The sailing season in Greece runs from late March through October, with prices as well as the tourist crowds peaking in August.
The chart below will give you a good idea of average air and water temperatures each month of the season in the area around Athens.
| Date | Avg High Temp (°f) | Avg Water temp (°f) |
| April | 70-76 | 62-68 |
| May | 76-81 | 63-70 |
| June | 82-88 | 72-75 |
| July | 89-91 | 75-77 |
| August | 86-90 | 76-79 |
| September | 78-81 | 72-74 |
| October | 72-77 | 70-72 |
The winds in the Cyclades pick up in June through September. This can be great for sailing, but also make for the occasional rough day at sea. The captain will do his best to take you the best route possible, but if you are worried about rough seas you can chose to go the calmer route through the Saronic.
Peak season and highest prices are from June-September. August is generally the highest season, which can cause more crowds on some of the islands. Off-peak (May and October) has the benefit of generally great weather and less crowds. Note: There is always a chance of high winds or rain during any week during the season. Your captain will do what he can to ensure you have the best charter possible while keep you safe.
Regardless of the route you chose or the month you visit, you will enjoy many sunny days during your sailing trip in one of the most beautiful and ancient landscapes in the world.