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Siena and San Gimignano Tours From Florence

Siena and San Gimignano Tours From Florence

Two of Tuscany’s most beloved day trip destinations—Siena and San Gimignano—are easy to visit in a tour from Florence. Both have medieval structures and gorgeous scenery, with wine tasting in Chianti as an option. Here’s what you need to know.

Group Tours

Booking a spot on a group tour to Siena and San Gimignano from Florence is the most budget-friendly way to see these two charming cities. Tours include transportation, leaving you free to relax and enjoy the scenery of Tuscany en route. Many of these day tours include other destinations, such as Greve in Chianti or Pisa, so you can see even more in a single day.

Private Tours

On a private tour you’ll be able to focus more on the places and sights that interest you most, with a personal tour guide to answer your questions. Some private tours can include cities in addition to Siena and San Gimignano, such as Pisa.

Things to Know

  • Siena is about 47 miles (76 kilometers) from Florence.

  • There is no train station in San Gimignano, which is about 33 miles (53 kilometers) from Florence, so a vehicle is the only transportation option.

  • It’s roughly 30 miles (47 kilometers) between Siena and San Gimignano.

  • Some tours include a meal, either lunch or dinner, and some include wine tasting in the Chianti region, but these are not standard. Read the descriptions carefully to know what’s included.

  • Siena’s historic center has steep hills from one attraction to the next, so be prepared for brief climbs as you see the sights.

  • Tours are typically six to eight hours, though some run between 12 and 14 hours.

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8 Tours and Activities | All Florence Tours

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Tuscany in One Day Sightseeing Tour from Florence

Tuscany in One Day Sightseeing Tour from Florence

star-5
Art, history, countryside, food. Tuscany has it all. If you only have one day free, book this Tuscany day trip from Florence to discover the region’s highlights with a local guide. Explore the city of Siena and the cathedral, and then take to the Chianti hills for a Tuscan lunch and wine tasting. Roam the streets of San Gimignano, and travel to Pisa to admire the architectural drama of Cathedral Square — home to the UNESCO-listed Leaning Tower of Pisa. Upgrade to include skip-the-line entry, if you wish.
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  • 12 hours
  • Free Cancellation
  • Taking safety measures
From
$73.07
From
$73.07
Taking safety measures

Pisa, Siena and San Gimignano Day Trip from Florence Including Lunch

Pisa, Siena and San Gimignano Day Trip from Florence Including Lunch

star-4
See all that Tuscany has to offer on this day trip to Pisa, Siena, and San Gimignano from Florence. Led by an expert guide, explore the main square and Gothic cathedral in Siena, followed by a traditional, 3-course lunch with wine. Afterward, enjoy free time to stroll the medieval streets of San Gimignano independently, as well as the city of Pisa, famous for its UNESCO-listed Leaning Tower. Your full day of sightseeing concludes with transportation back to Florence.
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  • 12 hours
  • Free Cancellation
  • Taking safety measures
From
$82.82
From
$82.82
Taking safety measures

San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting

San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting

star-4
See the Tuscan gems of San Gimignano, Siena, and Chianti on a day trip from Florence. Stop first in the city the medieval hilltop town of San Gimignano. Then it's off to the village of Chianti for a tasting of local blends and delicious lunch at a winery. Top off your trip in Siena to explore its historic city center with a stop at the Duomo.
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  • 11 hours
  • Free Cancellation
  • Taking safety measures
From
$81.60
Price varies by group size
From
$81.60
Price varies by group size
Taking safety measures

Sunset Siena and Chianti Wine Tour with Dinner from Florence

Sunset Siena and Chianti Wine Tour with Dinner from Florence

star-4
Experience Siena and the Chianti region on this evening excursion, departing from Florence. Bypass the daytime crowds and arrive in Siena in the late afternoon to explore the Piazza del Campo. From there, visit a Tuscan wine cellar in the famous region of Chianti and enjoy a 4-course meal paired with local wines. After a romantic evening in the Tuscan countryside, return to central Florence.
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  • 7 hours
  • Free Cancellation
  • Taking safety measures
From
$85.25
From
$85.25
Taking safety measures

Private Tuscany Day Trip from Florence Including the Leaning Tower of Pisa

Private Tuscany Day Trip from Florence Including the Leaning Tower of Pisa

Leave Florence for a private tour of the Tuscan hills, and visit the UNESCO-listed Leaning Tower of Pisa, San Gimignano, and the Chianti wine region. With your own private guide, you’ll enjoy an attentive experience that packed with commentary and ample time for questions. Stop for photos by the iconic tower, enjoy free time to explore San Gimignano, and perhaps stop at a Chianti winery for lunch and wine tasting. Food and entrance fees through the day are at your own expense.
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  • 8 hours
  • Free Cancellation
  • Taking safety measures
From
$847.66
per group
From
$847.66
per group
Taking safety measures

Typical Chianti Villages San Gimignano and Wine Roads by Minivan

Typical Chianti Villages San Gimignano and Wine Roads by Minivan

star-4.5
Spend a day in the Tuscan countryside with this day trip from Florence to San Gimignano and the Chianti area, including a wine tasting. Enjoy a stroll in the charming town of San Gimignano before trying wine at a local farmhouse. Then, explore Greve in Chianti and visit some local food shops.
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  • 6 hours 30 minutes
  • Free Cancellation
From
$163.20
Price varies by group size
From
$163.20
Price varies by group size

Private Excursion to Siena, San Gimignano and Chianti Landscapes

Private Excursion to Siena, San Gimignano and Chianti Landscapes

star-5
Explore the Chianti countryside on this full-day private tour of Siena and San Gimignano. Departing from Florence, head first to Siena for a walking tour of the city’s medieval streets. Admire the palaces and Piazza del Campo, followed by time to explore independently. Then travel via the fortified village of Monteriggioni to the town of San Gimignano and discover the medieval architecture and art on your own. Afterward, reunite with your private driver to travel back to Florence.
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  • 8 hours
  • Taking safety measures
From
$528.57
Price varies by group size
From
$528.57
Price varies by group size
Taking safety measures

Small-Group Siena and San Gimignano with Dinner in a Boutique Winery

Small-Group Siena and San Gimignano with Dinner in a Boutique Winery

star-4.5
Get a true taste for the Tuscan countryside with this day trip to Siena, San Gimignano and a Chianti winery for dinner. Departing from Florence, venture first to the city of Siena for a guided tour through the Piazza del Campo, the site of the renowned Palio horse races, as well as a surprise food tasting. Afterward, wander the hilltown of San Gimignano before heading to a Chianti winery for a delicious 3-course dinner, complemented by fine local wine. Your trip is reserved to 16 people to keep the experience intimate.
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  • 8 hours
  • Free Cancellation
  • Taking safety measures
From
$242.36
From
$242.36
Taking safety measures