10 Best North America Multiday Tours in May 2026

Page 5 of 161 Trips in North America during May 2026 with 483 Reviews

Showing 1 - 10 of 161 results

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Rhythms of the South - May 2026

3.8

(14 reviews )

No booking fees

Best price guaranteed

I was pleased to get a chance to visit Nashville, Memphis and New Orleans. I was able to do all the highlights in each city and get an overall view of the downtown. It is a great way to do everything is a short amount of time.

AdventureExplorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

5-99 yrs

Operated in

english

Destinations

New Orleans, Nashville, Memphis

New Orleans, Nashville, Memphis, Natchez

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Duration11 days

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Cyber Monday Super Sales

Western USA National Parks Explorer - May 2026

3.7

(3 reviews )

No booking fees

Best price guaranteed

An amazing trip, every day brought a new ‘wow’ moment, with the different landscape and scale of each national park. We loved the hikes, and that there were options for all levels too. Walking down into the Grand Canyon was amazing, seeing the hoodoos at Bryce, the rock formation of antelope canyon, exploring Zion and Yosemite, Monument Valley, Arches, Forest Gump Hill and then the sensory overload of Vegas! A full on trip, but absolutely worth it.

Active and outdoor

Tour Type

Small Group Tour

Accommodation

Hotel, Lodge

Age Range

16-99 yrs

Operated in

english

Destinations

San Francisco, Las Vegas, Monume

San Francisco, Las Vegas, Monument Valley, Grand Canyon, Yosemite National Park, Bakersfield, Zion National Park, Bryce Canyon

Duration14 days

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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

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Duration8 days

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Cyber Monday Super Sales

Alaska's Inside Passage Cruise featuring a 7-night Holland America Cruise - May 2026

4.6

(7 reviews )

No booking fees

Best price guaranteed

I have already recommended the tour.

Explorer

Tour Type

Group Tour

Accommodation

Ship Cabin, Resort

Age Range

1-99 yrs

Operated in

english

Destinations

Vancouver, Inside Passage, Junea

Vancouver, Inside Passage, Juneau, Skagway, Glacier Bay, Ketchikan

Duration9 days

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Cyber Monday Super Sales

Charms of Quebec - May 2026

(3 reviews )

No booking fees

Best price guaranteed

Whale watching

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

1-99 yrs

Operated in

english

Destinations

Montreal, La Malbaie, Quebec City

Duration8 days

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Cyber Monday Super Sales

Washington DC, Philadelphia & Amish Country 2D/1N (from New York) - May 2026

(1 review )

No booking fees

Best price guaranteed

Discover the rich history and unique cultures with this immersive East Coast journey, exploring iconic landmarks in Washington DC and Philadelphia, then venture into tranquil Amish Country. Experience must-see attractions like the Liberty Bell, National Mall, and Amish farmlands, gaining insights into American heritage and simple living. Enjoy guided tours, scenic landscapes, and vibrant cityscapes, perfect for history buffs and culture enthusiasts seeking a diverse and memorable adventure from New York City. Book this exceptional travel experience today!

Cultural, religious and historic sites

Tour Type

Small Group Tour

Age Range

18-99 yrs

Operated in

english

Destinations

New York, Washington D.C.

Duration2 days

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Cyber Monday Super Sales

Central America Adventure - May 2026

(1 review )

No booking fees

Best price guaranteed

Honestly one of the best trips I’ve ever been on! Our host Eve was amazing — super friendly, so organised, and just had the best energy. She made everyone feel so comfortable and kept the vibes high the whole time. We also had Alejandro as a trainee tour guide who was so passionate and knowledgeable. The itinerary was packed with awesome activities that definitely pushed me out of my comfort zone (in a good way!). And the group I did it with was incredible — such a fun bunch of people, and I’ve actually made some new friends from it! Would 100% recommend this tour to anyone thinking about it

Explorer

Tour Type

Group Tour

Accommodation

Home-stay

Age Range

18-40 yrs

Operated in

english

Destinations

Antigua, Playa Del Carmen, Caye

Antigua, Playa Del Carmen, Caye Caulker, San Ignacio, Flores, Panajachel

Duration12 days

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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

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Cyber Monday Super Sales

Central America Youth Expedition - 40 days - May 2026

No booking fees

Best price guaranteed

GROUP TOUR (FOR AGES 18-39): Explore Mexico, Guatemala, Belize, and Costa Rica on this 40-day tour, starting in Mexico City with its Aztec heritage, and moving through Oaxaca's markets and mezcal distilleries. Journey through Sumidero Canyon and San Cristobal de las Casas, then visit Isla Holbox's beaches and Mayan sites like Chichen Itza and Tulum. Continue to Bacalar's lagoon, Belize's reefs, and Caye Caulker for snorkelling, before experiencing Mayan cooking in Guatemala and exploring Tikal and the Candelaria Caves. Embark on a 4x4 adventure into the highlands, followed by a hike and swim in blue pools, with a traditional Mayan lunch. Visit Chichicastenango and Panajachel by Lake Atitlán, then take a boat to San Marcos and San Juan La Laguna. Hike Mayan Face Mountain at sunrise, then trek Acatenango volcano before heading to Costa Rica. Explore San Jose, La Fortuna, Arenal Volcano, Rio Celeste, and Rincon de la Vieja, before visiting Liberia, a pottery village, and Samara’s beaches. Conclude with a visit to Esterillos, Manuel Antonio National Park, the Crocodile Bridge, and San Jose.

Explorer

Tour Type

Group Tour

Accommodation

Camping, Home-stay, Hotel

Age Range

18-39 yrs

Operated in

english

Destinations

Mexico City, San Jose, Isla Holb

Mexico City, San Jose, Isla Holbox, Playa Del Carmen, Chichen Itza, Bacalar, Caye Caulker, Flores, Coban, Panajachel, San Juan La Laguna, Antigua, Acatenango, La Fortuna, Oaxaca, Rincon de la Vieja Volcano National Park, Playa Samara, Esterillos, Tehuantepec, San Cristobal De Las Casas, Cancún

Duration40 days

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Cyber Monday Super Sales

Mexico to Costa Rica Youth Adventure - 30 days - May 2026

No booking fees

Best price guaranteed

GROUP TOUR (FOR AGES 18 to 39): Journey from Playa del Carmen on Mexico's Yucatan Peninsula to San Jose in Costa Rica on this 30-day tour that also takes in Belize and Guatemala. Take in some of Central America's best ancient treasures, including Chichen Itza, Tulum and Tikal. Hike up the Arenal and Acatenango volcanoes, spot wildlife in national parks like Manuel Antonio, Rio Celeste and Rincon de la Vieja. Cruise Lake Atitlan, meet local families across the region, and enjoy guided sightseeing in cities like San Jose, Antigua. With plenty of time for relaxation and swimming on the beaches of Playa del Carmen, Caye Caulker, Samara and more!

Explorer

Tour Type

Group Tour

Accommodation

Home-stay, Hotel

Age Range

18-39 yrs

Operated in

english

Destinations

San Jose, Playa Del Carmen, Coba

San Jose, Playa Del Carmen, Coban, Panajachel, San Juan La Laguna, Antigua, La Fortuna, Rincon de la Vieja Volcano National Park, Playa Samara, Esterillos, Bacalar, Caye Caulker, Flores

Duration30 days

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Hi there

North America Tours in May 2026

Page 5 of 161 Trips in North America during May 2026 with 483 Reviews

Rhythms of the South - May 2026

Western USA National Parks Explorer - May 2026

Best of the Pacific Northwest - May 2026

Alaska's Inside Passage Cruise featuring a 7-night Holland America Cruise - May 2026

Charms of Quebec - May 2026

Washington DC, Philadelphia & Amish Country 2D/1N (from New York) - May 2026

Central America Adventure - May 2026

Eastern Explorer - May 2026

Central America Youth Expedition - 40 days - May 2026

Mexico to Costa Rica Youth Adventure - 30 days - May 2026

Page 5 of 161 Trips in North America during May 2026 with 483 Reviews

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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 5 of 161 Trips in North America during May 2026 with 483 Reviews

Page 5 of 161 Trips in North America during May 2026 with 483 Reviews