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  7. Chianti Classico (Castellina in Chianti and Radda)

Day Trips · Tuscany, Siena

Chianti Classico (Castellina in Chianti and Radda)

  • DistanceAbout 20-30 km north of Siena
  • Travel timeAbout 35-45 minutes by car
  • TransportCar is best; limited bus service
  • Difficultyeasy
  • Rating★ 4.7
  • Best seasonApril-June and September-October

Chianti Classico lies north of Siena between Siena and Florence. A car gives the freedom to visit wineries and villages. Winery visits usually need booking.

Vineyard villages along the Chianti Classico road, with wine tastings and views of the Black Rooster wine region.

Chianti Classico lies north of Siena between Siena and Florence. A car gives the freedom to visit wineries and villages. Winery visits usually need booking.

Practical information for Chianti Classico (Castellina in Chianti and Radda) · Last updated September 2026
Distance About 20-30 km north of Siena
Travel time About 35-45 minutes by car
Getting there Car is best; limited bus service
Difficulty easy
Address Piazza del Comune, 53011 Castellina in Chianti SI, Italy

How to get there

  • Mode
    Car
    Duration
    35-45 minutes
    Notes
    Designate a non-drinking driver for tastings
  • Mode
    Bus
    Duration
    Variable
    Notes
    Check at-bus.it

Suggested itinerary

  1. Drive via Castellina and Radda, taste at an estate, lunch in a village and return via Gaiole.

Location

Piazza del Comune, 53011 Castellina in Chianti SI, Italy

43.4707, 11.2891 View on map

Highlights

  • Castellina in Chianti and Radda in Chianti
  • Chianti Classico tastings
  • Panoramic road drives
  • Medieval castles such as Brolio

Tips for visiting

  • Book winery tastings in advance.
  • Do not drive after tasting.
  • Small group tours leave from Siena.

When to visit

April-June and September-October

Accessibility

Roads are winding; villages are hilly.

Frequently asked questions

Is public transport possible?

Limited; a car or tour is best.

Ready to book

Chianti Classico (Castellina in Chianti and Radda)

Visit chianticlassico.com