Florence: Tuscany Wine Country Day Trip with Vineyard Lunch｜Italy

Trade Florence's piazzas for a day in Tuscany's wine country, with rolling hills, medieval skylines, and six Chianti wine tastings. Round-trip transport from Florence, a family-run winery tour, and a 3-course Tuscan lunch are all built into one easy day trip.

Your day begins with a scenic ride into Siena, where your guide leads you into Piazza del Campo to see the world's oldest bank and hear how the Palio horse race still ignites the city. You'll then have free time to visit the Gothic cathedral on your own. (Siena is not included with the Half-Day options.)

Next comes a 13-generation family winery tucked into the Chianti hills, surrounded by olive groves and cypress trees. Walk the vineyards and cellar with the producers to see how each varietal is grown and aged, then settle in for six pours, including Vernaccia di San Gimignano, Chianti, Super Tuscan Riserva, and Morellino di Scansano, paired with artisanal olive oils and Gold Reserve balsamic vinegar.

Lunch is a 3-course Tuscan feast of regional cheeses, cured meats, bruschetta, lasagne al tartufo, hearty ribollita, and cantucci paired with Vin Santo. It's a real sit-down meal in the vineyards, not a quick stop between sights.

Afterward, you'll wander San Gimignano, the UNESCO-listed hill town often called Medieval Manhattan for its tower-studded skyline. There's free time to explore inside the city walls before the drive back to Florence. (San Gimignano is not included with the Half-Day options.)

This tour is perfect for travelers who want Tuscany's greatest hits, food, wine, and storybook hill towns, without the hassle of renting a car or mapping out the logistics. It's also a strong pick for wine lovers who would rather spend an afternoon tasting than driving, and for couples or small groups looking for an easy day out of Florence.

Pick the version of the day that fits you best. Focus purely on Chianti wineries and lunch on a half-day trip, or join the full-day tour with stops in Siena and San Gimignano. Private options are available for both!