The wind determines where to and how far one could sail during a day. This is why sailing is such an adventure.
In Greece and certainly in the Ionic sea the wind is quite predictable. It usually comes from a northerly to westerly direction. The wind rarely blows harder that 15 knots (4 on the scale of Beaufort), but during one hour in the afternoon it usually blows at 25 knots (6 on the scale of Beaufort). During this hour we will need to reef the main sail, again an adventure.
Knowing this and depending on the port of departure, many nice and beautiful trips can be planned for a couple of days.
Here some suggestions based upon the port of departure: