Imerovigli looks exactly as a Santorini village should: iconic whitewashed buildings with sapphire domes, narrow crisscrossing walking paths, epic sunsets. Set sail on a guided boat tour of nearby volcanic features or spend the day exploring the remains of Skaros, a 13th-century Venetian palace. Cap it all off with a simple but decadent meal of local delicacies.

There are beaches for everyone on Paros—families, partiers, watersports enthusiasts, honeymooners. Anyone can find their perfect stretch of golden sand. The same breeze that rustles orange and pomegranate trees will power your kitesurfing or windsurfing session. In the capital city of Parikia, make sure to pay your respects at the Byzantine “church of 100 doors” (Panagia Ekatontapillani) and visit the seaside ruins of a medieval castle built from the marble remains of an ancient temple.

If the mention of Mykonos doesn’t immediately bring to mind bright white buildings, turquoise skies and tanned bodies lining golden sandy beaches, you’ve been living under a rock. The most popular Greek Island in the Aegean Sea is all about energy and attracts a diverse and upscale crowd that thrives on its stylish nightlife. During the day some privacy can be had in the more secluded north beaches, but the south beaches are all party. Ski, jet-ski, windsurf, horseback ride, parasail or just save up your energy for the evening ahead, like most of your fellow travellers in Mykonos.

A world away from Crete's bustling capital, laid-back Elounda features fishing villages, uninhabited islands, and tranquil bays. There's plenty to explore in this sprawling town settlement—from luxury resorts and nature preserves to a fortress and former leprosy colony.