10 Best North America Multiday Tours in May 2026

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Chicago to Golden Gate - May 2026

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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

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Duration14 days

From

USD 5,876

USD 3,526

Saving

USD 2,350

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The Great American Crossing - May 2026

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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

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Duration20 days

From

USD 7,133

USD 4,280

Saving

USD 2,853

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Panama City Express 5D/4N - May 2026

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Experience the vibrant culture and stunning sights of Panama City in this unforgettable adventure. Discover the historic charm of Casco Viejo, marvel at the engineering wonder of the Panama Canal, and explore the lush biodiversity of the Rainforest Discovery Center. This immersive journey offers a perfect blend of modern city life and natural beauty, providing travelers with unique experiences and unforgettable memories. Join us for a diverse and exciting exploration of one of Central America's most captivating destinations.

AdventureWildlifeBicycle tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Panama City

Duration5 days

From

USD 1,162

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Spectacular National Parks Of Eastern Usa - May 2026

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Spectacular National Parks of Eastern USA - May 2026

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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

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Duration10 days

From

USD 5,625

USD 4,491

Saving

USD 1,134

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9% OFF TODAY

A Taste of Mexico - Markets and Mayan Sites - May 2026

(3 reviews )

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Best price guaranteed

I’m not a big ‘foodie’ but my partner is, so I was expecting to just tag along for the ride. However, I absolutely loved this trip. It had the perfect mix of relaxation, food tasting, adventure, independent exploration and educational visits. We visited a few weeks before Día de Muertos and each place was busy putting up decorations and preparing for the celebration. I’m glad we got to see these. As a wildlife lover, the speed boat trip through the Sumidero Canyon was a highlight for me. And we were pleased we opted to go on the Mount Alban trip as we had the whole site to ourselves for a while! Luis our guide, was friendly, funny and very knowledgeable. He went out of his way to make the trip memorable for each person and we were very well looked after. There were a couple of long drives, but our minibus had reclining seats, USB charging ports on seat backs and we stopped frequently for comfort breaks. The scenery along the way was incredible and the journeys flew by!

Food tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

16-99 yrs

Operated in

english

Destinations

Merida, Mexico City, Palenque, C

Merida, Mexico City, Palenque, Campeche, Chichen Itza, Puebla, Oaxaca, Chiapa De Corzo, San Cristobal De Las Casas

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Duration14 days

From

USD 3,930

USD 3,570

Saving

USD 360

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Salta to La Paz Salt Flats Adventure 10D/9N - May 2026

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Embark on an unforgettable adventure from the vibrant culture of Salta to the mesmerizing Uyuni Salt Flats in Bolivia. This 10-day experience offers unique encounters with breathtaking Andean landscapes, ancient ruins, and indigenous villages. Highlights include traversing the awe-inspiring altiplano, marveling at surreal salt deserts, and exploring colorful lagoons teeming with flamingos. Perfect for thrill-seekers and culture enthusiasts, this tour promises an extraordinary blend of nature, history, and adventure for an unmatched South American escape.

AdventureWalking tours

Tour Type

Small Group Tour

Accommodation

Hotel, Lodge

Age Range

18-99 yrs

Operated in

english

Destinations

La Paz, Salta, La Paz, San Pedro

La Paz, Salta, La Paz, San Pedro De Atacama, Uyuni

Duration10 days

From

USD 3,440

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Roaming Coastal Maine featuring Portland, Acadia & Penobscot Bay - May 2026

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This is Maine, where rocky shores, infinite nature, and endless lobster forge a coastal New England classic. Dig in to local delicacies with an oyster shucking demonstration and tasting. Immerse yourself in dramatic nature at Acadia National Park. See how lobster traps are retrieved from the ocean. Admire the picturesque Portland Head Light, Maine’s oldest lighthouse. Enjoy free time in the vibrant city of Portland. Towering mountains, delectable cuisine, and bustling harbors await you in this maritime treasure.

Beach

Tour Type

Group Tour

Accommodation

Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Portland, OR, Portland, ME, Bar Harbor, Camden, Freeport

Duration7 days

From

USD 3,449

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Teotihuacan Private Day Trip with Homemade Meal and Local Artisans - May 2026

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This is a private tour to Teotihuacan beyond the tourist trail. Step off the beaten path to explore Teotihuacan’s pyramids, sample cactus candy, taste pre-Hispanic drinks, and share a home-cooked meal with locals.

Cultural, religious and historic sites

Tour Type

Small Group Tour

Age Range

18-99 yrs

Operated in

english

Destinations

Mexico City

Duration10 hours

From

USD 53

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Uyuni Salt Flats & Desert Adventure 4D/3N (Atacama to La Paz) - May 2026

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Best price guaranteed

Embark on an unforgettable Uyuni Salt Flats and Desert Adventure, journeying from Atacama to La Paz. Explore surreal landscapes of Salar de Uyuni, vibrant lagoons, and the enigmatic Dali Desert. Encounter diverse wildlife, and marvel at the stunning contrasts of the world's largest salt flat. Perfect for thrill-seekers and nature lovers, this tour includes guided excursions, comfortable 4x4 rides, and cultural experiences with local communities. Capture breathtaking photos and create lasting memories on this extraordinary adventure.

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

La Paz, Atacama Desert, La Paz

La Paz, Atacama Desert, La Paz, Uyuni Salt Flat, Uyuni, San Pedro De Atacama

Duration4 days

From

USD 401

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San Blas Chichime Islands Experience 3D/2N - May 2026

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Embark on an unforgettable island adventure with pristine beaches, crystal-clear waters, and vibrant indigenous culture. Discover the natural beauty of the San Blas Chichime Islands, where you can snorkel among colorful coral reefs, savor fresh seafood, and immerse yourself in the laid-back Kuna lifestyle. Perfect for nature lovers and culture enthusiasts, this tropical getaway promises breathtaking sunsets, starry nights, and endless relaxation. Book your San Blas Island escape today for an authentic Caribbean experience.

Natural landmarks sightseeing

Tour Type

Small Group Tour

Accommodation

Lodge

Age Range

18-99 yrs

Operated in

english

Destinations

Panama City, San Blas Islands

Duration3 days

From

USD 458

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Wonders of Central America - 22 days - May 2026

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Discover the natural and cultural highlights of six Central American countries on this three-week tour which travels from Panama to Guatemala. Visit wildlife-rich national parks and remote islands, uncover ancient secrets in Mayan ruins and roam around colonial cities.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Panama City, Antigua, Granada, L

Panama City, Antigua, Granada, Leon, Boquete, Cahuita National Park, Monteverde, Ometepe Island

Duration22 days

From

USD 5,975

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San Francisco's Muir Woods & Wine Tours - May 2026

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Muir Woods in the morning The tour departs from Fisherman's Wharf with a knowledgeable guide on board the bus. Relax in comfortable seats and enjoy the scenic views while your tour guide shares fun and informative facts along the way. Cross the iconic Golden Gate Bridge and enjoy the breathtaking views of the San Francisco Bay and Alcatraz Island. The tour continues along the Pacific Coast Highway, heading further to Muir Woods National Monument. Muir Woods is home to Coast Redwoods, some of the world's tallest trees. With maps in hand, take a walk through the spectacular woods and indulge in all its natural beauty. Set aside in 1908 as a federally protected area, Muir Woods National Monument is the only surviving stand of Old Growth Forest in the Bay Area today. Explore the area by strolling around the paved walking trails to get a close look at the magnificent giants, or take a light hike up the unpaved trails to truly connect with the nature. California Wine Country in the afternoon From Muir Woods we head further north for a relaxing afternoon in California’s renowned Wine Country. Enjoy the drive through the beautiful scenery with magnificent vineyards along the road while your tour guide provides informative insights and leads you to the first superb location in famous Napa Valley. Visit one of the highly regarded wineries and enjoy a delicious wine tasting. Learn about the winemaking process and hear what makes each winery special while you sip some of the best wine in California and stroll through the vineyards. After your first exquisite wine tasting experience, we continue to Sonoma Valley and Historic Downtown Sonoma Square with its charming shops, art galleries and a wonderful variety of dining options. Enjoy your time at leisure and relax on a lawn during a picnic, have lunch at one of the cozy cafes and restaurants, or sample cheese and wine at one of the local shops before heading on to the next winery. Enjoy two more wine tastings at boutique wineries in Sonoma County where you can get to know the winemakers and learn about the special features of the wines they are offering. Towards the end of the day, enjoy the scenic drive back to San Francisco, crossing the Golden Gate Bridge once again with breathtaking views of San Francisco’s skyline as the sun starts to set into the Pacific Ocean. A perfect end to a perfect day!

Sightseeing Tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

3-79 yrs

Operated in

english

Destinations

San Francisco

Duration11 hours

From

USD 170

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San Francisco Full Day Wine Tour - May 2026

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Best price guaranteed

Your tour starts at Fisherman’s Wharf in San Francisco, heading north for the first highlight of the tour – the iconic Golden Gate Bridge. Take in the breathtaking views of the San Francisco skyline and Alcatraz Island while riding across the 1.7-mile span of the bridge. The tour continues through the picturesque Marin County, heading further into California’s world-famous wine region of Sonoma and Napa Valley. Unwind and soak up the stunning scenery while we drive through beautiful vineyards, the most prized wine region of Northern California. Explore three different wineries, each with their very own charm, from small family-run wineries to large estates. The passionate and welcoming staff are eager to share their enthusiasm and knowledge of wine with you, and during an exclusive estate tour you can learn about the traditional and modern wine-making techniques and processes. At lunch time we make a stop in Yountville or Historic Downtown Sonoma Square with its charming shops, art galleries and a wonderful variety of dining options. Enjoy your time at leisure and relax on a lawn during a picnic, or sample some cheese and wine at one of the local shops before heading on to the next winery. Enjoy some of the best wine in the world at the various wineries in Sonoma and Napa Valley, with each tasting offering a unique experience that you can only find in Northern California. You will have enough time to explore each winery on your own before or after the tastings, and your tour guide will lead you from winery to winery while providing fun and helpful insights on the way. After a full day of indulging into the California wine country, simply sit back, relax, and enjoy the scenic ride across the Golden Gate Bridge once more as the sun slowly starts to set into the Pacific Ocean.

Wine tasting tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

3-79 yrs

Operated in

english

Destinations

San Francisco

Duration8 hours

From

USD 145

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San Francisco Half Day Wine Tour - May 2026

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Best price guaranteed

The Half Day Wine Country Tour is a pleasure for anyone who enjoys a good glass of wine or for those who just want to experience the beautiful scenery of California’s famous wine region. Your tour departs from Fisherman's Wharf at midday and we head north, crossing San Francisco’s most iconic landmark - the Golden Gate Bridge. Take in the breathtaking views of the San Francisco skyline and Alcatraz Island while riding across the 1.7-mile span of the bridge. The tour continues through the charming seaside town of Sausalito, and then passing through Marin County into the world famous Carneros Wine Region and beautiful Sonoma Valley. Enjoy the drive through the beautiful scenery with magnificent vineyards along the road and visit two highly regarded Sonoma wineries for delicious wine tastings and an exclusive estate tour. A wine expert will introduce the fermentation process, barrel aging, and bottling, and you will be able to taste some of the best wines yourself. Towards the end of the day, enjoy the scenic drive back to San Francisco, crossing the Golden Gate Bridge once more as the sun slowly starts to set into the Pacific Ocean! This fun and informative Wine Country tour not only offers a taste of superb wineries in the region, but it also offers a chance to enjoy the splendor of the beautiful vineyards and picturesque Sonoma Valley as your guide escorts you from winery to winery.

Wine tasting tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

3-79 yrs

Operated in

english

Destinations

San Francisco

Duration5 hours

From

USD 100

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All North America Tours in May 2026

Page 24 of 410 Trips in North America during May 2026 with 1,802 Reviews

Page 24 of 410 Trips in North America during May 2026 with 1,802 Reviews

Chicago to Golden Gate - May 2026

The Great American Crossing - May 2026

Panama City Express 5D/4N - May 2026

Spectacular National Parks of Eastern USA - May 2026

A Taste of Mexico - Markets and Mayan Sites - May 2026

Salta to La Paz Salt Flats Adventure 10D/9N - May 2026

Roaming Coastal Maine featuring Portland, Acadia & Penobscot Bay - May 2026

Teotihuacan Private Day Trip with Homemade Meal and Local Artisans - May 2026

Uyuni Salt Flats & Desert Adventure 4D/3N (Atacama to La Paz) - May 2026

San Blas Chichime Islands Experience 3D/2N - May 2026

Wonders of Central America - 22 days - May 2026

San Francisco's Muir Woods & Wine Tours - May 2026

San Francisco Full Day Wine Tour - May 2026

San Francisco Half Day Wine Tour - May 2026

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All North America Tours in May 2026

Page 24 of 410 Trips in North America during May 2026 with 1,802 Reviews

Page 24 of 410 Trips in North America during May 2026 with 1,802 Reviews