Palio Di Siena – July
June 30
5 Days 4 Nights
Siena, Italy
Tour Details
Enjoy one of the most amazing cultural racing experiences the world has to offer. This is a twice-yearly race which takes place in the charming Piazza Del Campo; the centre square of Siena. The Palio is steeped in history and dates back to medieval times. A thrilling spectacle as jockeys race around the square bareback, using force to push past any opponent who stands in the way.
The package includes an insight into the culture and traditions of this Tuscan town and the race which brings together 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.
Package Inclusions:
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4 Nights’ Accommodation at 5-Star Castel Monastero Hotel (Camera Prestige Room)
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Return Private Transfer from Florence Airport, Train or Hotel
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Full Daily Breakfast
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Tasting Menu at the Cantina Restaurant (Drinks Excluded)
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Contrada Dinner Experience in Siena the Night Before Palio to Soak up the Atmosphere with one of the Teams Riding in the Race
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Spa Treatment at the Castel Monastero Spa and Access to the “Acqua Benessere” Indoor Spa
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Exclusive Apartment Access and Reserved Window Spot for Palio Viewing (Sensational Views Over the Square)
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Light Dinner Tuscan Buffet and Open Bar During the Race and Cocktails and Refreshments Throughout the Afternoon
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Transfers Throughout
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Services of Hotel Host
Itinerary
On arrival in Florence or Pisa, you will be transferred to the stunning Castel Monastero where you can check into your large Prestige Room before relaxing beside the beautiful pools with a drink or two.
Then enjoy a fine dining experience at “Cantina”. On the menu are classic flavours of Tuscan cuisine, re-worked in a modern key. Maximum attention is paid to local products, which are selected directly by their chefs.
You have a day to relax at the hotel, enjoy the spa, sit by the pool, and take in the amazing surroundings.
In the early evening we’ll venture into Siena and join one of the seventeen contrades for their local dinner where the jockey, trainer and ‘mayor’ will be presented. The atmosphere is one you have to experience as 800+ locals dine outdoors, sing, chant and get excited for the race tomorrow. This concludes around midnight.
It’s Raceday but things don’t kick off until mid/late afternoon so you will have a chance to have a spa treatment and relax in the stunning hotel’s surrounds and pools.
We make our way to our apartment overlooking the Piazza Del Campo where we have beautiful food and wine waiting as we watch all the events unfold in front of us. Each person has a spot reserved in a window with a fantastic view overlooking the square.
Enjoy the build-up as all the contrades and horses are presented, then be ready to be left stunned as the race unfolds and the winner is crowned. It’s unlike anything you’ve ever seen before and won’t soon forget.
A bus is available to take you back to the hotel after the race, but we suggest you stay in Siena, head to the winning contrades to fully absorb it all then find a table for dinner in the square as the partying continues late into the night. Taxis are freely available to get back to the hotel.
After a few exciting days, today is your chance to slow the pace and soak up the beauty of Castel Monastero. Spend the day lounging by the pool, indulge in another rejuvenating spa treatment, or venture out to a nearby winery or charming local restaurant for a leisurely lunch.
This day also serves as a contingency race day, should the Palio have been postponed due to rain — as happened in July 2025 & 2026.
After breakfast, the tour concludes and we all head our separate ways with a private transfer to Florence or Siena for your journey home or onto another European adventure.
Accommodation
Castel Monastero
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30 June – 4 July
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Loc. Monastero D’Ombrone, 19, 53019 Castelnuovo Berardenga SI
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+39 0577 570570
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info@castelmonastero.com
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https://www.castelmonastero.com/
Located in the heart of the picturesque Tuscan countryside, Castel Monastero offers the perfect blend of historic charm, modern luxury, and serene elegance. Set within a beautifully restored medieval village, the hotel features spacious, exquisitely appointed rooms and suites, each reflecting the property’s rich heritage while offering contemporary comforts. Guests can indulge in exceptional Tuscan cuisine at the on-site restaurants, unwind with signature cocktails at the bar, or relax at the spa and wellness centre, all set against stunning vineyard and rolling hill views. With its refined style, attentive service, and tranquil setting, Castel Monastero ensures an unforgettable stay in the heart of Italy’s iconic wine region.
The tour package includes a sumptuous breakfast each morning, served in the elegant on-site restaurant, offering a selection of local and international favourites to start your day in true Tuscan style.
Price
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Double Room Per Person$8,995
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Twin Room Per Person$8,995
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Single Room$11,795
Payment Schedule
A $4,000 per person deposit secures your place on the tour. The remaining balance payable 90 days (March 2027) before the tour commences.
Inclusions
- 4 Nights’ Accommodation at 5-Star Castel Monastero Hotel (Camera Prestige Room)
- Return Private Transfer from Florence Airport, Train or Hotel
- Full Daily Breakfast
- Tasting Menu at the Cantina Restaurant (Drinks Excluded)
- Contrada Dinner Experience in Siena the Night Before Palio to Soak up the Atmosphere with one of the Teams Riding in the Race
- Spa Treatment at the Castel Monastero Spa and Access to the “Acqua Benessere” Indoor Spa
- Exclusive Apartment Access and Reserved Window Spot for Palio Viewing (Sensational Views Over the Square)
- Light Dinner Tuscan Buffet and Open Bar During the Race and Cocktails and Refreshments Throughout the Afternoon
- Transfers Throughout
- Services of Hotel Host
Exclusions
- International Flights
- Items of a Personal Nature
- Travel Insurance (Highly Recommended)
Please click here to view our terms and conditions.
Frequently Asked Questions
Summary
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Double Room Per Person$8,995
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Twin Room Per Person$8,995
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Single Room$11,795
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Days5 Days 4 Nights
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LocationSiena, Italy