I posted in here a bit ago, but as we are in the very early planning stages, I keep coming up with new ideas! This trip will likely be last 2 weeks of June 2027. At this time the only direct flight is Rome and we prefer flying direct. We do not want to rent a car for a few reasons and a big one being driving after having wine. Open to trains/walking/biking/taxi and even splurge on private transfers (have looked at Day Trip in the past). Travelers are 2 adults and one 14 yo girl.
Looking on advice for places to stay (we like having a pool option!) in the areas noted; recommendation on Tuscan village to visit for a few days; and desperately need a beach hotel idea with beach access or recommendation on beach club (we do enjoy renting chairs etc). Could be open to changing the Naples section of the trip.
Day 1: Land Rome (am) | Florence (train)
Day 2: Florence - city sights
Day 3: Florence - day trip to Bologna
Day 4: Florence - city sights
Day 5: Leave Florence - Arrive Montepulciano (or other??)
Day 6: Montepulciano - Wine Tasting/Walking Around
Day 7: Montepulciano - Hike/Wine Tasking
Day 8: Leave Montepulciano - Arrive Naples (considering splurge for car service - ie Day Trip - with a stop on the way)
Day 9: Naples area - beach day/city night
Day 10: Naples area - beach day/city night
Day 11: Naples area - beach day/city night
Day 12: Leave Naples - Arrive Rome
Day 13: Rome sights
Day 14: Rome sights
Day 15: Fly Home