For those of you who don’t know, Capri is a small island located on the Tyrrhenian Sea, south of Naples, Italy. Glamorous and sophisticated, in the most picturesque setting, it is no wonder it attracts the world’s rich and famous; and has done so for centuries – artists, writers, even Jackie Onassis was mesmerised by its beauty.



But while the island is very much the playground for the world’s elite, it also attracts tourists, making day trips from nearby Naples or as part of a cruise ship stop. This makes it a busy, and at times overcrowded island, due to its small 10.4 km² area. Most visitors will want to visit the island’s arguably most popular attraction, the Grotta Azzurra, or the Piazzetta; the main square in Capri, where not only the famous clock tower can be found, but stunning views can be adored on the white-columned terrace. The gorgeous Church of San Stefano is also located here, as are most of the restaurants, where fresh produce like the locally caught white fish Pezzogna, a typical Caprese dish, can be enjoyed.

But for the ‘regular’ visitor, the island serves a whole different purpose; glamour and privacy – so much so, multi-billionaire Roman Abramovic is said to have had his eyes on a £20 million castle, sitting pretty at the top of a cliff, with the most incredible views of the Mediterranean Sea; making it one of the world’s most desired properties. But while there is a lot of interest in property, wealthy buyers are put off by the restrictions accessing the island; jet planes and helicopters are a no go. Still, where there is a boat, there is a way.


Some 2000 years ago, another Roman took a liking to the island, namely the Roman Emperor Tiberius, whose estate, or rather ruins can still be visited today, and make for a popular destination due to its history and most phenomal views of the island. Strategically located Villa Jovis was built on top of cliffs, guaranteeing privacy and security for the Emperor, who also used the location as a means to dispose of people. Starting from Piazzetta, walking through town, and along Via Sopramonte, one would eventually reach Via Tiberius, the path leading up to Villa Jovis – allowing anyone keen, to walk in the footsteps of the Roman Emperor, if only for a day.


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