Perivolas, Santorini, Greece

IN THE SWIM With unobstructed views of the Aegean Sea and neighboring Greek islands, this boutique resort’s infinity pool is a paragon of relaxation. The 20 whitewashed, domed guest suites—each with water views and a private terrace—are crafted out of 300-year-old caves that once housed farmers and fishermen.

POOL SCHOOL The 75- by 23-foot pool is the first infinity pool built on the island of Santorini.

BEST TIME TO DIVE IN June through September, with temperatures in the high 80s.

AFTER DRYING OFF Take a short walk into the village of Oia for open-air cafés, shopping, and views of blue-domed churches and sunsets from the fishing docks.

RATES Studios start at $562; perivolas.gr.