Michael's on Simcoe

What is Michael's on Simcoe? Anchoring 100 Simcoe Street where the Financial District meets the Entertainment District, Michael's on Simcoe was launched by former Harbour Sixty general manager Michael Dabic as a sleek, Italian-accented antidote to dark wood steakhouses. Inside, the room is dressed with curved leather banquettes, moody LED illumination, and a 600-piece Murano glass centerpiece hanging overhead. Seating spans deep dining room booths, a lively front bar, and an energetic lounge that regularly draws corporate dealmakers and TIFF festival-goers.

Michael's on Simcoe Menu & What to Order The kitchen centers its meat program around in-house dry-aged USDA Prime cuts, American Wagyu, and certified A5 Japanese Kobe. While the Prime bone-in ribeye and decadent surf and turf command attention, the scratch-made pastas—particularly the sweet, tender lobster gnocchi and truffle-scented Carmela di Funghi—are legitimate standouts that rival dedicated Italian kitchens. Start with the hand-cut steak tartare garnished with a crisp onion ring and hen yolk, paired with an Old World red from the extensive Bordeaux and Super Tuscan cellar.

Know Before You Go Reservations are strongly recommended for dinner, particularly on Thursday through Saturday evenings when the lounge hosts live acoustic music. Valet parking is available directly on Simcoe Street, while transit riders are just a three-minute walk from St. Andrew subway station. Service is deliberately paced for lingering, multi-course business dinners and celebratory dates, so plan for a relaxed evening rather than a rushed bite.