Highlights of Il Palio di Siena & Florence

Step back in time and take a tour of the charming medieval cities, villages and countryside of Italy, and watch the iconic, historical Palio di Siena race. Stay in luxurious hotels throughout, and take fascinating tours of Siena, Chianti, Florence and more to bask in the timeless atmosphere and marvel at Renaissance architecture. You can join the tour on either 30 June or 14 August, as the traditional race takes place twice a year.

Day one begins with you settling into Castel Monastero, Tuscany. Come nightfall, enjoy an elegant dinner before a day exploring Siena. The UNESCO World Heritage Site is packed with timeless beauty and 14th century buildings, setting the scene for the medieval horse race the following day.

Upon the day of Palio di Sienna, you'll watch the exciting action from the window of a historical castle for a unique and scenic experience. You'll be kept fully refreshed with an open bar during the race and a Tuscan dinner to refuel. But of course, there is more to enjoy when the race is over. The next two days are filled with limo tours, the first being an exploration of Chianti. Wind through villages and regions of Chianti for gourmet dining, medieval charm and welcoming culture. The next day will be a limo tour of Monteriggioni and San Gimignano for more historical towns and a stay in Hotel Brunelleschi, where you can soak up the views of the Duomo from your window.

With a walking tour of Florence, you can see more of the historical art from the renaissance and medieval era, and explore the works of iconic names from Da Vinci, Botticelli and Michelangelo. You'll visit the Accedemia and Uffizi to see masterpieces including the Statue of David, Birth of Venus and Primavera. Finally, you’ll enjoy a day at leisure to explore independently before taking your flight home.