All Cities
Toronto City Guide
Vol. III  ·  26 Dates
The definitive guide

Toronto

Twenty-six date spots a streetcar ride apart — for the partner at BMO Field, and everyone else.

26Dates
A–ZCurated
TORCanada

Stay in the loop

WC-host-city date ideas, Toronto seasonal events, and first dibs on the print edition.

No spam · One email a month max · Unsubscribe anytime

Toronto date ideas — FAQ

How many date ideas does this guide cover in Toronto?
26 — one for every letter, A to Z, plus a hidden 27th that unlocks as you go. Each is hand-verified with a real address, the best time to go, and an editor's note.
Are there free date ideas in Toronto?
Yes — 13 of the 26 are free to walk into, including Distillery District after dark, Evergreen Brick Works, Fort York — the ramparts on the old shoreline. Filter by the "Free" tier on the page to see them all.
Which Toronto neighborhoods does this guide cover?
Don Mills, Little Italy, Entertainment District, Distillery District, among others — 22 in all, each entry with its exact address and nearest transit.
When is the best time for a date in Toronto?
It depends on the spot — many of these are best around morning, and every entry notes the ideal time to arrive.
What kinds of dates are in the Toronto guide?
A mix of museums and culture, restaurants, scenic views, things to do, parks and nature, beaches, shopping, cafés, and bars and nightlife — chosen so there's a good answer whatever the night calls for.