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.

Mexico City to Guatemala - May 2026

No booking fees

Best price guaranteed

Over 27 epic days, this adventure will take you from Mexico City to Guatemala, stopping at all the popular spots and lesser-known secrets along the way. You’ll explore the heart of Mexico's Aztec, Zapotec, Maya and Spanish cultures, tasting pasita in Puebla, visiting the markets of Oaxaca and learning about the textile traditions of Teotitlan del Valle. Take guided tours in Chichen Itza (one of the Seven Wonders of the World) and Palenque, then relax beachside at Playa del Carmen. Amble down the coast to the island paradise of Caye Caulker, cut inland to the lush jungle around San Ignacio, cruise to the vast Rio Dulce, tour Tikal National Park, dance with the locals in Livingston, and finish under the volcano in Antigua.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel, Lodge

Age Range

15-99 yrs

Operated in

english

Destinations

Mexico City, Antigua, Palenque

Mexico City, Antigua, Palenque, Merida, Playa Del Carmen, Chetumal, Caye Caulker, San Ignacio, Tikal, Rio Dulce, Puebla, Oaxaca, Tehuantepec, San Cristobal De Las Casas

Duration27 days

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Chicago to Golden Gate - May 2026

No booking fees

Best price guaranteed

From Midwest marvels to California cool, the Chicago to Golden Gate tour is a 14-day odyssey for young adults and families seeking the full American experience. Begin in Chicago and journey west through pastoral Wyoming, the geothermal wonders of Yellowstone, and the majestic Teton Mountains. Savor local mountain culture in Utah and witness the grandeur of the Grand Canyon. A stop on Route 66 leads to Las Vegas’ vibrant nightlife, before the trip winds down with Santa Barbara’s beaches and San Francisco’s iconic cityscapes. What sets this tour apart is its comprehensive route—showcasing the best of America’s landscapes, culture, and legendary road trip spirit.

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

Duration14 days

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Maya Encounter - May 2026

No booking fees

Best price guaranteed

Dive into a 13-day adventure through Central America, from the calming sea breezes of Playa del Carmen's beaches to the magnificent Mayan ruins of Tikal. On this journey to Mexico, Guatemala and Belize, amble down the coast to the island paradise of Caye Caulker, cut inland to the lush jungle around San Ignacio, cruise to the vast Rio Dulce, watch a pottery demonstration using ancient Maya techniques and finish under the volcano in Antigua. On this trip, you’ll get the right balance of local-led experiences and independent exploration in a whole load of incredible places ready to be discovered.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel, Lodge

Age Range

15-99 yrs

Operated in

english

Destinations

Antigua, Playa Del Carmen, Rio D

Antigua, Playa Del Carmen, Rio Dulce, Chetumal, Caye Caulker, San Ignacio, Tikal

Duration13 days

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Maya Adventure - May 2026

No booking fees

Best price guaranteed

Dive into a 19-day journey through Central America, from the sea breeze of Playa del Carmen to the UNESCO World Heritage-listed Antigua. On this journey through Mexico, Guatemala and Belize, you'll tune into island life in Caye Caulker, walk through the jungle around Tikal National Park, cruise Rio Dulce and learn to dance with the locals in Livingston. Hang out among the clouds in Panajachel, wander the colourful streets of Antigua under the looming volcano, then take a trip to the Guatemalan Highlands to meet locals and wander market stalls. Take a scenic boat ride on Lake Atitlan to the shamans that guard the shrine of Maximon, then end up back in Antigua and cheers to an epic adventure.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel, Lodge

Age Range

15-99 yrs

Operated in

english

Destinations

Antigua, Playa Del Carmen, Rio D

Antigua, Playa Del Carmen, Rio Dulce, Quetzaltenango, Panajachel, Lake Atitlan, Chetumal, Caye Caulker, San Ignacio, Tikal

Duration19 days

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The Great American Crossing - May 2026

No booking fees

Best price guaranteed

Set out on "The Great American Crossing," a 20-day odyssey from New York to San Francisco crafted for young adults craving both iconic cities and sweeping natural landscapes. This guided city sightseeing trip weaves together the spirit of American liberty in Philadelphia and Washington D.C., the urban energy of Chicago, and the natural grandeur of New England, Niagara Falls, and the Great Lakes. As you travel west, the scenery transforms—colorful Bryce Canyon, the vast Mojave Desert, and the glitz of Las Vegas all await before you reach the Pacific’s golden coast. Four days in San Francisco allow time to soak in the city’s laid-back charm. With an easy activity level, this group tour is perfect for young travelers and families seeking adventure without strenuous demands. The standout feature? A meticulously curated route that covers the breadth of the USA, balancing city buzz with outdoor wonders, and offering a true coast-to-coast American experience in one unforgettable trip package.

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

Duration20 days

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Western USA Encompassed - May 2026

No booking fees

Best price guaranteed

The American West unfolds in all its splendor on the “Western USA Encompassed” trip—a 20-day odyssey across national parks and vibrant cities. From the red-rock majesty of Zion and Bryce Canyon to the depths of the Grand Canyon, this explorer tour blends natural wonders with iconic urban stops. Take a Navajo-guided tour of Monument Valley, wander among giant sequoias and redwoods, and unwind in San Francisco and Portland. Marvel at Crater Lake, sip Oregon wines, and finish amid the rainforests of Olympic National Park before ending in Seattle. The trip’s USP is its sweeping coverage of the West’s wild beauty and cultural highlights, making it an unparalleled adventure for nature lovers.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel, Lodge

Age Range

15-99 yrs

Operated in

english

Destinations

Las Vegas, Zion National Park, Y

Las Vegas, Zion National Park, Yosemite National Park, San Francisco, Crescent City, Crater Lake National Park, Portland, OR, Olympic National Park, Seattle, Page, Horseshoe Bend, Grand Canyon, Sequoia National Park

Duration21 days

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Yucatan Peninsula Adventure - May 2026

No booking fees

Best price guaranteed

Craving sun, history, and adventure? The "Yucatan Peninsula Adventure" tour delivers all three, taking you from Playa Del Carmen’s dazzling beaches to the ancient ruins of Chichen Itza and Tulum. Over eight easy-going days, join a small group to savor traditional Yucatecan cuisine, meander through colorful colonial cities like Merida and Campeche, and dip into Bacalar’s hidden cenotes and pristine sands. Mexico’s Yucatan region promises a vibrant mix of Maya heritage and relaxed modern living—an irresistible combination for curious travelers. The key highlight? This tour package artfully blends archaeological wonders with cultural immersion and beachside serenity, making it a top pick for anyone eager to experience the best of Mexico’s Caribbean coast.

BeachChill out

Tour Type

Small Group Tour

Accommodation

Resort, Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Playa Del Carmen, Tulum, Merida

Playa Del Carmen, Tulum, Merida, Campeche, Bacalar

Duration8 days

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West Coast Discovery - May 2026

No booking fees

Best price guaranteed

Towering redwoods, dramatic coastlines, and vibrant cities await on the West Coast Discovery tour—a 15-day adventure designed for anyone captivated by the natural and cultural diversity of the USA’s West Coast. Kicking off in the energy of Las Vegas and wrapping up in laid-back Seattle, this trip covers iconic landscapes and lesser-known gems alike. Travelers will marvel at the grandeur of California’s Sequoia and Redwood National Parks before being awed by Yosemite’s granite cliffs and waterfalls. The itinerary continues north, swapping mountain highs for the deep blue of Crater Lake in Oregon, and then onto the lush wineries and quirky charm of Portland. The journey’s final stretch leads through Washington’s Olympic National Park, with its wild beaches and ancient Hoh Rainforest, before concluding in the Emerald City itself. With an easy activity rating, this tour strikes the perfect balance between exploration and relaxation, making it suitable for a broad range of travelers. Enjoy guided sightseeing, comfortable accommodations, and a small group setting that fosters camaraderie and discovery. The unique selling point of this tour package is its comprehensive sweep of the West Coast’s most alluring parks, cities, and landscapes in one seamless journey—ideal for those eager to experience the breadth of America’s natural wonders without the hassle of planning every detail.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel, Lodge

Age Range

15-99 yrs

Operated in

english

Destinations

Las Vegas, Crater Lake National

Las Vegas, Crater Lake National Park, Portland, OR, Olympic National Park, Seattle, Sequoia National Park, Yosemite National Park, San Francisco, Crescent City

Duration15 days

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Picturesque Solo Mexico Tour - May 2026

Trip customizable

Best price guaranteed

Embark on a vibrant cultural adventure through Mexico with this small-group tour that showcases the country’s rich heritage, colorful traditions, and breathtaking natural beauty. Begin in Mexico City, where ancient ruins meet modern life. Discover the historic center, the iconic Museum of Anthropology, and the mighty Teotihuacan Pyramids. Explore the floating gardens of Xochimilco, trendy neighborhoods like Roma and Condesa, and the spiritual Shrine of Guadalupe. Fly or drive to the artistic capital of Oaxaca, where colonial architecture blends with Zapotec and Mixtec legacies. Visit Monte Albán, Mitla, artisan villages, and the mineral falls of Hierve el Agua. Savor traditional mezcal, explore colorful markets, and dive into local crafts like alebrijes and black clay pottery. Continue your journey to Mérida, the elegant “White City” of the Yucatán Peninsula. Explore ancient ruins at Uxmal, swim in sacred cenotes, and visit Santa Bárbara near Homún for a day of water, nature, and wonder. Discover the legendary Chichén Itzá, one of the New Seven Wonders of the World, followed by a visit to colonial Valladolid. End your trip in Riviera Maya, with time to relax along the Caribbean coast or explore further at your own pace. This tour blends history, culture, nature, and leisure into one unforgettable Mexican experience. This is a Solo Tour You don't pay single supplement and get a room for yourself!

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

8-99 yrs

Operated in

english

Destinations

Mexico City, Cancún, San Cristob

Mexico City, Cancún, San Cristobal De Las Casas, Campeche, Merida, Oaxaca, Palenque

Duration12 days

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The Grand East - May 2026

No booking fees

Best price guaranteed

The Grand East trip is your gateway to the heart and soul of Eastern North America, blending iconic cityscapes with scenic countrysides on a 20-day adventure. Young adults and families will love this route, which kicks off in the bustling streets of New York before winding through the charming landscapes of New England, the historic Amish countryside, and on to the vibrant cities of Canada—Québec, Montréal, and Toronto. Southward, immerse yourself in the musical energy of Nashville and New Orleans, then wrap up your journey with sun-soaked days in Florida. This tour stands out for its seamless combination of history, culture, and regional flair—a trip that lets you step back in time and savor modern delights, all in one grand package.

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.

Duration20 days

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Hi there

North America Tours in May 2026

Page 11 of 190 Trips in North America during May 2026 with 1,358 Reviews

Mexico City to Guatemala - May 2026

Chicago to Golden Gate - May 2026

Maya Encounter - May 2026

Maya Adventure - May 2026

The Great American Crossing - May 2026

Western USA Encompassed - May 2026

Yucatan Peninsula Adventure - May 2026

West Coast Discovery - May 2026

Picturesque Solo Mexico Tour - May 2026

The Grand East - May 2026

Page 11 of 190 Trips in North America during May 2026 with 1,358 Reviews

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Polar

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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Special interests and hobbies

Hi there

North America Tours in May 2026

Page 11 of 190 Trips in North America during May 2026 with 1,358 Reviews

Page 11 of 190 Trips in North America during May 2026 with 1,358 Reviews