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The Tour Guy Tuscany Day Trip from Florence: Siena, Six-Wine Chianti Lunch, San Gimignano
Ratings collected by Viator and Tripadvisor
FlorenceThis full-day trip from Florence covers three places with round-trip transport and an expert English-speaking guide. In Siena, the walk crosses medieval streets to Piazza del Campo, where the Palio horse race is run. The coach then goes to a family-run Chianti winery for a guided cellar tour and a tasting of six wines paired with artisanal olive oil. A traditional three-course Tuscan lunch follows, with cheeses, cured meats, Lasagne al Tartufo and ribollita. The day ends in San Gimignano, the UNESCO-listed hilltop town known as Medieval Manhattan. Two versions are sold. The full-day group tour includes Siena, the winery lunch and San Gimignano. The half-day group tour focuses on Chianti wineries and lunch.
What's included
- English-speaking tour leader
- Round-trip transportation from Florence in a comfortable coach
- Artisanal olive oil and balsamic tasting
- Traditional 3-course Tuscan lunch
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- Free time in charming Siena (not included with half-day options)
- Visit to the medieval town of San Gimignano (not included with half-day options)
- Tasting of 6 wines at a traditional, family-run winery in Chianti
Itinerary
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Florence
Arrive 15 minutes early to check in. From Santa Maria Novella Train Station, follow the signs toward Piazzale Montelungo (bus terminal area), next to the Piccolo Ristoro kiosk. Staff wear red and hold a bright red 'The Tour Guy' sign.
Florence
The tour leader waits in central Florence at the meeting point on the booking voucher. After a quick check-in, the group boards an air-conditioned coach for the ride into the Tuscan countryside.
Siena
Siena is the medieval city of the Palio, which is held twice a year in Piazza del Campo. The guide leads a walk around the central square and points out the world's oldest bank. Free time follows, to wander or visit the cathedral. Siena is not included in the half-day options.
Tuscany
The coach continues into Chianti to a family-run estate. A vineyard tour comes first, then a curated wine tasting and a three-course lunch.
San Gimignano
San Gimignano is a UNESCO-listed hilltop town, nicknamed Medieval Manhattan for its skyline of stone towers. Free time inside the walls goes to cobbled lanes, boutiques or a gelato. San Gimignano is not included in the half-day options.
Florence
The coach returns to Florence and stops at the same central drop-off point listed on the voucher. The guide can suggest restaurants on the way back.
Florence
Good to know
- Public transportation options are available nearby
- Guiding available in: en.
- Mobile or paper ticket accepted
- Up to 30 travelers per booking.
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- This tour includes wine tastings; participants consuming alcohol must be of legal drinking age in Italy (18).
- The full day option involves sustained walking on cobblestones, some hills, and uneven terrain in Siena and San Gimignano.
- Please contact the operator in advance with any dietary needs or allergies so they can be accommodated as far as possible.
- Due to traffic regulations, all children must be seated. Car seats are available upon request which must be made at least 72 hours in advance.
- Travelers should have at least a moderate level of physical fitness
- Not recommended for pregnant travelers
- Specialized infant seats are available
Not included
- Hotel pick up / drop off
- Entry to the Siena Cathedral
- Entrance fees to ticketed places in San Gimignano
- Guide tips
Reviews
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Ratings collected by Viator, Tripadvisor and Civitatis