10 Best North America Multiday Tours in May 2026

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

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Best price guaranteed

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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Canadian Rockies featuring Rocky Mountaineer Westbound - May 2026

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Best price guaranteed

From scenic mountains and valleys to the stunning Lake Louise, explore the best of Western Canada via the famous Rocky Mountaineer train. See beautiful Stanley Park and the famed Granville Island Public Market. Travel among the fields of Fraser Valley and the picturesque Fraser River. Admire the postcard-worthy landscapes as you journey alongside Kicking Horse River. Journey along the unforgettable Icefields Parkway and stop at Athabasca Glacier. Admire stunning Bow Falls in Banff. Set off on a mesmerizing voyage from Vancouver, British Columbia to Calgary, Alberta.

Natural landmarks sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

1-99 yrs

Operated in

english

Destinations

Vancouver, Calgary

Duration8 days

From

USD 6,599

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Colorado Rockies - May 2026

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Best price guaranteed

Experience the majesty of the Colorado Rockies, three national parks and two historic trains that celebrate the can-do spirit of the Old West. Marvel at the steep, dramatic majesty of Black Canyon of the Gunnison National Park. Journey aboard the Pike’s Peak Cog Railway, the world’s highest cog railroad, for an 8.9-mile trip to the top of Pike’s Peak. Climb aboard an 1881 steam train for a journey through the San Juan Mountains. Drive through the ancient culture of the Ancestral Puebloans at Mesa Verde National Park (UNESCO). Enjoy an authentic farm-to-table dinner on a 450-acre, family-owned ranch. From towering peaks to deep canyons and Old West towns to dynamic cities, a region of contrasting beauty and charm awaits.

Natural landmarks sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

1-99 yrs

Operated in

english

Destinations

Denver, Colorado, Grand Junction

Denver, Colorado, Grand Junction, Durango, Colorado Springs

Duration9 days

From

USD 3,349

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Mackinac Island - May 2026

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Best price guaranteed

This classic Midwestern tour features Illinois and Michigan. Savor two incredible nights amid the luxury of the Grand Hotel on Mackinac Island. Enjoy a horse and buggy tour of Mackinac Island. Explore the wonderful city of Chicago with a local guide. Visit the Bavarian-influenced town of Frankenmuth. In Dearborn, experience the inspirational Henry Ford Museum and view historic homes at Greenfield Village including the famous American workshops of Thomas Edison, Henry Ford and Robert Frost.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

1-99 yrs

Operated in

english

Destinations

Chicago, Southfield, Grand Rapid

Chicago, Southfield, Grand Rapids, MI, Mackinac Island, MI, Bay City, MI

Duration9 days

From

USD 3,749

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Canyon Country featuring Arizona & Utah - May 2026

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Best price guaranteed

Experience America’s canyons and venture through a world of colorful vistas and the neon-lit spectacle of Las Vegas. Take time to shop in Sedona's marketplace and travel through Kaibab National Forest. Relax in the stillness and natural beauty of nature at the Lake Powell Resort for two nights. Enjoy a rafting adventure, floating down the Colorado River with stops at some of its most awe-inspiring sights, including Horseshoe Bend. Climb aboard Zion’s open-air tram and wind your way alongside the Virgin River. Enjoy a night on the lively Las Vegas strip. From the legendary Grand Canyon to the vibrant valleys of Zion, take in America’s most beautiful landscapes.

Natural landmarks sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

1-99 yrs

Operated in

english

Destinations

Las Vegas, Scottsdale, Grand Can

Las Vegas, Scottsdale, Grand Canyon, Lake Powell, Utah, Zion National Park

Duration8 days

From

USD 2,949

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

No booking fees

Best price guaranteed

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

No booking fees

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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Best price guaranteed

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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Best price guaranteed

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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Super Sales

Mexico, Belize and Guatemala Experience - May 2026

(1 review )

No booking fees

Best price guaranteed

The trip was amazing! Great itinerary with a nice mix of relax, party and travel between destinations.

Active and outdoor

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-35 yrs

Operated in

english

Destinations

Mexico City, Antigua, Tikal, Mer

Mexico City, Antigua, Tikal, Merida, Cancún, Playa Del Carmen, Caye Caulker

Duration11 days

From

USD 2,953

USD 2,864

Saving

USD 89

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Super Sales

Ultimate Central America - May 2026

2.3

(3 reviews )

No booking fees

Best price guaranteed

This sizzling circuit of Central America takes you to some stunning hotspots in Mexico, Belize & Guatemala. There'll be plenty of surfing, snorkelling and sipping something sweet under the shade of a palm tree - but this trip isn't just about the beaches. You'll get stuck into Central America's rich culture as you taste tequila at a distillery, explore the ruins of ancient civilisations and eat food that will guac your world.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

18-35 yrs

Operated in

english

Destinations

Antigua, Puerto Vallarta, Merida

Antigua, Puerto Vallarta, Merida, Cancún, Playa Del Carmen, Caye Caulker, Tikal, Guadalajara, Guanajuato, Mexico City, Oaxaca

Duration18 days

From

USD 4,736

USD 4,594

Saving

USD 142

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

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Best price guaranteed

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

No booking fees

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

No booking fees

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 29 of 408 Trips in North America during May 2026 with 1,794 Reviews

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

Canadian Rockies featuring Rocky Mountaineer Westbound - May 2026

Colorado Rockies - May 2026

Mackinac Island - May 2026

Canyon Country featuring Arizona & Utah - 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

Mexico, Belize and Guatemala Experience - May 2026

Ultimate Central America - 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

Page 29 of 408 Trips in North America during May 2026 with 1,794 Reviews

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All North America Tours in May 2026

Page 29 of 408 Trips in North America during May 2026 with 1,794 Reviews

Page 29 of 408 Trips in North America during May 2026 with 1,794 Reviews