Private Tuscany Tours from Florence: Wine, Hill Towns and Villas

Quick answer: A private Tuscany tour from Florence combines a driver, an expert guide, tastings and lunch in one day, usually covering Chianti, Siena, San Gimignano or Montepulciano. Most trips last 8 to 10 hours and are tailored to your pace.

Most Popular Routes

Classic routes include the Chianti wine road, Siena with San Gimignano, Val d’Orcia with Montepulciano and Pienza, and Pisa with Lucca. See our private Chianti wine tour for a full sample day.

Private Tuscany tour through Chianti vineyards
Chianti is the most popular private wine day from Florence.

What Is Included

Your price covers a private driver in a comfortable vehicle, a licensed guide, winery or farm tastings, a table reserved for lunch and the entrance fees we can pre-book.

Choosing the Season

Spring and autumn are best for color and comfort, summer calls for early starts and winter is quiet and atmospheric. Compare other months in our best time to visit Florence guide.

Cypress road in Val d’Orcia on a private Tuscany tour
Val d’Orcia is the iconic Tuscan landscape.

Official Resources

For regional information and events, see the official Visit Tuscany website.

Tuscan countryside with hay bales near Florence
Tuscan countryside is at its most photogenic in early summer and autumn.

Make It Fully Private

We arrange guides, tickets, drivers and lunch. Browse Florence tours on GetYourGuide, or pack a Florence and Tuscany travel guide. As an Amazon Associate I earn from qualifying purchases. Some links are affiliate links; they cost you nothing extra.

Frequently Asked Questions

How long is a private Tuscany tour from Florence?

Most tours last 8 to 10 hours, including drive time, tastings and a leisurely lunch.

Which Tuscany tour is best for first-time visitors?

Siena and San Gimignano or the Chianti wine road offer the best mix of scenery, history and food.

Can I customize a private Tuscany tour?

Yes. We tailor the route, stops, pace and lunch to your interests, and can add a cooking class or a truffle hunt in season.

Is a private driver better than a group bus tour?

A private driver offers flexibility, comfort and access to smaller estates and hill towns that buses cannot reach.

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