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15 days itinerary to Europe

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Hi all,

I am planning a 15 days trip to visit Europe (5 Adults & 1 Child). Below are places we like to visit:
Berlin, Munich, Prague, Vienna, Budapest, Milan, Venice & Rome. But I think that it's too ambitious to visit all places in 15 days, especially with a kid. So I work out 2 itineraries as below:

Itinerary 1:
Day 1-4 Berlin
Day 5-7 Munich
Day 8-9 Milan
Day 10-12 Venice
Day 13-15 Rome

Itinerary 2:
Day 1-3 Berlin
Day 4-6 Munich
Day 7-9 Prague
Day 10-12 Vienna
Day 13-15 Budapest

Any ideas which itinerary is better considering we have one kid travelling with us or any other recommendation?

Latest by when should we book flight/train tickets & accommodations in order to enjoy promotional price if we were to travel in the coming September?

Thanks a lot

Regards,
Raymond

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