May 20 – 29, 2026 · 10 Days · 3 Cities
Our Route
850+ kilometers through the heart of Italy, from the Alpine lakes to the Mediterranean sun.
Action Items
Things that sell out or need advance booking. Don't wait!
Also book: rental car at Milan Malpensa + Naples airport transfer (private minivan ~€80-100)
Getting Around
2.5 hours via A22/A1 motorway. Tolls ~€20-25. You'll have the rental car from Milan — scenic Tuscan hills along the way.
High-speed Italo/Trenitalia: Florence → Naples in 2h 45min, then Circumvesuviana or private transfer to Sorrento. Why? Driving through Naples is stressful, Sorrento parking is a nightmare, and the train is fast + comfortable with kids. Drop rental car in Florence.
Day by Day
Click any day to expand the full itinerary with suggested activities, tips, and logistics.
Clean POI Pass
The cleaned-up version, no chaos, no wish-list soup. Just the places that make sense with what you've already booked.
Yes. Keep it on Saturday morning, May 23. That works cleanly because Gardaland moved to Friday. Do Sirmione early, keep it focused, and get back to Bardolino without turning the day into a slog.
You were right, the sandwich route is smarter than fancy dinners. These are the clean best-fit stops to sprinkle into Florence.
Lucca still works as an optional flex. Siena does not cleanly fit without turning Florence into a marathon.
Boat tour is the right call. It turns the Amalfi day into an experience instead of a transport problem.
Where We're Staying
From a lakeside apartment on Lake Garda to a charming villa in Florence and a garden retreat in Sorrento.
Getting There & Back
American Airlines · Confirmation: JWVMDN
Don't Forget
Essential items and Italy-specific tips for the whole family.
The Numbers
Booked costs and estimated daily spending for a family of seven in Italy.