Arrive in Rome and check into JK Place Rome. If you love luxurious fabrics, make a stop at Colombo on via Borgognona. Here you can find gorgeous cashmere and wool/silk-blend throws for your home. Around the corner from JK Roma on the Piazza di San Lorenzo is Ciampini that serves wonderful gelato. For a low key, fun Roman dinner with friends, head to da Enzo 29 in the Trastevere neighborhood. For a light lunch we loved Gina on the Piazza di Spanga. It serves great salads, soups and lovely pastries. Another great restaurant to visit is Assunta Madre.
Take the drive from Rome south to Naples and enjoy the day. From there carry on to Ravello and check into the Palazzo Avino. Make sure to take advantage of the amazing ClubHouse by the Sea. Spend the day and have lunch. It’s the perfect place to do absolutely nothing. For dinner go to Cumpa Cosimo, where Mama Nettie takes your menu away. Let her – because you’ll be rewarded by her amazing cooking.
Drive from Ravello to Positano and check into Le Sirenuse. La Sponda, the 1-Michelin starred restaurant at Le Sirenuse is a must. The restaurant is lit at dinner by four hundred candles. The cuisine is Mediterranean inspired, fresh and local. For lunch be sure to stop by Casa e Bottega. You never know what they’re serving that day.
Take the ferry from Positano to Capri. Stay at the JK Place Capri. While in Capri, be sure to stop by L’Arte del Sandalo for some custom-made sandals by the charming Antonio Viva. Make sure he stamps your initials to the soles! Spend the day lounging at La Fontelina Beach Club. Stop by Villa Verde for dinner and then head to Anema e Core for an after-dinner drink/dancing.
Take the ferry from Capri to Naples and fly to Catania. Spend two nights at Villa Sant’Andrea. Walk around Taormina, as the town is so charming. Spend a lazy day at the beach after your morning boat ride along the coast. Then transfer to Grand Hotel Timeo for another two nights. Have dinner at the terrace. After dinner, go to Morgana for serious people watching, great cocktails and dancing the night away.