10 Best North America Multiday Tours in May 2026

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Western Trails - May 2026

(1 review )

Trip customizable

Best price guaranteed

What an amazing trip. Saw some incredible places. Enjoyed every minute and would definitely do it again ! Thank you!

Natural landmarks sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Lodge

Age Range

13-99 yrs

Operated in

english

Destinations

Los Angeles, California, Phoenix

Los Angeles, California, Phoenix, Grand Canyon National Park, Page, Bryce Canyon National Park, Las Vegas

Duration8 days

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42% OFF TODAY

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If you are looking for a truly Eastern adventure in North America reaching beyond the borders of the US, the Eastern Discovery tour is just for you. You will cover a vast space in the eastern part of the US and Canada, taking a tour of must-see natural landscapes and incredible cities. The spectacular New York City will be the perfect launchpad for this all-in adventure, and you will dive deep into history in significant landmarks like Freedom Trail and King’s Chapel in Boston City. On your way to the border, rural New England is beckoning with lovely towns in New Hampshire and Vermont. In Quebec, lose yourself in an ocean of French Canadian delicacies, authentic maple syrup, and breathtaking views of the Saint Lawrence River. More Canadian flair will find you in Montréal, but what will struck you with awe is Toronto’s luminescent Lake Ontario.

Adventure

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-75 yrs

Operated in

english

Destinations

New York, Boston, Quebec City, M

New York, Boston, Quebec City, Montreal, Toronto, Niagara Falls, Amish Country, Washington D.C.

42% OFF TODAY

Duration11 days

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Eastern Explorer - May 2026

Trip customizable

Best price guaranteed

Explore Canada's original wilderness highways and discover New World settlements, frontier trails, and the vibrant energy of lively, multicultural cities. Marvel at the natural wonders of surging rivers, the expansive rocky domain of the Canadian Shield, and the breathtaking power of Niagara Falls. Get ready for your call to the wild with optional whale watching in Quebec and hiking Ontario's northern trails. Feel history come alive on the King's Highway and in North America's only fortified city. Be charmed by canal-lined cities, cobblestone streets, and the honeymoon capital of the world

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Camping, Resort

Age Range

15-99 yrs

Operated in

english

Destinations

Toronto, Niagara Falls, Montreal

Toronto, Niagara Falls, Montreal, Quebec City, Ottawa, Huntsville

Duration12 days

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42% OFF TODAY

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Southern Explorer - May 2026

No booking fees

Best price guaranteed

Discover the best cities of the Eastern USA from New York all the way to Miami on a 14-day journey, getting to the bottom of the American spirit with guided tours in every destination. The Southern Explorer trip is perfect for those who have a cultural inclination, making a stop at the country’s iconic cities of music, arts, and European heritage. Once you experience the plethora of sights in New York and Washington D.C., head inland, and pass through the grand Blue Ridge and Smoky Mountains. Taking in the views, arrive at the legendary music city Nashville and feel the country groove at its best. Memphis will change the tunes to blues and rock and roll, where you will get to trace the footsteps of the world’s most iconic musician, Elvis Presley. Revel in the unique and frisky culture of New Orleans and enjoy Florida’s modern attractions.

Adventure

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-75 yrs

Operated in

english

Destinations

New York, Miami, Pensacola, Orla

New York, Miami, Pensacola, Orlando, Washington D.C., Roanoke, Gatlinburg, Nashville, Memphis, New Orleans

42% OFF TODAY

Duration14 days

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42% OFF TODAY

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Western Trails - May 2026

No booking fees

Best price guaranteed

Embark on a journey from the dreamy Los Angeles inland to America’s Southwest with this 8-day trip. Revel in the cinematic desertscape as you ride on the famous route through imposing valleys and gorges right into the epic Grand Canyon. Connect with the native heritage of America in the Navajo Reservation, soak up the photogenic views in Bryce Canyon, and feel the forces of nature to the fullest in the incredible Zion National Park. For an energetic finish to the panorama tour, dive into the casinos and shopping hubs of glitzy Las Vegas! The Western Trails tour is perfect for curing your wanderlust with an unforgettable road trip in the American West. Please note that this tour is operated by our local partners in the U.S., there may be other operators' passengers on your tour.

Adventure

Tour Type

Group Tour

Accommodation

Hotel, Lodge, Resort

Age Range

18-75 yrs

Operated in

english

Destinations

Los Angeles, Phoenix, Grand Cany

Los Angeles, Phoenix, Grand Canyon, Lake Powell, Bryce Canyon, Las Vegas

42% OFF TODAY

Duration8 days

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42% OFF TODAY

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Chicago to Golden Gate - May 2026

No booking fees

Best price guaranteed

Witness the flair and beauty of America’s gems from the Midwest to the South Coast with a road-trip adventure in 14 jam-packed days. As you travel from Chicago to the west, you will uncover the natural treasures around the Mississippi and the charms of pastoral life in rural Wyoming. Pay a visit to Yellowstone here to have a glimpse of the earth in full motion. You will cover plenty of iconic spots with your local guide. Teton Mountains and the Mormon state of Utah await, where you will experience memorable moments learning about the local mountain culture. Passing through a series of fascinating national parks including the Grand Canyon, make a stop at the Route 66 highlight Seligman. Get into the city vibes in Las Vegas, because a night of boundless gaming and partying will captivate you. Hit Santa Barbara and finally the fashionable San Francisco before you say goodbye.

Adventure

Tour Type

Group Tour

Accommodation

Hotel, Lodge

Age Range

18-75 yrs

Operated in

english

Destinations

Chicago, San Francisco, Las Vega

Chicago, San Francisco, Las Vegas, Los Angeles, Central Coast, Sioux Falls, Rapid City, Cody, Yellowstone National Park, Salt Lake City, Bryce Canyon National Park, Flagstaff

42% OFF TODAY

Duration14 days

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42% OFF TODAY

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The Great American Crossing - May 2026

No booking fees

Best price guaranteed

Kick off this extensive 20-day tour in New York and make a stop at every must-see city on the way until you reach the golden coast of the Pacific. The Great American Crossing trip will push the limits of your imagination, taking you on an improbable journey. Visit the cities that reflect the heart and soul of American liberty like Philadelphia and Washington D.C.. Explore the natural beauties of New England from Niagara to the Great Lakes. There is nothing like the urban flair of Chicago, and you will have enough time to explore its architectural nuggets. From there, the landscape will change dramatically as you pass through grand mountain ranges westward. Your time in Bryce Canyon will be as colorful as the rugged terrain, and the Mojave Desert will put you in a unique mood before you end your trip with four days on the shiny coast.

City sightseeingAdventure

Tour Type

Group Tour

Accommodation

Hotel, Lodge, Resort

Age Range

18-75 yrs

Operated in

english

Destinations

New York, San Francisco, Cody, Y

New York, San Francisco, Cody, Yellowstone National Park, Salt Lake City, Bryce Canyon National Park, Flagstaff, Las Vegas, Los Angeles, Central Coast, Washington D.C., Niagara Falls, Detroit, Chicago, Sioux Falls, Rapid City

42% OFF TODAY

Duration20 days

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42% OFF TODAY

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The Grand East - May 2026

No booking fees

Best price guaranteed

An epic blend of the peace and calm of the New England countryside, the mojo of East Coast giants New York and Boston, the cultural extravaganza of the south from Nashville to New Orleans, and the energy of Florida… This is what you will find in the 20-day trip to the Grand East of the USA. Step back in time in the beautiful and culture-laden Amish countryside and let the hidden pockets of history unravel before your eyes in New England’s myriad attractions. Go beyond the US and dive into the cityscapes of Canada, with three days in Québec, Montréal, and Toronto. In the heart of the east, Nashville, Memphis, and New Orleans will sweep you off your feet with more culture and sophistication than you can handle. And, there is no better way to end a trip than three thrilling days in the sunshine state, of Florida.

Adventure

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-75 yrs

Operated in

english

Destinations

New York, Miami, Roanoke, Gatlin

New York, Miami, Roanoke, Gatlinburg, Nashville, Memphis, New Orleans, Pensacola, Orlando, Boston, Quebec City, Montreal, Toronto, Niagara Falls, Amish Country, Washington D.C.

42% OFF TODAY

Duration20 days

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The Grand East - May 2026

Trip customizable

Best price guaranteed

Visit cosmopolitan cities and state-of-the-art places like the Kennedy Space Center which exhibits modern space-age technology. Gaze upon the many monuments and museums the American capital is famous for in Washington D.C. Stay in historic Quebec City and cosmopolitan Montreal and stop in Canada’s elegant capital Ottawa including Toronto, the largest city in Canada. Visit the musical cities of Nashville and Memphis before a stop in the jazz city of New Orleans. Travel to the Gulf Coast to Florida, stopping in Orlando, and ending in sunny Miami

AdventureCity sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

13-99 yrs

Operated in

english

Destinations

New York, Roanoke, Gatlinburg, N

New York, Roanoke, Gatlinburg, Nashville, Memphis, New Orleans, Pensacola, Orlando, Miami, Boston, Quebec City, Montreal, Toronto, Niagara, Amish Country, Mount Washington, Washington D.C.

Duration20 days

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Spectacular National Parks Of Eastern Usa - May 2026

24% OFF TODAY

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Spectacular National Parks of Eastern USA - May 2026

No booking fees

Best price guaranteed

Discover the spectacular National Parks and eclectic cities of the Eastern USA on this 10-Day guided tour. Revel in wide open spaces, stunning landscapes, iconic city sights and enjoy a bounty of food, music and art. Starting in Washington D.C., enjoy the spectacular colours of Shenandoah National Park, taste signature wines at the Veritas Winery and reconnect with nature at New River Gorge National Park in West Virginia, America’s newest National Park. Take a behind-the-scenes tour of Citizen Vinyl Record’s press factory in Asheville, and explore the vast Biltmore Estate, America's largest privately owned home. Uncover the region’s fascinating history at the Oconaluftee Indian Village as you join a Cherokee cultural expert for a MAKE TRAVEL MATTER® Experience. Picnic in the Great Smoky Mountains National Park and explore the intricate caves of Mammoth Cave National Park, ending your trip with a crescendo in Nashville, the toe-tapping home of country music.

National parksAdventure

Tour Type

Group Tour

Accommodation

Hotel, Lodge, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Washington D.C., Nashville, Shen

Washington D.C., Nashville, Shenandoah National Park, New River Gorge National Park, Asheville, Gatlinburg

24% OFF TODAY

Duration10 days

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North America Tours in May 2026

Page 3 of 59 Trips in North America during May 2026 with 373 Reviews

Western Trails - May 2026

Eastern Discovery - May 2026

Eastern Explorer - May 2026

Southern Explorer - May 2026

Western Trails - May 2026

Chicago to Golden Gate - May 2026

The Great American Crossing - May 2026

The Grand East - May 2026

The Grand East - May 2026

Spectacular National Parks of Eastern USA - May 2026

Page 3 of 59 Trips in North America during May 2026 with 373 Reviews

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Asia

South America

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Food, wine, events and nightlife

Adventure and sport

Wildlife, landscapes and nature

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Sightseeing, attractions, culture and history

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North America Tours in May 2026

Page 3 of 59 Trips in North America during May 2026 with 373 Reviews

Page 3 of 59 Trips in North America during May 2026 with 373 Reviews