Siena & San Gimignano: Day Trip from Florence + Food & Wine Tasting

Siena and San Gimignano day trip from Florence with wine tasting

This 9-hour day trip from Florence visits two of Tuscany's most celebrated hill towns: Siena, with its shell-shaped piazza and Gothic cathedral, and San Gimignano, the medieval town whose towers create a skyline that has not changed in 700 years. Skip-the-line Siena Cathedral entry, food and wine tasting in San Gimignano, and air-conditioned transport are included.

Siena Cathedral skip-the-line entry and the Piazza del Campo

Siena Cathedral is one of Italy's finest Gothic churches, with a marble-striped exterior, a floor inlaid with 56 narrative scenes, and works by Donatello, Michelangelo, and Bernini inside. Skip-the-line entry avoids the queue. Free time in the city lets you see the Piazza del Campo, the shell-shaped square where the Palio horse race has been held twice a year since the 17th century.

San Gimignano medieval towers and food and wine tasting

San Gimignano's skyline of medieval towers earned it the nickname "Medieval Manhattan." The towers, originally built as status symbols by competing noble families, create a profile visible from miles across the Tuscan landscape. A food and wine tasting in the town introduces local products: Vernaccia di San Gimignano (Tuscany's best-known white wine), olive oil, cheeses, and cured meats.

Tuscan countryside transport from Florence

Air-conditioned transport handles the Florence-Siena-San Gimignano-Florence circuit. The drive passes through the Tuscan countryside, with rolling hills, vineyards, and cypress-lined roads providing the landscape that has made this region one of Italy's most photographed. A multilingual audio guide provides context during the drive and at each stop.

Book your Siena and San Gimignano day trip tickets

Two Tuscan hill towns in one day. Book your day trip tickets today.