Yes you can. For the most part the waters at Greek beaches begin to get cold after January.
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For the most part, the beaches of Greece are safe. Shark attacks are unheard of, and tides are barely perceptible throughout the country (with few exceptions). But, perhaps it's this perception of being in a very safe place that leads to swimmer's getting in trouble.
September is the best month as the seawater has been warming up for some months under a blistering sun. I've often swum in the sea in Greece in early Sept. Remember the later in Sept, the more chance of the weather turning, so the earlier the better. Water temp can also vary according to where you are in Greece.
The warmest water in Greece is in Corfu where water has 27.5 degrees celsius. On the contrary, the lowest temperature is in Rethimno where water has only 26.6 degrees celsius.
The sea temperature is still warm in October and most days are sunny. Most businesses are open, despite the fewer crowds and, sure enough, you can find great deals in this off-season. The best time to visit Mykonos is October when the crowds have diminished, the water remains warm and rates fall.
Despite its rich mythology featuring sea monsters, Greece isn't typically the first place to come to mind as a hotspot for shark encounters. However, these magnificent marine creatures do inhabit the waters surrounding this Mediterranean nation.
It is acceptable to wear shorts, whether you are a woman or a man. However, NEVER (and I do mean NEVER) wear shorts if you want to visit a church or monastery.
In brief: The Greek islands with the best beaches are Crete, Mykonos, Naxos, Milos, Paros, Ios, Lefkada, Zakynthos, Rhodes, Karpathos and more. The best for families with kids are Agios Georgios in Naxos and Agios Nikitas in Lefkada. The best for partying are Paradise Beach in Mykonos and Pounda Beach in Paros.
Yes, that's Santorini. The most dangerous shoe fail happened to me in Oia. The cobblestones are so worn they got shiny and slippery over the decades so that I slipped in my flip flops and left me with bruises. You need to wear sandals or shoes with straps or any laces to support your feet.
It's often said that Crete has the best Greek beaches. The island's many stretches of gorgeous white sand are also some of the top destinations in Greece. Where in Greece has the clearest water? If clear water is what you're after, head to Balos Beach in Crete, which has some of the clearest water in Greece.