Copy of Palio (1).jpeg

Palio di Siena 2022


July/August 2022

Attend the Palio di Siena with Experiences to the Palio begin from £2,895pp!

Frankie Dettori jockey

Frankie Dettori

(Racing Breaks Ambassador)


Book with a low £200pp
deposit & with flexible payments

output-onlinepngtools (3).png

Book your trip with Europe's Largest Racing Travel Company

Experience a racing spectacle like no other!

Palio di Siena Experiences


Pay in full when you book your trip and you will SAVE 5% off the total price!




Due to large numbers of racegoers transferring their 2021 Palio Di Siena bookings to next year's event, the majority of our partner hotels are already at 55% capacity and therefore we encourage you to start planning your stay earlier than usual to avoid disappointment!

press to zoom

press to zoom

press to zoom

press to zoom

Castel Monastero Experience
July / August 2022


Castel Monastero is a luxury resort in in the middle of the Chianti region, located approximately 30 minutes from Siena. This 11th century monastery has been beautifully converted into a 5* venue in the Tuscan countryside.

Example Experience Includes:

  • Return Flights from the UK to either Florence or Pisa

  • Private return airport transfers

  • Three nights accommodation at Castel Monastero

  • Buffet breakfast each morning

  • Dinner in the Contrada Restaurant at Castel Monastero

  • Wine tasting at a local winery

  • Spa treatment at the Castel Monastero Spa

  • Access to the “acqua benessere” indoor Spa.

  • Dinner in one of the “Contrada” the night before the Palio

  • Access to an exclusive apartment in Siena on the day of the Palio

  • Cocktails and refreshments throughout the afternoon

  • Light buffet dinner following the conclusion of the racing

  • A window space overlooking the Piazza del Campo to watch the historic race


About the Palio di Siena

This is a bi-annual race which takes place in the charming Piazza Del Campo; the centre square of Siena. The Palio is steeped with history and dates back to medieval times. A thrilling spectacle as jockeys race round the square bareback, using force to push past any opponent who stands in the way.

Packages include an insight into the culture and traditions of this Tuscan town and the race which brings each of the small contrades (city subdivisions) to battle for the ultimate title. Experience a banquet of Tuscan delicacies and listen to stories and tales of times gone by.

Enjoy the luxuries of the Castel Monastero hotel hidden amongst the rolling hills and vineyards of the Tuscan countryside. Relax and enjoy the spa, pool, restaurants, and elegant rooms at this stunning location and prepare for the energetic jamboree that is the Palio di Siena.

plane wings

Flight to Pisa/Florence

- Depart on a direct flight from the UK to either Florence or Pisa Airport.

- Upon arrival you will be met in the arrivals hall and transferred via private car to Castel Monastero.

- On your arrival evening you will enjoy a dinner in the Contrada Restaurant at Castel Monastero.

Cheltenham Festival horses

Cheltenham Festival

Tiger Roll in the Grand National

Grand National

Enable and Frankie Dettori at the Prix de l'Arc de Triomphe

Prix de l'Arc de Triomphe

Sign up to our Weekly Newsletter!

Sign up to our Weekly Newsletter below for weekly offers and information of upcoming events!