From Florence: Siena, San Gimignano & Chianti Day Trip with Wine Tastings

Have a quintessential Tuscan adventure exploring Siena, San Gimignano, and Chianti while immersing yourself in the art of viticulture.

Your experience

Enjoy a flexible day exploring Siena, San Gimignano, and Chianti at your own pace.

Getting started

Begin your journey with transportation from Florence, boarding an air-conditioned coach equipped with Wi-Fi. A multilingual guide is available on board to assist you throughout the day. After departing Florence, settle in for a comfortable ride as you head towards your first stop in the Tuscan countryside.

Siena

Explore the medieval city of Siena, known for its fan-shaped Piazza del Campo and historic architecture.

• Enjoy free time to wander the city’s winding streets, visit the Siena Cathedral, or relax in one of the local cafés.

• If you select the guided tour option, join an expert English-speaking guide for a walking tour highlighting Siena’s history and key landmarks.

• Take in the city’s unique atmosphere at your own pace or with your group.

San Gimignano

Travel next to San Gimignano, a UNESCO World Heritage Site famous for its medieval towers.

• Stroll through the town’s cobbled streets and admire its well-preserved architecture.

• Use your free time to sample local products, browse artisan shops, or climb one of the towers for panoramic countryside views.

• Capture photos of the town’s skyline, often called the “medieval Manhattan.”

Chianti countryside and winery visit

Experience the rolling hills and vineyards of the Chianti region, renowned for its wine production.

• Visit a local winery and learn about the winemaking process from the experts.

• Enjoy a guided wine tasting session, sampling regional varieties.

• Relax in the countryside setting, with time to appreciate the scenery and local flavors.

Wrapping up

After your visit to the Chianti winery, return to Florence by coach. The experience concludes at the original departure point, leaving you with the rest of the evening free to explore Florence at your leisure.