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North America Urban Exploration Tours

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Discover the vibrant urban landscape of North America in 2025 on Adventure Life's city tours. With 65 thrilling urban exploration tours showcasing destinations like New Orleans, Memphis, Toronto, Milwaukee, Louisville, St. Louis, Chicago, Montreal, Minneapolis, and New Orleans, you'll embark on a journey filled with history, culture, and architectural wonders. From the heart of the Delta to the Great Lakes, and from the charm of New Orleans to the majestic Grand National Parks, these tours offer a variety of activities such as river cruises, village visits, urban exploration, and archaeological site visits, allowing you to immerse yourself in the rich heritage and diverse landscapes of each city. Experience the music of Memphis, taste Cajun cuisine, explore vibrant St. Louis, visit the Niagara Falls, enjoy the arts in Minneapolis, and so much more. Prices for these tours start at $3,499 to $54,390. Contact one of Adventure Life's Trip Planners for help planning your next seamless trip.
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    • North America
Hatley Castle, Victoria
from $5,954
Save 20%
EXPLORE

Exploring British Columbia and the San Juan Islands

8 Day Itinerary aboard National Geographic Venture
  • Learn the histories of First Nation
  • Search for killer whales
  • Enjoy a private evening event
  • Kayak and hike the wildlife coasts
Starts / Ends
Seattle / Seattle
Activities
Hiking
Activity Level
Variable
Discover the powerful wilderness and warm charm of the Pacific Northwest over a wide-ranging week in the San Juan Islands and British Columbia on an 8-day expedition cruise aboard National Geographic Venture. Explore remote islands and sail through channels that teem with sea life and visit charming towns and First Nations heritage sites.
Cruise Details
0
Fireweed blooms before majestic Denali
from $6,900
EXPLORE

Denali Adventure by Rail and Trail with Fairbanks

Alaska Small Group Tour - 8 Day Itinerary
  • Walk with reindeer in Fairbanks
  • Guided hikes and kayak excursions
  • Wildlife Encounters
  • Experience Fairbanks gold mining
  • Scenic dome rail ride
Starts / Ends
Fairbanks / Anchorage
Activity Level
Relaxed
Round out your adventure before or after your Alaska cruise with an 8-day land tour visiting Fairbanks, Denali, Talkeetna, and Anchorage. Meet reindeer, pan for gold, explore Denali on a wilderness tour, hike and kayak in scenic parks, then continue your journey aboard Wilderness Adventurer, Wilderness Discoverer, or Wilderness Explorer.
Tour Details
0
Wander through the historic French Quarter
from $3,499
EXPLORE

New Orleans & Southern Charms

Roundtrip New Orleans - 8 Day Itinerary aboard Viking Mississippi
  • Enjoy Cajun and Creole cuisine
  • Indulge in New Orleans' music
  • Learn the history of Vicksburg
  • See the historic homes of Natchez
Starts / Ends
New Orleans / New Orleans
Activities
Festival Visits, Cooking Classes
Activity Level
Variable
Explore the highlights of the Mississippi River on this 8-day cruise roundtrip from New Orleans aboard Viking Mississippi. Discover port cities such as St. Francisville, Darrow, Baton Rouge, Natchez, and Vicksburg to experience the diverse culture and rich history of the lower Mississippi region.
Cruise Details
0
Explore beautiful Nashville
from $5,499
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Nashville, Memphis & the Cumberland

Memphis to Nashville - 8 Day Itinerary aboard Viking Mississippi
  • Discover Memphis blues roots
  • See Paducah murals
  • Walk historic Clarksville streets
  • Cruise Tennessee River scenery
Starts / Ends
Memphis / Nashville
Activity Level
Variable
Take an 8-day Viking Mississippi cruise through Memphis, Cape Girardeau, Paducah, Clarksville, and Nashville. Visit key cultural and historical sites, from music landmarks to Civil War history and regional museums.
Cruise Details
0
from $13,440
Save 10%
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
Explore the picturesque shoreline of Lake Superior
from $9,699
Save 50%
EXPLORE

Great Lakes and Thunder Bay

Chicago Roundtrip - 16 Day Itinerary aboard Victory II
  • See the Door County Maritime Museum
  • Take a horse-drawn carriage tour
  • Stroll Green Bay shoreline
  • Visit the historic Soo Locks
Starts / Ends
Chicago / Chicago
Activities
Biking
Activity Level
Variable
Sail from Chicago round-trip on a 16-day Great Lakes and Thunder Bay cruise aboard Victory II and explore scenic ports across the Great Lakes. Cruise through Lake Michigan and Lake Superior on a journey full of natural and historic highlights.
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
Visit Portsmouth
from $7,299
Save 50%
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
Activities
Whale Watching
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 Pittsburgh
from $5,275
Savings
EXPLORE

Ohio River Cruise

Pittsburgh - Louisville - 9 Day Itinerary aboard American Melody
  • Explore Pittsburgh’s rich history
  • Visit historic Marietta, OH
  • Tour Cincinnati’s top sites
  • Experience Louisville Derby legacy
Starts / Ends
Pittsburgh / Louisville
Activities
Small Ship Sailing
Activity Level
Variable
Embark on a 9-day cruise along the Ohio River aboard the American Melody from Pittsburgh to Louisville. Discover historic towns and cultural landmarks while enjoying guided tours, historic excursions, and breathtaking river views as you cruise through America’s heartland.
Cruise Details
0
View the iconic arch when you visit St. Louis, gateway to the west
from $11,999
EXPLORE

America’s Great River

St. Paul to New Orleans - 15 Day Itinerary aboard Viking Mississippi
  • Explore St. Louis' arts scene
  • Enjoy American music styles
  • Learn Civil War history
  • Experience New Orleans' culture
  • Visit the Quad Cities
Starts / Ends
St. Paul / New Orleans
Activity Level
Variable
Cruise America's great river on this 15-day itinerary aboard Viking Mississippi. Journey from St. Paul, Minnesota to New Orleans, Louisiana and explore highlights of the mighty Mississippi River. Along the way, visit historic ports such as St. Louis, Memphis, Baton Rouge, and more.
Cruise Details
0
Grinnell Valley in Glacier National Park
from $13,915
Savings
EXPLORE

National Parks & Legendary Rivers

Portland, OR to Jackson, WY - 16 Day Itinerary aboard American Jazz
  • Cruise Columbia River Gorge
  • Visit Mount St. Helens
  • Enjoy Richland wine tastings
  • Discover Yellowstone’s geysers
Starts / Ends
Portland / Grand Teton National Park
Activities
Kayaking, Wildlife Viewing, Urban Exploration, Archaeological Site Visits, Wine Tasting, Local Market Visits, Land & Sea Exploration
Activity Level
Variable
Embark on a 16-day combined Columbia and Snake Rivers cruise aboard American Jazz and land tour through iconic national parks, Glacier, Yellowstone, and Grand Teton National Parks. Explore vibrant towns, hike scenic trails, visit historic landmarks, and enjoy wine tastings, nature tours, and enriching excursions.
Cruise Details
0
Edgartown on Martha's Vineyard
from $10,170
Savings
EXPLORE

New England Explorer

Boston Roundtrip - 12 Day Itinerary aboard American Patriot
  • Visit Portland Head Lighthouse
  • Learn about Wabanaki culture
  • Tour Bath's Maritime Museum
  • Discover Martha’s Vineyard Museum
Starts / Ends
Boston / Boston
Activities
Village Visits
Activity Level
Variable
Embark on a 12-day coastal cruise of New England aboard American Patriot. Visit Portland, Rockland, Bar Harbor, Boothbay Harbor, Bath, Gloucester, Newport, and Martha’s Vineyard. Enjoy guided tours, seafood feasts, museums, and scenic cruising.
Cruise Details
0
Explore the parks around Quebec City for a view of the city
from $9,499
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 stunning views of Portland
from $6,355
Savings
EXPLORE

Columbia & Snake Rivers Cruise

Portland - Clarkston - 9 Day Itinerary aboard American Jazz
  • Astoria historic exploration
  • Learn Mount St. Helens eruption
  • Explore The Dalles museums
  • Richland heritage tour
Starts / Ends
Portland / Clarkston
Activity Level
Variable
Embark on a 9-day cruise aboard American Jazz, navigating the Columbia & Snake Rivers. Cruise past Mount Hood and Mount St. Helens, reliving the golden age of riverboats. Explore Astoria's Victorian charm and visit Fort Clatsop. Journey through history in The Dalles, Richland, and Pendleton, culminating in the majestic landscapes of Hells Canyon.
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
Explore the rocky shores and clear waters of Lake Superior
from $6,799
Save 50%
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
Golden light over the Chicago skyline
from $6,799
Save 50%
EXPLORE

All Five Great Lakes

Chicago to Toronto - 11 Day Itinerary aboard Victory II
  • Visit Chicago’s Art Institute
  • Sail scenic Lake Michigan
  • Discover Milwaukee city
  • Visit Niagara Falls
Starts / Ends
Chicago / Toronto
Activity Level
Variable
Sail from Chicago to Toronto aboard Victory II on an 11-day cruise, exploring the best of the Great Lakes. Discover a mix of vibrant cities, quiet natural beauty, historic landmarks, and cultural icons throughout this immersive Great Lakes journey.
Cruise Details
0
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