If Harbour Sixty was a love story, Arianna would be the bold, seductive plot twist on the fourth floor—a heroine that sweeps you off your feet in stiletto heels and whispers sweet nothings in the form of Sicilian crudo and aged balsamic. Unveiled in the early 2025, Arianna is the crown jewel of the newly transformed Harbour Sixty experience, and she does not disappoint.

But before we get swept away upstairs, let’s talk history. Harbour Sixty is no rookie to Toronto’s fine dining scene. Since 1999, it’s reigned supreme as the destination for power dinners, decadent steak and big-deal celebrations. Housed in a former Harbour Commission building from 1917, the space has always exuded old-money elegance. But in true boss-move fashion, the iconic restaurant recently underwent a jaw-dropping $40 million renovation, transforming the entire venue into a multi-floor playground of luxury, glamour and serious culinary clout. And Arianna? She’s the sparkling cherry on top.

The moment those elevator doors open, you’re transported—goodbye Bay Street bustle, hello Milanese lounge fantasy. Think plush textures, candlelit corners and moody lighting that makes everyone look like they belong on a Vogue Italia spread. The energy? Flirty but mysterious. The vibe? Equal parts old-world glamour and modern edge. It’s the kind of place you could sip vintage champagne while plotting your next business empire or whisper sweet declarations across the table on a third date that suddenly feels like the start of something cinematic.

Led by the talented Chef Solomon Mason, Arianna’s menu is a love letter to Italian craftsmanship—refined, rich and confidently unapologetic.

We kicked off our night with the seafood crudo—a dazzling trio of bluefin tuna, Hawaiian kanpachi and salmon. Each bite was a delicate dance of citrus, olive oil and pure indulgence. If there was ever a way to be seduced by a starter, this was it.

Then came the burrata: luscious, creamy, and so well-paired with heirloom tomatoes and aged balsamic that it deserved its own rom-com montage. It was the dairy equivalent of finding your soulmate in a crowded subway station—unexpected, but absolutely meant to be.

And let’s talk about the osso buco, because honestly, it deserves a standing ovation. Fall-off-the-bone veal shank nestled on dreamy ricotta polenta, finished with pistachio and a chili crisp that gave it just enough sass to remind you who’s boss. It’s not just a dish—it’s a mic drop.

Arianna isn’t just for the romantics, either. Whether you’re clinking martinis with your besties in Manolo Blahniks or closing a six-figure deal with a Negroni in hand, this is your spot. The champagne flows, the music hums, and the crowd? A curated blend of power, polish and people who know where the magic happens. And for those looking for something even more exclusive, there are two private rooms—East and West—that can be reserved for intimate affairs. Perfect for birthdays, business soirées, or proposals that deserve a backdrop of velvet and vintage Bordeaux.

Arianna isn’t trying too hard—she doesn’t need to. She’s the fourth-floor fantasy, the after-dark whisper, the new “it” girl of Toronto’s dining scene. And just like a great love affair (or a truly fabulous pair of Italian boots), once you’ve experienced her, you’ll wonder how you’ve ever lived without her.

Photography by Ada Yakobi and courtesy of Arianna.