21 Unique & Fun Things to Do in Toronto for Young People and Couples

Toronto is having a moment. With new venues popping up, old classics getting reinvented, and the city’s neighborhoods becoming cultural playgrounds, there’s never been a better time to explore. Whether you're planning a spontaneous date night, a weekend adventure, or just trying to break the routine, Toronto has an experience for you.

Here’s your ultimate guide to 21 fun, unexpected, and downright cool things to do in Toronto—tailored for young people and couples who crave connection, creativity, and a little bit of buzz.

1. Outdoor Movies with the Toronto Outdoor Picture Show

Imagine cuddling up under the stars with your favorite snack and an indie film flickering on the screen. The Toronto Outdoor Picture Show brings open-air cinema to life all summer across city parks like Christie Pits and Fort York.

📍 Vibe: Romantic and relaxed🎬 Bonus: Many screenings are free!

2. Twilight Paddleboarding Through the Toronto Islands

Toronto Island SUP offers guided sunset and nighttime paddleboarding tours through the island’s quiet lagoons. Floating under the skyline as the city lights flicker on? It's as magical as it sounds.

🌊 Difficulty: Beginner friendly💡 Couples Tip: Book a glow-in-the-dark LED board session

3. Mix Cocktails Like a Pro at This Creative Workshop

What’s better than drinking cocktails? Learning to make them. Best Bartenders’ Cocktail Workshop (next session: July 19) is the kind of interactive, hands-on event that elevates a night out from fun to unforgettable.

🍸 What you’ll do: Shake, stir, and sip 3 craft cocktails🧠 What you’ll gain: Real bartending skills, good vibes, and lots of laughs📷 Pro tip: Bring your camera—this one’s highly Instagrammable!

4. Get Lost in the Tiny Wonders of Little Canada

Little Canada is a miniature world of jaw-dropping detail, from tiny Toronto to shrunken-down versions of Niagara Falls and Vancouver. It’s whimsical, oddly moving, and ideal for couples who love immersive experiences.

💬 Feels like: A Pixar set meets a cross-country tour🎟️ Open daily at Yonge-Dundas Square

5. Graffiti Alley: Toronto’s Living Street Art Gallery

Spanning several blocks behind Queen West, Graffiti Alley is an explosion of color, character, and creativity. Perfect for a casual photo date or a walking tour with friends.

📸 Must do: Find the Rick Mercer alley and snap a throwback🎨 Local tours offer artist insight

6. Rooftop Views and Cocktails at Lavelle

Perched high above King West, Lavelle serves up luxury vibes with an infinity pool, skyline views, and a cocktail list that matches the scenery. Come for the drinks, stay for the photo ops.

🌇 Golden hour is everything👗 Dress code: Upscale casual

7. Night at the Museum: Aga Khan After Dark

The Aga Khan Museum blends Islamic art, modern architecture, and serenity. Evening events often include live music, film, or meditation. A perfect reset for culture-loving couples.

🧘‍♀️ Unique and peaceful🌙 Check listings for nighttime events

8. Snakes & Lattes: Board Game Bar Bliss

Snakes & Lattes isn’t your average café—it’s a sprawling board game paradise with beer, burgers, and every game you’ve never heard of but will soon love.

🎲 Ideal for: First dates, rainy nights, introverts💬 They have game guides to help if you’re new

9. Distillery District by Candlelight

Historic charm meets modern nightlife in the Distillery District. Explore cobblestone lanes, take a tasting tour, or catch a jazz show at SpiritHouse (yes, it’s still going strong in 2025).

🍷 A great winter or fall date spot too🎨 Home to local galleries and pop-up art

10. Dine in the Dark at O.Noir

At O.Noir, you eat a full gourmet meal in complete darkness, guided by blind servers. It’s an unforgettable, perspective-shifting experience that turns dinner into dialogue.

👀 Challenge your senses🧠 You’ll never forget this one

11. Karaoke with a Crowd at Bar+

Still alive and still awesome, Bar+ Karaoke in the Entertainment District offers private and open-mic rooms with a massive song library, great lighting, and a crowd that actually cheers you on.

🎤 No shame, just vibes🎉 Book in advance for weekends

12. Floating in Space (Sort Of) at Lumina Experience

This newer immersive light experience takes you through dreamy, otherworldly environments with music, projections, and interactivity. Lumina Night Walks often sell out quickly—watch for the Toronto shows.

✨ Think: Avatar meets Burning Man📍 Location varies by season

13. Harbourfront Cruise at Sunset

Book with Mariposa Cruises or Toronto Harbour Tours and see the skyline from the lake. Romantic, low-stress, and great for visitors or locals rediscovering the city.

🎶 Some cruises offer DJs and dancing🍷 Others are more wine-and-cheese chill

14. Explore the Evergreen Brick Works Farmers’ Market

One of the city’s most sustainable and scenic spots, Evergreen Brick Works hosts a vibrant weekend market and nature trails. It’s ideal for a date that ends with coffee and artisan snacks.

🌿 Eco-friendly, dog-friendly🚲 Accessible by bike trails

15. High-Stakes Fun at The Ballroom

More than just a bowling alley, The Ballroom is a multi-floor entertainment hub with games, food, and high-energy social space. Perfect for groups or double dates.

🎳 Activity meets bar scene🕹️ Add billiards, arcade games, or DJs

16. Visit Casa Loma—But Do It at Night

Casa Loma opens for seasonal night events including escape rooms, haunted houses, and classical concerts in the Great Hall. The setting? A literal castle.

🏰 Most romantic when candlelit💡 Look for "Symphony in the Castle" series

17. EdgeWalk at the CN Tower (If You’ve Got Nerves)

Yes, you’re 116 storeys up. Yes, you’re walking on a ledge with just a harness. And yes—it’s as epic as it sounds. EdgeWalk is still a top-rated experience in 2025.

🎥 Comes with a video for proof💪 Definitely a badge of honor

18. Secret Supper Clubs and Pop-Ups

Check out The Pop-Up Dinner Club or Chefs Without Restaurants for rotating secret dinners. Locations vary from lofts to rooftops, with rotating chefs and themed menus.

🥂 Culinary adventure📧 Sign up early—they sell out fast

19. Indie Theatre at Crow’s Theatre or Theatre Passe Muraille

Skip the Mirvish musicals for a night and dive into Toronto’s indie theatre scene. Crow’s Theatre and Theatre Passe Muraille are incubators for bold, fresh storytelling.

🎭 Smart, original, and affordable💬 Stick around for talkbacks or artist Q&As

20. Explore a Night Market

From Street Eats to the growing Waterfront Night Market, Toronto’s night market scene is booming in 2025. Think Asian street food, neon lights, and live DJs.

🍢 Must-try: Bao, ramen fries, Filipino BBQ🌆 Best after dark

21. Make Your Own Photo Scavenger Hunt

A low-cost, high-fun option. Use your phones or instant cameras and set challenges like "Find the weirdest storefront" or "Snap a skyline selfie." Great for couples, especially early in the dating phase.

🗺️ Creative, flexible, playful🏆 Loser buys dessert

Final Sip: Of all the Fun Things To Do in Toronto; Choose Experiences That Make You Feel Alive!

Toronto isn’t just a city—it’s a stage, and you’re the main act. Whether you’re clinking glasses in a cocktail workshop, slow dancing on a rooftop, or paddleboarding at dusk, the best things to do in Toronto go beyond sightseeing—they’re about connection.

So grab your date, your camera, your curiosity—and your cocktail shaker.

Cheers to the memories.

P.S. Ready to try something unique? Join the Best Bartenders Cocktail Workshop this July and turn your night out into an unforgettable experience.