Unique first date ideas in Toronto

Is there anything more panic-inducing than planning a first date with a virtual stranger? If you’re looking for a fun activity that’s a little outside the box, forgo the classic dinner-and-a-movie night out and wow your date with one of these unique activities.

Toronto Adventures Inc

1
Old Mill, Toronto, ON

It’s easy to hibernate indoors during the cold depths of winter, but planning an active outdoor adventure can be a fun way to get to know one another. Outdoorsy individuals can strap on a pair of snowshoes and get some exercise while exploring some of the city’s snow-covered trails under the stars. Toronto Adventures offers guided snowshoeing expeditions on weekday evenings in High Park and Humber Valley to the west and Rouge Valley to the east. Warm up together with a hot chocolate or a boozy coffee afterwards.

Haunted Walks

2
30 Gristmill Lane, Toronto, ON M5A 3C4

Not just for tourists, these ghostly walking tours are a fabulous way for couples to explore the city’s darker history. Guides lead groups by lantern light through the haunted landmarks around Old Town Toronto, including the cobblestone streets of the Distillery District — an area steeped in spirits of the ethereal and alcoholic variety. A supernatural walk might not be the most romantic activity, but then again – you could find yourselves reaching for each other’s hands during some of the scarier moments.

Snakes & Lattes

3
600 Bloor St W, Toronto, ON M6G 1K4

Break the ice over a game of Battleship at this fully licensed board game café in Koreatown (or the craft-beer focused College Street location, Snakes and Lagers, if you prefer). There’s nothing like a fierce tabletop competition to bring out your date’s true colours and test out your compatibility. Whether or not you laugh (or cringe) over the same Cards Against Humanity jokes could reveal your potential for a long-lasting relationship. This popular hangout gets busy on the weekends but you should be able to snag a spot for two on weekday evenings.

SPiN

4
461 King W, Toronto, ON M5V 1K4

Hoping to find a future doubles partner? Why not enjoy a spirited round of back-and-forth during a game of table tennis at this popular basement ping-pong bar. Couples can book tables by the hour and enjoy bar snacks and cocktails while you play; the boozy drinks might not improve your game but they should help calm your first-date jitters. If all goes well, there are plenty of trendy restaurants and nightclubs along the King West strip where you can continue your evening afterwards.

Comedy Bar

5
945 Bloor St W, Toronto, ON M6H 1L5

Take the pressure off and leave the entertaining to the professional funny folks at this Bloorcourt comedy bar. There are loads of laughs to be had here thanks to the wide variety of sketch, improv and stand-up shows on offer throughout the week. Get the giggles with your date during a spontaneous Wheel of Improv show or Sunday Night Live performance filled with silly skits. If you want a chance to chat before the show, split a gourmet ice cream sandwich from Bakerbots across the street.

Allan Gardens Conservatory

6
19 Horticultural Ave, Toronto, ON M5A 2P2

Want to escape Toronto’s concrete jungle without leaving the downtown core? Charm your date while communing with nature at this historic conservatory at Jarvis and Carlton. The 100-year-old local landmark is easily spotted thanks to its iconic cast iron domed roof. Couples can walk leisurely through the 16,000-square-foot greenhouse filled with interesting and exotic plants and seasonal flowers. The lush botanicals and fragrant blooms can replicate those spring-fever feelings even in the depths of winter. Best of all, there’s no entry fee so you can save your cash and grab a bite to eat afterwards.

Throwing a bachelorette party for your bride-to-be bestie doesn’t have to mean buying tacky tiaras and penis-shaped paraphernalia. Host an unforgettable fling before the ring with your gal pals at these Toronto hotspots.
Halloween might be everybody’s favourite scary holiday, but Toronto's haunted homes and buildings will give visitors a fright all year round. If you fancy a scare, check out the local tours that will you guide you through the stories and corridors of these spooky spots around the downtown core.
There are just some things you can’t learn in a traditional school classroom. Whether your little ones want to learn how to paint, pirouette or put together a robot, there are plenty of spots in Toronto offering educational workshops designed to help kids and teens develop new skills.
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