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Toronto
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5 Days · in Toronto

Five Days in Toronto: Icons, Museums & Neighbourhoods

Five days is enough to see Toronto's icons and still explore the neighbourhoods locals love. The first three days mirror a strong long-weekend plan: the downtown core and waterfront, the museum district around Bloor, and the creative west end. Days four and five then push east to the Distillery District and the car-free Toronto Islands, and back west to Rogers Centre, High Park, and the lakefront. Along the way you'll sample a peameal bacon sandwich, Chinatown dumplings, Kensington Market tacos, and celebrated neighbourhood restaurants. Each day stays geographically focused to limit transit time, and the variety, museums, parks, architecture, sports, and food, captures the full breadth of the city.

5 days

Day 01

The Financial District, Waterfront & Skyline

Downtown squares, a historic market, a harbour cruise, and the CN Tower.

  1. Morning

    Nathan Phillips Square & City Hall

    Start at Nathan Phillips Square beneath the Toronto sign and the curved towers of New City Hall while the plaza is quiet. It's the ideal orientation point for a first full day downtown.

  2. Late Morning

    St. Lawrence Market

    Devote an hour to St. Lawrence Market's food stalls and the historic South Market hall, repeatedly ranked among the world's great markets, a short walk east through the core.

  3. Lunch

    Harbourfront Centre

    Lunch along the Harbourfront with Lake Ontario and the boat traffic beside you, a scenic pause before the afternoon cruise departs from the nearby quays.

  4. Afternoon

    Toronto Harbour cruise

    Take a harbour cruise for the definitive skyline primer, gliding past the Toronto Islands and the downtown waterfront towers.

  5. Late Afternoon

    CN Tower

    Ascend the CN Tower to the LookOut and Glass Floor, and brave the higher SkyPod if you dare. Late-day light and clear skies reward you with sweeping views over the lake.

  6. Evening

    Iconic local eats

    Close the day with a taste of Toronto's signature dishes, from a peameal bacon sandwich to Chinatown dumplings, at a lively spot in the Entertainment District.

Day 02

The Museum District & Queen's Park

The ROM, Bata Shoe, and Gardiner museums plus the Legislature and Yorkville.

  1. Morning

    Royal Ontario Museum

    Begin at the ROM with its dinosaur halls, Egyptian galleries, and the crystalline Michael Lee-Chin addition. Arriving at opening helps you outpace the day's school groups.

  2. Late Morning

    Bata Shoe Museum

    Move a block west to the Bata Shoe Museum, whose collection spans 4,500 years of footwear from around the world, a compact and surprisingly absorbing stop.

  3. Lunch

    Yorkville & Philosopher's Walk

    Enjoy lunch in Yorkville or on the leafy Philosopher's Walk, framed by the University of Toronto campus on one side and Bloor Street on the other.

  4. Afternoon

    Gardiner Museum

    Walk to the Gardiner Museum, directly across from the ROM, for its refined collections of ceramics and contemporary clay, a calm counterpoint to the morning.

  5. Late Afternoon

    Queen's Park

    Stroll south to Queen's Park and the pink sandstone Ontario Legislative Building, whose grounds and Romanesque facade anchor the university district.

  6. Evening

    Yorkville dinner

    Dine in Yorkville, whose restaurants along Bloor, Yorkville, and Cumberland cover everything from sushi to modern Canadian cuisine.

Day 03

Kensington Market, Chinatown & the West End

A rail trail, vintage shops, tacos, the AGO, and celebrated independent dining.

  1. Morning

    West Toronto Railpath

    Walk or bike the West Toronto Railpath, a green rail-to-trail corridor of gardens and public art threading the Junction Triangle and Dundas West.

  2. Late Morning

    Kensington Market

    Explore the vintage shops, record stores, and global grocers of Kensington Market, plus the murals and patios tucked along Augusta and Kensington Avenues.

  3. Lunch

    Seven Lives tacos

    Line up at Seven Lives for Baja fish and shrimp tacos, or choose from Kensington's many acclaimed casual eateries.

  4. Afternoon

    Art Gallery of Ontario

    Head to the Frank Gehry redesigned AGO on nearby Dundas Street for the Group of Seven, Henry Moore, and a sweeping spiral staircase, an easy pairing with the market.

  5. Late Afternoon

    Queen Street West

    Wander west on Queen Street West past design shops, galleries, and Trinity Bellwoods Park, a stylish, unhurried afternoon of browsing.

  6. Evening

    Ossington dinner

    Head to Ossington Avenue for dinner along one of the city's most lauded strips of independent restaurants.

  7. Evening

    Cocktail bar nightcap

    Finish with a drink at one of Ossington or Dundas West's inventive cocktail bars, soaking up the west end's easygoing creative vibe.

Day 04

The Distillery District & Toronto Islands

Victorian industrial architecture, a ferry to the islands, and eastern skyline views.

  1. Morning

    Distillery Historic District

    Spend the morning in the pedestrian-only Distillery District, wandering its restored Victorian industrial buildings, galleries, and boutiques set along cobblestone lanes.

  2. Lunch

    Distillery District eateries

    Grab lunch in the Distillery, where cafés, a chocolate maker, and restaurants such as El Catrin fill the old whisky warehouses.

  3. Afternoon

    Toronto Islands ferry

    Catch the ferry from the Jack Layton Ferry Terminal to the Toronto Islands, a car-free chain of parkland, lagoons, and beaches just offshore.

  4. Late Afternoon

    Ward's Island boardwalk

    Walk the boardwalk between Ward's Island and Centre Island past cottages and gardens, then out to the beaches on the lake side.

  5. Evening

    Islands skyline view

    Pause on the island shore for the single best skyline vantage in the city, the downtown towers rising across the harbour, before catching the ferry back.

  6. Evening

    Leslieville dinner

    Have dinner in Leslieville or Riverside, whose Queen Street East restaurants range from brunch favourites to modern bistros.

Day 05

The Ballpark & the West Lakefront

Ballpark energy, a free zoo, lakefront beaches, and downtown shopping to close the trip.

  1. Morning

    Rogers Centre

    Visit Rogers Centre, home of the Blue Jays since 1989. Take a stadium tour, or catch a day game if the schedule aligns with your trip.

  2. Lunch

    King Street West eats

    Lunch in the lively blocks of King Street West near the stadium, from sports bars to the pizza and sandwich spots that fill the strip on game days.

  3. Afternoon

    High Park & High Park Zoo

    Head west to sprawling High Park and its free zoo, an easy, budget-friendly pairing of gardens, wooded trails, and Grenadier Pond.

  4. Late Afternoon

    Sunnyside Beach

    Relax at Sunnyside Beach and stroll the Martin Goodman Trail for classic skyline-over-the-water photos across the harbour.

  5. Evening

    Yonge Street & Eaton Centre

    Finish shopping along Yonge Street and the CF Toronto Eaton Centre, passing Old City Hall and Yonge-Dundas Square near the core.

  6. Evening

    Entertainment District farewell dinner

    End your trip with dinner in the Entertainment District's dense restaurant row; reserve ahead for the city's steakhouses and standout tables.