Save your vacation spending money for a stopover at Positano, the most expensive and picturesque town on the Amalfi Coast. The steep streets of the town, many of which are no more than staircases, are packed tight with houses painted in shades of pinks and peaches -- an instantly recognizable trait of Positano. It’s not all glossy shops selling expensive branded designer goods though. Occasionally, you’ll wander around a corner and find yourself amongst buildings with crumbling stucco and peeling paint, which provide a welcome touch of reality. The town divided in two by a cliff on which stands the Torre Trasita. 

To the west are the Spiaggia del Fornillo beach and the less affluent part of town; then to the east is the Spaggia Grande behind which lies the town center. During time in Positano, visit the 13th century Byzantine Black Madonna at Chiesa di Santa Maria Assunta. 

The nightlife is sophisticated and genteel rather than lively, which may be either a good or a bad thing. Music on the Rocks is the uber-chic nightclub carved into the tower at the eastern end of Spiaggia Grande. Naples and Pompeii are within easy reach, so consider incorporating them into your itinerary. Amalfi itself is close by and the pleasure of cruising the famous yachting playground of the Amalfi coast should not be underestimated.