10 Best Toronto Multiday Tours in October 2026

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Plan a multi-country or regional adventure across Toronto in October 2026, with help from a local expert.

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Essential East Coast and Western Classics - October 2026

No booking fees

Best price guaranteed

Explore the cultural treasures of North America on the 16-day 'Essential East Coast and Western Classics' tour, starting in New York and concluding in San Francisco. Designed with seniors in mind, this guided journey takes you through Montreal, Los Angeles, Bakersfield, and other vibrant cities. Enjoy leisurely sightseeing of historic and religious landmarks, all while staying in comfortable hotels and enjoying inclusive meals and transportation. What makes this tour stand out is its seamless blend of cultural heritage and modern cityscapes, ideal for those who appreciate both history and the comforts of well-organized group travel.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

New York, San Francisco, Los Ang

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

Duration16 days

From

USD 3,740

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Super Sales

Eastern Canada by Rail - October 2026

No booking fees

Best price guaranteed

Take a rail journey through Eastern Canada and uncover the cultural highlights, historic landmarks, French influence and scenic beauty of the region over 10 days. Start your adventure in Toronto, taking a daytrip to Niagara Falls and raising a glass of wine to your fellow travellers. Stay in the small town of Gananoque and take a boat ride around the Thousand Islands, then see Ottawa on an e-bike through the city and parklands. Explore Quebec City’s bohemian atmosphere, take a historic funicular ride and taste some local snacks before a daytrip to Ile d’Orleans – home to the gorgeous national park. Get your fill of poutine, then end your adventure in Montreal.

ExplorerTrain tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Toronto, Montreal, Gananoque, Ot

Toronto, Montreal, Gananoque, Ottawa, Quebec City

Duration10 days

From

USD 4,540

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Super Sales

Usa and Canada Panorama - October 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

From

USD 3,953

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Super Sales

Toronto, Niagara, and Chicago with Western Classics ending Las Vegas - October 2026

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 3,033

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Super Sales

Toronto, Niagara, and Chicago with Western Classics - October 2026

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 4,114

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Super Sales

Toronto and Western Classics - October 2026

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 2,416

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Super Sales

Canadian Capitals - October 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

Duration8 days

From

USD 1,534

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Super Sales

Toronto, Niagara with East Coast End Washington - October 2026

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.

Duration8 days

From

USD 1,458

View Tour

All Toronto Tours in October 2026

Page 3 of 36 Trips in Toronto during October 2026 with 115 Reviews

Get a customized trip to Toronto in October 2026

Page 3 of 36 Trips in Toronto during October 2026 with 115 Reviews

Essential East Coast and Western Classics - October 2026

Eastern Canada by Rail - October 2026

Usa and Canada Panorama - October 2026

Toronto, Niagara, and Chicago with Western Classics ending Las Vegas - October 2026

Toronto, Niagara, and Chicago with Western Classics - October 2026

Toronto and Western Classics - October 2026

Canadian Capitals - October 2026

Toronto, Niagara with East Coast End Washington - October 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

All Toronto Tours in October 2026

Page 3 of 36 Trips in Toronto during October 2026 with 115 Reviews

Get a customized trip to Toronto in October 2026

Page 3 of 36 Trips in Toronto during October 2026 with 115 Reviews