If you want a spot in the city to linger over drinks in soft warm lighting, while jazz music plays in the background, in a fashion that’s a true throwback to Prohibition, Cocktail Bar is the essential speakeasy. Only a short walk from Ossington Avenue, you can check out some of the other places on this list while stopping by here. The drinks at Cocktail Bar (often laced with house-made bitters) can’t be replicated or found anywhere else in Toronto. Owner Jen Agg brings her vision to timeless cocktails by blending really good alcohol with innovative ingredients that you won’t find on other menus. Less of a bar and more of an experience, this is one of those places where the money spent is worth it, if only because your temporary intoxication will allow you to magically drift back in time.