
May brings patio season and spring flowers, and it’s a great time to be a TL Insider. There are film screenings, live music performances, chef-led dining experiences and other amazing events to put on your calendar, plus opportunities to win tickets to exciting local events. Here’s what TL Insiders can look forward to in May, plus a special offer on tickets to performances of American Devotion at Crow’s Theatre.

Contest: Win Tickets to The Tower That Built a City at Hot Docs Festival The CN Tower is an iconic part of the Toronto skyline, but not everyone knows the history or cultural impact of this local landmark. Join your fellow TL Insiders for the world premiere of The Tower That Built a City at the Hot Docs film festival. Five lucky winners will receive a pair of tickets. May 1

Sip, Plant and Unwind: Botanical Mocktail and Terrarium Workshop at Cherry House Handcrafted mocktails, creative plant design and a botanical mixology workshop? The perfect night out does exist, and it’s happening at Tricon’s Cherry House at Canary Landing. This two-hour workshop includes non-alcoholic drinks and expert guidance as you build a beautiful terrarium to take home. May 5

Contest: Win Tickets to She’s Got Soul with the Toronto Symphony Orchestra
Five lucky TL Insiders will win a pair of main-floor tickets to She’s Got Soul at Roy Thomson Hall. This incredible performance will feature powerhouse vocalist Capathia Jenkins accompanied by the TSO. Expect covers of big numbers from Gladys Knight, Toni Braxton, Sade, Adele and more. May 6, 7 p.m.

Dinner at Jacobs and Co. Steakhouse with Stella Artois
Recently named one of the best steakhouses in the world for the third year in a row, Jacobs and Co. knows how to serve a spectacular meal. Insiders will experience an intimate evening of food and drink from Jacobs and Stella Artois, featuring a multi-course meal with expertly curated drink pairings. May 7, 6 to 9 p.m.

A Private Chef-Led Dining Experience at Harbour 60
Savour an elegant multi-course meal in the stunning Commissioners Room at Harbour 60. Each refined, delectable course will be introduced by renowned chefs and accompanied by sommelier-curated wine pairings. May 12, 6 to 10 p.m.

Special Offer: Enjoy $20 Off Tickets to American Devotion
While the world premiere sold out in record time, you can still get tickets to this moving stage performance. American Devotion is a fictional account of an evening with Marilyn Monroe and her husband, playwright Arthur Miller. TL Insiders can access a special offer for $20 off tickets. The show is set to run at the Studio at Crow’s Theatre, with matinée and evening performances available. June 5 to 21

Grand Prix Watch Party at National
Start your engines—it’s almost time to watch the Canadian Grand Prix in style at National in the Well. Guests will enjoy delicious food, cold drinks and good vibes while this popular F1 event is streamed live from Montreal. Whether you’re a long-time racing fan or you’re just coming for the snacks, it’s going to be a great time. May 24, 4 to 6 p.m.

Best Restaurants 10th Anniversary
Toronto Life’s Best Restaurants event returns for its 10th anniversary on Monday, June 8, at Evergreen Brick Works. Celebrate a decade of Toronto’s dining scene with an all-inclusive evening featuring top chefs, standout dishes, and premium wine and cocktails from the city’s best. Enjoy curated tasting stations, special culinary moments and immersive experiences throughout the night. Early bird tickets are now available—don’t miss this milestone celebration.