Start your dream trip along the coast in Naples after spending an afternoon at nearby Pompeii—most kids will be captivated by this tableau of daily life frozen forever in the lava flow of Mount Vesuvius. Check out Naples’s aquarium (the oldest in Europe, with 200 different species of fish and marine plants) and the Museo Nazionale Ferroviario (National Railway Museum), which enthralls children with its old engines, cars, and railway equipment.
Have sublime pizza at the hole-in‑the‑wall Umberto (live minstrels play on Sundays), then take the two-hour curving drive south down the Amalfi Coast to the cliff-hanging town of Positano, a crush of pastel-hued buildings that tumble down hills overlooking the Gulf of Salerno, part of the Tyrrhenian Sea.
Go down to Positano’s big beach, Spiaggia Grande, or the smaller Spiaggia del Fornillo beach. Enjoy some time sunbathing, then point your kids to the artists bent toward their easels and canvases en plein air (French for “in the open air,” referring to painting outdoors). Ask your children what they see in the paintings and how these pictures speak to them.
- Da Vincenzo: To satisfy that sweet tooth, take the family to this spot in Positano. They have original dishes like strawberry mousse, as well as the more common tiramisu. But this place is not just about dessert; seafood is the main cuisine here.
- Lo Guarracino: Not necessarily known for its food, which is mostly seafood with pizza and steak, this place is famous for its views. It is positioned on a path connecting the two beaches in Positano. You can choose to sit in the garden, or the kids might enjoy watching the cooks from their table. It is popular, so make reservations.
- Aurora: One of the oldest restaurants in Capri, this family-run eatery continues to serve top-rated Mediterranean cuisine from a prime location overlooking Fuorlovado Street. It is expensive, but you may be able to rub elbows with visiting celebrities.
Insider Tip: Take a boat to the Faraglioni, three towering rocks just off Capri’s shore, and look for the lucertola azzurra, or blue lizard. Known for scales as blue as the Capri sea, the lizards are only found here.