Top North America Trips & Tours in May 2026

from $9,699

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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

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.

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from $6,100

EBD 10%

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Northern Passages with Glacier Bay & Sitka

Juneau to Sitka - 8 Day Itinerary aboard Safari Endeavour

• Attend Park Ranger presentations
• Hike at Glacier Bay National Park
• Spot bears, otters, and whales
• See Krestof and Nakwasina Sounds
• Observe puffins and sea lions

Starts / Ends

Juneau / Sitka

Activity Level

Variable

Set sail aboard the SafarI Endeavour from Juneau to Sitka, Alaska, on an 8-day voyage to the Glacier Bay National Park, Chichagof Island, and Peril Strait. By boat, kayak, and paddleboard, you may explore this breathtaking area and its animals. Also, hike Chichagof Island's waterfall coast and Glacier Bay National Park.

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from $5,200

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Glacier Bay National Park Adventure

Roundtrip Juneau - 8 Day Itinerary aboard Wilderness Adventurer

• Explore Glacier Bay National Park
• Discover orca and humpback whales
• Enjoy wildlife viewing

Starts / Ends

Juneau / Juneau

Activities

Snorkeling

Activity Level

Variable

Make the most out of this 8-day cruise aboard Wilderness Adventurer as you explore the wilderness and encounter marine animals by kayaking, paddle boarding and taking a skiff into remote inlets. Never miss the beautiful Blue glaciers that can capture your heart while looking at it.

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from $3,990

Savings

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Historic Mississippi River Cruise

New Orleans Roundtrip - 8 Day Itinerary aboard American Heritage

• Experience Natchez’s beauty
• Visit historic Civil War sites
• Discover Oak Alley's historic charm
• Visit charming ports and cities

Starts / Ends

New Orleans / New Orleans

Activity Level

Variable

The American Heritage hosts this 8-day Mississippi River cruise from New Orleans. Explore historic plantations, Civil War sites, and charming towns. Immerse in the rich culture, cuisine, and music of the Deep South.

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from $2,650

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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

Wilderness Lodge Exploration, 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.

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from $8,000

EBD 10%

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Cruise To Alaska : Inside Passage with Glacier Bay & Olympic National Park

Seattle - Juneau - 13 Day Itinerary aboard Safari Quest

• Visit Glacier Bay National Park
• Experience wilderness kayaking
• Watch for whales
• Tour LeConte Bay iceberg gardens

Starts / Ends

Seattle / Juneau

Activities

Kayaking, Stand Up Paddle Boarding

Activity Level

Variable

Cruise Alaska’s and Canada’s Inside Passages and visit Glacier Bay National Park, a UNESCO World Heritage Site during this 13-day adventure aboard Safari Quest. Explore Ketchikan, Thomas Bay, and Chichagof Island.

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from $9,699

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Great Lakes and Thunder Bay

Chicago Roundtrip - 16 Day Itinerary aboard Victory II

• See Chicago’s stunning skyline
• Take a horse-drawn carriage tour
• Thunder Bay sightseeing tour
• Visit the historic Soo Locks

Starts / Ends

Chicago / Chicago

Activity Level

Variable

Embark on a 16-day Great Lakes and Thunder Bay cruise aboard Victory II through Lake Michigan, Lake Superior, and Lake Huron. Visit Mackinac Island by horse-drawn carriage, explore historic Duluth and Green Bay, and witness the Soo Locks in action. Step into Canada at Thunder Bay and tour museums, national parks, and charming waterfront towns.

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from $7,299

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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.

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from $6,799

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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.

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from $9,915

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Tutka Bay Wilderness Lodge

4-8 Day Itinerary

• Fish the deep sea for salmon
• Visit Katmai National Park
• Kayak around Tutka Bay
• Tour an oyster farm in Sedovia

Activity Level

Relaxed

Visit Tutka Bay Lodge, a base camp for nature enthusiasts to explore the surrounding wild areas of Alaska. Join experts on guided adventures each day, including hikes up Broken Knife Ridge, kayaking Kachemak Bay, and sportfishing in the fjords around the lodge. Stay in cozy cabins with fine cuisine including wine-tasting and daily cooking classes.

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from $6,725

Savings

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Southeast Alaska Cruise

Juneau Roundtrip - 9 Day Itinerary aboard American Constellation

• Explore Juneau
• Discover Haines
• Visit Glacier Bay National Park
• Enjoy Petersburg's town

Starts / Ends

Juneau / Juneau

Activities

Hiking

Activity Level

Variable

Experience a 9-day Alaskan adventure aboard the American Constellation, cruising roundtrip from Juneau through the scenic Inside Passage. Explore unique ports, vibrant culture, and abundant wildlife, with opportunities to marvel at Glacier Bay and Tracy Arm Fjord, spot whales and eagles, and enjoy guided shore excursions led by experts.

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from $6,799

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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

Activities

Biking, Urban Exploration, Archaeological Site Visits

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.

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from $5,425

Savings

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Puget Sound & San Juan Islands Cruise

Roundtrip Seattle - 8 Day Itinerary aboard American Constellation

• Visit Anacortes
• Traverse the San Juan Islands
• Visit Butchart Gardens
• See wildlife in San Juan Islands

Starts / Ends

Seattle / Seattle

Activities

Whale Watching, Wildlife Viewing, Wine Tasting, Local Market Visits

Activity Level

Variable

Embark on an 8-day adventure to Puget Sound and the San Juan Islands aboard American Constellation. Cruise to historic coastal towns. Explore wildlife and scenic beauty with excursions to Butchart Gardens and Olympic National Park.

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from $4,248

Save 60%

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Alaska Escape: LeConte Bay, Wrangell and Misty Fjords

Juneau - Ketchikan - 6 Day Itinerary aboard National Geographic Sea Lion

• Witness glaciers up close
• Observe wildlife
• Explore waterways and fjords
• Learn about Tlingit Culture

Starts / Ends

Juneau / Ketchikan

Activity Level

Variable

Take part on a 6-day exploration of Alaska - a beautiful region of tidewater glaciers, abundant wildlife, and unique frontiers. Enjoy kayaking, hiking, and skiff tours, and admire the region's spectacular landscapes while aboard the Sea Lion.

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from $4,202

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Alaska Escape: LeConte Bay, Wrangell and Misty Fjords

Juneau - Ketchikan - 6 Day Itinerary aboard National Geographic Sea Bird

• Learn about Tlingit Culture
• Observe a variety of wildlife
• Explore waterways and fjords
• Witness glaciers up close

Starts / Ends

Juneau / Ketchikan

Activity Level

Variable

Take part on a 6-day exploration of Alaska - a beautiful region of tidewater glaciers, abundant wildlife, and unique frontiers. Enjoy kayaking, hiking, and skiff tours, and admire the region's spectacular landscapes while aboard the Sea Bird.

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from $3,382

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Denali Extension

6 Day Itinerary

• Admire incredible Alaskan scenery
• Search for grizzly bears and moose
• Visit unique Alaskan ecosystems
• Learn the local gold rush history

Starts / Ends

Anchorage / Fairbanks

Activities

Whitewater Rafting

Activity Level

Easy Active

Spend 6 days exploring Alaska with opportunities to whitewater raft, hike in Denali National Park, trying your hand at fishing, and see the glaciated landscapes of Denali National Park from above. Spend your Alaska trip spotting wildlife, riding the Alaska Railway and learning about the rich history of the Gold Rush era on this Alaska tour.

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from $5,255

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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

Activities

Fishing, Small Ship Sailing

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.

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from $5,999

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Mississippi Delta Explorer

New Orleans - Memphis - 8 Day Itinerary aboard Viking Mississippi

• Explore Darrow
• Visit Natchez historic sites
• Learn the history of Vicksburg
• Culinary adventure of Mississippi
• Know the history of rock 'n' roll
• American South's Cultural Heritage

Starts / Ends

New Orleans / Memphis

Activities

Village Visits

Activity Level

Variable

On this 8-day Mississippi Delta Explorer from New Orleans to Memphis aboard the Viking Mississippi, visit historic towns like Darrow, Natchez, and Vicksburg. Enjoy Cajun and Creole cuisine, Memphis barbecue, and explore the South’s rich history, culture, and music.

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