Have questions? We're here.
Bald eagles resting

North America Wine Tasting Cruises

Travel made your way
Talk with an expert
Build your ideal North America trip. Call 1.406.541.2677
Start Planning My Trip
Filter (29 Results)
  • Start Date
    OR, More specific start
  • Length
    to
  • Price
    to
  • Activity Levels
  • Experiences
  • Activities
  • Ships
  • Destinations
    • North America
Columbia River
from $3,890
Savings
EXPLORE

Columbia River Gorge Cruise

Roundtrip Portland - 7 Day Itinerary aboard American Pride
  • Discover Hood River’s museums
  • Walk through The Dalles
  • Visit Mount St. Helens
  • Taste local wines from Hood River
Starts / Ends
Portland / Portland
Activities
Small Ship Sailing
Activity Level
Variable
Set sail on a 7-day Columbia River Gorge cruise aboard American Pride. Explore Portland, Hood River, The Dalles, and Kalama. Discover the pioneers at the Oregon Trail’s end and learn about the region’s history at museums like the Columbia Gorge Discovery Center and the Fort Dalles Museum.
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
See the mighty Niagara Falls
from $6,995
EXPLORE

Niagara and the Great Lakes

Toronto - Milwaukee - 8 Day Itinerary aboard Viking Great Lakes
  • Toronto Exploration
  • Explore Mackinac Island
  • Niagara Falls & Welland Canal
  • Point Pelee Birdwatching
  • Detroit’s Innovation Legacy
  • Alpena’s Maritime Adventures
  • Mackinac Island & Milwaukee’s Charm
Starts / Ends
Lake Ontario / Milwaukee
Activity Level
Variable
On this 8-day Niagara and the Great Lakes cruise from Toronto to Milwaukee aboard the Viking Great Lakes, explore nature and culture. Navigate the Welland Canal, witness Niagara Falls, and spot migratory birds at Point Pelee. Visit Detroit’s Henry Ford Museum, kayak in Alpena, tour Mackinac Island, and explore Milwaukee’s waterfront history.
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
Biking
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
Stroll through colorful Charleston
from $5,055
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
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
Visit the Quad cities, including Davenport, Iowa
from $5,635
Savings
EXPLORE

Upper Mississippi River

St. Louis, MO to St. Paul, MN - 9 Day Itinerary aboard American Melody
  • Explore the culture of St. Louis
  • See Mark Twain's hometown, Hannibal
  • Experience wildlife and nature
  • Admire local artwork in Red Wing
Starts / Ends
St. Louis / Red Wing
Activity Level
Variable
Explore the Upper Mississippi River on this 9-day cruise from St. Louis to Minneapolis aboard the American Melody. Begin in St. Louis, Missouri, and travel through Alton, Hannibal, Muscatine, Dubuque, Winona, and Red Wing. Visit Mark Twain's boyhood home, explore historic towns, and marvel at the diverse landscapes.
Cruise Details
0
Mississippi River, St. Paul Minnesota
from $4,610
Savings
EXPLORE

Upper Mississippi River

St. Louis, MO to St. Paul, MN - 9 Day Itinerary aboard American Heritage
  • Explore the culture of St. Louis
  • See Mark Twain's hometown, Hannibal
  • Witness wildlife and nature
  • Admire local artwork in Red Wing
Starts / Ends
St. Louis / St. Paul
Activities
Cooking Classes
Activity Level
Variable
Explore the Upper Mississippi River aboard the American Heritage on this 9-day cruise from St. Louis to Minneapolis. Begin in St. Louis, Missouri, and travel through Alton, Hannibal, Muscatine, Dubuque, Winona, and Red Wing. Visit Mark Twain's boyhood home, explore historic towns and take in the diverse scenery.
Cruise Details
0
Charming Quebec City
from $14,495
EXPLORE

Canada & Greenland Explorer

Toronto to Greenland - 15 Day Itinerary aboard Viking Great Lakes
  • Visit historic Toronto neighborhood
  • Explore Quebec City landmarks
  • Explore Inuit village traditions
  • Whale watch in Tadoussac
Starts / Ends
Toronto / Nuuk
Activities
Wine Tasting, Hiking, Fishing, Village Visits, Urban Exploration, Archaeological Site Visits, Local Market Visits, Wildlife Viewing, Kayaking, Whale Watching
Activity Level
Variable
Embark on a 15-day Viking Great Lakes and Arctic cruise from Toronto to Greenland, exploring top destinations like Quebec City, Gros Morne National Park, Red Bay, and Paamiut. Discover whale-filled waters in Tadoussac, dramatic landscapes in the Mingan Archipelago, and Inuit heritage in remote Greenlandic villages.
Cruise Details
0
Explore the Snake River in the Pacific Northwest of the US
from $6,355
Savings
EXPLORE

Columbia & Snake Rivers Cruise

Clarkston to Portland - 9 Day Itinerary aboard American Jazz
  • Visit Multnomah Falls
  • Explore vineyards and local artwork
  • Witness volcanic remains
  • Sail through Hells Canyon
Starts / Ends
Clarkston / Portland
Activity Level
Variable
Embark on an unforgettable 9-day Columbia & Snake Rivers cruise aboard American Jazz. Experience scenic landscapes, historic towns, and diverse wildlife. Highlights include traveling through Hells Canyon, Columbia River Gorge, and Mount St. Helens.
Cruise Details
0
Visit historic Minneapolis
from $15,890
Savings
EXPLORE

Complete Mississippi River

New Orleans - St. Paul - 23 Day Itinerary aboard American Melody
  • Explore Natchez's Grand Homes
  • Visit Oak Alley
  • Delve into Baton Rouge's history
  • Unravel Vicksburg's Civil War
Starts / Ends
New Orleans / St. Paul
Activity Level
Variable
Discover the Mighty Mississippi on a 23-day cruise covering 10 states aboard American Melody. Immerse in history, culture, and cuisine from New Orleans to Minneapolis, exploring charming ports along the way.
Cruise Details
0
Historic, car-free island with lake views in Mackinac Island, Michigan
from $7,995
EXPLORE

Great Lakes Treasures

Milwaukee to Milwaukee - 10 Day Itinerary aboard Viking Great Lakes
  • Stroll Milwaukee RiverWalk
  • Ride Mackinac Island Carriage
  • Explore shipwrecks & cliffs
  • Discover Soo Locks History
Starts / Ends
Milwaukee / Milwaukee
Activities
Citizen Science, Scuba Diving
Activity Level
Variable
Discover the treasures of the Great Lakes on a 10-day Viking cruise, from Milwaukee’s RiverWalk and Mackinac Island’s timeless charm to kayaking Killarney’s lakes and exploring the shipwrecks of Fathom Five. End in Chicago after hiking, wine tasting, and uncovering rich history, natural beauty, and culture along the way.
Cruise Details
0
Sailing in Boston
from $6,350
Savings
EXPLORE

Northeast Harbors Cruise

Boston - New York - 9 Day Itinerary aboard American Glory
  • Visit the Massachusetts Maritime
  • Explore the Mystic Seaport Museum
  • Travel to Old Saybrook
  • Stroll around Sag Harbor
Starts / Ends
Boston / New York
Activity Level
Variable
Join this 9-day Northeast Harbors cruise from Boston to New York aboard American Glory. Explore historic Boston before visiting picturesque Plymouth, MA, and the grandeur of Newport. Dive into maritime history in New London, Mystic, and Essex, CT. Lastly, enjoy an evening cruise around New York Harbor.
Cruise Details
0
13-24 of 29 Results

Relax. We've got this.

Talk with an expert trip planner 1.800.344.6118

Plan My Trip
Shannon Fischer-Kendro Adventure Life employee profile
Shannon K.
Sunrise over Crown Point at Columbia River
North America

Chat North America 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
1.800.344.6118

Where is your next adventure?

Contact Chat Call
More Reasons

Why Travel With Adventure Life

All News

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.

North America Travel Guide

Favorite North America North America All Trips

Top North America Travel Destinations

North America Trips by Departure Date

Top Experiences in North America

North America Trips by Duration

North America Trips by Activity