Capri’s allure has endured since the days when Jackie Kennedy strolled Via Camerelle in oversized sunglasses. The island’s old-guard families retreat to private villas overlooking the Faraglioni rocks, dining al fresco under lemon pergolas. While day-trippers fill the Piazzetta, insiders charter classic wooden Gozzo boats from Capri Palace Jumeirah to reach coves inaccessible by land.

wide angle view of the island and the beach near Porto Ercole in Tuscany.
Porto Ercole, Tuscany.

Far from the paparazzi-prone Amalfi Coast, Porto Ercole is a former fishing village transformed into a serene bolthole for Italian nobility. The Il Pellicano Hotel has hosted royals, film stars, and fashion icons since the 1960s — all without ever betraying a guest’s privacy.

A short sail from the Côte d’Azur lies Île de Porquerolles, a tiny, car-free island favored by Parisian industrialist families for its pine-fringed beaches and Provençal charm. Le Mas du Langoustier is a closely guarded secret — a rustic-luxe inn with a wine cellar rivaling the mainland’s finest.

The Poseidonion Grand Hotel
The Poseidonion Grand Hotel

Once a naval stronghold, Spetses has transformed into a refined retreat where Greek shipping dynasties moor their yachts. The Poseidonion Grand Hotel, built in 1914, remains the island’s social epicenter.

Patio by night at the Can Bordoy Grand House
Patio by night at the Can Bordoy Grand House

In Palma de Mallorca’s Old Town, 17th-century palacios hide behind understated facades. The restored Can Bordoy Grand House & Garden blends history with haute design, offering a sanctuary just steps from the marina.