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Charlottetown

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Select one of the below 12 best Charlottetown trips for 2026 and 2027. Your local English-speaking guide will lead your small group or personalized private tour on an extraordinary adventure exploring Charlottetown. Our Charlottetown trips for 2026 feature Archaeological Site Visits, Urban Exploration, Whale Watching, Wildlife Viewing, and Village Visits, and start from $5,255 for trips of 10 to 29 days. Contact Adventure Life's Charlottetown trip planning experts to start planning your next seamless trip.

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    • Charlottetown
Explore beautiful Montreal
from $10,895
EXPLORE

Autumn Foliage of Canada & America's East Coast

Montreal - New York - 12 Day Itinerary aboard Scenic Eclipse
  • Explore Montreal Old Town
  • Tour Pictou to explore museums
  • View Oak Bluffs gingerbread cottage
  • Admire New York City skyline
Starts / Ends
Montreal / New York City
Activity Level
Variable
Join a 12-day cruise on the Scenic Eclipse along Canada's eastern coast and New England, exploring historic Quebec City and Halifax's rich Scottish and Acadian heritage. Enjoy stops in Oak Bluffs' colorful gingerbread houses and the Cape Cod Canal, finishing with an overnight stay in New York City.
Cruise Details
0
Explore beautiful and historic Montreal
from $13,830
No SS
EXPLORE

Fall Foliage on the St. Lawrence - with Smithsonian Journeys

Toronto to Boston - 14 Day Itinerary aboard Le Bellot
  • Sail the Saint Lawrence Seaway
  • Old Montreal exploration
  • Visit Quebec City's UNESCO district
  • See Lunenburg colonial charm
Starts / Ends
Toronto / Boston
Activity Level
Variable
Sail from Toronto to Boston on a 14-day Canadian cruise with Smithsonian Journeys aboard Le Bellot. Explore Montreal, Quebec City, Tadoussac, Nova Scotia towns, and the Magdalen Islands. Enjoy historic sites, coastal scenery, marine life, and cultural landmarks throughout this voyage.
Cruise Details
0
Aerial View of Halifax Skyline
from $5,999
SailFree
EXPLORE

New England and Canada

Montreal to Portland - 10 Day Itinerary aboard Victory I
  • Sail the Saguenay Fjords
  • Explore Canada history sites
  • Halifax waterfront walk
  • Atlantic Ocean crossing
Starts / Ends
Montreal / Portland
Activity Level
Variable
Set sail on a 10-day cruise from Montreal to Portland aboard Victory I. Experience Montreal’s European charm and explore Quebec City’s historic streets. Enjoy whale-watching in Saguenay Fjord and discover Charlottetown’s coastal beauty. Sail through the Strait of Canso, visit Halifax’s bustling waterfront, and end in vibrant Portland, Maine.
Cruise Details
0
Peggy's Cove Lighthouse under blue summer sky
from $5,255
EXPLORE

Best of the Canadian Maritimes

Canada Small Group Tour - 12 Day Itinerary
  • Cape Breton Coastal trail
  • Discover Thunder Cove Beach
  • Explore Mi'kmaq culture
  • Explore Prince Edward Island
Starts / Ends
Halifax / St. John
Activities
Hiking, Fishing, Small Ship Sailing
Activity Level
Easy Active
Discover the beauty of Canada's Maritimes on an 12-day adventure from Halifax to Saint John. Visit UNESCO sites, explore coastal trails, and immerse yourself in local culture and history.
Tour Details
0
from $25,010
EXPLORE

Fall Foliage on the St. Lawrence with Smithsonian Journeys

Toronto - Boston - 13 Day Itinerary aboard Le Bellot
  • Sail the scenic St. Lawrence Seaway
  • Stroll Old Montreal streets
  • Explore Prince Edward Island
  • Experience the Acadian culture
  • Explore Nova Scotia and Lunenburg
Starts / Ends
Toronto / Boston
Activities
Wine Tasting
Activity Level
Variable
Sail Canada’s St. Lawrence Seaway on a 13-day cruise aboard Le Bellot. Visit Toronto, Montreal, Quebec, Tadoussac, Charlottetown, Magdalen Islands, Sydney, Lunenburg, Portland, and Boston. Enjoy whale watching, historic tours, cultural experiences, scenic landscapes, and regional cuisine throughout this journey.
Cruise Details
0
Visit Portsmouth
from $7,299
Save $6000
EXPLORE

New England and Canada

Portland - Toronto - 12 Day Itinerary aboard Victory I
  • Explore Portland
  • Watch whales in Saguenay Fjords
  • Walk Old Quebec streets
  • Explore Charlottetown history
Starts / Ends
Portland / Toronto
Activity Level
Variable
Experience a 12-day cruise from Portland to Toronto aboard Victory I and enjoy coastal views, local cuisine, and relaxing days at sea. This immersive journey blends Canadian culture, maritime history, and scenic waterways for a unique small-ship cruising experience.
Cruise Details
0
Charming Quebec City
from $6,799
EXPLORE

Quebec City To Portland

Quebec City - Portland - 12 Day Itinerary aboard Victory II
  • Sail the Saguenay Fjord
  • Explore Gaspe’s Forillon Park
  • Visit Peggy’s Cove Lighthouse
  • Visit Charlottetown’s streets
Starts / Ends
Quebec City / Portland
Activity Level
Variable
Cruise from Quebec City to Portland on a 12-day cruise aboard Victory II, visiting Saguenay, Baie-Comeau, Gaspe, Charlottetown, and Halifax. Explore historic cities, coastal landscapes, the Saguenay Fjord, and maritime landmarks. Experience French Canadian heritage, Atlantic scenery, and historic ports across Canada and New England.
Cruise Details
0
Province House National Historic Site in Charlottetown, Prince Edward Island.
from $6,799
EXPLORE

East Coast

Halifax Roundtrip - 11 Day Itinerary aboard Victory II
  • Explore Halifax vibrant waterfront
  • Discover the Eastport coastline
  • Experience Yarmouth culture
  • Explore Charlottetown
Starts / Ends
Halifax / Halifax
Activity Level
Variable
Experience Halifax, Eastport, Sydney, and Charlottetown on an 11-day small ship cruise. Discover Atlantic Ocean sailing, coastal towns, and rich maritime heritage.
Cruise Details
0
Colorful sunrise at Portland Head Lighthouse in Maine
from $8,299
EXPLORE

New England and Canada

Montreal to Portland - 13 Day Itinerary aboard Victory II
  • Walk Quebec City's Old Town streets
  • Saguenay Fjord sailing
  • Gulf crossing experience
  • Tour Halifax historic citadel
Starts / Ends
Montreal / Portland
Activity Level
Variable
Begin your 13-day voyage in Montreal with a hotel stay, then board Victory II and sail the St. Lawrence River to Quebec City, Saguenay, Baie-Comeau, and Gaspe. Cross the Gulf of St. Lawrence to Charlottetown, continue to Halifax and Yarmouth, and finish in Portland, Maine. Explore fortified cities, fjords, island capitals, and working waterfronts.
Cruise Details
0
Aerial View of Halifax Skyline
from $8,299
EXPLORE

New England and Canada

Montreal to Portland - 13 Day Itinerary aboard Victory I
  • Visit UNESCO-listed Old Quebec City
  • Charlottetown historic charm
  • Learn Yarmouth’s Acadian heritage
  • Sail through Saguenay Fjord
Starts / Ends
Montreal / Portland
Activity Level
Variable
Begin the 13-day voyage in Montreal with a hotel stay, then board Victory I and cruise through Quebec City, Saguenay Fjord, Charlottetown, Halifax, and Yarmouth before ending in Portland, Maine. Sail the Gulf of St. Lawrence and Strait of Canso while exploring historic towns, coastal villages, and maritime landmarks across Atlantic Canada.
Cruise Details
0
Visit Portsmouth
from $18,198
EXPLORE

5 Great Lakes + St. Lawrence Seaway: Montreal to Jacksonville

Montreal to Jacksonville - 29 Day Itinerary aboard Victory I
  • Watch Saguenay Fjord belugas
  • Kayak Gaspe's Forillon coastline
  • Tour Halifax's hilltop Citadel
  • Admire Newport's Cliff Walk
Starts / Ends
Montreal / Jacksonville
Activities
Village Visits, Archaeological Site Visits, Whale Watching, Urban Exploration, Wildlife Viewing, Local Market Visits, Kayaking
Activity Level
Variable
Embark on a 29-day voyage aboard Victory I, from Montreal to Jacksonville, linking the St. Lawrence Seaway with the Atlantic Seaboard. Walk Old Quebec, watch beluga whales in the Saguenay Fjord, and explore Halifax and Newport before reaching Florida.
Cruise Details
0
Stroll by the river running through Quebec City
from $7,299
EXPLORE

Five Great Lakes + St. Lawrence Seaway: Portland to Toronto

Portland to Toronto - 13 Day Itinerary aboard Victory II
  • Cruise Atlantic Canada to Toronto
  • Wander UNESCO Old Quebec
  • Discover Charlottetown's history
  • Sail the Saguenay Fjord
  • Tour Old Montreal's basilica
Starts / Ends
Portland / Toronto
Activity Level
Variable
Embark on a 13-day cruise Victory II and sail from Portland, Maine to Toronto, Ontario, calling at Nova Scotia, Prince Edward Island, Quebec City, and Montreal. This voyage links rugged Atlantic shores, deep glacial fjords, and Great Lakes channels into one seamless passage across North American coastal waterways.
Cruise Details
0
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Mary Curry Adventure Life employee profile
Mary C.
Explore the rugged Atlantic coast
Canadian Maritimes

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