Connecting with Tuscany

While Santolina feels wonderfully secluded, you're in the heart of one of the most vibrant and culturally rich regions in the world. Easily access many of Tuscany’s most famous historic medieval cities, and explore smaller towns yet to be discovered by the common tourist.

Prefer a cosmopolitan trip steeped in history? Visit Siena and Florence, 30 minutes to 1.5 hours away, respectively.

Prefer to follow your appetite? There are exceptional restaurants just minutes away, and many Michelin-starred kitchens less than an hour from the villa.

For those craving nature, the Riserva Merse offers scenic trails for hiking and exploring. Or explore the Maremma and relax on the beach, as the Tuscan coast is just an hour away, offering warm clear water, sandy beaches and medieval seaside towns.

From scenic hilltop villages to backcountry rocky roads, we can guide you through Tuscany at your pace and in your style. Whatever your preference, one thing remains certain—Santolina is your perfect starting point.

Seasonal Events

WINE HARVEST (September - October)

In the fall, guests can join our neighboring winery and participate in the harvesting and stomping of the grapes. Or just enjoy the view with a glass of wine in hand.

PALIO DI SIENA (July, August)

This historic bareback horse race is held twice a year in July and August in the main piazza of Siena. Held since 1633, the race is an intense rivalry between the Contrade, or parishes of Siena, and is a must for anyone who truly wishes to understand Tuscany.

BRAVIO DELLE BOTTI (August)

This Montepulciano tradition features 16 competitors, two from each district, racing to push 80-kilogram wine barrels on an uphill path over a kilometer long, from the Colonna del Marzocco to the cathedral in the Piazza Grande. It celebrates the vibrant and distinct histories, symbols, colors, and achievements of the eight districts.

SIENA JAZZ FESTIVAL (July -August)

Come appreciate jazz in the Italian style. During the summer, the city hums to the rhythm of the bass as the Siena Jazz University performs concerts and competitions throughout the streets.