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.

Dreams of the West - May 2026

No booking fees

Best price guaranteed

Savor the spirit of the West with the "Dreams of the West" trip, a 12-day sightseeing adventure starting and ending in Los Angeles. Designed with seniors in mind, this group tour ensures easy-paced exploration, comfortable hotels, and included meals and transport. The itinerary’s relaxed rhythm allows for in-depth discovery of each destination, making it an outstanding choice for travelers who appreciate an unhurried, comprehensive journey through California’s most beloved cities.

Sightseeing Tours

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

15-99 yrs

Operated in

english

Destinations

Los Angeles, San Luis Obispo, La

Los Angeles, San Luis Obispo, Las Vegas, Flagstaff, Bakersfield, Fresno, CA, San Francisco

Duration12 days

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Chicago and Niagara ROT - May 2026

No booking fees

Best price guaranteed

If you’re searching for a leisurely exploration of America’s Great Lakes region, the 'Chicago and Niagara ROT' tour is a fantastic 8-day sightseeing trip. Beginning and ending in Chicago, this journey includes stops in Detroit, the stunning Niagara Falls, and vibrant Cleveland. Geared toward seniors, the itinerary is designed for comfort and ease, with all accommodations, meals, and transport arranged. The standout feature is its circular route, allowing travelers to experience multiple iconic destinations without the hassle of backtracking—making it a particularly convenient tour package for relaxed yet enriching travel.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Chicago, Cleveland, Niagara Fall

Chicago, Cleveland, Niagara Falls, Detroit

Duration8 days

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Fascinating West ROT - May 2026

No booking fees

Best price guaranteed

For travelers seeking a leisurely yet comprehensive exploration of California’s highlights, the "Fascinating West ROT" tour offers a 9-day sightseeing journey beginning and ending in Los Angeles. Designed for seniors, this group trip covers major attractions with minimal physical exertion, ensuring comfort throughout. With included accommodation, meals, and transport, you’re free to enjoy each destination's charm. The USP of this trip lies in its relaxed approach—ideal for those who value in-depth discoveries without the rush.

Sightseeing Tours

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

15-99 yrs

Operated in

english

Destinations

Los Angeles, Bakersfield, Fresno

Los Angeles, Bakersfield, Fresno, CA, San Francisco, San Luis Obispo

Duration9 days

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Fascinating West - May 2026

No booking fees

Best price guaranteed

Discover the spirit of California at your own pace on the "Fascinating West" tour. Over 9 days, this easy city sightseeing group trip invites seniors to uncover the highlights of Los Angeles, with accommodations, meals, and transport included. The relaxed itinerary ensures you can savor each site without hurry, making it perfect for those who value comfort and depth in their travels. Its unique draw is the in-depth focus on California’s Western gems, delivered in a worry-free and enjoyable format.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

15-99 yrs

Operated in

english

Destinations

Los Angeles, Bakersfield, Fresno

Los Angeles, Bakersfield, Fresno, CA, San Francisco, San Luis Obispo

Duration9 days

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Yucatan Pearls - May 2026

No booking fees

Best price guaranteed

The "Yucatan Pearls" tour sparkles with promise, offering a 4-day sightseeing adventure through Cancún, Río Lagartos, and Merida. Crafted for senior travelers, this group package includes comfortable hotel stays, transport, and meals, ensuring a relaxed journey through Mexico’s cultural and natural highlights. The USP of this trip is its concise yet impactful itinerary, allowing travelers to discover the beauty of the Yucatan Peninsula in just a few days without sacrificing depth or comfort.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Cancún, Merida, Río Lagartos

Duration4 days

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Special Washington end NY - May 2026

No booking fees

Best price guaranteed

Short on time but eager for iconic sights? The 'Special Washington end NY' tour is a compact 3-day trip starting and ending in New York, guiding you through the highlights of Washington D.C. and New York. Designed for seniors, this historic and cultural sightseeing tour offers a relaxed pace, with accommodations, transport, and meals all included. What makes this brief journey special is its efficiency—perfect for those who want a snapshot of two major cities with minimal hassle.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

New York

Duration3 days

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Mexican Heritage and Adventure - May 2026

No booking fees

Best price guaranteed

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Camping

Age Range

15-99 yrs

Operated in

english

Destinations

Mexico City, Cancún, San Cristob

Mexico City, Cancún, San Cristobal De Las Casas, Palenque, Campeche, Merida, Río Lagartos

Duration11 days

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Viva Mexico - May 2026

Trip customizable

Best price guaranteed

Craving an authentic Mexican escape? The Viva Mexico tour package delivers seven days of unforgettable adventure, starting and ending in Cancun. Set foot among the legendary Chichen Itza ruins and uncover the mysteries of the Mayan civilization. Unwind on the sun-kissed shores of Isla de Mujeres, where local flavors and laid-back vibes invite total relaxation. Your journey continues to Merida—a colonial city steeped in vibrant history—before you explore the striking Mayan archaeological wonders of Kabah and Uxmal. The tour wraps up with time to soak in the turquoise beauty of Tulum and Playa del Carmen’s beaches. This tour is crafted for both energetic young adults and seniors seeking a blend of culture and leisure. You’ll enjoy easygoing walks, immersive sightseeing, and plenty of opportunities to savor local cuisine. What sets this trip apart is its perfect mix of Mexico’s most iconic sights and hidden gems, all paced comfortably so you can truly appreciate both the country’s history and its natural beauty. Let the Viva Mexico tour reveal the heart and soul of the Yucatán Peninsula—where ancient ruins, colonial charm, and Caribbean beaches await.

Cultural, religious and historic sites

Tour Type

Private Tour

Accommodation

Hotel

Age Range

15-79 yrs

Operated in

english, spanish

Destinations

Merida, Playa Del Carmen, Cancún

Merida, Playa Del Carmen, Cancún, Isla Mujeres, Tulum

Duration7 days

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Yosemite and Giant Sequoia Excursion - May 2026

No booking fees

Best price guaranteed

Nature lovers will delight in the "Yosemite and Giant Sequoia Excursion"—a 3-day city sightseeing tour beginning and ending in Los Angeles. Designed for seniors, this group trip includes visits to Bakersfield and offers easy, accessible exploration of some of California’s most iconic landscapes. With hotels, transport, and meals arranged, all you need to do is enjoy the journey. Its standout feature is the rare chance to witness Yosemite’s grandeur and the awe-inspiring giant sequoias in just a few days.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Los Angeles

Duration3 days

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Hi there

North America Tours in May 2026

Page 21 of 209 Trips in North America during May 2026 with 1,898 Reviews

Dreams of the West - May 2026

Chicago and Niagara ROT - May 2026

Fascinating West ROT - May 2026

Fascinating West - May 2026

Yucatan Pearls - May 2026

Special Washington end NY - May 2026

Mexican Heritage and Adventure - May 2026

Viva Mexico - May 2026

Yosemite and Giant Sequoia Excursion - May 2026

Page 21 of 209 Trips in North America during May 2026 with 1,898 Reviews

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Hi there

North America Tours in May 2026

Page 21 of 209 Trips in North America during May 2026 with 1,898 Reviews

Page 21 of 209 Trips in North America during May 2026 with 1,898 Reviews