Spirit de Milan ★ 4.5
$$IsolaTue-Sat from 19:30 to 01:00, Fri-Sat to 02:30, Sun lunch to 24:00
Spirit de Milan runs across 1,500 square metres of the former Cristallerie Livellara glassworks in Bovisa, programming live swing, jazz, blues, tango and cabaret nightly alongside a Lombard kitchen, with a dance floor that hosts the Holy Swing Night every Wednesday.
Tip: Bovisa FNM is the closest train stop. The swing nights pack out for the lindy hop crowd; book a dinner table to lock in a seat before the first set.
Bar Magenta ★ 4.1
$Cinque VieDaily 08:00 to 03:00
Bar Magenta has run on the corner of Via Carducci near Sant'Ambrogio for over a century, with an Art Nouveau room, tiled floors and a late-running counter that hosts small live music nights, songwriter sets and a student-heavy aperitivo through the week.
Tip: Open into the small hours daily; the live music programme is small-stage and acoustic-leaning. Coffee, beer and tramezzini are the daytime stock.
Ceresio 7 ★ 4.7
$$$$IsolaDaily 12:30 to 24:00, bar to 01:00
Ceresio 7 opened in September 2013 on the penthouse of the former Enel headquarters in Isola, designed by Dimore Studio for Dean and Dan Caten of Dsquared2, with two outdoor pools, twin terraces and 360-degree sightlines across the Bosco Verticale and Unicredit Tower.
Tip: Cocktails run around 22 euros and pool access is dining-guest only; book the terrace at sunset for the strongest light on the skyline. M5 Monumentale is the closest metro.
Radio Rooftop at ME Milan Il Duca ★ 4.4
$$$$Porta NuovaDaily 18:00 to 01:00
Radio Rooftop sits on the tenth floor of the ME Milan Il Duca hotel above Piazza della Repubblica, with a wraparound terrace, daily DJ sets and a cocktail programme that runs alongside the Aldo Rossi-designed lobby below.
Tip: A dedicated lift on Via Marco Polo bypasses the hotel reception; book the outdoor terrace for the skyline sightline rather than the indoor lounge.
Terrazza Aperol ★ 4.2
$$$Centro StoricoMon-Fri 11:00 to 23:00, Sat 11:00 to 01:00, Sun 11:00 to 23:00
Terrazza Aperol crowns Il Mercato del Duomo on the corner of Piazza del Duomo and Galleria Vittorio Emanuele II, with a second-floor terrace pointed at the cathedral facade and a kitchen that pairs aperitivo plates with the canonical Aperol Spritz.
Tip: Walk-in tables on the terrace go to the patient queue on weekend evenings; reserve via the site to lock in a Duomo-facing seat at sunset.
Terrazza Gallia ★ 4.6
$$$$Porta NuovaDaily 12:00 to 01:00
Terrazza Gallia sits seven floors above Piazza Duca d'Aosta on top of the Excelsior Hotel Gallia opposite Stazione Centrale, with chef Vincenzo Lebano cooking under consultancy from the Cerea brothers of Da Vittorio and a wraparound bar terrace open from noon to late.
Tip: The bar runs through the dinner service so cocktails without dining are possible at the terrace counter; the view picks up the Pirelli tower and the Porta Nuova skyline.