Make this Valentine’s Day one to remember with these 6 unique date ideas. From romantic strolls and artistic exhibitions to lakeside dining and foodie experiences, Toronto's harbourfront offers plenty of ways to make this year's Valentine's Day special.
With Family Day adding an extra day to this year's Valentine’s weekend, there’s even more time to spend with that special someone.
Your Guide to Valentine’s Day in Toronto:

Free Hot Chocolate and Ice Skating at Sherbourne Commons
Kick off your Valentine’s weekend with a classic winter date at Sherbourne Commons outdoor ice rink, located at 5 Lower Sherbourne St.
Free skate rentals will be available from 2 to 6 PM, making it a perfect daytime activity. Skating aids and helmets are also available to rent — for free! Afterwards, warm up with a free cup of hot chocolate, available from 1 PM to 4 PM.
The skating rink is just steps away from two beautiful lakeside restaurants - ideal for a romantic date.
Make a reservation at SIMONA, a delicious Mediterranean Italian restaurant with a cozy interior. SIMONA is less than a minute's walk from Sherbourne Common.
Or check out IRENE, a culinary classic with a dedicated Valentine's Day menu.

The Power Plant Contemporary Art Gallery
Take your date to The Power Plant Art Gallery this Valentine’s Day. Stroll hand-in-hand through thought-provoking art exhibitions by Lap-See Lam and Charles Campbell while they’re still on display. It’s the perfect date idea to spark meaningful conversation.
The Power Plant offers free admission, and is located right on Toronto's waterfront at 231 Queens Quay W.

DJ Skate Nights at Harbourfront Centre
Don’t miss the final DJ Skate Night of the year at Harbourfront Centre! From 8 PM to 10 PM, enjoy beats spun by DJ Juana Go-gó while you skate the night away.
Free skate rentals are available, so you and your date can hit the ice without any hassle.
Learn more about Harbourfront Centre’s DJ Skate Nights here.

Comedy Show at Second City
Get ready for a night of laughter by taking your date to Second City’s Valentine’s special, Swipes Right: U Up? The 90-minute comedy show hilariously explores the realities of modern dating.
Afterward, wrap up the evening at their onsite restaurant and bar, The Bentwood, with a view of Love Park’s heart-shaped pond.

Silent Legacy Dance Performance
Looking to take your partner on a date that’s both poetic and entertaining? Silent Legacy is a must-see dance duet that is sure to impress your date. Part of Harbourfront Centre’s KUUMBA 365 festival, this captivating performance blends Krump and contemporary dance to explore themes of identity, gender, and heritage.
Don’t miss the one-time show on Saturday, February 15 at 7:30 PM.
Pizza-Making Class for Two at Pie Bar
Get hands-on with your date at a pizza-making class led by a professional pizza chef at Pie Bar.
The experience includes:
A wine tasting (red or white)
Crafting your own personal pizzas
Complimentary bubbly prosecco toast
2 red roses and captured moments with Polaroid photos
It’s interactive, tasty, and lots of fun, plus you even get to take dough home to make more pizzas later!

Lakeside Dining On Valentine's Day
Toronto’s waterfront is home to some of the city’s best dining spots that offer something for every budget and taste.
The Bentwood | 1 York Street
Indulge in a delicious meal at The Bentwood, before or after an unforgettable comedy show at The Second City.
The Bentwood overlooks Love Park, creating the perfect romantic atmosphere.
IRENE | 25 Dockside Dr
IRENE is a known culinary classic, offering diverse cuisines and delicious meals.
IRENE has a dedicated Valentine's Day menu (available all weekend long), and a gorgeous interior. Perfect for your Valentine.
Miku | 10 Bay ST
Miku is an award-winning restaurant, known for specializing in Aburi cuisine.
Miku blends together Japanese culinary traditions with local ingredients, offering an unforgettable dining experience.
And on February 14 + 15, diners can enjoy a romantic Valentine’s Day menu featuring:
Exquisite 6-course kaiseki tasting menu
Live jazz trio (February 14 only)
Flavourful cocktails
Don Alfonso | 1 Harbour Square
For a truly unforgettable dining experience, book a reservation at the city’s most internationally acclaimed restaurant. This Michelin-star restaurant has also been named the second-best Italian restaurant in the world.
The delicious cuisine is paired with stunning views of the city skyline and Toronto’s harbour.
Happy Valentine's Day 💕
From romantic strolls and artistic exhibitions to lakeside dining and foodie experiences, the Waterfront offers plenty of ways to make this year's Valentine's celebrations special.