- 1 / 4A Perfect Toronto Weekend GetawayCanada’s largest city, Toronto is the country’s commercial and cultural center. It’s a big, bold and vibrant city of diverse neighborhoods and world-class museums. Jane Jacobs, the famous chronicler of America’s cities who moved to Toronto later in her life, described the appeal of Toronto as coming from it having “a remarkable quality for a city of North America—it’s alive.” Michael Holtz of SmartFlyer is another American who has fallen for the charms—and exciting atmosphere and attitude—of Toronto and his three-day itinerary there includes some of his favorite stops.
- 2 / 4Day 1Served by quick flights from many US gateways—it’s 90 minutes from New York and Chicago—you can make the most of your first day with an early arrival and no jet lag to slow you down. Get settled at your home for the weekend, Four Seasons Hotel Toronto, and then head on to the first of your cultural stops, the Art Gallery of Ontario. At over 480,000 square feet, it’s one of the largest museums on the continent. Its renovation in 2008 is also a showpiece of architect Frank Gehry, a Toronto native. Afterwards, head back towards your hotel for window-shopping in Bloor-Yorkville, a neighborhood of historic buildings and high-end stores, especially along the strip of Bloor Street nicknamed “the Mink Mile.” In the summer the air is filled with music in Toronto, with a crowded calendar of festivals. Schedule your trip to coincide with one of them and Michael will arrange for tickets to an open-air concert at Luminato (June 10 to 26), Way Home (July 24 to 26) Veld Music Festival (July 30 and 31) or one of the city’s many other cultural events.
Accommodations: Four Seasons Hotel Toronto
- 3 / 4Day 2Start the morning with coffee and breakfast at the popular Thor Espresso Bar before getting the lay of the land at one of Toronto’s most famous landmarks, the CN Tower, which rises 553 meters (1814 feet above the city). From its observation deck you’ll be able to see all of Toronto, and beyond. If you are feeling especially daring, you can strap on a safety harness, step outside and walk along the perimeter of the observation deck on the Edge Walk. Next, head to the historic St. Lawrence Market to browse the produce, artisanal food products and snack on local fare before continuing on to the Distillery District. There you can shop the stores of the pedestrian-only village and enjoy a glass of Gooderham & Worts whisky. This afternoon visit another of Toronto’s cultural highlights, with a design by another leading starchitect. The Royal Ontario Museum has more than 40 galleries containing thousands of works of art and cultural artifacts and a striking 2008 addition designed by Daniel Libeskind. The museum is a ten-minute walk from your hotel, so after you are sated on culture you can return and get ready for a night exploring one of Toronto’s livelier neighborhoods,like Queen Street West or Ossington Village for French fare at Boehmer, a beer at Bellwoods Brewery, and burlesque at The Ballet.
Accommodations: Four Seasons Hotel Toronto
- 4 / 4Day 3Spend your last day in Toronto enjoying that quintessential summer experience, a day at Rogers Centre to see the Toronto Blue Jays play. From your box seats you’ll be able to cheer on the team that made it to the playoffs in 2015 and, as any local fan will tell you, are ready to go the whole way to the World Series this year. Alternatively, you can explore some of the different neighborhoods of what is one of the world’s most diverse cities with over 140 languages spoken here and half its population born outside Canada. You won’t be able to experience all of them in a day but you can at least visit a few neighborhoods. Start your morning in the historic Chinatown (though it’s actually one of six Chinese communities in the city). Hundreds of restaurants and stores along Dundas Street West and Spadina Avenue serve the community and curious visitors. Afterwards you can hop on one of Toronto’s streetcars en route to Palmerston/Little Italy—the city has the largest streetcar system in the Western Hemisphere. A plate of pasta at a local trattoria is, in its way, perhaps a quintessential Toronto meal and appropriate way to end your visit before you return home.