Tours and Trip Packages to Toronto in May 2026
Traveling to Toronto in May 2026? We offer 50+ tours, trips and vacation packages to Toronto in May 2026. Our Toronto in May 2026 tour packages and trips have 120+ customer reviews. All the Toronto May 2026 tour packages and trips are carried out by hand-picked, qualified local and international Toronto tour operators.
Page 2 of 54 Trips in Toronto during May 2026 with 125 Reviews
Most Popular
From Montreal to Washington - May 2026
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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
City sightseeing
Eastern Discovery - May 2026
Craving a North American adventure that ventures beyond the ordinary? The Eastern Discovery tour sweeps you through the best of the US and Canada in 11 days, perfect for young adults and families seeking variety and excitement. Launch from the energetic streets of New York City, journey through Boston’s historic landmarks, and savor the charm of rural New England.
Cross into Canada to indulge in Quebec’s French flair, sample authentic maple syrup, and soak up stunning views along the Saint Lawrence River. Montréal and Toronto add cosmopolitan energy, with Lake Ontario’s beauty capping off your trip. The USP is its cross-border approach—blending iconic sights with regional delicacies and natural wonders for an all-encompassing tour package.
Adventure
Canadian Capitals with Chicago and the entire West Coast - May 2026
Experience the grand sweep of North America’s diverse cities with the 'Canadian Capitals with Chicago and the entire West Coast' tour package, tailored for senior travelers seeking comfort and discovery. Over 20 leisurely days, this guided sightseeing trip begins in Montreal and winds through the vibrant capitals of Canada, the dynamic streets of Chicago and Detroit, and the iconic attractions of the West Coast before concluding in San Francisco. Carefully crafted for those who appreciate a relaxed pace, this journey offers accessible walks and plenty of rest, making it especially appealing for seniors. The itinerary covers noteworthy destinations such as Ottawa, Los Angeles, and multiple cities across both the USA and Canada, with all hotel accommodations, transport, and meals seamlessly included. What sets this tour apart is its harmonious blend of urban exploration and scenic journeys, providing a comprehensive North American experience with all the ease and comfort senior guests deserve.
City sightseeing
Eastern Canada by Rail - May 2026
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
The Grand East - May 2026
The Grand East trip is your gateway to the heart and soul of Eastern North America, blending iconic cityscapes with scenic countrysides on a 20-day adventure. Young adults and families will love this route, which kicks off in the bustling streets of New York before winding through the charming landscapes of New England, the historic Amish countryside, and on to the vibrant cities of Canada—Québec, Montréal, and Toronto.
Southward, immerse yourself in the musical energy of Nashville and New Orleans, then wrap up your journey with sun-soaked days in Florida. This tour stands out for its seamless combination of history, culture, and regional flair—a trip that lets you step back in time and savor modern delights, all in one grand package.
Adventure
Canadian Capitals with Chicago and West Coast - May 2026
Ready to uncover the best of Canada and the USA in comfort? The 'Canadian Capitals with Chicago and West Coast' tour offers a 16-day city sightseeing adventure, starting in Montreal and winding up in the dazzling lights of Las Vegas. Designed specifically with seniors in mind, this group tour balances gentle exploration with enriching experiences, taking you through Toronto’s lively streets, the architectural marvels of Chicago, and the natural beauty of Flagstaff. With accommodations, meals, and all transport arranged, you can immerse yourself in each destination without worry. The unique highlight of this tour is its effortless combination of Canada’s cultural hubs and America’s vibrant cities, making it ideal for seasoned travelers eager for diversity and ease.
City sightseeing
Whashington, NY with Capites Canadienses end NY - May 2026
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
Unmissable Canada and Western Classics - May 2026
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
Touring the East Coast end Toronto - May 2026
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
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