
Experience Italy’s legendary Palio di Siena horse race, a centuries-old event full of passion, rivalry, and medieval pageantry. Wander Siena’s historic streets, enjoy Tuscan cuisine, and immerse yourself in the culture of the city’s 17 contrade as they prepare for one of the most famous horse races in the world.
Duration: 5 Nights
Style: Cultural immersion · Historic city exploration · Event experience · Tuscan gastronomy
Best Time to Travel: July 2nd or August 16th (Palio race dates)
Price From: approximately USD 6,500 per person (based on 2 people sharing, excluding flights)
Discover Siena & Its Medieval Charm
Explore Historic Streets
Walk through Siena’s winding streets and cobbled alleys. Admire centuries-old architecture, grand piazzas, and hidden corners filled with history. Each step reveals the story of a city that has preserved its medieval character and traditions.
Learn About the Contrade
Siena is divided into 17 contrade, or districts, each with its own identity, emblem, and colors. Learn about their rivalries, history, and the roles they play in the Palio race. The dedication of the locals brings the city to life in the days leading up to the event.

Tuscan Culinary Experiences
Enjoy authentic Tuscan cuisine in traditional trattorias and local eateries. From handmade pasta to local wines and desserts, the city offers flavors as rich and historic as its streets. Food and culture are intertwined, providing a full sensory experience.
The Palio di Siena Experience
Thrill of the Race
Watch ten horses compete bareback around Siena’s central Piazza del Campo. The race is short but intense, filled with unexpected twists, cheers, and the excitement of centuries-old rivalry. Every moment is electric and unforgettable.
Pageantry & Local Celebration
The Palio is more than a race — it is a festival. Enjoy colorful parades, medieval costumes, drummers, flag-throwing performances, and the vibrant atmosphere of each contrada celebrating its heritage. The streets are alive with music, chants, and local pride.
Behind-the-Scenes Experiences
Gain insight into the preparations, rituals, and traditions that make the Palio unique. Visit workshops, meet local artisans, and experience firsthand the passion that goes into maintaining this historic event.
Ready for Something Extraordinary?
We craft journeys that go beyond the ordinary—blending stunning landscapes with immersive cultural encounters. Designed for travelers seeking authenticity, wonder, and unforgettable memories.
Who This Trip Is For
Ideal for travelers who:
- Want to experience an authentic Italian cultural event
- Enjoy history, architecture, and local traditions
- Appreciate immersive experiences over typical sightseeing
- Seek a short, high-impact trip rich in culture and excitement
Trip Highlights
- Attend the Palio di Siena horse race in Piazza del Campo
- Explore medieval streets, piazzas, and historic landmarks
- Witness contrada parades, medieval ceremonies, and flag performances
- Enjoy authentic Tuscan cuisine, wine tasting, and culinary experiences
- Immerse yourself in Siena’s vibrant culture and centuries-old traditions
