Top North America Trips & Tours in May 2026

from $14,000

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Remote Alaska Adventure

5 Day Itinerary

• Adventure on flight-safari tours
• Stay in comfortable cabins
• Spot a variety of wildlife
• Adventure on foot, by kayak, or ski

Activities

Fishing, Skiing

Activity Level

Easy Active

Experience a 5-day luxury Alaska lodge adventure and backcountry flight safaris at Ultima Thule Lodge. View the landscape and wildlife from a bush plane flying you into the wilds of Wrangell - St. Elias National Park. Each evening retreat to your own comfortable private cabin overlooking the Chitina River to get a true backcountry taste of Alaska.

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from $6,300

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

Activities

Snorkeling, Stand Up Paddle Boarding

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 $6,008

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Chilko Experience Wilderness Lodge

4-8 Day Itinerary

• Relax in your wilderness hideaway
• Cruise the Chilko River by jet boat
• Explore backwoods trails by ATV
• Horseback ride to mountain tops

Activities

Horseback Riding

Activity Level

Relaxed

Explore the wilderness of British Columbia from the luxurious Chilko Experience Wilderness Lodge on a flexible itinerary. This seven-home luxury estate offers active travelers an opportunity to get away from the noise of society and enjoy nature while you ride horses, hike, explore thousands of acres of woods on ATVs, and relax in the luxury and serenity of the resort.

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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 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 $6,500

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Alaska's Glacier Bay & Island Adventure

Sitka to Juneau - 8 Day Itinerary aboard Alaskan Dream

• Visit the renowned Tracy Arm Fjord
• Relax at the Orca Point Lodge
• View the world's tallest totem pole
• Enjoy kayak and DIB in Saginaw Bay

Starts / Ends

Sitka / Juneau

Activity Level

Variable

Experience the serenity of raw wilderness in this 8-day Alaskan Dream cruise through Southeast Alaska, visiting places like Kuiu, charming Petroglyph Beach, glacial Tracy Arm Fjord, and Glacier Bay National Park. Enjoy shallow water expedition craft excursions, kayaking, hiking, and a relaxing evening at Orca Point Lodge.

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from $6,715

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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.

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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 $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 $6,400

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Columbia & Snake Rivers Cruise

Portland - Clarkston - 9 Day Itinerary aboard American Song

• Explore Astoria's Victorian charm
• Step ashore in Kalama
• Discover Richland's scenic trails
• Cruise the legendary Snake River

Starts / Ends

Portland / Clarkston

Activity Level

Variable

Embark on a 9-day cruise aboard American Song, navigating the Columbia & Snake Rivers. Cruise past Mount Hood, 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.

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from $5,240

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Columbia & Snake Rivers Cruise

Portland to Clarkston - 9 Day Itinerary aboard American West

• Explore Astoria's Victorian charm
• Step ashore in Kalama
• Discover Richland's scenic trails
• Cruise the legendary Snake River

Starts / Ends

Portland / Clarkston

Activities

Wildlife Viewing, Wine Tasting, Local Market Visits

Activity Level

Variable

Embark on a 9-day cruise aboard American West, 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.

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from $3,990

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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 $5,029

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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 $6,725

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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

Village Visits, Whale Watching, 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 $4,090

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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

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.

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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 $5,378

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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

Activities

Kayaking

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 $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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