Is 7 nights enough for Tuscany?

Yes — 7 nights covers Florence + Chianti + Val d'Orcia at a relaxed pace. For Lucca or the Versilia coast, add 2–3 nights.

Should I split between two villas?

Generally no. One well-located villa in Chianti or south Florence hills puts you within 90 minutes of everything. Splitting costs you half a day.

Do I need a driver for the whole week?

A private driver for Florence + the Val d'Orcia day + the wine day saves you from parking and ZTLs; the other days you can self-drive comfortably.

Tuscany 7-Day Itinerary — A Concierge's Plan

The biggest mistake on a Tuscan week is moving villa midweek — packing, unpacking, lost half-days. A single well-chosen villa in Chianti or southern Florence hills puts you within 90 minutes of everything worth seeing. Here is a rhythm that has worked for hundreds of guests.

Day 1 — Arrival and decompression

Land Florence, private transfer to villa (45–90 min). Pool, late lunch, walk the property. Dinner at the closest trattoria — the concierge books.

Day 2 — Florence

Early private driver in, 9am Uffizi, lunch at Trattoria Mario or Cibreino, afternoon Brancacci Chapel + Oltrarno walk, sunset aperitivo at Piazzale Michelangelo, dinner at Cammillo. Driver back to villa.

Day 3 — Slow countryside + cooking class

Cooking class at the villa or a nearby estate, 4–5 hours from 10am. Long lunch as the conclusion. Pool afternoon.

Day 4 — Chianti wine day

Two private vineyard appointments (one morning, one afternoon with lunch in between). Visit Greve or Panzano, gelato in the piazza.

Day 5 — Val d'Orcia loop

Drive to Pienza (1h15), pecorino tasting and walk. Lunch in Montepulciano. Brunello tasting in Montalcino. Sunset returning through the cypresses of San Quirico.