Athens(Piraeus) normally, daily at 07:00 or 07:30. Some days of the week other times but not many.
Whilst it is possible to fly to Santorini and then the ferry it's more costly, complicated and there may not be a suitable ferry to connect on Santorini.
I wouldn't say the ferry from Santorini is complicated at all! In the summer months there is more or less a daily ferry the fast one is about 30-40 mins and the slow one is an hour or so.
If you are coming all the way from Canada I presume you will want to visit Santorini as well as Ios anyway?
Athens to Ios is just 4 hours or so on the fast ferry
Can you tell me what the waters are like? Calm, I hope?
Can I tell you what the waters are like? The funniest thing I ever saw was on our first trip to Greece. We were taking a slow ferry to Crete. While we were still in the harbour in Piraeus there was a large group of young people on the boat having a great ole party. We no sooner got past the gates of the harbour and about half of them started throwing up.
But after about a hundred ferry trips I have never felt sea sick, until last trip on a fast ferry back to Athens. I just took a Gravol and was fine.
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