10 Best North America Multiday Tours in May 2026

Contrasts of Mexico + Yucatan Peninsula Extension - May 2026

4.5

(11 reviews )

No booking fees

Best price guaranteed

Great tour. Ana was fantastic. The jungle lodges were excellent. Suggest improvements: Premium hotels need to be more central in the major cities. Location is more important than swimming pools. We missed out in Oaxaca especially. You must include a stop in Puebla, especially as we drive right past it. I visited separately and it’s a great stop off.

Active and outdoorExplorer

Tour Type

Small Group Tour

Accommodation

Hotel, Resort

Age Range

16-99 yrs

Operated in

english

Destinations

Merida, Mexico City, Palenque, F

Merida, Mexico City, Palenque, Flores, Tikal, San Ignacio, Caye Caulker, Bacalar, Valladolid, Uxmal, Oaxaca, Tehuantepec, San Cristobal De Las Casas, Zinacantán

Duration21 days

From

USD 8,980

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San Blas Authentic Guna Yala Experience 4D/3N - May 2026

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Best price guaranteed

Embark on an unforgettable adventure to the San Blas Islands, immersing yourself in the vibrant Guna Yala culture. Revel in pristine beaches, crystal-clear waters, and charming island stays. Highlights include traditional Guna crafts, snorkeling amid colorful reefs, and savoring fresh, local cuisine. Perfect for culture enthusiasts and nature lovers alike, this tour promises an authentic, off-the-beaten-path experience. Unwind in paradise and discover the untouched beauty of Panama's hidden gem. Book your ultimate island getaway now!

AdventureExplorer

Tour Type

Small Group Tour

Accommodation

Hostel

Age Range

18-99 yrs

Operated in

english

Destinations

Panama City, San Blas Islands

Duration4 days

From

USD 432

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Super Sales

Panama: Craters, Coasts & Highland Mountains - May 2026

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Best price guaranteed

Eighteen days of next-level beaches, wild landscapes, and full-on freedom — this is Panama like you’ve never seen it. Start in Costa Rica and cruise into the often-overlooked magic of Panama, where every stop hits different. Catch the surfy vibes in Puerto Viejo, snorkel your heart out in Bocas del Toro, and hike cloud forest trails in lush Boquete. Sleep inside a volcanic crater in the town of Valle de Antón, dance the night away in Panama City, and unplug completely with three off-the-grid nights on the jaw-dropping San Blas Islands. Between waterfalls, reefs, Indigenous culture, and epic new friendships, this trip brings the kind of stories you’ll be telling for years.

Explorer

Tour Type

Small Group Tour

Accommodation

Guest House, Hostel, Hotel, Hut

Age Range

18-39 yrs

Operated in

english

Destinations

Panama City, San Jose, Valle De

Panama City, San Jose, Valle De Antón, San Blas Islands, Puerto Viejo de Talamanca, Bocas Del Toro, Boquete

Duration18 days

From

USD 2,049

USD 1,988

Saving

USD 61

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Costa Rica to Panama: Surf, Treks & Starry Skies - May 2026

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Ready to bounce from beach to jungle to crater town? This 13-day trip kicks off in Costa Rica and cruises into the wild beauty of Panama, where laid-back vibes meet epic adventure. Chill out on the Caribbean coast in Puerto Viejo, snorkel through starfish-studded waters in Bocas del Toro, and hike cloud forest trails to hidden waterfalls in Boquete. You’ll get up close with local culture, learn how chocolate is made from the source, and hang out in Valle de Antón — an actual town inside a volcanic crater. Wrap it up with a night out in Panama City, and you’ve got a Central American escape that’s anything but basic.

Explorer

Tour Type

Small Group Tour

Accommodation

Guest House, Hostel, Hotel

Age Range

18-39 yrs

Operated in

english

Destinations

Panama City, San Jose, Valle De

Panama City, San Jose, Valle De Antón, Puerto Viejo de Talamanca, Bocas Del Toro, Boquete

Duration13 days

From

USD 1,199

USD 1,163

Saving

USD 36

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Panama: Sandy Beaches & San Blas Sunsets - May 2026

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Best price guaranteed

Looking to unplug and drop off the grid in total island style? This 6-day adventure takes you from the buzz of Panama City to the untouched paradise of the San Blas Islands — and trust us, it’s next-level. Start by soaking in the city’s mix of modern energy and historic charm, before setting sail for the Caribbean. Picture crystal-clear water, palm trees swaying over white sand, and zero Wi-Fi to distract you. The San Blas Islands are run by the Indigenous Guna people, giving you the chance to connect with local culture and traditions while living that beachside barefoot dream. No filters needed — this is as real as paradise gets.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel, Hut

Age Range

18-39 yrs

Operated in

english

Destinations

Panama City, San Blas Islands

Duration6 days

From

USD 899

USD 872

Saving

USD 27

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Super Sales

Eastern Canada by Rail - May 2026

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Best price guaranteed

Take a rail journey through Eastern Canada and uncover the cultural highlights, historic landmarks, French influence and scenic beauty of the region over 10 days. Start your adventure in Toronto, taking a daytrip to Niagara Falls and raising a glass of wine to your fellow travellers. Stay in the small town of Gananoque and take a boat ride around the Thousand Islands, then see Ottawa on an e-bike through the city and parklands. Explore Quebec City’s bohemian atmosphere, take a historic funicular ride and taste some local snacks before a daytrip to Ile d’Orleans – home to the gorgeous national park. Get your fill of poutine, then end your adventure in Montreal.

ExplorerTrain tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Toronto, Montreal, Gananoque, Ot

Toronto, Montreal, Gananoque, Ottawa, Quebec City

Duration10 days

From

USD 4,540

USD 4,404

Saving

USD 136

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Super Sales

Mexico City to Guatemala - May 2026

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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

From

USD 4,600

USD 4,462

Saving

USD 138

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Maya Adventure - May 2026

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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

From

USD 2,980

USD 2,891

Saving

USD 89

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Maya Encounter - May 2026

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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

From

USD 1,950

USD 1,892

Saving

USD 59

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15% OFF TODAY

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Charms of Southeast USA - May 2026

4.7

(13 reviews )

No booking fees

Best price guaranteed

This was my first time choosing Trafalgar. I chose it because this tour included more than the other companies. It included Tybee Island, St. Simmon's Island and Jekyll Island which the other tour companies did not have.

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Charleston, Savannah, Jekyll Island

15% OFF TODAY

Duration7 days

From

USD 3,108

USD 2,653

Saving

USD 455

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Best Of The Pacific Northwest - May 2026

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Best of the Pacific Northwest - May 2026

3.9

(12 reviews )

No booking fees

Best price guaranteed

It was great, condensed, we saw a lot more than what we expected on the itinerary. I wish you have options for family bedrooms size, We were a family of 4 , the parents with 2 children. Had to be separated in different rooms most of the trip.

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

San Francisco, Seattle, Portland

San Francisco, Seattle, Portland, OR, North Bend, OR, Eureka

15% OFF TODAY

Duration8 days

From

USD 3,375

USD 2,881

Saving

USD 494

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Super Sales

Heart of Guatemala - May 2026

No booking fees

Best price guaranteed

From gorgeous Antigua, take a trip to the Guatemalan Highlands, away from the tourist crowds of Central America and experience authentic modern Mayan culture. With a mix of colonial influences, Catholicism and traditional Mayan practices, this place is a feast for the senses. Experience small, regional markets then hit the likes of Almolonga – famed for its giant vegetables – and Chichicastenango – the country's most popular and colourful market full of homemade wares and medicinal plants. Depart the highlands and head for Lake Atitlan, surrounded by mountainous volcanoes. Take a scenic boat road to the shamans that guard the shrine of Maximon and share in some spirits while they tell you stories of local life and why this culture holds the chain-smoking deity in such high regard.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Antigua, Quetzaltenango, Panajachel

Duration7 days

From

USD 1,120

USD 1,086

Saving

USD 34

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Classic Canadian Rockies - May 2026

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Best price guaranteed

Though they formed some 75 million years ago, there’s no time like the present to pay the Canadian Rockies a visit. Over the course of this seven-day adventure, you’ll travel up and down the Icefields Parkway and see all the natural highlights the Rockies have to offer: impossibly blue lakes, rushing glacial waterfalls and maybe even a classically Canadian critter or two. Breathe in views of Lake Louise, Moraine Lake and Peyto Lake, cruise along Maligne Lake for a view of enchanting Spirit Island, walk along Athabasca Glacier, and get a birds-eye view of Banff from the top of Sulphur Mountain. If those peaks weren’t enough, there’s also the chance to pique your curiosity during a guided Indigenous Medicine walk of Banff National Park. Why wait to see it any longer?

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Calgary, Lake Louise, Jasper Nat

Calgary, Lake Louise, Jasper National Park, Banff, Banff National Park

Duration7 days

From

USD 4,395

USD 4,263

Saving

USD 132

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Super Sales

Best of the Canadian Maritimes - May 2026

No booking fees

Best price guaranteed

Experience the charms of Nova Scotia, New Brunswick and Prince Edward Island on a 12-day exploration of Canada’s Maritime provinces. Discover the rocky shores of Peggy’s Cove and the Skyline Trail of Cape Breton. Explore the UNESCO World Heritage site of Lunenburg, shop for locally made Mi’kmaq arts and crafts, get to know historic Charlottetown, take a walk to Hopewell Rocks with a local naturalist guide and visit the home of Anne of Green Gables. Enjoy dinner on board a working lobster boat and meet with a Mi’kmaq guide on Lennox Island. You’ll soon see why this corner of Canada is so beloved by all who visit.

ExplorerBeach

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Halifax, Saint John, Baddeck, Ch

Halifax, Saint John, Baddeck, Charlottetown, Summerside, Moncton

Duration12 days

From

USD 5,155

USD 5,000

Saving

USD 155

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All North America Tours in May 2026

Page 5 of 122 Trips in North America during May 2026 with 500 Reviews

Contrasts of Mexico + Yucatan Peninsula Extension - May 2026

San Blas Authentic Guna Yala Experience 4D/3N - May 2026

Panama: Craters, Coasts & Highland Mountains - May 2026

Costa Rica to Panama: Surf, Treks & Starry Skies - May 2026

Panama: Sandy Beaches & San Blas Sunsets - May 2026

Eastern Canada by Rail - May 2026

Mexico City to Guatemala - May 2026

Maya Adventure - May 2026

Maya Encounter - May 2026

Charms of Southeast USA - May 2026

Best of the Pacific Northwest - May 2026

Heart of Guatemala - May 2026

Classic Canadian Rockies - May 2026

Best of the Canadian Maritimes - May 2026

Page 5 of 122 Trips in North America during May 2026 with 500 Reviews

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All North America Tours in May 2026

Page 5 of 122 Trips in North America during May 2026 with 500 Reviews

Page 5 of 122 Trips in North America during May 2026 with 500 Reviews