Have questions? We're here.

Portland Trips with Village Visits

Travel made your way
Talk with an expert
Build your ideal East Coast of US trip. Call 1.406.541.2677
Start Planning My Trip
Explore remote villages on one of the below 7 unique Portland cultural experiences for 2025 or 2026. Visit the local village, meet the people, experience local cuisine with a local English speaking guide on your own private tour or small group guided tour. Discover unique local cultures on trips that include activities like Archaeological Site Visits, Urban Exploration, Local Market Visits, Whale Watching, and Wildlife Viewing and cost from $6,710 for experiences of 9 to 16 days. Tell us about your ideal Portland cultural trip and our Portland experts will help you plan every detail of your next trip.
Filter (7 Results)
  • Start Date
    OR, More specific start
  • Length
    to
  • Price
    to
  • Activity Levels
  • Experiences
  • Activities
  • Ships
  • Destinations
    • Portland
Beautiful seascapes in Maine
from $6,710
Savings
EXPLORE

Maine Coast & Harbors Cruise

Portland - Bangor - 9 Day Itinerary aboard American Glory
  • Cruise through Casco Bay
  • Sample fresh oysters in Bath
  • Visit Boothbay Harbor's garden
  • Taste a traditional lobsterbake
Starts / Ends
Portland / Bar Harbor
Activity Level
Variable
Cruise Maine’s coast for 9 days aboard American Glory. Sail Casco Bay, visit a Bath oyster farm, explore Boothbay’s gardens, enjoy a Rockland lobsterbake, tour Acadia National Park in Bar Harbor, and walk its quaint downtown.
Cruise Details
0
Au revoir Quebec City
from $6,799
EXPLORE

New England and Canada

Portland to Quebec City - 11 Day Itinerary aboard Victory II
  • Discover what Portland has to offer
  • Discover Halifax and the Citadel
  • Explore Charlottetown landmarks
  • Hike to Cartier's site at Gaspe
Starts / Ends
Portland / Quebec City
Activity Level
Variable
Embark on an 11-day Victory II cruise from Portland to Quebec City. Explore Portland’s Old Port and Museum of Art, relax at sea, then visit Halifax’s boardwalk, Citadel, and Titanic graves. Sail the Strait of Canso to Charlottetown and then hike Gaspe’s sea cliffs, see Baie-Comeau, and spot whales in Saguenay Fjords. Disembark in Old Quebec.
Cruise Details
0
Eastern Point Lighthouse, Gloucester, Massachusetts
from $11,030
Savings
EXPLORE

New England Fall Foliage Cruise

Portland - New York - 16 Day Itinerary aboard American Independence
  • View Cape Elizabeth lighthouses
  • Discover Nantucket whaling history
  • Walk Portland’s Old Port
  • Visit Maine Maritime Museum
Starts / Ends
Portland / New York
Activities
Wine Tasting
Activity Level
Variable
Cruise the New England coast on a 16-day cruise from Portland to New York aboard American Independence. This journey delivers history, culture, and natural beauty through iconic destinations, guided tours, and onboard enrichment—all while experiencing the region’s fall colors and crisp sea air.
Cruise Details
0
Visit Portsmouth
from $13,285
Savings
EXPLORE

New England Fall Foliage Cruise

Portland - New York - 16 Day Itinerary aboard American Glory
  • Walk Portland’s working waterfront
  • Tour Newport’s seaside mansions
  • Walk at cobblestone streets
  • Visit Gloucester’s Maritime Museum
Starts / Ends
Portland / New York
Activity Level
Variable
Sail the coast of New England on a 16-day New England Fall Foliage cruise aboard American Glory, visiting historic cities and scenic harbors from Maine to New York. This cruise blends history, coastal charm, and iconic landmarks with smooth sailing and guided excursions.
Cruise Details
0
Visit Plymouth
from $13,940
Savings
EXPLORE

Grand New England Cruise

Roundtrip Boston - 15 Day Itinerary aboard American Patriot
  • Explore Portland iconic lighthouses
  • Discover Bath historic shipyards
  • Explore Bangor Victorian mansions
  • Discover Portsmouth architecture
Starts / Ends
Boston / Boston
Activities
Urban Exploration, Wildlife Viewing, Local Market Visits
Activity Level
Variable
Set sail on a 15-day cruise aboard American Patriot. Discover historic seaports and savor New England's charm with a Maine lobster bake.
Cruise Details
0
Explore the parks around Quebec City for a view of the city
from $7,399
EXPLORE

New England and Canada

Toronto to Portland - 13 Day Itinerary aboard Victory II
  • Explore Toronto's landmarks
  • Visit Quebec City's historic sites
  • Go on a whale-watching adventure
  • Visit Halifax’s historic waterfront
Starts / Ends
Toronto / Portland
Activity Level
Variable
Embark on a 12-day cruise from Toronto to Portland aboard Victory II, experiencing vibrant cities, breathtaking landscapes, and rich maritime heritage. This adventure offers a blend of urban exploration, natural beauty, and cultural immersion.
Cruise Details
0
See historic lighthouses on the American East Coast
from $6,799
EXPLORE

New England and Canada

Quebec - Portland - 11 Day Itinerary aboard Victory II
  • Witness Saguenay Fjords' wildlife
  • Explore Baie-Comeau and Gaspe
  • Explore Charlottetown landmarks
  • Explore Strait of Canso and Halifax
Starts / Ends
Quebec City / Portland
Activities
Archaeological Site Visits, Village Visits, Whale Watching
Activity Level
Variable
Sail from Quebec City to Portland, Maine, on an 11-day cruise aboard Victory II. Enjoy a hotel stay in Old Quebec, then explore Saguenay Fjords, Baie-Comeau, Gaspe, and Charlottetown. Cruise through the Strait of Canso, visit Halifax, and end in Portland. Experience coastal towns, local culture, wildlife, and peaceful sea days.
Cruise Details
0
1-7 of 7 Results
  • 1

East Coast of US Travel Guide

Top East Coast of US Travel Destinations

East Coast of US Trips by Departure Date

Top Experiences in East Coast of US

East Coast of US Trips by Duration

East Coast of US Trips by Activity

More Reasons

Why Travel With Adventure Life

All News

Recognized By