10 Best Toronto Multiday Tours in September 2025

East Coast and Dreamed Canada - September 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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Discover Eastern US and Canada - September 2025

Trip customizable

Best price guaranteed

This tour takes you through the scenic villages of New England and Iconic cities of Eastern America and Canada. Start your journey in New York - “the city that never Sleeps”. Drive to the historic city of Boston, one of oldest American municipality and home to some of the most important events of America’s Freedom struggle. Walk along the freedom trail and relive the stories of American Revolution. Next, cross the border and travel to the Historic City of Quebec, traversing through scenic New England with its picturesque villages and scenic mountains. Bask in the history of World UNESCO city of Quebec, one of the oldest cities in North America. Then drive to Montreal, the French infused Canadian City, known for its penchant for festivals and enjoying life. Later continue to the Canadian capital of Ottawa, the vibrant city of Parks and flowers, before reaching the truly cosmopolitan city of Toronto. Marvel at its amazing skyline, dominated by CN tower- one of the world’s tallest free-standing structures. Then, you get to wonder at the majestic Niagara Falls, before crossing the border back to US and make your way to Pennsylvania Dutch Country and discover the unique lifestyle of the Amish people. Travel through the Appalachian Mountains and visit the Gettysburg Civil War Memorial Battleground on your way to Washington, D.C. Explore the ins and outs of this magnificent city — the capital of the United States of America. Finally, end your journey with an incredible visit to Philadelphia, the legendary birthplace of America, where you will have the chance to visit the Independence Hall, the Liberty Bell or one of its many museums before you travel back to New York.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

8-99 yrs

Operated in

english

Destinations

New York, Washington D.C., Montr

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

Duration11 days

From

USD 2,204

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Toronto, Niagara with East Coast - September 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 - September 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 2,023

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East Coast Essential End Toronto - September 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 - September 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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5% OFF TODAY

Eastern Canada & USA Explorer - September 2025

No booking fees

Best price guaranteed

Embark on a remarkable Canadian land journey with Scenic, exploring the French-inspired delights of Montréal and Québec City. Enjoy Québécois cuisine and live music at a Sugar Shack, marvel at Niagara Falls, and delve into Amish culture before witnessing the vibrant energy of a Broadway show in New York City. Blending culture, history and captivating towns, this immersive journey will take you through some of North America's most iconic destinations. Wander through the vibrant streets of Ottawa and Washington D.C., where colonial influences mingle with distinct identities, offering insights into the evolution of two powerful capitals. Experience the French influence on Montréal and the awe-inspiring majesty of Niagara Falls, where nature's raw power will leave you speechless.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Ship Cabin, Resort

Age Range

18-99 yrs

Operated in

English

Destinations

New York, Ottawa, Montreal, Lanc

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

5% OFF TODAY

Duration15 days

From

USD 9,695

USD 9,195

Saving

USD 500

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Super Sales

Ultimate Canada - September 2025

4.4

(9 reviews )

No booking fees

Best price guaranteed

Fantastic trip lead by an amazing trio manger. Well worth the cost. Admittedly the west coast was a lot better than that of the east mainly due to the scenery which was present. Special stays in Whistler as a pod hotel and Banff as a chalet with friend made the trip that much more special. The feee time add ones were also really reflective of the areas we visited and appropriately priced. Would highly recommend.

National parksWaterfalls

Tour Type

Group Tour

Accommodation

Hotel, Lodge, Resort

Age Range

18-35 yrs

Operated in

english

Destinations

New York, Vancouver, Ottawa, Whi

New York, Vancouver, Ottawa, Whistler, Sun Peaks, Jasper, Banff, Vernon, Quebec City, Montreal, Niagara Falls, Toronto, Boston

Duration19 days

From

USD 4,565

USD 4,428

Saving

USD 137

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Toronto, Niagara and Chicago - September 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 - September 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 - September 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 1,951

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Canada, Niagara and New York - September 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 - September 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 - September 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 4,047

View Tour

All Toronto Tours in September 2025

Page 2 of 36 Trips in Toronto during September 2025 with 65 Reviews

East Coast and Dreamed Canada - September 2025

Discover Eastern US and Canada - September 2025

Toronto, Niagara with East Coast - September 2025

Eastern Discovery - September 2025

East Coast Essential End Toronto - September 2025

Unmissable Canada, Niagara and Chicago - September 2025

Eastern Canada & USA Explorer - September 2025

Ultimate Canada - September 2025

Toronto, Niagara and Chicago - September 2025

From Montreal to Washington - September 2025

Patriot Trails - September 2025

Canada, Niagara and New York - September 2025

Unmissable Canada and Western Classics - September 2025

The Grand East - September 2025

Page 2 of 36 Trips in Toronto during September 2025 with 65 Reviews

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 September 2025

Page 2 of 36 Trips in Toronto during September 2025 with 65 Reviews

Page 2 of 36 Trips in Toronto during September 2025 with 65 Reviews