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.

Page 16 of 558 Trips in North America during May 2026 with 3,397 Reviews

Showing 1 - 10 of 558 results

Cyber Monday Super Sales

From Montreal to Washington - May 2026

4.5

(2 reviews )

No booking fees

Best price guaranteed

Trace a route through North America’s most captivating cities with the 12-day 'From Montreal to Washington' city sightseeing tour. Ideal for seniors seeking a relaxed yet comprehensive experience, this guided journey covers Montreal, Toronto, Washington D.C., and additional classic destinations. All hotels, meals, and transport are provided, so you can immerse yourself in each city’s unique character. The tour’s special appeal lies in its cross-border itinerary, offering a window into both Canadian and American cultures in one well-organized package.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Washington D.C., Montreal, Quebe

Washington D.C., Montreal, Quebec City, Ottawa, Toronto, Niagara Falls, New York

Duration12 days

View Tour

Hiking In The Canadian Rockies - May 2026

8% OFF TODAY

Cyber Monday Super Sales

Hiking in the Canadian Rockies - May 2026

(1 review )

No booking fees

Best price guaranteed

It doesn’t get more iconic than the Canadian Rockies – snow-capped peaks, glittering lakes and a tranquil escape from the modern world. Give your legs and cameras a workout as you hike through this magnificent scenery. Discover the spectacle of Jasper National Park, explore the rugged beauty of Banff and the showstopping landscapes of Yoho National Park. Search for wildlife at Maligne Lake, wander the famed landscapes of Lake Louise and travel along the iconic Icefields Parkway. Throw in an expert local leader and a group of like-minded travellers, and you’re on track for an unforgettable adventure.

Trekking and Hiking

Tour Type

Small Group Tour

Accommodation

Hotel, Camping

Age Range

15-99 yrs

Operated in

english

Destinations

Calgary, Icefields Parkway, Jasp

Calgary, Icefields Parkway, Jasper National Park, Yoho National Park, Banff National Park

8% OFF TODAY

Duration8 days

View Tour

13% OFF TODAY

Cyber Monday Super Sales

Panoramic Canadian Rockies - May 2026

(1 review )

No booking fees

Best price guaranteed

Very well organised. Hotels generally very good. Only criticism was time at Butchart Gardens was too short to do it justice.

AdventureNational parks

Tour Type

Group Tour

Accommodation

Hotel, Lodge

Age Range

5-99 yrs

Operated in

english

Destinations

Vancouver, Victoria, Whistler, S

Vancouver, Victoria, Whistler, Sun Peaks, Jasper, Jasper National Park, Banff National Park, Vernon

13% OFF TODAY

Duration12 days

View Tour

Best Of The Pacific Northwest - May 2026

15% OFF TODAY

Cyber Monday Super Sales

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

View Tour

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

View Tour

Cyber Monday Super Sales

Mexico City, Oaxaca City & Merida City (delight Mexican Cuisine) - May 2026

(1 review )

Trip customizable

Best price guaranteed

Enjoy Mexican cuisine and the cultural wonders offered by this 12-day seat-in-coach tour. Get in touch with the abundant natural environment and culture of Oaxaca: natural beauties such as the Tule tree, the archaeological site of Monte Alban and the production of handmade textiles in Teotitlán. In Merida cooking class, you will discover amazing traditional dishes. In addition, you can taste delicious local fruits. You will also learn about the customs and traditions of Yucatan, visit Chichen Itza and bathe in a Cenote.

Art and architectureFood tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

spanish, english

Destinations

Mexico City, Merida, Cancún, Oaxaca

Duration12 days

View Tour

Cyber Monday Super Sales

New York to Miami - May 2026

(1 review )

Trip customizable

Best price guaranteed

Discover some of the best locations America has to offer from the metropolis of New York City to the sunshine of Miami. On the way, visit Philadelphia, the Great Smoky Mountains, Nashville, and Orlando, with a variety of incredible sights and attractions along the way. See the seats of power of the US Government in Washington, D.C. Get a hands-on taste of the Southern charm of the American south from the vibrant atmosphere in New Orleans’ French Quarter, visiting Graceland in Memphis and dipping your toes in the crystal clear and warm waters of the Gulf of Mexico and much more

City sightseeingChill out

Tour Type

Group Tour

Accommodation

Hotel

Age Range

13-99 yrs

Operated in

english

Destinations

New York, California, Florida, P

New York, California, Florida, Pensacola, Orlando, Miami, Washington D.C., Roanoke, Gatlinburg, Nashville, Memphis, New Orleans

Duration14 days

View Tour

Cyber Monday Super Sales

Best of Western Cuba + Beach Extension - May 2026

4.3

(6 reviews )

No booking fees

Best price guaranteed

The Explore tour was very good and our experience was heightened by the knowledge and helpfulness of our tour guide, Joan Alvarez. The only difficult experience was our stay at a Casa Particolares which was not really set up properly for guests.

Active and outdoor

Tour Type

Small Group Tour

Accommodation

Guest House, Hotel

Age Range

16-99 yrs

Operated in

english

Destinations

Havana, Playa Jibacoa, Trinidad

Havana, Playa Jibacoa, Trinidad, Cayo Blanco

Duration10 days

View Tour

Cyber Monday Super Sales

Guatemala Encompassed - May 2026

(1 review )

No booking fees

Best price guaranteed

This trip is so well organised. I did not have to worry about anything. This was a big plus for me as a solo traveller. Guides were on time and very knowledgeable.

Adventure

Tour Type

Small Group Tour

Accommodation

Hotel, Lodge

Age Range

18-99 yrs

Operated in

english

Destinations

Guatemala City, Chichicastenango

Guatemala City, Chichicastenango, Quetzaltenango, Panajachel, Antigua, Flores

Duration11 days

View Tour

The Big Apple, Niagara And Washington D.c. - May 2026

13% OFF TODAY

Cyber Monday Super Sales

The Big Apple, Niagara and Washington D.C. - May 2026

(1 review )

No booking fees

Best price guaranteed

Kicking off in the history rich Washington, D.C. and ending in the city that never sleeps, New York, this 8-day trip is the ideal blend of unique cultures, natural phenomenons and blockbuster icons. See the White House, Empire State Building and high flying Wall Street, learn about the Amish way of life in Pennsylvania, and feel the full force of mighty Niagara Falls. If variety is what you’re looking for, this trip is the one for you.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

5-99 yrs

Operated in

english

Destinations

New York, Washington D.C., Lanca

New York, Washington D.C., Lancaster, Niagara Falls

13% OFF TODAY

Duration8 days

View Tour

Hi there

North America Tours in May 2026

Page 16 of 558 Trips in North America during May 2026 with 3,397 Reviews

Page 16 of 558 Trips in North America during May 2026 with 3,397 Reviews

From Montreal to Washington - May 2026

Hiking in the Canadian Rockies - May 2026

Panoramic Canadian Rockies - May 2026

Best of the Pacific Northwest - May 2026

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

Mexico City, Oaxaca City & Merida City (delight Mexican Cuisine) - May 2026

New York to Miami - May 2026

Best of Western Cuba + Beach Extension - May 2026

Guatemala Encompassed - May 2026

The Big Apple, Niagara and Washington D.C. - May 2026

Europe

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 16 of 558 Trips in North America during May 2026 with 3,397 Reviews

Page 16 of 558 Trips in North America during May 2026 with 3,397 Reviews