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Kid and Grandma friendly

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Greetings everyone. I'm planning a 16 day trip to Rome, Greece and Spain in early June with my very active 5 year old and his 2 grandmas. I need help and guidance to make this trip special for all 3 of them, please. So far I have 3 nights in Rome, 6 nights in Crete, 3 nights in Athens, and 4 nights in Madrid. I have no clue as to what to plan around my travel companions age discrepancy. Would very much appreciate any suggestions. Thank you.

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