Exclusive Siena and San Gimignano Tour & Chianti Wine Experience

Recommended by 95% of travelers

Badge of Excellence

Florence, Italy

10 hours 30 minutes (approx.)
Mobile ticket
Offered in: English

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Overview

Florence might be the capital of Tuscany, but there’s lots more for curious travelers to discover in the Tuscan countryside. On this full-day tour, board a coach for a trip to the historic streets of Siena and the medieval town of San Gimignano, stopping along the way to indulge in a few glasses of locally made wine at a Chianti winery.

A chance to see priceless works of art by Michelangelo and Donatello
Includes free time to shop for souvenirs in San Gimignano
Snap photos of the Tuscan countryside from San Gimignano’s medieval towers
Eat like a local and enjoy locally made delicacies at a Chianti winery

What's Included

VIP Small Group Tour up to 25 participants
1 Hour English Only Guided tour of Siena with an Expert Local Guide
Free time in San Gimignano
Visit of a typical Chianti Winery with wine tasting
Sampling of wines, extra-virgin olive oil and regional products
Roundtrip transportation by air-conditioned minibus or minivan with free wi-fi
Expert English Only Tour Leader

Pick up and drop off
Gratuities

Meeting and Pickup

Meeting point

Piazzale Montelungo, 50129 Firenze FI, Italy
TOURS & NEWS KIOSK AT PIAZZALE MONTELUNGO BUS TERMINAL Located at 5-10 minutes walking distance from Santa Maria Novella Train Station. Look for our staff wearing a FUCHSIA CIAOFLORENCE JACKET and holding a CIAOFLORENCE CLIPBOARD!

End point

This activity ends back at the meeting point.

Operating hours
.9:00 am

Itinerary

Siena

3 hours • Admission Ticket Free

Piazza Salimbeni

30 minutes • Admission Ticket Free

Duomo di Siena

30 minutes • Admission Ticket Not Included

Strada in Chianti

2 hours • Admission Ticket Free

San Gimignano

2 hours • Admission Ticket Free

Piazza Della Cisterna

30 minutes • Admission Ticket Free

Collegiata di Santa Maria Assunta - Duomo di San Gimignano

30 minutes • Admission Ticket Not Included

Rocca of Montestaffoli

30 minutes • Admission Ticket Free

Piazza del Campo

1 hour • Admission Ticket Free

Additional Info

Confirmation will be received at time of booking
Not wheelchair accessible
Stroller accessible
Near public transportation
Infants must sit on laps
Not recommended for travelers with back problems

No heart problems or other serious medical conditions
Travelers should have a moderate physical fitness level
Please inform us of any food intolerance or allergy in advance
Please note that the given order of the visits may change
This tour/activity will have a maximum of 25 travelers

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Cancellation Policy

You can cancel up to 24 hours in advance of the experience for a full refund.

Traveler Photos

Gallery picture 1 (from a traveler's review)

Gallery picture 2 (from a traveler's review)

Gallery picture 3 (from a traveler's review)

Gallery picture 4 (from a traveler's review)

Gallery picture 5 (from a traveler's review)

Reviews

4.8

based on 22 reviews

Total reviews and rating from Viator & Tripadvisor

We perform checks on reviews

Ok tour, timing could use some work.

Rachel_F, May 2025

We had originally booked the smaller group tour but were moved to the larger tour when that was canceled. The company was very communicative and gave us a partial discount which was nice but did not inform us that it would be a multi language tour in Spanish and English which made me feel we didn’t get the full information as the guide was rushing to say everything in both languages. The first part of the tour was great, with a stop at Monteriggioni in the way to Siena. I wish we could have stayed longer here but we were rushed in and out in 30 minutes then scolded when we were a couple minutes late back to the bus. Siena was beautiful, the walking tour was ok. It was supposed to be an hour but ended up only being about 45minutes, with just a very brief overview of the major sites of the city. Winery was fine but very fast. I was hoping for more of a tour of the winery and to get some history of winemaking in Tuscany etc but we spent all of our time at a tasting and then were pressured to buy the products. San Gimignano was interesting but we stayed too long, I feel some of the time there could have been spent at previous stops as once you see the church and the towers the only thing to do here is shop.

Likely to Sell Out