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Italy itinerary

We are planning a trip for 2025 and want to spend 20+ days visiting many spots. Here is my beginning idea on a route. Does it make sense and would there be any suggested changes.
St Louis to Rome
Train to Naples
Driver to Sorrento
Driver back to Naples
Train to Florence
Driver to somewhere in Tuscany
Train to Venice
Train to Milan
Train to Cinque Terre
train back to Milan
Fly back Milan to St Louis

Thanks for any feedback

Posted by
6660 posts

I think move CT to between Florence and Venice
Then no need to backtrack to Milan