Have questions? We're here.
Colorful sunrise at Portland Head Lighthouse in Maine

East Coast Urban Exploration Cruises

Travel made your way
Talk with an expert
Build your ideal East Coast of US trip. Call 800.344.6118
Start Planning My Trip
Filter (33 Results)
  • Start Date
    Months
    Years
  • Length
    to
  • Price
    to
  • Activity Levels
  • Experiences
  • Activities
  • Ships
  • Destinations
    • East Coast of US
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
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
Urban Exploration, Whale Watching, Archaeological Site Visits, Wildlife Viewing, Kayaking, Village Visits, Local Market Visits
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
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
Explore the rocky shores and clear waters of Lake Superior
from $6,799
Save $6000
EXPLORE

All Five Great Lakes

Toronto to Chicago - 11 Day Itinerary aboard Victory I
  • See powerful Niagara Falls
  • Explore Cleveland’s rock history
  • Tour Milwaukee’s lakefront gems
  • Visit peaceful Mackinac Island
Starts / Ends
Toronto / Chicago
Activity Level
Variable
Cruise the Great Lakes from Toronto to Chicago on an 11-day cruise aboard Victory I. Explore museums, historic districts, and natural wonders while enjoying relaxing scenic days at sea.
Cruise Details
0
Relax on the shores of the Great Lakes
from $6,799
Save $6000
EXPLORE

All Five Great Lakes Reverse

Toronto to Chicago - 11 Day Itinerary aboard Victory II
  • Cruise all five Great Lakes
  • Visit Niagara Falls up close
  • Tour Cleveland’s museums
  • Visit Mackinac Island
Starts / Ends
Toronto / Chicago
Activity Level
Variable
Embark on an 11-day All Five Great Lakes cruise aboard Victory II and explore cultural hubs like Cleveland and Detroit, visit Niagara Falls, and relax on car-free Mackinac Island. Enjoy scenic days on Lake Ontario, Erie, Huron, Michigan, and Superior.
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
See the mighty Niagara Falls
from $7,999
EXPLORE

Canadian Discovery

New York - Ontario - 13 Day Itinerary aboard Viking Great Lakes
  • Visit Halifax Sambro Island
  • Tour Sydney coal mines
  • Wander Havre-Saint-Pierre monoliths
  • Navigate the St. Lawrence Seaway
Starts / Ends
New York City / Toronto
Activity Level
Variable
Embark on a 13-day Viking Great Lakes cruise through eastern Canada’s stunning landscapes and rich colonial history. Explore the Canadian Maritimes, the St. Lawrence River, and the Saguenay Valley, with guided shore excursions at each port to experience local culture and landmarks.
Cruise Details
0
Door Peninsula, cliffs, forests, and clear Lake Michigan waters
from $13,995
EXPLORE

Great Lakes Collection

Canada to Minnesota - 15 Day Itinerary aboard Viking Great Lakes
  • Cruise Niagara Falls
  • Explore Mackinac Island
  • Kayak Killarney’s turquoise waters
  • Enjoy Sleeping Giant hike views
Starts / Ends
Toronto / Duluth
Activities
Citizen Science, Wine Tasting, Fishing
Activity Level
Variable
Set sail on a 15-day voyage aboard a Viking Great Lakes cruise ship, starting in Toronto and exploring North America’s inland seas. Visit Niagara Falls, Detroit, Mackinac Island, and enjoy scenic hikes, vineyards, and optional excursions like helicopter rides on this enriching cultural voyage.
Cruise Details
0
Enjoy the scenery of the Great Lakes
from $7,999
Save $6000
EXPLORE

Great Lakes and St. Lawrence Seaway

Chicago - Montreal - 13 Day Itinerary aboard Victory I
  • Niagara Falls visit
  • See Cleveland Rock Hal
  • Observe Soo Locks transit
  • Mackinac Island cycling
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
Stunning Niagara Falls
from $16,499
EXPLORE

Niagara & Great Lakes Treasures

Toronto - Milwaukee - 17 Day Itinerary aboard Viking Great Lakes
  • Admire cascade of Niagara Falls
  • Discover Detroit skyscrapers
  • Navigate Frazer Bay granite cliffs
  • Walk Chicago Magnificent Mile
Starts / Ends
Toronto / Milwaukee
Activities
Hiking
Activity Level
Variable
Embark on a 17-day cruise aboard the Viking Great Lakes, exploring Niagara Falls, Detroit's skyline, and Georgian Bay's islands. Experience historic locks and remote coastal communities while enjoying the natural beauty and maritime heritage of this region.
Cruise Details
0
Learn about the history and unique culture of Quebec City
from $7,999
Save $6000
EXPLORE

Great Lakes + St. Lawrence Seaway: Montreal Roundtrip

Montreal Roundtrip - 12 Day Itinerary aboard Victory I
  • Cruise St. Lawrence Seaway locks
  • Discover Toronto's waterfront
  • Visit Niagara Falls
  • Wander Old Quebec's walled streets
  • Discover historic Trois-Rivieres
Starts / Ends
Montreal / Montreal
Activity Level
Variable
Se sail on a 12-day roundtrip cruise from Montreal aboard Victory I, threading Great Lakes and St. Lawrence Seaway waters. Transit the Seaway locks, visit Toronto, Kingston, and Niagara Falls from Port Colborne, and wander Quebec City's walled streets.
Cruise Details
0
Relax on the shores of the Great Lakes
from $8,299
EXPLORE

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

Chicago to Montreal - 13 Day Itinerary aboard Victory II
  • Sail all five Great Lakes
  • Visit car-free Mackinac Island
  • Tour the historic Soo Locks
  • Stand near thundering Niagara Falls
  • Visit Chicago's Millennium Park
Starts / Ends
Chicago / Saint Lawrence River
Activities
Biking
Activity Level
Variable
A 13-day cruise across all five Great Lakes and the St. Lawrence Seaway, aboard Victory II. Sail from Chicago to Montreal by way of ten ports, including Mackinac Island, the Soo Locks, and Niagara Falls. A good fit for travelers drawn to North American history and lakeside cities, without the crowds of an ocean cruise.
Cruise Details
0
13-24 of 33 Results

We do the homework for you.

Talk with an expert trip planner 800.344.6118

Plan My Trip
Claudia Corona Adventure Life employee profile
Claudia C.
Explore Maine's rugged coast
East Coast of US

Chat East Coast of US with a specialist

Our team is waiting and ready to talk with you about your next adventure. So go ahead and book an appointment with one of our specialized trip planners.

Let's Chat
800.344.6118

Where is your next adventure?

Contact Chat Call

Why Travel With Us?

Unbiased Cruise Expertise

We're not tied to any one cruise line, so you receive honest guidance on the best ship and itinerary for you—not a sales pitch.

More Value.

Receive personal attention and concierge-level service for the same cost as booking direct. Gain access to exclusive rates, perks, and insider expertise on how to maximize the value for your dollar.

Advocacy That Matters

You're backed by a team that knows the industry and has strong relationships—helping ensure you're prioritized and well taken care of every step of the way.

As Featured In

How it Works

Connect

No cost, no commitment. Talk with our experts about your dream trip.

Plan

Share your travel style—we match you with the right itinerary or create one just for you.

Book

Lock in knowing every detail is handled and you’re fully supported.

Travel

Enjoy a seamless journey—and unlock 5% off your next adventure.