Watch Italy's Palio di Siena

A Tailor-Made Trip to Watch Siena's Famous Horse Race in 2020

Florence and Tuscany

Duration: 3 nights

The legendary Palio di Siena horse races are the highlight of the Siena calendar, and an incredibly awe-inspiring sporting spectacle. Held twice a year on the 2nd July and the 16th August, the atmospheric races involve 10 horses and riders competing to circle the famous Piazza del Campo three times.

With a history that dates back to 1656 the races are a traditionally lively competition between 10 of Siena’s seventeen contrada (city wards). Riders and horses will be decked out in the colours of their contrada and this grandeur is all part of the races’ exciting draw.

On a tailor-made Exsus Travel trip, escape the crowds gathering to watch in 2020, and instead experience this unique spectacle from the exclusive surroundings of a private window space overlooking Piazza del Campo – complete with cocktails and dinner.

PLEASE NOTE: This is a sample itinerary and full details will be made available in autumn 2019. Tickets will be sold as part of a tailor-made holiday and we will not be selling tickets only.


Perfect forCulture lovers looking to experience a truly authentic Italian event.
In the knowSiena makes a great combination with Florence or the Amalfi Coast and trips can easily be extended to include one or both of these destinations.

Best for

  • Couples
  • Luxury Hotel
  • Cultural Immersion
  • Seriously special

All Exsus Travel holidays are tailor-made

All itineraries on our website are designed as a starting point. Tell us your budget/wishlist/preferred length of stay and we'll help you select the best hotels and experiences, so your holiday is totally personalised.

Call 020 7337 9010 or Make an enquiry

Itinerary details


1 nightTuscany 

On arrival into Florence airport you will be collected and driven via private transfer to Castel Monastero. This 11th-century monastery has been lovingly restored and converted into a luxury retreat in the lush countryside outside of Siena. To ease tired limbs after your journey, you might like to enjoy a spa treatment and afternoon in the hotel’s sauna and Turkish bath. Alternatively, sun-worshippers might prefer to spend the day around the cascading pools. 

On the evening of your arrival, you will be transferred into Siena for an authentic Italian dinner in one of the city’s contrada (city wards). As well as being a delicious start to your trip, this should build excitement for the race tomorrow and perhaps even help you decide who to support.
Read More

1 nightPalio di Sienna 

The big race day has arrived and today you will be travelling back to Siena in good time to get comfortable before the Palio di Siena begins. From the confines of your private area, with spectacular views overlooking Piazza del Campo, you’ll be able to witness the warm-up and race itself. Before and during the race, enjoy cocktails and refreshments and chat to a celebrated past Palio rider. Then, once the excitement of the competition is over, a light buffet dinner will be served before you are transferred back to Castel Monastero for the night.
Read More

1 nightTuscany

After an exhilarating day at the race, take it easy with a relaxing day enjoying the best of Italy’s famous food and wine. Spend a morning in the sun at the hotel, and then in the afternoon you might like to enjoy a wine tasting at a nearby winery.

In the evening, indulge at the hotel's elegant Contrada restaurant. While dining on classic Tuscan cuisine crafted by the resident chef and Gordon Ramsay, reflect on the race and a great few days in Italy.

At the end of your stay, you will be taken by private transfer to Florence airport for your return flight. Or if you wish to extend your holiday in Italy, one of our European experts would be happy to tailor-make a perfect trip for you.
Read More

Best time to go

Best time to travel

Good time to travel (but some limitations)

Travel is possible (but it’s not the best time)

Travel is not recommended

  • Jul
  • Aug
Best time to go

Hotel locations for this itinerary

Hotels we've recommended for this trip

More itineraries in Italy


call us on 020 7337 9010 to start planning your perfect trip

Make an enquiry