Rome’s Rooftop Aperitivo Trail: 5 Exclusive Hotel Terraces

Rome’s most discreet luxury at the moment of golden hour is not a tasting menu or a private museum opening — it is the four to five hotel rooftop terraces that open between 18:30 and 19:30, are reserved for hotel guests and a small ring of in-the-know Romans, and overlook the city from heights that the photograph cannot replicate. A rooftop aperitivo trail — three cocktails, three views, two hotel histories — is a Roman evening of compressed luxury. The trail below is the one we curate for guests who would like to combine a sunset, a cocktail catalogue, and a slow education in modern Roman hotel design, all in three and a half hours.

Stop 1 · 18:30 — Hotel Hassler, Imàgo terrace

The opening cocktail is at the Hassler, the great dame of Roman hotels (1885), at the top of the Spanish Steps. The Imàgo terrace looks west — directly down the via dei Condotti to the dome of St Peter’s, at the precise angle Goethe sketched in 1787 — and the in-house bar (a Roman Negroni Sbagliato with Franciacorta is the signature) is, by long convention, the city’s first cocktail of the evening. The light at 18:45 in summer is at its most generous; the photograph from the Hassler is, in our experience, the one that ends up framed at home. The Imàgo terrace seats fifty; reservation is essential.

Stop 2 · 19:30 — Hotel de la Ville, Cielo bar

From the Hassler we walk five minutes down to the via Sistina and the Hotel de la Ville (Rocco Forte, 2019), whose Cielo terrace — covering the entire upper level of an eighteenth-century palazzo — is the most architecturally accomplished new rooftop in Rome. The bar is by the Rome bar legend Giuseppe Gallo (Brunello cocktail in summer; Roman Aperol Spritz at the height of the season). The view extends north over the Pincian Hill and east over the city; the cocktail list itself is half the visit. The Cielo accommodates seventy; reservation, as ever, recommended.

Stop 3 · 20:15 — Hotel de Russie, Stravinskij Bar terrace

From de la Ville we descend through the via del Babuino to the Hotel de Russie (1816 palazzo, 2000 restoration), whose secret garden terrace — the Stravinskij Bar — is the most beautiful semi-enclosed garden in Rome, with citrus trees in marble pots, climbing jasmine, and the lit dome of the Pantheon visible above the hedge. The signature here is a Stravinskij Spritz (Champagne, Cointreau, raspberry) developed by the bar’s American director, Robert Cottrell. The Stravinskij is, on summer evenings, the social hub of Roman high society; reservation indispensable.

Stop 4 · 21:00 — Hotel Vilòn, Adelaide terrace

The fourth stop is, by quiet consent, the most architecturally extraordinary rooftop in Rome. The Hotel Vilòn (opened 2017 in the Borghese cluster of palazzi) occupies a wing of the Palazzo Borghese itself; its Adelaide rooftop is reached through a small Roman garden and overlooks the rear gardens of the palazzo, with the dome of the Pantheon visible directly to the south-east and the Quirinale to the east. The bar is small (twenty seats), the cocktail list is restrained, and the place is — for the hour between 21:00 and 22:00 — the quietest luxurious rooftop in the city. Reservation absolutely required.

Stop 5 (optional) · 22:00 — Hotel Eden, Il Giardino

For guests who prefer to end with a long cocktail or a digestif rather than a fifth aperitivo, the Eden’s Il Giardino rooftop — the original Roman luxury rooftop, opened in 1907 — is the obvious choice. The view is the most encyclopaedic in Rome — west to St Peter’s, north to the Pincian, south to the Forum and the dome of Maria Maggiore — and the bar, refurbished in 2017, holds one of the city’s deepest gin collections. Il Giardino is open until 01:00 in summer; reservation prior to 22:00 advisable.

How the trail is arranged

The full trail is a coordinated reservation at the four hotels (or five), with a private driver between Hassler-de la Ville (walk), de la Ville-de Russie (walk), de Russie-Vilòn (drive 4 minutes), Vilòn-Eden (walk 12 minutes or drive 4 minutes). The cocktails are charged direct to the hotel; the driver is included; Olga accompanies the trail with a small Roman context for each — the Hassler in 1885 versus the de la Ville in 2019, the Stravinskij as Stravinsky composed in residence here, the Adelaide as the descendant of the family Borghese. The trail pairs naturally with our private Roman sightseeing day earlier the same day, or with a private dinner the evening before — for which see our discreet Michelin tour.

Season and weather

The trail runs from mid-April to late October. In rain, the four hotels each have an indoor equivalent; we have arranged a winter version of the trail (October-March) using the indoor bars at the same four properties, with the addition of the Vilòn cellar. The summer trail is, however, the unforgettable one.

To curate a private rooftop aperitivo trail of luxury Rome, contact Olga via Telegram.