Heart of Tuscany: Siena, San Gimignano & Chianti

Escape to the peaceful countryside, visit historic towns, taste delicious wines, learn how pasta is made, and enjoy a traditional lunch

Escape Florence for a full-day journey into the heart of Tuscany on this intimate small-group tour, limited to just 14 guests. Travel by private transport through rolling hills, stopping at a panoramic viewpoint for unforgettable photos of Florence before heading to the UNESCO-listed village of San Gimignano. Enjoy free time to explore its charming medieval streets, iconic tower houses, and local food shops.

Next, visit a family-run farm in the Chianti region for a behind-the-scenes look at the vineyards, winery, and cellars. Sit down to a generous, seasonal lunch made with local ingredients, perfectly paired with a selection of Chianti wines.

In the afternoon, continue to Siena, one of Italy’s best-preserved medieval cities and home of the famous Palio horse race. After an introduction from your expert tour leader, explore the city at your own pace, including the stunning Siena Cathedral (admission not included). Itineraries may vary by season, but the experience is always memorable.