Timeless Tradition: The Palio di Siena Experience
READY-TO-BOOK ITINERARY: July 1-2, 2026
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An Exclusive Insider Experience of the Palio di Siena
Step into Siena, Tuscany’s most treasured medieval gem, for an unforgettable cultural journey during the legendary Palio di Siena. This ultra-exclusive experience offers behind-the-scenes access to one of the world’s oldest and most thrilling spectacles—a centuries-old horse race fueled by civic pride, fierce rivalry, and pageantry like no other.
Twice a year, the iconic Piazza del Campo transforms into a roaring arena as bareback riders representing the city’s 17 Contrade race for eternal glory. From the blessing of the horses to a once-in-a-lifetime view of the race from a private apartment overlooking the piazza, this experience is designed to immerse you in the passion, traditions, and hidden stories of Siena.
Accompanied by GR8 hosts and expert local guides, you’ll explore Siena’s rich history through cultural visits, Contrada celebrations, and elegant dining. From private access to the Antinori wine estate to authentic encounters with local tradition, every detail is crafted to offer a personal connection to this extraordinary event.
What is a Contrada?
A Contrada is one of Siena’s 17 historic city‑districts—essentially a neighborhood community with its own emblem, colors, church, and centuries‑old traditions. Each Contrada fosters strong local identity, social events, and friendly rivalries, and fields a horse and rider in the Palio race, carrying the pride of its residents onto the track.
What's included
- Private apartment with views of the Palio
- Attend the sacred Blessing of the Horse ceremony
- Welcome cocktail with top regional vintages
- Dine at an exclusive pre-race Contrada dinner
- Private walking tour of Siena’s historic center
- Premium Tuscan lunch served during the race
- Luxury transfers throughout the itinerary
Personalize Your Journey
+ Luxury Accommodations
+ Tasting experience at Caparzo winery, Montalcino hills
+ Visit Castello di Verrazzano vineyard, Greve in Chianti
+ Exclusive wine tour at Castello di Ama, Gaiole
+ After-hours Uffizi Gallery visit with art historian, Florence
+ Private guided tour of restoration laboratories, Florence
+ Bespoke perfume creation with master perfumer Sileno Cheloni
Our Luxury Accommodation options
Ready-to-book Itinerary
JULY 1, 2026 | DAY 1 Enter the World of the Contrade
Enter the World of the Contrade
Siena’s Medieval Heartbeat
Arrive in Tuscany, where your private chauffeur will greet you for a scenic transfer through the countryside to the Siena region. After check-in at your selected luxury accommodation (available upon request), you’ll have time to relax and refresh.
Begin your journey with a privately guided walking tour through Siena’s enchanting historic center. Discover the city’s rich medieval legacy as you stroll its winding streets.
Exclusive Culinary Experience
Traditional Contrada Dinner
Later, enjoy a curated welcome wine tasting featuring rare Tuscan vintages in a private enoteca or courtyard—an elegant introduction to the region’s flavors.
In the evening, take part in a traditional Contrada dinner: an open-air celebration filled with music, local pride, and the passionate anticipation of race day. You’ll dine alongside locals who have spent the year preparing for this singular moment.
JULY 2, 2026 | DAY 2 Sacred Rituals & Roaring Hooves: The Day of the Palio
Sacred Rituals & Roaring Hooves: The Day of the Palio
Blessing of the Horse & Historic Parade
Enjoy a leisurely morning at your hotel or explore Siena’s artisan boutiques at your own pace. You’ll then be welcomed into a private apartment overlooking Piazza del Campo, offering panoramic views of the iconic racetrack below.
Accompanied by a GR8 guide, step into the spiritual heart of the Palio with a private visit to a Contrada church, where you’ll witness the Blessing of the Horse—a sacred and emotional ritual few outsiders ever experience. From your privileged viewpoint, take in the full spectacle of the Corteo Storico, the city’s vibrant historic parade.
YOUR UNFORGETTABLE EXPERIENCE
The Palio from a Private Apartment Overlooking Piazza del Campo
As the cannon fires and the race begins, feel the ground tremble as ten bareback riders charge through the piazza in one of the most thrilling displays of tradition in the world.
During the race, enjoy a premium Tuscan lunch with regional wines, served in the comfort of your private apartment—designed to match the intensity and grandeur of this unforgettable moment.
Make It Uniquely Yours
Book a complimentary 20-minute call with Niccolo, your experience expert.
Whether you’re ready to reserve your spot or simply explore what’s possible, he’ll guide you into the heart of Siena’s most iconic tradition—from private race-day vantage points to sacred Contrada rituals few outsiders ever witness—and help craft a luxury Palio journey that’s truly your own.
Your Experience Expert
A native of northern Italy, Niccolò is the ultimate host when it comes to unveiling the soul of his country. With a refined eye for detail and a deep passion for Italian tradition, gastronomy, and hospitality, he brings guests into a world of truffles, Barolo, and heritage through authentic local connections.
From private tastings in the Langhe to artisanal chocolate experiences in Turin, Niccolò ensures every moment of indulgence is crafted with elegance and meaning. His insider knowledge and warm Italian charm elevate this experience into something truly unforgettable.
Videos from past GR8 experiences
Concierge Attention, Wherever You Go
Private Chauffeur & Luxury Transfers
Exclusive door-to-door private transportation throughout the experience, ensuring seamless travel in ultimate comfort. Luxury vehicles with professional drivers, available at all times.
On-Site Bilingual GR8 Hosts
Dedicated GR8 hosts available 24/7, ensuring a flawless and personalized experience. Concierge-level service to handle any last-minute requests, reservations, or special arrangements.
Personal Travel Concierge Before You Depart
Discover hidden gems, receive insider recommendations, and tailor your journey with local knowledge you won’t find anywhere else.
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Can I customize the ready-to-book itinerary?
Absolutely. Our ready-to-book itinerary is simply an elegant starting point. Connect with one of our experience experts to refine every detail—add exclusive activities and select the dates that suit you best. Share your vision of the perfect Palio di Siena experience, and we’ll craft a bespoke itinerary that aligns seamlessly with your passions and travel aspirations.