May long weekend activities at the Toronto waterfront

May long weekend activities at the Toronto waterfront

It’s finally the long-awaited Victoria Day May long weekend, Toronto, but—you have no clue wha you’re doing yet! Forget scrambling to piece together a last-minute plan that’s likely to end up in utter disappointment, because we’ve gone ahead and planned your long weekend. From sun-soaked patios, to family beach days, to nearby escapes into nature, we’ve rounded up some of the most awesome things to do on the waterfront this may long weekend.

Family time at Harbourfront Centre’s JUNIOR festival

Want to catch a glimpse of robot dance party? Learn about edible plants, flowers and medicines in our local community? Then, head down to Junior! Harbourfront Centre’s international children’s festival brings leading contemporary artists together to animate young minds. The festival is happening May 21 to 23rd and features a variety of different events for the whole family! The waterfront has more events going on this weekend too like Immersive Frida Kahlo, Immersive Klimt and Our Home and Haunted Land.

Two words: patio👏🏻 season👏🏻


It’s practically a law that if you’re in the city, you’re dining on a patio this weekend. Lucky for you, the waterfront has a slew of options to choose from. Neighbourhood hotspots such as Against The Grain, The Miller Tavern, and Amsterdam Brewhouse not only deliver ridiculously good eats but also hard-to-beat views of the lake. Need a mini-escape from the hustle and bustle of city life? Cozy waterfront eateries like Nforno Pizza and Box Car Social will soon become your go-to kick-back joints. Ps: we even have vegan fast food burgers at Mavericks Burger Co.

Eat ice cream. All. Weekend. Long.

The Fix Ice Cream Bar

Whether you’re a die-hard vanilla fan or always on the hunt for a new flavour, there are plenty of ice cream and gelato shops on the waterfront to satisfy your taste buds. Cool down with a picture-perfect cup of ice cream from The Fix Ice Cream Bar. The shop proudly serves up frozen treats with insane flavour combinations in very generous portion sizes. If The Fix won’t flatter your sweet tooth, maybe you should check out a local gelato bar like Touti Gelati. Emphasizing authentic Italian gelato flavours, they offer supremely tasty cold treats in a rainbow of colours and tastes. You can even grab your friends and do a waterfront ice cream bar crawl and add a third stop at Ice Creamnology which makes mouth watering hand-crafted flavours like Southern Banana Pudding 😍

Be a tourist in your own city

Kajama Boat CruiseWhether you’ve lived in Toronto for five months or your entire life, there’s no way you’ve conquered even half of what makes our city so glorious. This long weekend, knock a few things off your bucket list by exploring your own backyard. Don’t know where to begin? Start with one of the most touristy things to do in Toronto: a harbour tour. While epic skyline shots for the ‘gram and a rundown of our city’s colourful history are a guarantee, some local cruise liners like to put their own unique touches on the classic harbour tour. When you set sail with Great Lakes Schooner Company, you can help the crew raise the sails of the Tall Ship Kajama and watch as they fire off the ship’s cannon.

Check out our boating page for a complete list of Toronto harbourfront boating opportunities!

Ditch city life for island life

People boarding the Jack Layton Ferry TerminalEven if a trip to Jamaica isn’t in the cards this long weekend, you can still catch some serious island vibes staying close to home. Hop aboard a ferry—which is an experience in and of itself—to begin your 15-minute pilgrimage to the Toronto Islands. Once over on Centre Island, Hanlan’s Point, or Ward’s Island, you’ll find endless adventures. From riding the log flume at Centreville Amusement Park, to sunbathing on Ward’s Island’s dreamy beaches, to exploring the beautiful, yet spooky, Gibraltar Point Lighthouse, you’ll soon understand why island living is good living.

Put the pedal to the metal


Rounding the trails is a start-of-summer must and one route you’ve got to shred this long weekend is the Waterfront Trail. Spanning 22 km east to west along the waterfront, this bike trail delivers awe-inspiring (and completely Instagrammable) views of the lake. While en route to iconic sites like Tommy Thompson Park, you’ll zip by the Toronto Music Garden and arts and culture hotspot, Harbourfront Centre as well as discover under-the-radar gems, such as the Spadina Quay Wetland.

Don’t own a bike? No problem! You can always rent a pair of wheels at the neighbourhood’s longtime bike shop, Wheel Excitement.

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