12 days
    DestinationsBoston, Portsmouth, Kennebunkport, Portland, Acadia National Park, Bar Harbor, Bretton Woods, Newport, Cape Cod, Martha's Vineyard IslandSee all destinations
    Age Range All Ages Welcome
    OperatorOn The Go Tours

    From

    US$3,770
    View tour
  6. Colours of Eastern Canada & New England Cruise 2027Map of Colours of Eastern Canada & New England Cruise 2027
    City & Culture
    Duration 24 days
    DestinationsMontreal, Sainte-Anne-de-la-Pérade, Quebec City, Ottawa, Toronto, Niagara Falls, Lancaster, Washington DC, New York City, BostonSee all destinations
    Age Range Ages 18+
    OperatorScenic Luxury Cruises & Tours

    From $15,711

    6% Off
    US$14,778
    View tour
  7. Roaming Coastal Maine featuring Portland, Acadia & Penobscot Bay (Portland, ME to Freeport, ME) (2027)Map of Roaming Coastal Maine featuring Portland, Acadia & Penobscot Bay (Portland, ME to Freeport, ME) (2027)
    City & Culture
    Duration 7 days
    DestinationsPortland, Camden, Bar Harbor, Acadia National Park, Cadillac Mountain, Rockland, Freeport, Boothbay Harbor
    Age Range All Ages Welcome
    OperatorCollette

    From

    6% Off
    US$3,799
    View tour
  8. Eastern Highlights and New England Cruise 2027 - 15 DaysMap of Eastern Highlights and New England Cruise 2027 - 15 Days
    City & Culture
    Duration 15 days
    DestinationsToronto, Niagara Falls, Niagara-on-the-Lake, Kingston, Thousand Islands National Park, Ottawa, Montreal, Quebec City, Charlottetown, SydneySee all destinations
    Age Range Ages 12+
    OperatorEmerald Cruises

    From

    6% Off
    US$6,389
    View tour
  9. Roaming Coastal Maine featuring Portland, Acadia & Penobscot Bay (Portland, ME to Freeport, ME) (2026)Map of Roaming Coastal Maine featuring Portland, Acadia & Penobscot Bay (Portland, ME to Freeport, ME) (2026)
    City & Culture
    Duration 7 days
    DestinationsPortland, Camden, Bar Harbor, Acadia National Park, Cadillac Mountain, Rockland, Freeport, Boothbay
    Age Range All Ages Welcome
    OperatorCollette

    From

    6% Off
    US$4,499
    View tour
  10. Islands of New England (Providence, RI to Cape Cod, MA, 2027)Map of Islands of New England (Providence, RI to Cape Cod, MA, 2027)
    City & Culture
    Duration 8 days
    DestinationsProvidence, Newport, Plymouth, Cape Cod, Martha's Vineyard Island, Sandwich, Nantucket, Hyannis, Boston
    Age Range All Ages Welcome
    OperatorCollette

    From

    6% Off
    US$3,799
    View tour
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Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

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Select departure month

2026

Jan
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Apr
May
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2027

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2028

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