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North America Bicycling Tours & Trips

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    • North America
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
  • 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
Explore the rocky shores and clear waters of Lake Superior
from $6,799
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
Enjoy the stunning scenery of Lake Superior
from $7,499
EXPLORE

All Five Great Lakes

Chicago - Toronto - 11 Day Itinerary aboard Victory I
  • Lake Michigan crossing
  • Stroll Milwaukee Riverwalk
  • Visit Cleveland Rock Hall
  • Niagara Falls visit
Starts / Ends
Chicago / Toronto
Activity Level
Variable
Embark on an 11-day Great Lakes cruise from Chicago to Toronto aboard Victory I, exploring cities, islands, and historical sites. Enjoy scenic sailings and unique excursions.
Cruise Details
0
Mackinac Island, Michigan
from $6,799
EXPLORE

All Five Great Lakes

Chicago to Toronto - 11 Day Itinerary aboard Victory II
  • Explore Navy Pier and city skyline
  • Visit Milwaukee craft breweries
  • Lake Michigan sailing
  • Enjoy Escanaba waterfront views
Starts / Ends
Chicago / Toronto
Activity Level
Variable
Embark on an 11-day Great Lakes cruise aboard Victory II from Chicago to Toronto. Explore Detroit, Cleveland, Mackinac Island, Niagara Falls, and Milwaukee. Sail Lake Michigan, Huron, and Superior. Participate in cultural programs, enjoy scenic decks, and witness engineering marvels at the Soo Locks.
Cruise Details
0
Visit Cleveland, Ohio
from $6,799
EXPLORE

All Five Great Lakes

Toronto to Milwaukee - 11 Day Itinerary aboard Victory I
  • Visit Niagara Falls views
  • Explore Mackinac Island’s streets
  • Visit Milwaukee Art Museum
  • Visit Rock and Roll Hall of Fame
Starts / Ends
Toronto / Milwaukee
Activity Level
Variable
Sail the Great Lakes from Toronto to Milwaukee on an 11-day cruise aboard Victory I. Discover Niagara Falls, explore Cleveland’s art scene, experience Detroit’s revival, and visit charming Mackinac Island. Visit iconic landmarks, lively cities, and tranquil islands while uncovering the rich heritage of North America’s Great Lakes region.
Cruise Details
0
Vibrant Sunset with St. Paul City Skyline and Mississippi Riverfront
from $5,635
Savings
EXPLORE

Upper Mississippi River

St. Paul, MN - St. Louis, MO - 9 Day Itinerary aboard American Serenade
  • Tour historic Summit Avenue
  • Explore Dubuque River Museum
  • Experience John Deere Pavilion
  • Visit Mark Twain’s boyhood home
Starts / Ends
St. Paul / St. Louis
Activities
Biking, Wildlife Viewing, Village Visits, Urban Exploration, Archaeological Site Visits, Wine Tasting
Activity Level
Variable
Set sail for 9 days aboard American Serenade from St. Paul to St. Louis. Walk through historic Summit Avenue, admire La Crosse from Grandad’s Bluff, explore Dubuque’s River Museum, and discover Mark Twain’s legacy in Hannibal. Experience curated onboard programs, live music, and the beauty of the Upper Mississippi’s diverse wildlife.
Cruise Details
0
Vibrant Sunset with St. Paul City Skyline and Mississippi Riverfront
from $12,620
Savings
EXPLORE

Grand Heartland Cruise

Minnesota - Louisiana - 16 Day Itinerary aboard American Serenade
  • Visit mansions and art galleries
  • See the Gateway Arch and St. Louis
  • Visit Natchez’s antebellum homes
  • Experience Memphis' musical legacy
Starts / Ends
St. Paul / New Orleans
Activity Level
Variable
Embark on a 16-day Mississippi River cruise from Minnesota to Louisiana aboard American Serenade, exploring St. Paul to New Orleans with stops in La Crosse, Dubuque, Davenport, Hannibal, St. Louis, Memphis, Vicksburg, and Natchez. Enjoy onboard activities, stunning scenery, and experiences like the Mark Twain Boyhood Home and more.
Cruise Details
0
Admire beautiful Alaskan landscapes
from $6,010
EXPLORE

Best of Alaska

Alaska Small Group Tour - 10 Day Itinerary
  • Experience the scenery of Alaska
  • Explore Denali National Park.
  • Discover Seward's bustling harbors
  • Cruise in Prince William Sound
Starts / Ends
Anchorage / Anchorage
Activities
Wilderness Lodge Exploration
Activity Level
Easy Active
Take in the breathtaking scenery, pristine glaciers, vibrant cities, and quaint towns of Alaska on this 10-day journey. This tour is ideal for those who enjoy outdoor activities and seeing much of Alaska in the shortest period of time possible. Highlights include a visit to Anchorage, Denali National Park, Prince William Sound, and Seward.
Tour Details
0
Creek views at Denali Backcountry Lodge
from $5,482
EXPLORE

Denali Backcountry Lodge

3-8 Day Itinerary
  • Learn the natural history of Denali
  • Watch for bears, caribou, & moose
  • Walk to Fannie Quigley's cabin
  • Hiking, fishing, & biking options
Activities
Fishing
Activity Level
Relaxed
Venture into the backcountry of Denali National Park on this remote 3-night stay at Denali Backcountry Lodge. Experience the dramatic landscape as you explore your new surroundings. Be sure to watch for Alaskan wildlife such as bears, caribou, moose, & more!
Tour Details
0
Moose browse in a lake in Denali National Park
from $4,250
EXPLORE

Alaska Hike, Bike & Kayak

Alaska Small Group Tour - 7 Day Itinerary
  • Experience the rugged Denali Park
  • Cycle on Tony Knowles Coastal Trail
  • Kayak in Resurrection Bay
  • Hike the Triple Lakes Trail
Starts / Ends
Anchorage / Anchorage
Activities
Hiking, Kayaking
Activity Level
Moderate
Take a seven-day hiking, biking, and kayaking excursion through Alaska for an experience like no other. Explore Denali National Park's most stunning trails, kayak the waters of Resurrection Bay, and cycle the Tony Knowles Coastal Trail, one of the best coastal paths in the country.
Tour Details
0
British Columbia Rocky Mountains
from $2,520
EXPLORE

Hiking the Canadian Rockies

Canada Small Group Tour - 8 Day Itinerary
  • Uncover the Canadian Rockies
  • Explore Banff National Park
  • Hike Yoho National Park
  • Discover the Columbia Ice field
Starts / Ends
Calgary / Calgary
Activities
Camping
Activity Level
Moderate
From Jasper National Park to Banff and Yoho National Parks, this 8-day trekking tour takes you through breathtaking vistas that only the most adventurous traveler could hope to see firsthand. For your safety and comfort, all hikes are led by a certified guide.
Tour Details
0
Explore Toronto
from $6,799
EXPLORE

All Five Great Lakes

Chicago to Toronto - 11 Day Itinerary aboard Victory I
  • Explore Mackinac Island by bike
  • Lake Huron sailing
  • Learn Detroit creative revival
  • Experience Niagara Falls
Starts / Ends
Chicago / Toronto
Activities
Local Market Visits
Activity Level
Variable
Sail the Great Lakes on an 11-day cruise aboard Victory I, exploring Chicago, Milwaukee, Mackinac Island, Detroit, Cleveland, Niagara Falls, and Toronto. You experience historic locks, island cycling, cultural cities, and scenic lake passages across interconnected inland seas.
Cruise Details
0
13-24 of 31 Results

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