Kick off the holidays and the New Year by sneaking away to Toronto to get cozy with your other half. From candlelit dinners to side-by-side spa treatments, arts and culture to big-league sports, there’s so much to do in the city that never hibernates.
The best part? Toronto is as unique as your love! Try these winter date ideas tailored to the love language your companion is most fluent in.
Pro tip: Suss out their style with this Love Languages assessment quiz, based on Gary Chapman’s best-selling book The 5 Love Languages: The Secret to Love That Lasts.
Love language: Physical Touch
Connoisseurs of physical touch are all about making connections and snuggling tight. Here’s how to get closer together in Toronto this winter.
• Hold hands as you glide and weave along these Toronto ice-skating rinks and trails. Don’t worry if you can’t skate: that’s all the more reason to hold on tight!
• Why sit across from each other when you can sit side by side? These Toronto comfort food restaurants encourage cozy vibes and heartfelt conversation.
• High five after an ice water plunge or pick up some massage techniques (hey, it’s all about your comfort level!). These wellness experiences encourage getting physical.
Credit: 7 Paintings™ – The Art of Dining
Love language: Quality Time
Feel the sparks fly when you truly connect one-on-one. These unique Toronto winter experiences make the most of phones-down, distraction-free, together time.
• Lose yourselves in a timeless romance or a spellbinding musical. Magic happens on stage—even more so if you round out your theatre date night with drinks and dinner.
• Put your heads together, decipher clues and explore the many galleries of the Royal Ontario Museum as you solve an Urban Capers Scavenger Hunt as a team of two.
• Linger over a jaw-dropping, no-distraction meal at one of Toronto’s most artful restaurants, where the cuisine is as pleasing to the eye as the palate.
• Experience seven courses that blend art, technology, music, and culinary craft into an immersive dining journey meant to be savoured together.
Love language: Words of Affirmation
If love notes, poetry, music and sweet talk make your other half swoon, Toronto has sooooo many ways for you to woo with words this winter.
• Plan a Toronto gigcation around the Blue Rodeo (January 23, 2026) or Cardi B (March 30, 2026) shows. Or catch new talent at these under-the-radar live-music venues.
• Whether it’s the latest literary page turner or a handbound notebook for their own poetry, Toronto indie bookshops offer something for every word lover.
• Stomp their name into freshly fallen snow. Or whisper sweet nothings as you wait for the ferry. But you’ll feel like you have the Toronto Islands all to yourselves in winter.
Love language: Receiving Gifts
It’s not just shopping... it’s commemorating your love story through mementoes, souvenirs and keepsakes. Craft your romance with these Toronto winter shopping ideas.
• Get your partner excited about your upcoming Toronto gift with these literary pagetuners that take place in The 6ix.
• Thrill your love interest with a trip to these uniquely nerdy Toronto shops that will make them feel seen and valued for all their arcane, geeky hobbies like sci-fi, gaming and anime.
• Craft one-of-a-kind Toronto souvenirs at a hands-on studio workshop. Quality time + personalized gifts? Yes, please! From self-care to phone cases, it’s all easy-breezy DIY.
