10 Best North America Multiday Tours in May 2026

Accommodations

BudgetSimple stays with essential amenities. Typically guesthouses, hostels or hotels rated below 3 stars — clean, no-frills, and great for value-conscious travelers.
Mid-rangeComfortable and reliable 3-star stays. Expect private rooms, en-suite bathrooms, and solid amenities — a great balance between comfort and cost.
PremiumUpscale 4-5 star hotels and lodges. Enjoy high-end service, refined comfort, and premium locations — ideal for travelers seeking extra indulgence.

18% OFF TODAY

Cyber Monday Super Sales

EPIC CENTRAL AMERICA 28 DAYS - May 2026

No booking fees

Best price guaranteed

Volcanic eruptions, ancient Mayan heritage, the world’s second-largest barrier reef, and an abundance of wildlife – Central America truly has it all! Immerse your senses on our 28 day adventure through this natural wonderland, where you'll hike, snorkel, and indulge in the local food, plus some epic unique local experiences that will take you off the beaten path. From the lively streets of Mexico City to the palm-lined shores of the Yucatán Peninsula, one day you’ll be marvelling at towering volcanoes, and the next soaking up the sun and sea in beach towns. Oh, and did we mention you’ll be doing all this with an experienced group leader and an instant crew of new mates? The trip of a lifetime just got even better. The jungle awaits…

Local cultureNational parks

Tour Type

Group Tour

Accommodation

Home-stay, Hotel

Age Range

18-55 yrs

Operated in

english

Destinations

Mexico City, Antigua, Isla Holbo

Mexico City, Antigua, Isla Holbox, Playa Del Carmen, Chichen Itza, Tulum, Caye Caulker, Hol Chan Marine Reserve, Flores, Tikal, Semuc Champey, Chichicastenango, Acatenango, Oaxaca, Tehuantepec, San Cristobal De Las Casas, Cancún

18% OFF TODAY

Duration28 days

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42% OFF TODAY

Cyber Monday Super Sales

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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Cyber Monday Super Sales

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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Cyber Monday Super Sales

Best of the Western US - 8 days - May 2026

No booking fees

Best price guaranteed

Journey from Los Angeles to Las Vegas on this 8-day group tour of the American west. Head along the California coast, visiting Santa Barbara, Carmel and San Francisco, home to the Golden Gate Bridge. In summer, enjoy a hike in Yosemite National Park, or explore Monterey during winter. Tour the magical Las Vegas Strip, see the engineering marvel that is the Hoover Dam and soak up the dramatic landscapes of Sedona. Explore Monument Valley, see the well-photographed Horseshoe Bend and visit Antelope Canyon before returning to Vegas.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Los Angeles, Las Vegas, San Fran

Los Angeles, Las Vegas, San Francisco, Yosemite National Park, Sedona, Monument Valley

Duration8 days

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18% OFF TODAY

Cyber Monday Super Sales

Mexico City to Oaxaca - May 2026

No booking fees

Best price guaranteed

Say Hola to an adventure in the heart of Mexico. From Aztec to Zapotec, this eight-day trip blends the best of the country’s highlights and lesser-known spots, with ancient ruins and natural wonders around every corner. With local experiences and plenty of free time, you can make the adventure your own. Wander through bustling markets, learn the secrets of black pottery and join an alebirjes workshop. Try pasita (raisin-flavoured liqueur) in a local bar in Puebla, explore the UNESCO World Heritage sites of Monte Alban and Teotihuacan and discover the vibrant art scene of Oaxaca with a local by your side

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Mexico City, Oaxaca, Puebla

18% OFF TODAY

Duration8 days

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Cyber Monday Super Sales

Highlights of the Northeast US - 5 days - May 2026

No booking fees

Best price guaranteed

Take in the best of the American Northeast and pop into Canada on this 5-day tour from New York City. Discover the scenic Finger Lakes region and enjoy a Maid of the Mist cruise to get up close to Niagara Falls. Uncover the highlights of Toronto, cruise the 1,000 Islands and enjoy a shopping spree in New York state. Then discover two of the region's most important cities, Philadelphia and the US capital, Washington DC, before returning to the Big Apple.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

New York, Niagara Falls, Thousan

New York, Niagara Falls, Thousand Islands, Washington D.C.

Duration5 days

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Cyber Monday Super Sales

Los Angeles Loop - 7 days - May 2026

No booking fees

Best price guaranteed

Take in the best of the California coast, the legendary Grand Canyon, glittering Las Vegas and some of Utah's natural wonders on this 7-day escorted group tour. Visit a Spanish mission at Santa Barbara, see the iconic Golden Gate Bridge in San Francisco and enjoy a hike in Yosemite National Park. Tour the Las Vegas Strip, enjoy a free night to spend in the casino and uncover the best views of the Grand Canyon's south rim. See Antelope and Bryce Canyon's, explore Zion National Park and opt to end your tour in Vegas, or back in Los Angeles.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Los Angeles, Zion National Park

Los Angeles, Zion National Park, San Francisco, Modesto, Las Vegas, Page, Kanab

Duration7 days

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22% OFF TODAY

Cyber Monday Super Sales

San Francisco to Seattle - May 2026

No booking fees

Best price guaranteed

Take a scenic, nature-focused road trip from San Francisco to bustling Seattle on this nine-day adventure. Kick off your journey with a drive up the coast to see the Avenue of the Giants and Redwood National Park. After exploring these ancient wonders, discover Crater Lake, one of the most pristine lakes on Earth, formed thousands of years ago. Take a breather in the popular wine region of Willamette Valley, then hit the groovy arts scene in Portland. Visit Columbia River Gorge National Scenic Area, home to the stunning Multnomah Falls, then discover Olympic National Park with its Hoh Rainforest and beaches with a forest of dead trees on the sand.

City sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel, Lodge

Age Range

15-99 yrs

Operated in

english

Destinations

San Francisco, Crater Lake Natio

San Francisco, Crater Lake National Park, Portland, OR, Olympic National Park, Seattle

22% OFF TODAY

Duration9 days

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Cyber Monday Super Sales

Canadian Capitals with Chicago and the entire West Coast - May 2026

No booking fees

Best price guaranteed

Experience the grand sweep of North America’s diverse cities with the 'Canadian Capitals with Chicago and the entire West Coast' tour package, tailored for senior travelers seeking comfort and discovery. Over 20 leisurely days, this guided sightseeing trip begins in Montreal and winds through the vibrant capitals of Canada, the dynamic streets of Chicago and Detroit, and the iconic attractions of the West Coast before concluding in San Francisco. Carefully crafted for those who appreciate a relaxed pace, this journey offers accessible walks and plenty of rest, making it especially appealing for seniors. The itinerary covers noteworthy destinations such as Ottawa, Los Angeles, and multiple cities across both the USA and Canada, with all hotel accommodations, transport, and meals seamlessly included. What sets this tour apart is its harmonious blend of urban exploration and scenic journeys, providing a comprehensive North American experience with all the ease and comfort senior guests deserve.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

San Francisco, Montreal, Chicago

San Francisco, Montreal, Chicago, Los Angeles, Las Vegas, Flagstaff, Bakersfield, Fresno, CA, Quebec City, Ottawa, Toronto, Niagara Falls, Detroit

Duration20 days

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Cyber Monday Super Sales

Canadian Capitals with Chicago and West Coast - May 2026

No booking fees

Best price guaranteed

Ready to uncover the best of Canada and the USA in comfort? The 'Canadian Capitals with Chicago and West Coast' tour offers a 16-day city sightseeing adventure, starting in Montreal and winding up in the dazzling lights of Las Vegas. Designed specifically with seniors in mind, this group tour balances gentle exploration with enriching experiences, taking you through Toronto’s lively streets, the architectural marvels of Chicago, and the natural beauty of Flagstaff. With accommodations, meals, and all transport arranged, you can immerse yourself in each destination without worry. The unique highlight of this tour is its effortless combination of Canada’s cultural hubs and America’s vibrant cities, making it ideal for seasoned travelers eager for diversity and ease.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Las Vegas, Montreal, Quebec City

Las Vegas, Montreal, Quebec City, Ottawa, Toronto, Niagara Falls, Detroit, Chicago, Los Angeles, Flagstaff

Duration16 days

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Hi there

North America Tours in May 2026

Page 6 of 113 Trips in North America during May 2026 with 635 Reviews

EPIC CENTRAL AMERICA 28 DAYS - May 2026

The Great American Crossing - May 2026

The Grand East - May 2026

Best of the Western US - 8 days - May 2026

Mexico City to Oaxaca - May 2026

Page 6 of 113 Trips in North America during May 2026 with 635 Reviews

Highlights of the Northeast US - 5 days - May 2026

Los Angeles Loop - 7 days - May 2026

San Francisco to Seattle - May 2026

Canadian Capitals with Chicago and the entire West Coast - May 2026

Canadian Capitals with Chicago and West Coast - May 2026

Europe

Asia

South America

Africa

North America

Oceania

Polar

Food, wine, events and nightlife

Adventure and sport

Wildlife, landscapes and nature

Boat tours, water sports and marine wildlife

Sightseeing, attractions, culture and history

Air tours, road trips and transfers

Beach, romance, getaways and relaxation

Special interests and hobbies

Hi there

North America Tours in May 2026

Page 6 of 113 Trips in North America during May 2026 with 635 Reviews

Page 6 of 113 Trips in North America during May 2026 with 635 Reviews