Experience Siena at one of its most exciting times of year, when centuries-old traditions, neighbourhood pride, good food and the energy of the Palio take over the city. Stay in a beautiful countryside retreat surrounded by gardens and the rolling Tuscan landscape, while spending time in Siena and getting closer to the people and traditions behind this famous event.

You'll have access as an insider with the chance to join the locals for a "contrada" dinner on the eve of the Palio -- an unforgettable tradition that's not typically available to outsiders.

The day of the race, you'll to watch it from a private terrace, with an exceptional view -- enjoying the experience as it goes beyond simply attending the event. There is also time for wine, cooking, countryside adventures and a little free time to enjoy Siena at your own pace.

Pricing:

2 people: £4350 per person in a shared room

4 people: £3750 per person in a shared room

6 people: £3600 per person in a shared room

Inclusions

Pick up from Florence, private transfer to Siena

Four nights in a beautiful Tuscan countryside retreat
A peaceful and elegant stay surrounded by gardens, vineyards and the rolling hills of the Sienese countryside, with Siena and the surrounding villages within easy reach.

Private guided tour of Siena with dinner & the Palio traditions
Discover the historic centre of Siena with a local guide and learn about the history, meaning and traditions behind the Palio.

Insider Palio Experience
Spend the afternoon exploring Siena at your own pace before heading to a private apartment with terrace, offering a special view of the parade and the famous Palio race.

Brunello cooking experience with Wine Tasting
Step into the world of Tuscan cooking with a visit to a historic castle winery, followed by a hands-on class preparing fresh pasta, traditional sauces, a main course featuring red wine and dessert. Finish with an aperitivo and Brunello tasting on a panoramic terrace overlooking the vineyards.

Pienza & Pecorino
Enjoy a guided walking tour around gorgeous Pienza. Afterwards, head to a local cheese farm for a tour and tasting of their special Pecorino cheeses Spend the afternoon exploring Siena at your own pace before heading to a private apartment with terrace, offering a special view of the parade and the famous Palio race.

Private transportation for organised experiences
Comfortable transportation throughout the planned excursions, so you can focus on enjoying Siena, the wine and the countryside.

Return to Florence by private transfer

Not included: airfare or airport transfers.

This elegant countryside retreat is set among the rolling hills of the Sienese countryside, surrounded by olive groves, gardens and the peaceful landscapes of Tuscany. Its location makes it a wonderful base for discovering Siena, the Chianti area and the Val d’Orcia, while still offering a quiet place to slow down and enjoy the countryside.

The accommodation combines the character of a traditional Tuscan estate with the comforts of a refined boutique stay. Beautiful gardens, historic details, inviting common spaces and comfortable rooms create a relaxed atmosphere, with plenty of space to enjoy the landscape and the slower pace of life in Tuscany.

Discover Siena in the afternoon with a private guided tour through the historic city centre, learning about the Palio, its Contrade, history and traditions along the way. Afterwards, enjoy some free time to wander the streets or have an aperitivo before experiencing Siena like a local with a traditional Contrada dinner, filled with songs, community spirit and the excitement of the Palio.

Your driver will take you to a carefully selected apartment with a terrace, where you'll enjoy an amazing view of Palio.

Experience the excitement of the Siena Palio from a private apartment with terrace, giving you a special view of the parade and the famous race. Enjoy the atmosphere as the Contrade fill the streets, the drums and flags come out, and Siena comes alive for one of its most important traditions. A unique way to experience the Palio away from the crowds, with your own space to take it all in.

Officially recognised as part of Italy’s historical and artistic heritage, we'll visit this beautiful, family-owned and operated castle winery. After a tour, you'll get cooking in the kitchen with one of the world's best views. You'll enjoy cooking four courses and eating what you've created along with perfect Brunello wine pairing.

🚶‍♂️ This charming village is widely known as the "ideal Renaissance town" and is the creation of Enea Silvio Piccolomini who later became Pope Pius II. Piccolomini had the money and influence to transform his birthplace village, the humble Corsignano, into what he considered the Utopian city should be, exemplifying the principles and philosophy of classical times and of the great Italian Renaissance.

🧀 About the farm: "We firmly believe that a farm is way more than just a plot of land populated by tractors and machinery. Our farm is full of life – the day is marked by the rhythms of traditional farming routines. The sounds of our farm animals echo harmoniously all around. A small, lovely, rural world to explore with your friends and family. And it is not only our animals that make this place chaotically alive, even our vegetable garden vibrates with life when the plants and vegetables we have meticulously planted and taken care of start to grow. Only our vineyards and wheat fields are lined up in an orderly design."