9Time Your Trip for Smooth Sailing

The Aegean sailing season stretches from May to October, but your experience will vary depending on the month. May and June are ideal for first-timers, with blooming landscapes, mild weather, and manageable winds. July and August bring the height of tourist season—and the peak of the Meltemi, a strong seasonal wind that can make sailing a challenge, especially in the Cyclades.

September and early October are perhaps the most balanced months, with warm seas, calmer breezes, and fewer crowds. If you’re seeking a more peaceful and beginner-friendly experience, these shoulder-season months are perfect for a smooth and scenic voyage.