10 Best New York Multiday Tours in May 2026

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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

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Duration9 days

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Niagara Falls, 1000 Isalands, Washington DC, Philadelphia & Amish Country 5D/4N (from New York) - May 2026

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Best price guaranteed

Experience the ultimate East Coast journey with Bamba's iconic tour, exploring legendary destinations like Niagara Falls, 1000 Islands, Washington DC, and Philadelphia. Immerse yourself in captivating cityscapes, marvel at natural wonders, and uncover the unique lifestyle of Amish Country. Highlights include breathtaking boat tours, historic landmarks, and vibrant cultural insights. Perfect for nature lovers and history enthusiasts, this meticulously crafted adventure offers an unforgettable blend of scenic beauty and historical richness. Discover the best of the USA's East Coast now!

Adventure

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

New York, Niagara Falls, Thousan

New York, Niagara Falls, Thousand Island, New Jersey, Washington D.C.

Duration5 days

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California Coast, Chicago, and NY - May 2026

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

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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

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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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From the West with Chicago and NY - May 2026

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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

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From Washington to Las Vegas - May 2026

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Best price guaranteed

Set off on a grand adventure from the nation’s capital to the entertainment capital of the world with the "From Washington to Las Vegas" city sightseeing tour. Spanning 21 days, this group trip covers Boston, New York, and 10 other destinations throughout the USA and Canada—crafted for seniors who value comfort and cultural immersion. With hotels, transport, and meals seamlessly included, you can relax and enjoy the journey’s diverse highlights. The tour’s unique selling point is its extensive, cross-country route, allowing you to experience a remarkable variety of cities and landscapes in one cohesive package.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Washington D.C., Las Vegas, Toro

Washington D.C., Las Vegas, Toronto, Niagara Falls, Detroit, Chicago, Los Angeles, Flagstaff, New York, Boston, Montreal, Quebec City, Ottawa

Duration21 days

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Usa and Canada Panorama with Chicago - May 2026

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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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Essential East Coast and Unmissable West - May 2026

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Best price guaranteed

Curious about the ultimate North American odyssey? The 'Essential East Coast and Unmissable West' tour delivers 23 days of city sightseeing from the bustling avenues of New York to the scenic charms of San Francisco. Crafted for seniors, this journey promises a relaxing pace through a dozen destinations, including Detroit, Chicago, and Los Angeles, as well as key cities in Canada. With comfortable hotels, group transport, and meals included, every detail is managed so you can focus on enjoying each locale. The standout feature is the tour’s extensive itinerary, offering a rare opportunity to experience both coasts and everything in between, all in one seamless trip package.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

New York, San Francisco, Niagara

New York, San Francisco, Niagara Falls, Detroit, Chicago, Los Angeles, Las Vegas, Flagstaff, Bakersfield, Fresno, CA, Boston, Montreal, Quebec City, Ottawa, Toronto

Duration23 days

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Usa and Canada Panorama - May 2026

No booking fees

Best price guaranteed

From the glamour of Los Angeles to cosmopolitan Toronto, the "USA and Canada Panorama" tour is crafted for seniors who appreciate a gentle pace and comprehensive sightseeing. This 16-day journey whisks you through the continent’s iconic cities, scenic wonders, and cultural gems—seamlessly blending comfortable transport, quality hotels, and expertly guided excursions. Whether marveling at natural beauty or soaking in vibrant urban life, this trip ensures an easygoing yet enriching experience. Its distinctive appeal: a relaxed yet complete panorama of North America’s highlights, making it perfect for mature travelers seeking both comfort and variety.

Explorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Los Angeles, Toronto, Quebec Cit

Los Angeles, Toronto, Quebec City, Ottawa, Bakersfield, Fresno, CA, New York, Boston, Montreal

Duration16 days

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New York Tours in May 2026

Get a customized trip to New York in May 2026

Get a customized trip to New York in May 2026

Page 6 of 61 Trips in New York during May 2026 with 184 Reviews

America's 250th - May 2026

Niagara Falls, 1000 Isalands, Washington DC, Philadelphia & Amish Country 5D/4N (from New York) - May 2026

Page 6 of 61 Trips in New York during May 2026 with 184 Reviews

California Coast, Chicago, and NY - May 2026

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

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

From the West with Chicago and NY - May 2026

From Washington to Las Vegas - May 2026

Usa and Canada Panorama with Chicago - May 2026

Essential East Coast and Unmissable West - May 2026

Usa and Canada Panorama - 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

New York Tours in May 2026

Get a customized trip to New York in May 2026

Get a customized trip to New York in May 2026

Page 6 of 61 Trips in New York during May 2026 with 184 Reviews

Page 6 of 61 Trips in New York during May 2026 with 184 Reviews