10 Best Toronto Multiday Tours in October 2025

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Best of Eastern Canadian Cities featuring Niagara Falls, Ottawa, Quebec City & Montreal - October 2025

No booking fees

Best price guaranteed

From the old-world style of Quebec City to the power of Niagara Falls, say bienvenue to Eastern Canada. Board a boat and experience Niagara Falls up close. Discover Niagara-on-the-Lake’s quaint local shops and charming atmosphere. Have a breakfast of regional specialties at a local sugar shack and learn about maple syrup-making. You choose how you explore Old Quebec – on foot with a local guide or on a panoramic coach tour. Walk the cobblestone streets of Old Montreal. An unforgettable experience awaits as you venture along picturesque countryside and glistening skyscrapers.

Waterfalls

Tour Type

Group Tour

Age Range

1-99 yrs

Operated in

english

Destinations

Montreal, Niagara Falls, Toronto

Montreal, Niagara Falls, Toronto, Ottawa, Quebec City

7% OFF TODAY

Duration9 days

From

USD 3,549

USD 3,299

Saving

USD 250

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Essential East Coast, Niagara and Chicago - October 2025

No booking fees

Best price guaranteed

From the bright lights of New York to the architectural wonders of Chicago, the 'Essential East Coast, Niagara and Chicago' tour is a 14-day city sightseeing trip designed for seniors. This guided journey covers Detroit, Toronto, and other key destinations, with all logistics managed for your ease. The highlight is its comprehensive route, encompassing both historic and modern marvels in an itinerary that balances excitement with comfort.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

New York, Chicago, Niagara Falls

New York, Chicago, Niagara Falls, Detroit, Boston, Montreal, Quebec City, Ottawa, Toronto

Duration14 days

From

USD 2,845

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Toronto and Niagara - October 2025

No booking fees

Best price guaranteed

Looking for a brief yet captivating getaway? The 'Toronto and Niagara' city sightseeing trip is a 4-day exploration that brings together the best of Toronto and the world-famous Niagara Falls. Specially crafted for seniors, this group tour features comfortable hotels, all meals, and worry-free transport. The highlight of this package is the opportunity to experience two of Canada’s top attractions in a concise, easy-to-manage format—perfect for travelers who value both convenience and depth.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Toronto, Niagara Falls

Duration4 days

From

USD 688

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From Washington to Las Vegas - October 2025

No booking fees

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

From

USD 5,275

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Eastern Round ends Chicago - October 2025

No booking fees

Best price guaranteed

Journey through the heart of America’s eastern region with the 16-day 'Eastern Round ends Chicago' tour. Perfect for seniors who seek a blend of history and culture at an easy pace, this trip weaves together Toronto, Chicago, Detroit, and more. The itinerary is packed with visits to cultural, historic, and religious landmarks, all with group guidance, comfortable accommodation, and all meals included. The unique draw of this package is its comprehensive sweep of the eastern USA, allowing travelers to immerse themselves in a variety of cityscapes and traditions with complete peace of mind.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Washington D.C., Chicago, Toront

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

Duration16 days

From

USD 3,251

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Whashington, NY with Capites Canadienses end NY - October 2025

No booking fees

Best price guaranteed

Venture through North America’s historic capitals on the "Whashington, NY with Capites Canadienses end NY" sightseeing tour. Spanning 14 days, this journey is tailored for seniors who appreciate a relaxed pace and comprehensive exploration. Starting in Washington D.C. and ending in New York, the itinerary includes stops in Quebec City, Montreal, and several US destinations. With comfortable hotels, seamless transport, and meals included, you’ll travel in ease and style. The tour’s unique draw is its cross-border experience, offering a blend of American and Canadian culture and history in one thoughtfully designed package.

Sightseeing Tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

New York, Washington D.C., Toron

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

Duration14 days

From

USD 2,845

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East Coast and Dreamed Canada - October 2025

No booking fees

Best price guaranteed

Set off from New York for a 12-day exploration of 'East Coast and Dreamed Canada,' where you’ll discover Boston, Quebec City, Niagara Falls, and more. This city sightseeing tour is designed for seniors, blending American dynamism with Canadian charm at an easy pace. With all accommodations, meals, and transport provided, you can focus on the sights. The key highlight is the combination of both countries’ best destinations, offering variety and relaxation in equal measure.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

New York, Niagara Falls, Boston

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

Duration12 days

From

USD 2,438

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Toronto, Niagara with East Coast - October 2025

No booking fees

Best price guaranteed

Set off from Toronto and journey to the heart of the Big Apple on the 'Toronto, Niagara with East Coast' tour. In 9 days, this city sightseeing package takes you through Toronto, Niagara Falls, and Washington D.C., ending in New York. Seniors will appreciate the relaxed pace, comfortable accommodations, and comprehensive transportation. What distinguishes this trip is its seamless blend of Canadian and American highlights, offering a carefully paced exploration of both countries’ most celebrated cities.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

New York, Toronto, Niagara Falls

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

Duration9 days

From

USD 1,640

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Eastern Discovery - October 2025

Trip customizable

Best price guaranteed

This epic journey takes you through the best of big city excitement and wild natural beauty. You’ll go from sophisticated Manhattan and cultural Boston to cosmopolitan Montreal and inspiring national monuments in D.C. Visit vibrant cities like New York, Toronto, and Montreal, plus historical places like the UNESCO world heritage sites of Old and New Québec City, and the world-famous Niagara Falls. You'll make memories for a lifetime and gain a new appreciation of the east coast

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

13-99 yrs

Operated in

english

Destinations

New York, Boston, Quebec City, M

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

Duration11 days

From

USD 2,026

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East Coast Essential End Toronto - October 2025

No booking fees

Best price guaranteed

The 'East Coast Essential End Toronto' tour invites you on a 10-day city sightseeing journey from New York to Toronto, stopping in Montreal, Quebec City, Ottawa, and more. Perfect for seniors, the trip is paced for comfort, with included accommodations, transport, and meals. Its unique selling point is the curated route through some of eastern North America’s most fascinating cities, offering both cultural depth and ease of travel.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

New York, Toronto, Boston, Montr

New York, Toronto, Boston, Montreal, Quebec City, Ottawa

Duration11 days

From

USD 2,236

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Unmissable Canada, Niagara and Chicago - October 2025

No booking fees

Best price guaranteed

Journey from French-speaking Montreal to the towering skyline of Chicago on the 11-day 'Unmissable Canada, Niagara and Chicago' sightseeing trip. Tailored for seniors, the itinerary features Montreal, Toronto, Quebec City, Niagara Falls, and more, offering a rich selection of North American highlights. Group guidance, comfortable hotels, and all meals and transport are included for an effortless experience. This tour’s unique benefit is its blend of Canadian culture and American city life, promising a vivid and accessible adventure.

Sightseeing Tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Chicago, Montreal, Quebec City

Chicago, Montreal, Quebec City, Ottawa, Toronto, Niagara Falls, Detroit

Duration11 days

From

USD 2,236

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Toronto, Niagara and Chicago - October 2025

No booking fees

Best price guaranteed

Experience the vibrant energy of North America’s great cities with the 'Toronto, Niagara and Chicago' 7-day city sightseeing tour. Starting in Toronto and ending in Chicago, this trip is designed for seniors looking for a comfortable and comprehensive journey through Detroit, Niagara Falls, and other exciting locales. Hotels, transport, and meals are all included, making it easy to focus on the sights. The tour’s unique feature is its well-paced route, connecting urban and natural highlights in a single, seamless adventure.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Toronto, Chicago, Niagara Falls

Toronto, Chicago, Niagara Falls, Detroit

Duration7 days

From

USD 1,275

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From Montreal to Washington - October 2025

No booking fees

Best price guaranteed

Trace a route through North America’s most captivating cities with the 12-day 'From Montreal to Washington' city sightseeing tour. Ideal for seniors seeking a relaxed yet comprehensive experience, this guided journey covers Montreal, Toronto, Washington D.C., and additional classic destinations. All hotels, meals, and transport are provided, so you can immerse yourself in each city’s unique character. The tour’s special appeal lies in its cross-border itinerary, offering a window into both Canadian and American cultures in one well-organized package.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Washington D.C., Montreal, Quebe

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

Duration12 days

From

USD 2,438

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Patriot Trails - October 2025

Trip customizable

Best price guaranteed

Embark on an unforgettable Eastern USA and Canada tour starting from the historic city of Boston and winding your way through fascinating destinations, including Quebec City, Montreal, Ottawa, Toronto, Niagara Falls, Gettysburg, Washington D.C., and concluding in the vibrant metropolis of New York City. This journey will take you through a blend of cultures, history, natural wonders, and iconic landmarks, providing a diverse and enriching travel experience

Adventure

Tour Type

Group Tour

Accommodation

Hotel

Age Range

13-99 yrs

Operated in

english

Destinations

New York, Massachusetts, Boston

New York, Massachusetts, Boston, Quebec City, Montreal, Toronto, Niagara, Amish Country, Washington D.C.

Duration9 days

From

USD 1,954

View Tour

All Toronto Tours in October 2025

33 Trips in Toronto during October 2025

33 Trips in Toronto during October 2025

Best of Eastern Canadian Cities featuring Niagara Falls, Ottawa, Quebec City & Montreal - October 2025

Essential East Coast, Niagara and Chicago - October 2025

Toronto and Niagara - October 2025

From Washington to Las Vegas - October 2025

Eastern Round ends Chicago - October 2025

Whashington, NY with Capites Canadienses end NY - October 2025

East Coast and Dreamed Canada - October 2025

Toronto, Niagara with East Coast - October 2025

Eastern Discovery - October 2025

East Coast Essential End Toronto - October 2025

Unmissable Canada, Niagara and Chicago - October 2025

Toronto, Niagara and Chicago - October 2025

From Montreal to Washington - October 2025

Patriot Trails - 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

33 Trips in Toronto during October 2025

33 Trips in Toronto during October 2025