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Help with planning Italy roadtrip (16 days)

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My husband and I will be spending 16 days in Italy and am trying to fit in as much as possible. We've been to bits of Italy before (Rome, Venice, Cinque Terre, Florence, Pisa) so will just be doing day trips to those locations. We are arriving in Milan and departing from Rome. We are having trouble scheduling the later part of our trip and hoping that someone can give us some advise. Our schedule so far is looking like this:

Day 1 Sat: Arrive in Milan at 6am, check in hotel, spend the day in Milan
Day 2 Sun: Day trip to Lake Como
Day 3 Mon: Train to Venice, spend the day in Venice
Day 4 Tue: Explore Murano and Burano, take the night train to Florence
Day 5 Wed: Take the train to Cinque Terre for a day of hiking, return to Florence in the evening
Day 6 Thu: Explore Florence
Day 7 Fri: Rent a car, drive to Tuscany countryside
Day 8 Sat: Explore Tuscany countryside
Day 9 Sun: Explore Tuscany countryside

The next few days is where I am having trouble scheduling. We would like to spend 3 days in Puglia and 3 days in Naples and the Amalfi Coast.

Our initial plan was:
Day 9 Sun: Drive to Puglia in the evening
Day 10 Mon: Explore Puglia (Alberobello, Matera, Bari, Lecce)
Day 11 Tue: Explore Puglia (Alberobello, Matera, Bari, Lecce), drive to Salerno in the evening to return car
Day 12 Wed: Explore Amalfi Coast and Sorrento
Day 13 Thu: Explore Pompei and Naples
Day 14 Fri: Train to Rome
Day 15 Sat: Spend day in Rome
Day 16 Sun: Fly out from Rome airport

The problem with this schedule is, most of the suggested itineraries i see on the internet suggests to first go to Naples, then take explore the Amalfi Coast area by the communter train and the SITA bus. But according to our schedule, we would be doing this backwards. Would this be possible? Also, I get car sick very easily, so the SITA bus journeys are very worrying for me.

Would it make more sense to go from Tuscany to Naples and Amalfi Coast, before travelling to Puglia? But the day we leave Tuscany is a Sunday and it seems that most car rental shops are closed so I won't be able to return the car.

Thanks in advance!!

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