The Chianti Experience

The countryside below Panzano

2024 Dates:  June 4-11; June 11-18

Tuscany covers an extensive area of almost 9000 square miles in central Italy. Our Experience week focuses on the famous wine region of Chianti, located between Florence and Siena. Chianti is absolutely beautiful! You’ll find it surprisingly rural… very hilly and very green… filled with vineyards, olive trees, and forests… dotted with ancient villages… guarded by medieval castles… surrounded by incredible views. The Chianti wines are outstanding, the food is exceptional, and the people are very welcoming. We’ve been spending time in Tuscany for over 15 years and hosted Chianti Experience groups here since 2011. We’ve made such wonderful friends and always look forward to our return.

The Chianti Experience is based in Castellina in Chianti, an area with a history dating back to the Etruscans in the 7th century BC. Today Castellina is one of the most important Chianti wine villages with a population of about 2800 people. Located on the Via Chiantigiana that winds through the countryside between Florence and Siena, the village has restaurants, cafes and wine bars; a pharmacy; small food shops; art galleries; a post office and ATMs; a variety of specialty shops; and one of the best gelato shops in the region.

Castellina in Chianti

Castellina in Chianti

Our accommodations are in a 17-room former palace in the village center of Castellina. It’s the perfect environment for a relaxing week in Tuscany, set on the edge of the vineyards with beautiful views of the countryside from the terraces and swimming pool.

Experiences in Chianti

The Chianti Experience follows the same approach as our other Experience trips, including a variety of special activities and experiences:

  • A walking tour of Castellina to learn more about its history and life in the village today.
  • Visits to the nearby Chianti wine towns of Greve and Radda and the small hilltop villages of Panzano, Volpaia and San Donato in Poggio.
  • A day “beyond Chianti” to another stunning and very different area of Tuscany: the beautiful Val d’Elsa and the town of San Gimignano with its medieval towers. We’ll have lunch at a family winery just outside the town, featuring excellent white wines of the region.
  • A day trip to the city of Siena, including a walking tour with a fun local guide and time on your own for exploring, shopping and lunch.
  • A memorable visit to the Florence American cemetery, where over 4400 Americans killed in Italy during World War II are buried.
  • Visits to wineries and an olive oil workshop to learn more about the famous Chianti wines and of course to taste the wine. We’ll also sample the local olive oil.
  • A cooking class and dinner with an experienced chef and cooking teacher at her home in the countryside
  • Wonderful meals in a variety of settings, giving us an opportunity to experience the local cuisine and food specialties, including several meals in private homes hosted by our local friends.
  • Time for relaxing at our beautiful hotel, exploring the village, and enjoying the lovely views from the terrace and the swimming pool.

See a detailed day-by-day itinerary of The Chianti Experience

The beautiful Chianti hills

Learn more about Chianti and The Chianti Experience

Getting to Know…The Chianti Experience (a Virtual European Experience)

The Chianti Experience in photos

Experiencing a Village: Castellina-in-Chianti (Kathy’s blog)

I’m Dreaming of Chianti… and the day we can return (Kathy’s blog)

Falling in Love Again… with Chianti! (Charley’s blog)

A Chianti Experience: Lunch with Janet & Stefano (Kathy’s blog)

A Chianti Experience: Dinner at Lamole (Kathy’s blog)

A Chianti Experience: Our Cooking Class with Stefania and Giulietta (Kathy’s blog)

A Chianti Experience: Our Friend Francesco (Kathy’s blog)

Reflections from Chianti Experience travelers

Arrivals and Departures

Our location in Chianti is ideal for combining this Experience week with additional travel in other areas of Italy, including the renowned cities of Florence, Rome and/or Venice.  We recommend traveling to Italy at least one day before our trip begins, to allow time to adjust to the time difference and a buffer in the event of any travel delays. Depending on your final destination, it may be possible to book a return flight on Saturday from Florence if you are heading home immediately after our trip; however, you may need to take an early taxi to the Florence airport. We can help make arrangements.

Our meeting/drop-off point is the main train station in Florence, about an hour from Castellina. We’ll meet the group at the first Saturday and drop-off after breakfast the following Saturday morning.

Prices: $3,700 per person, double occupancy; $4,100 single occupancy of a double room.

Leader: Kathy Wood