10 Best Toronto Multiday Tours in October 2025

Canada, Niagara and New York - October 2025

No booking fees

Best price guaranteed

Pack your bags for a 10-day adventure from Montreal to New York with the 'Canada, Niagara and New York' sightseeing tour. This group trip is tailored for seniors, providing a relaxed yet engaging pace through Ottawa, Toronto, and beyond. Enjoy guided experiences, comfortable hotels, and included meals and transport. The unique aspect of this package is its combination of Canadian hospitality and American energy, delivering an unforgettable cross-border journey.

Sightseeing Tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

New York, Montreal, Quebec City

New York, Montreal, Quebec City, Ottawa, Toronto, Niagara Falls

Duration10 days

From

USD 2,032

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Unmissable Canada and Western Classics - October 2025

No booking fees

Best price guaranteed

Imagine tracing a route from Montreal to the Pacific, discovering iconic cities along the way—this is the promise of the 'Unmissable Canada and Western Classics' sightseeing tour. Over 13 days, this easy-paced trip is thoughtfully designed for mature travelers seeking both comfort and cultural richness. You'll journey from Montreal through Ottawa and onward to dynamic San Francisco, with memorable stops in both Canadian and American cities. Group guidance, quality hotels, comfortable transport, and included meals ensure a hassle-free experience. The tour’s unique appeal lies in its curated mix of urban highlights and scenic transitions across borders, offering a truly comprehensive North American adventure.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

San Francisco, Montreal, Fresno

San Francisco, Montreal, Fresno, CA, Quebec City, Ottawa, Toronto, Los Angeles, Bakersfield

Duration13 days

From

USD 3,233

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The Grand East - October 2025

Trip customizable

Best price guaranteed

Visit cosmopolitan cities and state-of-the-art places like the Kennedy Space Center which exhibits modern space-age technology. Gaze upon the many monuments and museums the American capital is famous for in Washington D.C. Stay in historic Quebec City and cosmopolitan Montreal and stop in Canada’s elegant capital Ottawa including Toronto, the largest city in Canada. Visit the musical cities of Nashville and Memphis before a stop in the jazz city of New Orleans. Travel to the Gulf Coast to Florida, stopping in Orlando, and ending in sunny Miami

AdventureCity sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

13-99 yrs

Operated in

english

Destinations

New York, Roanoke, Gatlinburg, N

New York, Roanoke, Gatlinburg, Nashville, Memphis, New Orleans, Pensacola, Orlando, Miami, Boston, Quebec City, Montreal, Toronto, Niagara, Amish Country, Mount Washington, Washington D.C.

Duration20 days

From

USD 4,053

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Toronto, Niagara and New York - October 2025

No booking fees

Best price guaranteed

From the cosmopolitan streets of Toronto to the iconic skyline of New York, the 'Toronto, Niagara and New York' trip offers a 6-day city sightseeing package that perfectly balances urban excitement and natural splendor. Seniors will find the itinerary thoughtfully paced, with included accommodations, meals, and transport ensuring a hassle-free experience. The real draw is the progression from Canada’s cultural heart to one of America’s greatest cities, all while taking in the majesty of Niagara Falls.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

New York, Toronto, Niagara Falls

Duration6 days

From

USD 1,094

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Unmissable Canada with East Coast - October 2025

No booking fees

Best price guaranteed

Uncover the charms of Canada and the USA on the 'Unmissable Canada with East Coast' sightseeing tour, spanning 13 days from Montreal to New York. Designed for senior travelers, this guided group trip covers highlights such as Toronto and Montreal, as well as the vibrancy of New York and other select cities. With all logistics taken care of, you’re free to enjoy the journey at your own pace. What sets this tour apart is its focus on both Canadian warmth and American dynamism, providing a balanced and memorable exploration.

Sightseeing Tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

New York, Montreal, Washington D

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

Duration13 days

From

USD 2,642

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Usa and Canada Panorama - October 2025

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

From

USD 3,953

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Usa and Canada Panorama with Chicago - October 2025

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

From

USD 4,572

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From Washington to San Francisco - October 2025

No booking fees

Best price guaranteed

From the historic streets of Washington D.C. to the iconic hills of San Francisco, the "From Washington to San Francisco" guided city sightseeing tour delivers an 18-day journey ideal for seniors. With stops in Montreal, San Francisco, and a range of vibrant American cities, this group adventure ensures comfortable accommodations, seamless transport, and included meals. The relaxed pace and varied itinerary make it an excellent choice for travelers seeking a thorough cross-country experience. Its USP is the rare opportunity to traverse the breadth of the USA while enjoying expert guidance and camaraderie.

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

Duration18 days

From

USD 4,194

View Tour

Toronto, Niagara, and Chicago with Western Classics - October 2025

No booking fees

Best price guaranteed

Iconic cities and breathtaking scenery await on the "Toronto, Niagara, and Chicago with Western Classics" guided city sightseeing tour. Perfect for seniors, this 16-day group adventure starts in Toronto and ends in San Francisco, with stops in Fresno, San Francisco, and several other North American gems. Enjoy easy-paced exploration with included hotels, meals, and transport. The unique selling point of this trip is its dual-country itinerary, offering a rare blend of Canadian and American highlights within a single, expertly organized package.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Toronto, San Francisco, Niagara

Toronto, San Francisco, Niagara Falls, Detroit, Chicago, Los Angeles, Las Vegas, Flagstaff, Bakersfield, Fresno, CA

Duration16 days

From

USD 4,186

View Tour

Toronto, Niagara, and Chicago with Western Classics ending Las Vegas - October 2025

No booking fees

Best price guaranteed

Explore the best of North America from Toronto to Las Vegas on the "Toronto, Niagara, and Chicago with Western Classics ending Las Vegas" tour. Spanning 12 days, this city sightseeing group trip features stops at Niagara Falls, Flagstaff, Los Angeles, and more, making it especially suitable for seniors seeking a varied yet easy-paced adventure. With all accommodations, transport, and meals taken care of, you can focus on the journey’s highlights. Its distinctive feature is the combination of Canada’s renowned attractions and the American Southwest’s wonders in one seamless itinerary.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Toronto, Las Vegas, Los Angeles

Toronto, Las Vegas, Los Angeles, Flagstaff, Niagara Falls, Detroit, Chicago

Duration12 days

From

USD 3,056

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Toronto and Western Classics - October 2025

No booking fees

Best price guaranteed

For a well-balanced introduction to the great urban centers of North America, the "Toronto and Western Classics" tour is a top pick. This 9-day city sightseeing group trip begins in Toronto and concludes in San Francisco, with additional time in Los Angeles. Designed for seniors, the tour includes comfortable hotels, meals, and transport, all at an easy pace. Its unique appeal lies in its blend of Canadian and American experiences—allowing you to sample the best of both countries with minimal effort.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Toronto, San Francisco, Los Ange

Toronto, San Francisco, Los Angeles, Bakersfield, Fresno, CA

Duration9 days

From

USD 2,402

View Tour

Essential East Coast and Western Classics, Ending in Las Vegas - October 2025

4.5

(2 reviews )

No booking fees

Best price guaranteed

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City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

New York, Las Vegas, Niagara Fal

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

Duration19 days

From

USD 4,798

View Tour

Touring the East Coast end Toronto - October 2025

No booking fees

Best price guaranteed

Picture yourself journeying from the heart of the USA to Canada’s cosmopolitan hub on the 'Touring the East Coast end Toronto' trip. Over 12 days, this guided city sightseeing tour leads you from Washington D.C. through Ottawa and Toronto, as well as several other key cities. Created for seniors, the pace is gentle and the logistics seamless: comfortable hotels, included meals, and group transport ensure a smooth experience. The unique advantage of this tour is its focus on both American and Canadian highlights—offering a cross-border adventure packed with cultural discovery and relaxation.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Toronto, Washington D.C., New Yo

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

Duration13 days

From

USD 2,641

View Tour

Toronto, Niagara with East Coast End Washington - October 2025

No booking fees

Best price guaranteed

From the thundering waters of Niagara Falls to the vibrant streets of Washington D.C., the 'Toronto, Niagara with East Coast End Washington' trip delivers 8 days of memorable city sightseeing. Ideal for senior travelers, this group tour starts in Toronto and ends in the U.S. capital, weaving through Canada’s and America’s top destinations. With all hotels, meals, and transport included, you can relax and savor each experience. The unique selling point is the curated route linking natural wonders with urban highlights for a well-balanced, easygoing adventure.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Toronto, Washington D.C., Niagar

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

Duration8 days

From

USD 1,458

View Tour

All Toronto Tours in October 2025

Page 2 of 33 Trips in Toronto during October 2025

Canada, Niagara and New York - October 2025

Unmissable Canada and Western Classics - October 2025

The Grand East - October 2025

Toronto, Niagara and New York - October 2025

Unmissable Canada with East Coast - October 2025

Usa and Canada Panorama - October 2025

Usa and Canada Panorama with Chicago - October 2025

From Washington to San Francisco - October 2025

Toronto, Niagara, and Chicago with Western Classics - October 2025

Toronto, Niagara, and Chicago with Western Classics ending Las Vegas - October 2025

Toronto and Western Classics - October 2025

Essential East Coast and Western Classics, Ending in Las Vegas - October 2025

Touring the East Coast end Toronto - October 2025

Toronto, Niagara with East Coast End Washington - October 2025

Page 2 of 33 Trips in Toronto during October 2025

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

All Toronto Tours in October 2025

Page 2 of 33 Trips in Toronto during October 2025

Page 2 of 33 Trips in Toronto during October 2025