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There are several factors to consider when deciding where to book on Capri, but the most important question is how close or far away you want to be from the Piazzetta Umberto I, the ever-bustling main square and the heart of Capri’s social scene, reached via funicular from the Marina Grande. The Grand Hotel Quisisana occupies several blocks in the center of town, and see-and-be-seen types will be happy based there. Those seeking more secluded retreats near town should consider La Scalinatella, Casa Morgano and Villa Brunella, or, to get away from the crowds entirely, book at the Capri Palace in Anacapri. The island’s most glamorous designer property is J.K. Place, in a serene spot overlooking the Marina Grande.

TIP: Unless you’re staying at J.K. Place, a short drive from the Marina Grande or at the Quisisana, right in the center of town, you have to take the funicular or a taxi up to the piazzetta and walk to the hotel of your choice. All hotels have porters that meet the ferries to collect your luggage, but be sure to clarify in advance if this is included in your room rate or if there’s an additional charge. Also, if there are certain items you will need upon arrival (toiletries, prescriptions, sunscreen, hat, change of clothes), be sure to carry them with you. Depending on the season and whether or not fellow guests are arriving on different ferries, it can take time for luggage to arrive at the hotel. Also, if you’re staying at La Scalinatella, the Casa Morgano or the Villa Brunella, be prepared to walk: the properties are fifteen to twenty minutes uphill from the main square. The good news is that the Via Tragara, where the three hotels are located, is one of the prettiest streets on the island. If you’re staying in Anacapri at the Capri Palace, you can take a taxi from the Marina Grande or ask the hotel to send a car.