We are spending 16 nights over Christmas/New Years in Italy and our fellow empty-nester best friends have decided to come along too! We're flying into and out of Milan, we looked at all the options and this is what worked out best for us, plus we are happy to get a glimpse of an extra city that we hadn't planned for. This is what we have in mind so far.
17th - Land at Milan LIN 6PM probably train to Venice- arrive late, take water taxi, go to bed, wake up in Venice! Is the train ride from Milan to Venice scenic? If so we will stay the night and travel in the morning.
17th-21st - Venice 4 nights: 1)arrive late 2) wander and explore 3) Doge's Palace & Basilica 4) maybe Murano & Burano.
21st-25th - Florence 4 nights: No clue really but maybe 1) arrive & Uffizi 2) Duomo & explore 3) Daytrip to winery or van trip to a couple smaller towns 4) Accademia and Christmas Eve in Florence- do something Christmasy, but what?
25-28th - Rome 3 nights: Return trip for us but 1st for our friends so 1) stroll floodlit monuments 2) Colosseum & Forum open on 26th 3) Vatican open on 27th.
28th-1st - Sorrento 4 nights: The highlight of our trip, we could easily spend weeks here so hopefully we'll be back: 1) Herculaneum & Sorrento 2) Positano 3) Naples 4) Pompeii open on 31st and NYE from our Villa in Sorrento. + 5) Capri or Amalfi/Ravello if we add a night.
1st- Train to Milan 1 night: Take covid tests if we didn't get them in Sorrento. Most places closed for New Years Day but walk around Duomo/Galleria area.
2nd- Fly Home from Milan MXP. Start planning our next trip!
I'm the planner for our trip and ideally I'd like to give one of our Venice nights to Sorrento but I haven't yet been able to work out a way that doesn't disrupt something else in our plans specifically over the holidays/opening times for things we know we want to see. I feel like I know exactly what we will want to do in Sorrento and Rome and could easily spend weeks in both, but honestly I don't know what to do with our days in Venice or Florence. If you love Venice or Florence, what would YOU suggest for our first trip there to make us fall in love with it too?
I welcome all advice. Thoughts?