I had the pleasure of taking Road Scholar The Best of Greece: Island Hopping in the Aegean trip Fall 2019. One reason I booked this tour is less stress of planning everything, tips, gratuities,entrance fees and almost all meals were included. I was originally going to go with Rick Steves tour but that tour does not do any of the islands.
After taking this trip it was Fantastic and I felt I got the most bang for my buck. This trip is perfect for all adults no matter your age. The tour leader Chrysa P (Χρυσουλα Π) was awesome. She is one of Greece’s gems! She went to school to be a Greek tour guide ,I believe has a few degrees and speakers more than one language. She was able to navigate buses, ferries, hotels,etc.and was even able to get us on the last ferry even though there was a strike. She knew so many facts and her love of her country showed. She doesn’t do every Road Scholar trip.
The hotels where all clean and comfortable. One hotel was even a splurge. The meals were plentiful and most times include wine. A few nights we were on our own for dinner but was so full from lunch a light snack was all I needed. In addition they provided the listening devices were you could hear the tour guide even though she was down the street a bit.
I highly recommend if you book this trip to bring a carry on 22x14x9. In addition to one that has wheels and possibly a backpack/luggage combo. Your luggage will be doing a lot of traveling from the ferries, hotels, buses, etc.
A rough guide to the itinerary:
https://www.roadscholar.org/find-an-adventure/20916/The-Best-of-Greece-Island-Hopping-in-the-Aegean/itinerary/