10 Best Toronto Multiday Tours in October 2025

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.

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

View Tour

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

View Tour

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

View Tour

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

View Tour

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

View Tour

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

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

View Tour

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

View Tour

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

View Tour

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

View Tour

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

View Tour

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

View Tour

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

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

All Toronto Tours in October 2025

Page 2 of 39 Trips in Toronto during October 2025 with 40 Reviews

Page 2 of 39 Trips in Toronto during October 2025 with 40 Reviews

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

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

Touring the East Coast end Toronto - October 2025

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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 39 Trips in Toronto during October 2025 with 40 Reviews

Page 2 of 39 Trips in Toronto during October 2025 with 40 Reviews