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.

Cyber Monday Super Sales

Los Angeles, Las Vegas with National Parks ROT - May 2026

4.5

(4 reviews )

No booking fees

Best price guaranteed

Good trip overall we are satisfied

Sightseeing Tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Los Angeles, Las Vegas, Flagstaf

Los Angeles, Las Vegas, Flagstaff, Bakersfield, Fresno, CA

Duration8 days

View Tour

Cyber Monday Super Sales

Chicago, Niagara and New York end Washington - May 2026

(2 reviews )

No booking fees

Best price guaranteed

Discover the highlights of America's great cities on the 'Chicago, Niagara and New York end Washington' trip. Spanning 10 days, this easy city sightseeing tour is crafted for seniors who enjoy exploring at a relaxed pace. Starting in Chicago and ending in Washington D.C., the itinerary includes the majestic Niagara Falls and vibrant New York City. With hotels, meals, and transportation fully organized, travelers can enjoy the journey without stress. A key feature of this tour is its thoughtfully selected route, offering a taste of urban diversity while ensuring a comfortable and accessible experience for mature travelers.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Washington D.C., Chicago, Clevel

Washington D.C., Chicago, Cleveland, Niagara Falls, New York

Duration10 days

View Tour

Cyber Monday Super Sales

From S. Francisco to Los Angeles - May 2026

(2 reviews )

No booking fees

Best price guaranteed

On second and third day of the trip. Bus drive From sanfransisco to montery Montery to los angeles Guide did not use English for announcements over mike which realy felt bad

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

15-99 yrs

Operated in

english

Destinations

Los Angeles, San Francisco, San Luis Obispo

Duration6 days

View Tour

Cyber Monday Super Sales

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

View Tour

Cyber Monday Super Sales

Chicago, Niagara and New York - May 2026

No booking fees

Best price guaranteed

Set out from the Windy City on the 'Chicago, Niagara and New York' guided tour, a perfect 8-day city sightseeing trip ideal for seniors. This journey includes the awe-inspiring Niagara Falls, the cultural richness of Cleveland, and wraps up in bustling New York. Designed for those seeking gentle exploration, all accommodations, meals, and transport are handled, allowing you to enjoy each destination at your own pace. The special appeal of this tour lies in its seamless blend of urban excitement and natural wonder, making it an excellent choice for those looking for a well-rounded, easy-paced adventure.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

New York, Chicago, Cleveland, Niagara Falls

Duration8 days

View Tour

22% OFF TODAY

Cyber Monday Super Sales

Premium Mexico in Depth - May 2026

No booking fees

Best price guaranteed

Journey through Mexico City, Puebla and Oaxaca on this 15-day Premium adventure. Weave your way through award-winning restaurants and hidden street food stalls, uncover the ancient secrets of the Teotihuacan, Cholula and Mitla ruins, and relax on the white sand beaches of Tulum. Explore the Chichen Itza archaeological site, visit the historic town of Merida and learn about traditional craft industries on an Exclusive Experience. Visit the Celestun Bird Sanctuary, stay in a 17th-century mansion and enjoy plenty of free time to explore Playa del Carmen at your own pace.

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hotel, Resort

Age Range

15-99 yrs

Operated in

english

Destinations

Mexico City, Tulum, Chichen Itza

Mexico City, Tulum, Chichen Itza, Merida, Puebla, Oaxaca, Puerto Morelos, Valladolid

22% OFF TODAY

Duration15 days

View Tour

Premium Mexico Yucatan Highlights - May 2026

27% OFF TODAY

Cyber Monday Super Sales

Premium Mexico Yucatan Highlights - May 2026

No booking fees

Best price guaranteed

Vibrant in every way, Mexico’s Yucatan Peninsula features turquoise waters, pastel-hued buildings and traditional culture that’s still alive and kicking. Soak up the region’s best on an eight-day Premium adventure, from the bountiful coastline of Riviera Maya to the colourful city of Valladolid, the historic town of Merida and the white sand beaches of Tulum. Learn the ancient secrets of the Maya during visits to Chichen Itza, one of the Seven Wonders of the World, Muyil and the Tulum archaeological site. Travelling with an expert local leader, you’ll meet local Maya families, conservationists and historians to uncover a side of the country most don’t get to see.

Natural landmarks sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel, Resort

Age Range

15-99 yrs

Operated in

english

Destinations

Playa Del Carmen, Cancún, Tulum

Playa Del Carmen, Cancún, Tulum, Yucatan, Playa Del Carmen, Valladolid, Chichen Itza, Merida

27% OFF TODAY

Duration8 days

View Tour

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

View Tour

Cyber Monday Super Sales

Unforgettable Mexico - May 2026

4.5

(6 reviews )

No booking fees

Best price guaranteed

Excellent trip. Beautiful country which so much history, excellent food and arts craft.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Mexico City, Tuxtla Gutiérrez, S

Mexico City, Tuxtla Gutiérrez, San Cristobal De Las Casas, Palenque, Campeche, Merida, Patzcuaro, Guadalajara, Guanajuato, Queretaro, Puebla, Oaxaca

Duration16 days

View Tour

Cyber Monday Super Sales

The Ultimate Alaska Grand Adventure - May 2026

Trip customizable

Best price guaranteed

Your adventure kicks off in Valdez, where history intertwines with natural beauty. Continuing your exploration, you'll head to Fairbanks, a modern city with a gold rush past, allowing you to immerse yourself in a distinctive blend of contemporary and historical charm. Culminating your Alaskan odyssey is a visit to Denali National Park, home to North America's tallest peak. Marvel at the awe-inspiring Alaskan landscapes, characterized by towering mountains and verdant valleys. This tour ensures an incredible Alaska vacation, blending adventure, education, and unforgettable moments seamlessly

National parks

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

13-99 yrs

Operated in

english

Destinations

Anchorage, Fairbanks, Denali National Park

Duration8 days

View Tour

Hi there

North America Tours in May 2026

Page 8 of 209 Trips in North America during May 2026 with 1,898 Reviews

Los Angeles, Las Vegas with National Parks ROT - May 2026

Chicago, Niagara and New York end Washington - May 2026

From S. Francisco to Los Angeles - May 2026

Eastern Explorer - May 2026

Chicago, Niagara and New York - May 2026

Premium Mexico in Depth - May 2026

Premium Mexico Yucatan Highlights - May 2026

The Grand East - May 2026

Page 8 of 209 Trips in North America during May 2026 with 1,898 Reviews

Unforgettable Mexico - May 2026

The Ultimate Alaska Grand Adventure - 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 8 of 209 Trips in North America during May 2026 with 1,898 Reviews

Page 8 of 209 Trips in North America during May 2026 with 1,898 Reviews