San Gimignano tour from Florence: Wine, lunch & medieval town

Chianti winery lunch and a medieval hilltop town in one afternoon

A half-day tour from Florence combines lunch and wine tastings at a family-owned Chianti winery with time to walk through San Gimignano, a medieval town ringed by vineyards and olive groves. The route includes a stop at Michelangelo Square for views back toward the city. Live English or Italian commentary travels with you in an air-conditioned vehicle with hotel pickup included.

Step-by-step itinerary

Chianti winery and San Gimignano visit

• Pick up from Florence accommodation
• Drive to Chianti winery
• Enjoy lunch and wine tastings
• Drive to San Gimignano
• Shop and have gelato in San Gimignano
• Return to Florence with stop at Michelangelo Square

The experience

The day starts at 11 a.m. from your Florence accommodation. You'll head into the Chianti region to a local family winery where lunch and wine tastings form the core of the morning: the operator builds the tour around this meal, not around a rushed tasting. Afterward, you drive to San Gimignano itself, a town of medieval towers and stone streets that sits on a hilltop surrounded by the rolling Tuscan countryside. You get about an hour there to walk the narrow lanes, browse artisan shops, and take photographs of the architecture.

On the return to Florence, the route includes a stop at Michelangelo Square, a viewpoint where the city spreads out below. The whole outing runs five hours door-to-door. Bottled water and air conditioning travel with you, and the guide speaks English or Italian depending on the group.

What’s included

• Private transportation from your Florence hotel.
• bottled water.
• air-conditioned vehicle.
• English or Italian-language guide commentary throughout the route.

Before you book

Days and timesEvery dayDeparts at 11:00

Book up to1d before

GroupPrivate

Live guideEnglish and Italian

Meeting point and pickupHotel pickup included.You can choose from 2 pickup points.

Cancellation and refundsFree cancellation up to 24 h before the start. After that, no refund.

Paid on site€ 65

Prices and times updated 6 days ago

Good to know

Low physical effortStroller-friendlyInfant seats available

Operated by Limo Service in Italy

Is this one for you?Five hours leaves the rest of your day free: morning departure means you're back by late afternoon, so you can have dinner in Florence or rest before an evening out. If you want a full-day deep dive into Chianti or multiple wineries, a longer tour would suit that better.

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Top questions

What languages is the tour guided in?

Live guide in English and Italian.

What happens at the winery? Is it just a tasting, or is lunch included?

The winery visit centers on lunch and wine tastings together. The operator describes it as a home-cooked meal at a family-owned property in the Chianti region, though wine tasting and lunch are not included in the base tour price and are arranged separately.

How much time do you actually spend in San Gimignano?

San Gimignano gets about one hour. That is enough to walk the main streets, visit a few shops, grab gelato, and photograph the medieval towers, but not enough for a lengthy meal or a museum visit.

Does the tour stop anywhere else besides the winery and San Gimignano?

Yes. On the way back to Florence, the route includes Michelangelo Square, a lookout point where you can photograph the city skyline before returning to your hotel.