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Germany Italy and Sicily in October

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Would love some advice. My husband and I are planning a trip for our 30 year anniversary in a few years...what can I say I am a planner.

I have some places I would love to visit and have a 2 week time frame. What would you suggest so we can do the following:

OCTOBERFEST MUNICH
Venice
Rome
Tuscany
Agrigento Ruins in Sicily

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