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Select one of the below 15 best Montreal trips for 2025 and 2026. Your local English-speaking guide will lead your small group or personalized private tour on an extraordinary adventure exploring . Our Montreal trips for 2025 feature Archaeological Site Visits, Urban Exploration, Wildlife Viewing, Village Visits, and Whale Watching, and start from $5,999 for trips of 10 to 16 days. Contact Adventure Life's Montreal trip planning experts to start planning your next seamless trip.
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    • Montreal
Admire the distinctive skyline of Quebec City
from $17,100
EXPLORE

Fall Foliage on the St. Lawrence: Québec to the Canadian Maritimes – with Smithsonian Journeys

Toronto - Boston - 15 Day Itinerary aboard Le Champlain
  • Join the St. Lawrence River Cruise
  • Visit Montréal’s Old Town
  • Visit Old Quebec, Saguenay Fjord
  • Experience Charlottetown
Starts / Ends
Toronto / Boston
Activity Level
Variable
Cruise the St. Lawrence River in 2025 on a scenic small ship journey from Toronto to Boston. Explore Montréal, Québec City, and the Saguenay Fjord on a classic St. Lawrence Seaway cruise, similar to Viking river cruise routes. Discover Acadian culture in Charlottetown and Cap-aux-Meules.
Cruise Details
0
Saint Pierre and Miquelon
from $11,800
EXPLORE

Exploration along Saint Lawrence

Saint Pierre - Montreal - 12 Day Itinerary aboard Le Lyrial
  • Explore Saint Pierre and Miquelon
  • Visit Cap-aux-Meules village
  • Encounter diverse wildlife
  • Marvel at Gros Morne Park
Starts / Ends
St. Pierre / Montreal
Activity Level
Variable
Embark on this 12-day cruise from Saint Pierre to Montreal aboard Le Lyrial. Witness the convergence of saltwater and freshwater along the Saint Lawrence River, explore the Saguenay River, and visit Quebec City's UNESCO-listed historic center.
Cruise Details
0
Explore beautiful Montreal
from $13,110
EXPLORE

Jazz at Sea from Quebec to the Big Apple

Montreal - New York - 13 Day Itinerary aboard Le Lyrial
  • Explore Old Quebec City
  • Watch whales in Tadoussac
  • Discover Peggy’s Cove village
  • Tour Fortress of Louisbourg
Starts / Ends
Montreal / New York City
Activities
Whale Watching, Archaeological Site Visits, Wildlife Viewing, Village Visits, Urban Exploration, Local Market Visits, Hiking
Activity Level
Variable
Cruise on a 13-day voyage from Montreal to New York aboard Le Lyrial. Explore Quebec’s historic charm, watch whales near Tadoussac, tour scenic Magdalen Islands, and visit Peggy’s Cove. Discover Cape Breton, Yarmouth, Newport, and iconic New York City. Includes guided tours, cultural experiences, and nature encounters.
Cruise Details
0
Beautiful Toronto Skyline
from $14,720
EXPLORE

Exploration from Greenland to Canada via Saint Pierre and Miquelon

Reykjavik - Toronto - 16 Day Itinerary aboard Le Bellot
  • Explore Reykjavik’s vibrant capital
  • Sail through Prins Christian Sund
  • Visit quaint Aappilattoq village
  • Marvel at Kujalleq Glacier
  • Admire colorful Saint John’s
Starts / Ends
Reykjavik / Toronto
Activity Level
Variable
Join a 16-day expedition aboard Le Bellot, sailing from Iceland to Canada through the stunning landscapes of Greenland. Explore Viking history and vibrant islands, and enjoy whale watching before visiting Montreal and concluding in Toronto via the scenic Saint Lawrence River.
Cruise Details
0
Learn about the history and unique culture of Quebec City
from $12,890
EXPLORE

From Quebec to the Big Apple: Nature & Remarkable Cities

Montreal - New York - 14 Day Itinerary aboard Le Boreal
  • Quebec City walking tour
  • Wander Martha’s Vineyard
  • Visit Peggy’s Cove lighthouse
  • Spot whales in Saguenay Fjord
Starts / Ends
Montreal / New York City
Activity Level
Variable
Sail from Montreal to New York on a 14-day cruise aboard Le Boreal. Explore Quebec, Halifax, Boston, and Martha’s Vineyard. Enjoy whale watching, historical tours, and gourmet tastings.
Cruise Details
0
from $12,670
EXPLORE

Fall Foliage on the St. Lawrence: Quebec to the Canadian Maritimes – with Smithsonian Journeys

Toronto - Boston - 13 Day Itinerary aboard Le Bellot
  • Sail the scenic St. Lawrence Seaway
  • Visit Montreal, a cosmopolitan city
  • Explore Prince Edward Island
  • Experience the Acadian culture
  • Explore Nova Scotia and Lunenburg
Starts / Ends
Toronto / Boston
Activity Level
Variable
Explore eastern Canada and New England on a 13-day Smithsonian Journeys cruise. Sail from Toronto to Boston with stops in Quebec, PEI, Nova Scotia, and Cape Cod. Highlights include Montreal, Tadoussac, Magdalen Islands, Charlottetown, and Lunenburg. Includes expert talks and a shore excursion in each port.
Cruise Details
0
Aerial view of New York City at dusk
from $8,600
EXPLORE

Montreal to New York, NY

Montreal - New York - 12 Day Itinerary aboard Silver Shadow
  • Discover Montreal’s landscape
  • Explore Quebec City historic charm
  • Experience Saguenay’s wilderness
  • Stroll Charlottetown’s streets
Starts / Ends
Montreal / New York City
Activities
Kayaking
Activity Level
Variable
Embark on a 12-day cruise from Montreal to New York on the Silver Shadow, exploring Canada's Atlantic coast and New England's charm. Highlights include Quebec City, Prince Edward Island, and excursions like hikes and heritage walks, offering a blend of culture and relaxation.
Cruise Details
0
Explore beautiful and historic Montreal
from $7,224
EXPLORE

Canadian Autumn

Montreal, Quebec Roundtrip - 13 Day Itinerary aboard Seabourn Sojourn
  • Cruise Saint Lawrence River
  • Explore ruins at L’Anse aux Meadows
  • Visit Saint Pierre’s colorful stree
  • Tour churches in Cap-aux-Meules
Starts / Ends
Montreal / Montreal
Activities
Small Ship Sailing, Spa Relaxation
Activity Level
Variable
Experience the charm of French Canada and the North Atlantic on this 13-day roundtrip cruise from Montreal aboard Seabourn Sojourn. Visit Quebec City, L’Anse aux Meadows, Cap-aux-Meules, Saint Pierre and Miquelon, and St. John’s. Explore Viking history, striking landscapes, and coastal towns.
Cruise Details
0
Stunning Niagara Falls
from $7,999
EXPLORE

Great Lakes and St. Lawrence Seaway

Montreal - Chicago - 13 Day Itinerary aboard Victory I
  • Discover the city of Toronto
  • Visit the Henry Ford Museum
  • Visit Lake Huron
  • Savor local delicacies
Starts / Ends
Montreal / Chicago
Activity Level
Variable
Embark on an unforgettable 13-day cruise from Montreal to Chicago aboard the Victory I, exploring all five Great Lakes. This voyage combines scenic sailing with onshore excursions, offering a unique blend of urban exploration and natural wonders.
Cruise Details
0
Golden light over the Chicago skyline
from $5,999
Savings
EXPLORE

New England and Canada

Montreal to Portland - 10 Day Itinerary aboard Victory I
  • Explore Montreal's European charm
  • Visit Halifax’s Citadel Hill
  • Stroll Portland’s historic streets
  • Enjoy a scenic whale-watching
Starts / Ends
Montreal / Portland
Activity Level
Variable
Set sail on a 10-day cruise from Montreal to Portland aboard the Voyager 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
Visit Portsmouth
from $7,299
Savings
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
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
Explore the parks around Quebec City for a view of the city
from $9,499
Savings
EXPLORE

Five Great Lakes and St. Lawrence Seaway

Quebec City to Chicago - 15 Day Itinerary aboard Victory II
  • Visit Montreal’s Botanical Gardens
  • Experience Soo Locks views
  • Explore Detroit's landscapes
  • Walk Toronto’s waterfront trails
Starts / Ends
Quebec City / Chicago
Activity Level
Variable
Explore the Great Lakes on a 15-day cruise from Quebec City to Chicago aboard Victory II. Visit Montreal, Niagara Falls, Cleveland, Detroit, Mackinac Island, and Milwaukee. Sail across Lakes Ontario, Erie, Huron, Superior, and Michigan. Experience iconic cities, rich history, scenic cruising, and cultural landmarks.
Cruise Details
0
Enjoy stunning views of Niagara Falls
from $9,499
EXPLORE

Five Great Lakes and St. Lawrence Seaway

Chicago to Quebec - 15 Day Itinerary aboard Victory II
  • Cruise scenic Lake Huron
  • Explore old Montreal
  • Experience Detroit’s rich heritage
Starts / Ends
Chicago / Quebec City
Activity Level
Variable
Sail from Chicago to Quebec on a 15-day cruise through the Great Lakes and St. Lawrence Seaway aboard Victory II. Visit iconic destinations like Mackinac Island, Niagara Falls, and Montreal. Explore vibrant cities, historic sites, and scenic waterways.
Cruise Details
0
Enjoy the scenery of the Great Lakes
from $7,999
EXPLORE

Great Lakes and St. Lawrence Seaway

Chicago - Montreal - 13 Day Itinerary aboard Victory I
  • Visit Willis Tower in Chicago
  • Explore the Henry Ford Museum
  • Visit Rock and Roll Hall of Fame
  • Discover Toronto's culture
Starts / Ends
Chicago / Montreal
Activity Level
Variable
Sail from Chicago to Montreal on a 13-day cruise aboard Victory I, exploring iconic cities, engineering marvels, and natural wonders. Scenic lake crossings offer time to unwind between dynamic destinations.
Cruise Details
0
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