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Transport from Santorini to Kos

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My wife and I will be in Santorini until Sunday, June 24. We are looking into taking a charter sailing trip that leaves from Kos at around 11 am on the 24th. We cannot leave Santorini before the 24th.
Question 1: There is a flight that leaves from Santorini to Athens (Aegean Airways) and then Athens to Kos (Olympic) on the morning of the 24th with arrival time of 9:30. Are these airlines reliable as to schedule (compared to the US)? We do not want to fret over connections during our vacation.
Question 2: Is ferry service available between Santorini and Kos? When is the ferry schedule published.
Thank you.