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Santorini help - late May / early June with baby

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Hi all! It has been my dream to go to Santorini for quite some time. I am finally planning a trip for next year. We will likely bring our daughter who will be a little over 1 at that time. I am not sure if there will be much of a difference in crowds / weather in late May vs early June but wondering what others have experienced at these times. We would like it to be warm but not too hot (over 85). From what I understand everything should be open by May. I am also flying from NY and would like to minimize layovers. Is Delta JFK-Athens the best bet for this trip? I know there are direct flights into Santorini from some cities in Europe but it hard to plan since they are seasonal flights and only fly on certain days and times. Any help is appreciated!

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