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 19 of 209 Trips in North America during May 2026 with 1,898 Reviews

Showing 1 - 10 of 209 results

Cyber Monday Super Sales

Mexican dream - May 2026

No booking fees

Best price guaranteed

Let the magic of Mexico City unfold at a comfortable pace on the 'Mexican Dream' trip. Over 13 days, this guided sightseeing journey immerses you in the city’s colorful traditions, architecture, and cuisine. With easy activity levels and all logistics—hotels, transport, and meals—taken care of, seniors can simply savor every moment. The unique selling point of this group tour is its generous duration, providing a truly in-depth exploration of Mexico City’s many layers in an accessible, stress-free format.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Mexico City, Tuxtla Gutiérrez, S

Mexico City, Tuxtla Gutiérrez, San Cristobal De Las Casas, Patzcuaro, Guadalajara, Guanajuato, Queretaro, Puebla, Oaxaca

Duration13 days

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Cyber Monday Super Sales

Western Classics - May 2026

No booking fees

Best price guaranteed

The "Western Classics" tour is your passport to the highlights of the American West. Over 4 days, seniors can enjoy the sights of Los Angeles, Flagstaff, and Las Vegas in a relaxed, guided group setting. Accommodation, transport, and meals are all arranged, so you can immerse yourself in each destination’s charm. The USP of this package is its concise yet comprehensive itinerary—perfect for travelers seeking a quick, comfortable taste of the West.

Sightseeing Tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Los Angeles, Las Vegas, Flagstaff

Duration4 days

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Cyber Monday Super Sales

Los Angeles, Yosemite, and Giant Sequoia - May 2026

No booking fees

Best price guaranteed

The "Los Angeles, Yosemite, and Giant Sequoia" tour presents a harmonious blend of urban and natural wonders. Over 6 days, this guided city sightseeing journey leads seniors from Los Angeles to Bakersfield and Yosemite National Park. With comfortable accommodations, reliable transport, and meals included, the tour promises a relaxed pace and ample time to enjoy every highlight. The trip’s unique selling point is the seamless inclusion of both city exploration and awe-inspiring natural sites, making it a memorable and balanced travel experience.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Los Angeles, Bakersfield, Fresno, CA

Duration6 days

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Cyber Monday Super Sales

Usa and Canada Panorama with Chicago - May 2026

No booking fees

Best price guaranteed

Embark on a sweeping journey from Los Angeles to Chicago with the "USA and Canada Panorama with Chicago" guided city sightseeing tour. This 19-day adventure is crafted for seniors who enjoy discovering new places at a comfortable, easy-going pace. The itinerary covers highlights such as Fresno, New York, and nine other destinations, with group travel, hotel accommodations, and meals included. The tour’s USP is its broad scope—offering a rare look at both American and Canadian gems on one seamless itinerary.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Los Angeles, Chicago, Quebec Cit

Los Angeles, Chicago, Quebec City, Ottawa, Toronto, Niagara Falls, Detroit, Bakersfield, Fresno, CA, New York, Boston, Montreal

Duration19 days

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Cyber Monday Super Sales

America's 250th - May 2026

No booking fees

Best price guaranteed

In honor of America’s 250th anniversary, trace the story of the nation’s rise on a journey through Boston, New York, Philadelphia, and Washington, D.C. Begin in Boston, where the American Revolution took root and venture to nearby Lexington and Concord, where the “shot heard ’round the world” was fired. Explore historic New York City on a panoramic tour and sit down for lunch in an 18th century tavern. In Philadelphia, see the Liberty Bell and reflect on the nation’s founding at the Museum of the American Revolution. Explore Washington, D.C., from the U.S. Capitol Building to the city’s iconic monuments and memorials, and visit George Washington’s estate, Mount Vernon. Be immersed in the history of a country found on the ideals of “Life, Liberty and the pursuit of Happiness” in 1776.

Explorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Washington D.C., Boston, New Yor

Washington D.C., Boston, New York, Philadelphia

Duration9 days

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Cyber Monday Super Sales

Toronto and Niagara - May 2026

No booking fees

Best price guaranteed

Looking for a brief yet captivating getaway? The 'Toronto and Niagara' city sightseeing trip is a 4-day exploration that brings together the best of Toronto and the world-famous Niagara Falls. Specially crafted for seniors, this group tour features comfortable hotels, all meals, and worry-free transport. The highlight of this package is the opportunity to experience two of Canada’s top attractions in a concise, easy-to-manage format—perfect for travelers who value both convenience and depth.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Toronto, Niagara Falls

Duration4 days

View Tour

Cyber Monday Super Sales

Mexican Contrasts - May 2026

No booking fees

Best price guaranteed

Venture from Mexico City to Tuxtla Gutiérrez on the 12-day 'Mexican Contrasts' explorer trip, crafted for seniors and easy-going travelers. This group tour offers the ultimate in comfort—hotels, transport, and meals are all included—while you traverse Mexico’s diverse regions. With expert guides illuminating each destination, you’ll experience contrasting landscapes and cultures without the rush. The standout feature of this package is its dynamic itinerary that balances urban energy with natural beauty, allowing you to savor Mexico’s variety at your own pace. It's the perfect trip for those seeking both relaxation and discovery.

Explorer

Tour Type

Group Tour

Accommodation

Camping, Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Mexico City, Tuxtla Gutiérrez, S

Mexico City, Tuxtla Gutiérrez, San Cristobal De Las Casas, Queretaro, Puebla, Oaxaca

Duration12 days

View Tour

Cyber Monday Super Sales

Mexico: Paths of Tradition - May 2026

No booking fees

Best price guaranteed

Looking for a comfortable way to experience Mexico's cultural richness? The 10-day 'Mexico: Paths of Tradition' trip offers a gentle yet immersive journey, starting and ending in Mexico City. Tailored for seniors and travelers seeking an easygoing pace, this guided group exploration covers fascinating historical and cultural landmarks, with every detail—accommodation, transport, and meals—cared for. The standout feature of this tour is its welcoming atmosphere, granting you time to soak up local traditions and history at a relaxed tempo. Perfect for those who value comfort and authenticity, this trip lets you savor the best of Mexico without the hassle.

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Mexico City, Queretaro, Puebla

Mexico City, Queretaro, Puebla, Oaxaca, Tuxtla Gutiérrez, San Cristobal De Las Casas

Duration10 days

View Tour

Cyber Monday Super Sales

Special Las Vegas with Grand Canyon - May 2026

No booking fees

Best price guaranteed

Las Vegas takes center stage on the "Special Las Vegas with Grand Canyon" tour, a 4-day sightseeing package ideal for seniors seeking a blend of entertainment and natural beauty. With all logistics handled—including hotels, transport, and meals—you’re free to enjoy the city’s vibrant energy as well as an excursion to the Grand Canyon. The tour’s unique appeal lies in its juxtaposition of glitzy city life and awe-inspiring landscapes within a relaxed, manageable timeframe.

Sightseeing Tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Las Vegas, Flagstaff

Duration4 days

View Tour

Cyber Monday Super Sales

California Coast, Chicago, and NY, Ending in Washington - May 2026

No booking fees

Best price guaranteed

The "California Coast, Chicago, and NY, Ending in Washington" trip spans 16 days and is perfect for seniors seeking a thorough city sightseeing experience. Starting in San Francisco and ending in Washington D.C., the tour takes in New York, Cleveland, and other vibrant destinations. With group travel, comfortable hotels, and meals included, you can relax and take in the sights. Its unique selling point is the coast-to-capital route, providing an extensive overview of major American cities in a relaxed format.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

15-99 yrs

Operated in

english

Destinations

Washington D.C., San Francisco

Washington D.C., San Francisco, San Luis Obispo, Los Angeles, Chicago, Cleveland, Niagara Falls, New York

Duration16 days

View Tour

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North America Tours in May 2026

Page 19 of 209 Trips in North America during May 2026 with 1,898 Reviews

Mexican dream - May 2026

Western Classics - May 2026

Los Angeles, Yosemite, and Giant Sequoia - May 2026

Usa and Canada Panorama with Chicago - May 2026

America's 250th - May 2026

Toronto and Niagara - May 2026

Mexican Contrasts - May 2026

Mexico: Paths of Tradition - May 2026

Special Las Vegas with Grand Canyon - May 2026

Page 19 of 209 Trips in North America during May 2026 with 1,898 Reviews

California Coast, Chicago, and NY, Ending in Washington - May 2026

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North America Tours in May 2026

Page 19 of 209 Trips in North America during May 2026 with 1,898 Reviews

Page 19 of 209 Trips in North America during May 2026 with 1,898 Reviews