Escape Florence for a full-day journey through the heart of Tuscany on a small-group experience limited to just 14 guests. Travel by private transportation to the UNESCO-listed village of San Gimignano, known for its medieval tower houses and charming streets, with time to explore, shop for local delicacies, and admire the historic architecture. Along the way, enjoy scenic countryside views and a photo stop at a panoramic viewpoint overlooking Florence.

The experience continues in the Chianti region with a visit to a family-run farm for a behind-the-scenes look at the vineyards, winery, and wine cellars, followed by a seasonal lunch made with local ingredients and paired with Chianti wines. The final stop is Siena, one of Italy’s best-preserved medieval cities and home of the famous Palio horse race. After an introduction to the city’s history and culture, guests have free time to explore Siena’s winding streets and admire the exterior of the Siena Cathedral.

Duration: 9 hours