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Where do you get your cheap flights, y'all?
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Rising Star
Rome
Cities in Spain are overall very child friendly but may not have too many playgrounds. For that, Central Europe may be better but the people are not that child friendly (as a rule of thumb). Source: I am German, my wife is Spanish 😊
I posted a similar question about traveling with a 2 year old. The suggestions were beaches, Spain, Greece, and Scandinavia.