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Recently I answered a question on tripadvisor.com for somebody who wanted to visit Rome, Pisa, Florence, Venice, and Lucerne (Switzerland). He wanted to get help on itinerary.
These are very ambitious travel plans, however I think it is doable.
Here is my recommendation (on a very high level), assuming all these places this person must visit. We can modify it if needed.
April 26-28 - Rome
April 28 (evening) - train to Pisa (1.5 -2.5 hours depending on a train)
April 29 - Pisa
April 29 (evening) - train to Florence (up to 1.5 hours)
April 30 - Florence
April 30 (evening) - train to Venice (2 hours)
May 1 - Venice
Now fun part. Going to Lucerne is not straight forward. He might need to change a couple of trains. Best route I know is to go through Milan.
May 1 (evening, around 5 pm) - train from Venice to Milan; the last train from Milan to Lucern with stops, I believe, is at about 8 pm, so you can take that last train
May 2 - Lucerne
May 3 - train Lucerne - Milan - Rome (a couple of stops/changing trains)
May 4 - Rome
May 5 - Rome
There are many places to visit and many things to see during this trip. So I might update with more details later on.
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