The Best Ways to Spend Valentine’s Day in Downtown Toronto for Singles & Couples

Discover the best Valentine’s Day experiences in downtown Toronto, catering to both singles and couples. For singles looking to mingle, meet new people, and make connections at matchmaking events. Or fly solo and find ways to pamper yourself. For couples, explore date night ideas and thoughtful gift suggestions. Elevate your Valentine’s Day in the heart of Toronto with these curated ideas!

Singles Looking for Love

Valentine's Day Singles Mixer poster.

Todotoronto Valentine’s Day Singles Mixer


548 King Street West, #200

Cupid’s Afterwork Cocktail Mixer poster.

Cupid’s Afterwork Cocktail Mixer

Mister C. (located in Bisha Hotel)

80 Blue Jays Way

Stupid Cupid – The Anti-Valentine's Day Event

Stupid Cupid – The Anti-Valentine’s Day Event

Saint John’s Tavern

117 John Street 

Feeld x Ace Hotel Toronto poster.

Come Closer – Feeld x Evangeline

Ace Hotel

51 Camden Street

Treat Yourself

Services at Skin Prick.

Skin Prick Medispa & Advanced Cosmetic Clinic

334 Adelaide Street West, Unit 311

Nail polish and cocktails at Majesty's Pleasure.

Majesty’s Pleasure

556 King Street West

Couple with gift card at Hammam Spa.

Hammam Spa by Céla

Valentine’s Day Packages: Better Together, You + I, Love Yourself, & Head Over Heels

602 King Street West

Galentine's Day poster.

Galentine’s Day – Prosecco Party

Piccolo Caffe E Vino

111 John Street 

Couples Date Night

WinterViews at RendezViews.

Free Skating or Private Dining in a Cabin

WinterViews at RendezViews

229 Richmond Street West

Lovers & Laughs Toronto poster.

Lovers & Laughs Toronto

The Rec Room

255 Bremner Boulevard

Couple at Rec Room.

Valentine’s Day Comedy Show

The Rec Room

255 Bremner Boulevard

Alder Valentine's dinner poster.

Valentine’s Dinner at Alder

Ace Hotel

51 Camden Street

Sweet City Fest poster.

Sweet City Fest

Stackt Market

28 Bathurst St

Anyone but You poster.

Scotiabank Theatre

259 Richmond Street West

Couple having champagne and dessert.

February Valentine’s Themed Dessert


100 Front Street West

TIFF logo.

TIFF Lightbox

350 King Street West

Macarons and a glass of champagne.

Valentine’s Day Menu

Hyatt Regency Toronto

370 King Street West

Toronto Raptors logo.

Toronto Raptors vs. Indiana Pacers

Scotiabank Arena

40 Bay Street

Candle making kit.

Let’s Make It

Workshops: Candle Making, Handmade Spa Products, Body Scrub, or Resin Art.

28 Bathurst Street, Unit 122

Rising Stars of Comedy poster.

Rising Stars of Comedy Show

Yuk Yuk’s Comedy Club

224 Richmond Street West

Exhibit at Arcadia Earth.

Arcadia Earth

486 Front Street West, Building C

Treat Your Valentine

Bouquet of flowers.

Black Eyed Susan’s

410 Adelaide Street West, Unit 106

SOMA truffles chocolate box.

SOMA Chocolatemaker

443 King Street West

Products at Portland Market.

Portland Market

105 Portland Street

For more ideas, check out our Events Calendar and Directory.