Yes, many times. Am half Greek (and was conceived there--something I'm not glad I know).
Are you wedded to the Cyclades only?
A few things.
Do stay away from both Santorini (and Mykonos; both are now tourist traps and there are much nicer islands to visit, without all the crowds). Instead, visit
Syros. Lots to see and much less traveled. (My 93 year-old father says he's thinking about which other Cyclades islands to recommend. I'll get back with those recs.) In the meantime, check out this great article of other recs. We've been to most of these, too. Some are on the mainland, in the Peloponnesus (where my family is from), so not an island, per se:
Thrillist Article
Other things
September is a gorgeous month to visit. The weather will be warm, but there will be fewer summer tourists.
Don't shy away from Athens for a couple of days, either. Certainly see the Acropolis, and if you can, dinner at night nearby— with a view— is awesome. There are three restaurants in Athens to that are not touristy, but quite good:
- The first is Xynou. It is an authentic, one might say old fashioned, taverna in the Plaka which caters more to locals rather than tourists (unlike most of the other places there). The address is 4 Angelou Yerondas, which is not particularly helpful but any hotel concierge will know how to get there. A cab driver will have to drop passengers off a short distance away because the street itself is closed to traffic. (If staying at one of the hotels around Syntagma Square, it is within walking distance.) Reservations are essential. It doesn’t seem to have a web site of its own, but typing in the name will bring up enough information to give one a sense of the place.
- Second is Hermion. It’s located in the busy shopping area just below Syntagma Square, to your right when facing the cathedral from the open plaza. See Travel Advisor web site for menu, map, etc. We have only eaten lunch there, but have done so more than once. It seems to get good reviews currently.
- Third, saving the best for last, is Strophi [pronounced stroFEE} at 25 Rovestou Galli. It offers excellent food and a spectacular view of the Acropolis from its rooftop restaurant, particularly on the evenings when the son et lumiere show is going on up there. See their website. It is the place my family customarily goes on our first and last nights in Athens.
Look, too, at the neighborhood of
Lycabettus, which is lovely at night.
Get to the
Acropolis first thing in the morning if you’re visiting in early September. It will be coolest then. The
National Archaeological Museum is excellent as is the
Benaki. Either museum will give you a sense of ancient Greek art and culture, though the Archaelogical Museum is bigger, I believe. And if museums aren’t your thing, the
Monastiraki Flea Market is a lot of fun, too.