Our day begins in Orvieto, a hilltop city perched on volcanic rock and famed for its stunning Gothic cathedral. Wander the medieval streets, explore its hidden cave system, and soak up the atmosphere with a glass of local wine from the region’s celebrated vineyards.

Next, we arrive in Siena, a stunning red-brick city famed for its Gothic architecture. At its heart lies the unique, shell-shaped Piazza del Campo, home to the legendary Palio horse race—and even a thrilling James Bond chase in Quantum of Solace.

Our journey continues to Florence, where we’ll stay for the next two nights. Surrounded by rolling hills, vineyards, and villas, this city is a feast of fashion, history, and Renaissance beauty. Spend your evening wandering past iconic domes, bridges, and piazzas—or settle into a cobbled courtyard with a plate of ragu di cinghiale and a glass of Chianti.