1 People watching on the rooftop patio of Sky Yard, a favourite sipping spot of the city’s hipsters.
2 A peaceful walk through Mount Pleasant Cemetery (375 Mount Pleasant Rd., 416-485-9129).
3 Saying yes to the dress at Mrs. Bridal Boutique.
4 Seeing works by contemporary Canadian artists at the venerable Olga Korper Gallery.
5 Vintage jewellery from the vast estate collection of Van Rijk Jewellers.
6 Tucking into a vegetarian variation of huevos rancheros at Sadie’s Diner (504 Adelaide St. W., 416-777-2343).
7 Enjoying an ice cream cone from Dutch Dreams in flavours like apricot and watermelon.
8 The secretive, cozy ambience of Swirl Wine Bar, which is located above a store in Leslieville.
9 Imbibing a classic cocktail such as a Harvey Wallbanger, at The Harbord Room.
10 Jiving to nightly live jazz shows at The Rex.
11 The shimmering marquee lights of the Royal Alexandra (260 King St. W.) and Princess of Wales (300 King St. W.) theatres as well-heeled patrons settle in for a good show.
12 Combing through the eclectic selection of wares at Blackbird Vintage Finds.
13 The $10 lunch special every Friday at Beast Restaurant, which pays homage to cuisine from a new city each week.
14 Visiting Maple Leaf Gardens (60 Carlton St.)—formerly home to the city’s hockey team, it’s now a grocery store where centre ice is adjacent to canned veggies and rice.
15 Admiring the inverted glass dome that is Roy Thomson Hall (60 Simcoe St., 416-872-4255).
16 Biting into a bacon cheeseburger from The Burger’s Priest (1636 Queen St. E., 647-346-0617).
17 Airy lemon cardamom sugared donuts from The Gabardine—two won’t be enough.
18 Exploring the age of dinosaurs at the ROM, which is home to a tyrannosaurus skeleton.
19 Adding a pop of colour with a lemon-yellow briefcase from Philip Sparks.
20 Shopping for coveted labels like Comme des Garçons and Alexander Wang at Jonathan + Olivia (49 Ossington Ave., 416-849-5956).
21 Capping off your tour of Steam Whistle Brewery with a cold one.
22 Choosing one of more than 1,500 board games at Snakes and Lattes.
23 The soaring 35-foot-high ceiling at Aria.
24 Discovering a touch of Scandinavia in Toronto at Mjölk, a popular decor destination in the Junction.
25 Admiring the finely restored Spadina Museum, which shows life in the city as it was in the 1920s.
26 Taking a stroll on the boardwalk at The Beach, a favourite sunny-day destination of locals.
27 An order of the famous coconut cream pie from Scaramouche.
28 Celebrating Queen Elizabeth II’s diamond jubilee with afternoon tea at the Fairmont Royal York (100 Front St. W., 416-860-5004).
29 Tray upon tray of cupcakes at Prairie Girl Bakery, with whipped buttery icing atop vanilla and chocolate cake.
30 A showcase of over 145 pieces by master artist Pablo Picasso exclusively at the Art Gallery of Ontario.