Ristorante Sotto Sotto

Founded in 1993 by Marisa Rocca, Ristorante Sotto Sotto has long been a fixture of the Yorkville dining scene. Originally a subterranean, cave-like spot—hence the name, which translates to 'underneath'—the restaurant moved to its current Avenue Road location after a fire destroyed its original home. It remains a quintessential Toronto celebrity magnet, with walls famously adorned in photos of Hollywood stars and a reputation as a regular haunt for high-profile patrons. The atmosphere is intentionally intimate, featuring cozy, curtained-off spaces and Murano glass chandeliers that create a refined, romantic vibe. It feels less like a corporate establishment and more like a deeply personal project, reflecting Rocca’s Roman roots and her commitment to authentic, rustic Italian hospitality.

For a first-timer, the menu is a celebration of classic, no-nonsense Roman-style fare. You cannot go wrong with the pasta; the Bucatini all'Amatriciana is a masterclass in simplicity, while the Pennette Via Frattina is a crowd-pleaser for its balanced rose sauce. If you are looking for something indulgent, the truffle pasta and the veal with porcini sauce are standout mains. Whatever you do, save room for the strawberry tiramisu, which is widely considered the best in the city. Expect a high price point, as this is upscale dining, and reservations are essential, especially on weekends. Note that the restaurant is not fully wheelchair accessible, as the washrooms are located up a flight of stairs. It is a place to dress up, enjoy a bottle from their extensive wine list, and soak in the classic Yorkville energy.