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Palio di Siena

2nd July / 16th August 2025

Book your Palio di Siena experience with the racing experts and save money by booking your flights, accommodation, transfers & official tickets/hospitality all in one place!

Palio di Siena

Our Palio di Siena Experiences

Castel Monastero Resort 5*

Castel Monastero is a luxury resort 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 and is the perfect place to stay for the Palio di Siena.

What's included?

- Return flights from the UK to either Florence or Pisa

- Private return airport transfers

- Three or more nights accommodation

- Buffet breakfast each morning

- Tasting Menu Dinner in the Contrada Restaurant at Castel Monastero

- Wine tasting at Castel Monastero with the hotel's sommelier

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

- Access to the “acqua benessere” indoor Spa.

- Access to an exclusive terrace in a historical palace overlooking the Piazza del Campo to watch the Palio race from

- A light Tuscan buffet and open bar during the race

July 2025 Palio from £3,395.00

August 2025 Palio from £3,395.00

Palio di Siena

Unsure which experience is right for you?

Request more information and we'll be in touch with more details to help you build your perfect trip!

Palio di Siena

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.

Castel Monastero

Example Itinerary

Below is an example itinerary based on our three night experience based at the Castel Monastero Resort attending either the July or August Palio. Trip extensions are available should you wish to extend your time in Siena or visit another city such as Rome, Florence or Pisa!

Arrival / Dinner

Day 1

- Upon arrival into either Florence or Pisa you will be collected by private vehicle and transferred directly to Castel Monastero.

- That evening you will enjoy dinner in the hotel's restaurant, La Contrada. 

Florence

Extend your trip

Why not use the opportunity of heading to Italy to visit some more of its stunning cities? Many of our guests spend a few nights in Rome, Pisa or Florence either at the beginning or end of their trips to make their most of their time away. But you could also travel further, with onward flights to other European cities also possible.

Our recommended trip extensions are outlined below, for more information please enquire. 

Palio di Siena

What our customers say...

Shane

Just booked the l'Arc de Triomphe, can't wait to come over from Perth for it. Used Racingbreaks in 2019 for the Palio de Siena and it was unbelievable. It was one of the best experiences I've had and I fully expect them to live up to the high standards they set for that trip.

Airplane Above the Clouds

Flights to Italy

If required, our experiences can include flights to either Florence, Pisa or Rome.

Depending on your choice of departure airport you will fly to one of these cities before having the option to include airport transfers to your hotel.

Onward flights are possible for those looking to spend a few nights in another European city either before or after your time in Siena.

Flight upgrades are available to Premium Economy, Business & First Class subject to being an option on the flight booked. 

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