Siena's legendary Palio horse race
Witness Italy’s most famous annual sporting event from the terrace of a private palace with our exclusive package to Siena. Fly by private jet into Siena airport, a small airport that cannot be reached by commercial airlines, getting you closer to your final destination, giving you more time to relax and enjoy.
- Return private jet flights from London direct to Siena airport
- Private transfers to and from the hotel
- Three nights at Castello di Casole in a Grandiosa Suite
- Palio rehearsal experience and dinner, Siena city tour and private viewing of the race from the terrace of a palazzo
Staying at the historic Castello di Casole in the sweeping Tuscan countryside, you’ll enjoy insider access during the lead-up to the race before watching all the action from a privileged position overlooking the main square. There’s also plenty of time to explore Siena’s rich cultural icons and the rolling hills beyond the city.
Day 1 - Exploring the breath-taking Tuscan countryside
You’ll fly by private jet from London direct to Siena airport, a stunning medieval city in Tuscany which is famous for its Gothic architecture, extraordinary art collections and artisanal boutiques. On arrival, disembark your aircraft and take a private transfer to Castello di Casole in the rolling Tuscan countryside. Occupying a 10th-century former castle on a 4,200-acre estate, the stately hilltop boutique hotel offers a luxurious retreat from the bustle of the nearby city.
You’ll stay at the Castello for three nights in a Grandiosa Suite, with sweeping views of the wooded scenery. Each suite is luxuriously decorated, with rustic wood-beamed ceilings complementing rich fabrics and furnishings. Spend the rest of the day either unwinding in the pampering hotel spa or exploring your rural surroundings, borrowing one of the hotel’s mountain bikes or hiking the meadows and tree-lined roads that crisscross the estate.
Day 2 - Behind the scenes at the race rehearsal
Today can be spent further exploring this enchanting region, perhaps embarking on a morning trip to Florence to marvel at the iconic Duomo cathedral with its dramatic terracotta-tiled dome and famous bell tower. This richly cultural city is also home to the Galleria dell'Accademia, where you can view Michelangelo’s ‘David’ sculpture, and the Uffizi Gallery, which displays Botticelli’s legendary ‘Birth of Venus’.
In the late afternoon, you’ll be collected from the hotel and driven to Siena’s city centre, where an expert local guide will accompany you to a thrilling rehearsal of the Palio, followed by a delicious dinner with locals and race organisers during which you can learn all about the history of the grand sporting event. This exclusive insider-access experience is a privileged opportunity to delve behind the scenes of the world’s greatest medieval race, which has been held in the city’s sweeping Piazza del Campo since the 1600s.
Day 3 - Exclusive private viewing of the Palio
Spend this morning further immersing yourself in the wonders of Tuscany – perhaps learning how to prepare authentic Italian cuisine with a cookery class at the hotel, or visiting the nearby equestrian centre for a horseback-ride through fragrant groves and sprawling valleys. After lunch you’ll be driven to Siena for a guided tour of this mesmerising historic city, admiring the Gothic architecture of the Palazzo Pubblico town hall and climbing to the top of the 14th-century Torre del Mangia tower for panoramic views.
Following the tour you’ll be escorted to the terrace of a lavish private palace in the Piazza del Campo, where you can watch the thrilling Palio in ultimate style. You’ll enjoy refreshing drinks and a sumptuous buffet while soaking up the electric atmosphere from your elevated position, catching all the action as the powerful horses thunder around the piazza while the crowd roars in excitement. This unforgettable experience is the perfect finale to a magical Italian escape, before you fly by private jet back to the UK tomorrow.
Guests will travel direct return from London to Siena airport, a private airport not possible with commercial airlines, on board a Piaggio Avanti II with private transfers to and from the hotel
*This itinerary is subject to availability.