Charter a yacht and set sail to the Dodecanese Islands, Cyclades Islands, Argo-Saronic Islands or Ionian Islands for day trips and explore the islands on foot. Sail through the karst caves of Crete or take the route from Lefkas to Corfu, Kos to Rhodes and Athens to Syros with your rental boat. These options will fill up a week alone, and yet Greece still has so much more on offer for boating enthusiasts. Don’t forget to pack some of Greece’s best cuisine for a picnic on board, and then anchor down for a snorkeling expedition! While renting a boat in Greece is possible throughout the year, Greece offers the best sailing conditions between July and September. However, high winds are frequent and unpredictable, so invest in a skipper to battle these rougher conditions if you are not an experienced sailor. This will allow you focus on the spectacular views during your trip!