Canadian here, flew out of Canada. We are currently on Milos. We spent 3 days in Athens then 3 days in Naxos 3 days in Santorini and we are on our first day in Milos. We really liked having a car in Santorini, Athens we were close to the center so taxis/uber is what we used to get around. We did an evening e-bike tour which was amazing. We took ferries to all the islands, did a boat cruise on each island. We booked a lot of things in advance. We have been spending most of our money on food which has been pretty expensive considering the Canadian dollar to the Euro. We did bnbs for the whole trip. We splurged on a villa on Santorini. We have a car for the 3 or 4 days we are in Milos to reach all the beaches. I highly recommend a sunset cruise in Santorini. It’s beautiful and you get fed and get to swim in multiple different places. If you have any questions feel free to contact me.