A Milan favorite since 1936, Pasticceria Cucchi offers a serene escape with elegant sweets like the cecca and Sacher torte. Recent revamps by designer Cristina Celestino add velvet, silk, and palms to its timeless charm.

An outpost of Genoa’s historic Antica Confetteria Romanengo, this Milan shop offers handmade fondants, candied fruits, and sugar-coated almonds in a wood-paneled space filled with glass jars and old-world charm.

Tucked behind the Basilica di Sant’Eustorgio, Enoteca Naturale pours natural and biodynamic wines in a peaceful courtyard setting. Run by non-profit Casa Emergency, it doubles as a community hub supporting humanitarian work.

Sogni, meaning “dreams,” blends Milanese design with modern Italian comfort food. Terrazzo tables, curving banquettes, and seasonal dishes set the tone, while the cocktail bar draws a loyal crowd with inventive drinks and cozy charm.

This cozy corner spot pours Tuscan wines and plates up generous servings of cured meats and cheeses from small producers. Beloved for its warm, unfussy vibe, it’s a go-to for aperitivo that often turns into dinner.

At Confine, pizza is reimagined with slow-fermented dough, seasonal toppings, and bold flavor combos—comforting yet avant-garde. Paired with sharp natural wines and tucked away on Piazza Cardinal Massaia, it’s a local favorite for laid-back, late-night dining.

Though landlocked, Milan knows seafood—and Maurizio Azteni’s Sardinian-influenced spot in Ticinese is a standout. Think cuttlefish ink fregola, langoustine lorighittas, and honey-drenched seadas. A low-key gem in one of the city’s tastiest districts.

At Bentoteca, chef Yoji Tokuyoshi blends Japanese technique with Italian flair—think dashi with Parmigiano or wagyu with seasonal produce. Set just off Via San Calocero, it’s part bento, part izakaya, with standout natural wines and sake.

Tucked in the quiet streets of Cinque Vie, The Cloisters is a vintage boutique with a curator’s eye. Expect rare, high-quality pieces—from silk blouses to tailored coats—in a serene, gallery-like space that invites slow browsing. A true Milanese gem for vintage lovers.

On Via Gian Giacomo Mora, Cavalli e Nastri’s twin boutiques—one for women, one for men—make up one of Milan’s most respected vintage destinations. From couture silk slips to sharp tailoring and leather goods, it’s a go-to for stylists, collectors, and designers alike.