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The summit of Monte Solarno, the highest point in Capri is almost 2,000 feet high! You can choose to climb it or opt for the considerably easier chairlift. Along the ride and at the top, you will enjoy an incredible 360-degree view over the island and sea. There is a small café for a cold drink. Make the short hike down to the sweet, tiny 15th-century Hermitage of Cetrella, a chapel where local sailors used to visit and pray for protection before setting out to sea.

It’s hard to say what’s the biggest draw at Capri Palace Hotel & Spa, a whitewashed retreat overlooking the Gulf of Naples with 68 rooms that blend stylish minimalism with beach-chic comfort. As the name implies, wellness junkies beeline to the property to indulge in anti-aging facials, body scrubs and massages, and signature leg treatments at Capri Beauty Farm, a 10,800-square-foot oasis of calm. Then there are the dining options. With its inventive coastal cuisine and impeccable service, L’Olivo is the island’s only restaurant with two Michelin stars, while the hotel’s beach club eatery Il Riccio earned a star of its own for its seafood-heavy Mediterranean menu; given the accolades, both spaces are much better looking than they need to be. Another strong contender: the pool. Though small, it features a wall studded with windows, so you can swim with a side of voyeurism.

This quirky Pompeian red house in Anacapri, Italy, was built by a Confederate officer who fled the United States after the war. His several archaeological finds from the region and beyond are on display in the house, some built right into the walls. Over the front entrance, embedded in the Byzantine-style mosaic, is a Greek phrase that translates to “hail citizens of the land of leisure.” The house is now a small museum to a collection of early 20th-century oil paintings of Capri and Naples. In a corner room on the top floor, you can see some ancient statues that were fished out the Blue Grotto during two different excavations over the past few decades.

Walk the long shop-lined Via Capodimonte (or, if you are feeling particularly industrious, climb the 921 Phoenician Steps to the very top) to reach the former home of the Swedish physician and author Axel Munthe. This 20th-century mansion, now a museum with magnificent gardens, sits almost 1000 feet above the sea and offers unbelievable views over Capri and toward Naples and Mount Vesuvius. During your visit, follow tradition and make a wish with your left hand touching the ancient Egyptian sphinx statue. There is a café at the top of the gardens and occasional live music on summer evenings.

This weeklong journey spans Naples, Capri, and the Amalfi Coast, complete with cliffside stays and superb local specialties like pizza and limoncello.