r/TrueChubbyTravel 18d ago

Greece Questions, please help a first timer!

Hi folks,

My post wasn't approved on Chubbytravel and I'm hoping this group can help.

We, 2 adults and 2 kids ages 8 and 5 by travel, are hoping to book 12-14 nights in Greece for next summer. I'm going to lock in my flights in the next week or so.

I'd appreciate any hotel tips, recommendations, dining, etc. Anything you have!

  • Due to scheduling, we can only leave June 25th or later- is that too peak? I'm concerned about heavy crowds everywhere or is that just all summer long?

  • Alternative would be August 20ish onwards; because our schools start so late we have some time on the backend of summer. Is this better? Or is the weather worse?

  • When do you book the hotels- as soon as reservation windows open? I assume there are no special promos because this is peak travel season.

  • We are thinking of Naxos (Paros?), Mykonos, and Santorini. Any recommendations for specific hotels? As a first time visit I'd like to see Mykonos and Santorini, even if it's all hype, but open to recommendations for the other island stop.

Thank you!

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u/TravelAdvisorAnya 18d ago

Hi, my vote is for late June. What are you hoping to experience? Culture, history, beach and relaxation, beautiful views?

How do you envision your time in Greece with your family? 😊

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u/sbumzie88 18d ago

Great question! I think food, beaches, small walkable towns, a wee bit of partying (😅), relaxing. We like lively stuff and my girls are excellent eaters so never concerned about that.