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

Showing 1 - 10 of 209 results

Montreal and Quebec - May 2026

No booking fees

Best price guaranteed

Discover the historic heart of French Canada on the 4-day 'Montreal and Quebec' sightseeing trip. Ideal for seniors seeking a short yet immersive journey, this guided tour covers Montreal and Quebec City, with all accommodations, meals, and transport included. The tour’s standout feature is its focus on the unique culture, history, and cuisine of Quebec, offering a deep dive into one of Canada’s most distinctive regions in just a few days.

Sightseeing Tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Montreal, Quebec City

Duration4 days

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From the West with Chicago and NY, Ending in Washington - May 2026

No booking fees

Best price guaranteed

Cross the United States in comfort on the "From the West with Chicago and NY, Ending in Washington" city sightseeing trip. Spanning 16 days from Los Angeles to Washington D.C., this group tour is tailored for seniors who appreciate easy-paced travel. Visit iconic destinations including New York, Cleveland, and Niagara Falls, with hotels, transport, and meals seamlessly arranged. Its unique feature is the coast-to-coast route, providing a comprehensive look at both major cities and natural wonders across the country.

Sightseeing Tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Los Angeles, Washington D.C., Ni

Los Angeles, Washington D.C., Niagara Falls, New York, Las Vegas, Flagstaff, Chicago, Cleveland

Duration16 days

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Grand Canyon Excursion - May 2026

No booking fees

Best price guaranteed

Short on time but eager to see a natural wonder? The "Grand Canyon Excursion" offers a 2-day sightseeing adventure perfect for seniors. Starting and ending in Las Vegas, this group trip takes you to the spectacular Grand Canyon and Flagstaff, with hotel stays, meals, and transport included. The easy itinerary provides a hassle-free way to witness one of the world’s greatest sights, making it an excellent choice for a quick yet unforgettable getaway.

Sightseeing Tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Las Vegas, Flagstaff

Duration2 days

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Canadian Capitals - May 2026

No booking fees

Best price guaranteed

Explore two of Canada’s most dynamic cities on the "Canadian Capitals" tour—an eight-day, easy-paced journey designed with seniors in mind. Start in Montreal, known for its rich culture and historic charm, before heading to Toronto’s cosmopolitan streets. With all logistics taken care of, you’ll enjoy comfortable accommodations, guided sightseeing, and ample time to savor each city’s unique flair. The unique selling point: a stress-free, immersive experience in Canada’s most celebrated urban centers, tailored for those who prefer a leisurely exploration.

Explorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Toronto, Montreal, Quebec City

Toronto, Montreal, Quebec City, Ottawa

Duration8 days

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California Coast, Chicago, and NY - May 2026

No booking fees

Best price guaranteed

From the Golden Gate to the Big Apple, the "California Coast, Chicago, and NY" city sightseeing tour is tailored for seniors who crave a cross-country adventure at an easy pace. This 14-day group trip starts in San Francisco and ends in New York, visiting Chicago, San Luis Obispo, and more along the way. With all accommodations, transport, and meals taken care of, you’re free to enjoy a seamless coast-to-coast experience. The tour’s USP is its diverse route, offering a comprehensive look at America’s urban and scenic treasures.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

15-99 yrs

Operated in

english

Destinations

New York, San Francisco, Los Ang

New York, San Francisco, Los Angeles, Chicago, Cleveland, Niagara Falls, San Luis Obispo

Duration14 days

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From the West with Chicago and NY - May 2026

No booking fees

Best price guaranteed

From the glitz of Los Angeles to the buzz of New York, the "From the West with Chicago and NY" tour presents a 14-day sightseeing journey crafted for seniors. This group trip covers Las Vegas, Cleveland, and more, offering a relaxed yet thorough exploration of America’s varied regions. With accommodations, meals, and transport included, you can focus on the rich experiences each stop provides. The true highlight is its coast-to-coast adventure, making it a standout for those seeking a panoramic view of the USA.

Sightseeing Tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

New York, Los Angeles, Niagara F

New York, Los Angeles, Niagara Falls, Las Vegas, Flagstaff, Chicago, Cleveland

Duration14 days

View Tour

Page 20 of 209 Trips in North America during May 2026 with 1,898 Reviews

Washington, NY, and Western Classics - May 2026

No booking fees

Best price guaranteed

Combine the energy of America’s East and West Coasts on the "Washington, NY, and Western Classics" trip. Over 11 days, this city sightseeing group tour takes seniors from Washington D.C. to San Francisco, with stops in Bakersfield, New York, and Los Angeles. With all accommodations, transport, and meals arranged, you’re free to immerse yourself in each destination’s unique character. The itinerary’s standout feature is its seamless blending of historic and modern highlights from coast to coast, perfect for those who want it all in one trip.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Washington D.C., San Francisco

Washington D.C., San Francisco, New York, Los Angeles, Bakersfield, Fresno, CA

Duration11 days

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Mexico: Between Beaches and Magic Villages - May 2026

No booking fees

Best price guaranteed

Imagine a journey where magical villages and golden beaches are just a comfortable drive away—'Mexico: Between Beaches and Magic Villages' delivers exactly that. This 8-day easy-paced explorer tour, beginning and ending in Mexico City, is especially suited for seniors and those desiring a relaxed getaway. With hotels, transport, and meals included, you can focus on enjoying the beauty and charm of Mexico’s coastal treasures and enchanting small towns. Guided by local experts, the trip’s unique highlight is its blend of cultural discovery and seaside relaxation, making it perfect for travelers who want both comfort and memorable experiences.

Explorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Mexico City

Duration8 days

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Mexico City - May 2026

No booking fees

Best price guaranteed

Curious about Mexico’s dynamic capital? The "Mexico City" tour is an ideal introduction for seniors eager to absorb the city’s history and culture without the rush. This easy, 4-day sightseeing trip features guided group exploration through Mexico City’s most iconic sites, with comfortable hotel stays, transportation, and meals included. The tour’s carefully paced schedule lets you soak in the city’s vibrant atmosphere with ease. A standout aspect is its focus on maximizing cultural discovery within a short, manageable timeframe—perfect for those seeking a relaxed yet enriching city escape.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Mexico City

Duration4 days

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New York and Washington - May 2026

No booking fees

Best price guaranteed

For a gentle introduction to the East Coast’s iconic cities, the 'New York and Washington' tour offers a relaxed 6-day city sightseeing adventure. Starting and ending in New York, you’ll explore the history and culture of both the Big Apple and Washington D.C. This tour package is designed with seniors in mind, featuring comfortable hotels and all meals and transport arranged for worry-free travel. The key benefit is its focused itinerary, allowing ample time in each city for meaningful exploration without feeling rushed.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

New York

Duration6 days

View Tour

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North America Tours in May 2026

Page 20 of 209 Trips in North America during May 2026 with 1,898 Reviews

Montreal and Quebec - May 2026

From the West with Chicago and NY, Ending in Washington - May 2026

Grand Canyon Excursion - May 2026

Canadian Capitals - May 2026

California Coast, Chicago, and NY - May 2026

From the West with Chicago and NY - May 2026

Page 20 of 209 Trips in North America during May 2026 with 1,898 Reviews

Washington, NY, and Western Classics - May 2026

Mexico: Between Beaches and Magic Villages - May 2026

Mexico City - May 2026

New York and Washington - May 2026

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North America Tours in May 2026

Page 20 of 209 Trips in North America during May 2026 with 1,898 Reviews

Page 20 of 209 Trips in North America during May 2026 with 1,898 Reviews