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Discover the very best Tuscany has to offer, visiting Chianti, Siena and San Gimignano in one day!

From Florence: Tuscany Wine Country Day Trip with Vineyard Lunch

See the best of Tuscany in one full day with round-trip transport from Florence, an expert English-speaking guide, and time in three of the region's most iconic…

Operated by The Tour Guy

4.8 (277 reviews)
From $92 /person
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Overview

See the best of Tuscany in one full day with round-trip transport from Florence, an expert English-speaking guide, and time in three of the region's most iconic destinations. Walk the medieval streets of Siena and stand in Piazza del Campo, home of the famous Palio horse race, then continue to a family-run Chianti winery for a guided cellar tour and a curated tasting of six wines paired with artisanal olive oil. A traditional three-course Tuscan lunch with cheeses, cured meats, Lasagne al Tartufo, and ribollita follows, before you finish in San Gimignano, the UNESCO-listed hilltop town known as Medieval Manhattan. Pick the version of the day that fits you best: a full-day group tour with Siena, the winery lunch, and San Gimignano. Or, a half-day group tour focused 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
  • 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

Not included

  • Hotel pick up / drop off
  • Entry to the Siena Cathedral
  • Entrance fees to ticketed places in San Gimignano
  • Guide tips

Traveller reviews

4.8
277 reviews
5 star
249
4 star
19
3 star
0
2 star
2
1 star
7

Verified traveller reviews from Viator (82) and Tripadvisor (195).

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Photos

Take a step back in time as you explore the narrow streets of San Gimignano, a medieval town famous for its skyline of ancient towers
From the rolling hills of Chianti to the medieval charm of Siena and San Gimignano.
Take in the sights of idyllic olive groves and picturesque vineyards as you’re driven through the rolling green hills of Tuscany
Explore the famous Piazza del Campo and pay a visit to the world’s oldest bank as you wander through one of Tuscany’s most enchanting cities
Taking in the beauty of Siena’s iconic main square.
Enjoy free time in Siena, opt to visit its beautiful cathedral at own expense

Getting around

Hiring at Pisa Airport?

PSA first for Tuscany — Chianti, Siena, the Val d’Orcia. Rome, Milan and Florence stay on the compare page. Free cancellation on most bookings.

  • PSA · Tuscany
  • Free cancellation
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Staying over

Arrival night in Pisa?

Parking-friendly first night after PSA — sleep in Pisa, leave the car, then drive Tuscany in the morning. Searched on Trip.com.

  • Pisa city · PSA arrival
  • Parking-friendly first night
  • Free cancellation
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Getting there

Flying to Italy?

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