Italy · City Tours

10-Hour Tuscan Tour of Siena, Monteriggioni and San Gimignano

10 Hours Round trip from 53100 Siena Easy pace

The journey

Trip highlights
  • 01 Taste six renowned Tuscan wines with expert insight into local winemaking traditions
  • 02 Explore Siena's Duomo, Piazza del Campo, and historic palaces with an expert guide
  • 03 Discover Monteriggioni's medieval fortress or opt for an olive oil tasting at a Chianti mill
  • 04 Walk through San Gimignano's iconic towers, charming streets, and panoramic viewpoints

Experience a tour from Florence to Siena, Monteriggioni, and San Gimignano, exploring Siena's Duomo, Piazza del Campo, and historic palaces with your expert guide. Enjoy a tasting of six fine Tuscan wines while learning about the region's winemaking traditions, then discover Monteriggioni's medieval walls, towers, and cobblestone streets, with the option to visit a Chianti olive oil mill. Continue to San Gimignano, the "Medieval Manhattan," for a guided walk through its iconic towers and charming streets, and take in panoramic views at Piazzale Michelangelo.

Enjoy a wine tasting session in Siena, sampling six Tuscan wines while learning about the region's winemaking traditions.

From the itinerary

At a glance

What this trip includes

Duration 10 Hours
Tour type Private
Activity level Easy
Accommodation Not included
Transport Not included
Wheelchair access Yes
Cities Florence, Siena, Chianti, San Gimignano
Languages English, Spanish

Day by day

The itinerary

1
Day 01

Private Tuscan Journey through Siena, Monteriggioni, and San Gimignano

  • Depart from Florence with your expert tour leader and enjoy a private transfer through the scenic Tuscan countryside.

  • Arrive in Siena and explore the historic city, including the Duomo, Piazza del Campo, and notable palaces, guided by your expert.

  • Enjoy a wine tasting session in Siena, sampling six Tuscan wines while learning about the region's winemaking traditions.

  • Travel to Monteriggioni and discover the medieval fortress with its circular walls, towers, and cobblestone streets, or optionally visit a Chianti olive oil mill.

  • Continue to San Gimignano and embark on a guided walking tour of its famous towers, charming streets, and panoramic viewpoints.

  • Conclude with an additional wine tasting at a local winery in San Gimignano, savoring regional wines and learning about the local viticulture.

  • Return to Florence with your private guide, enjoying scenic views along the way.

  • Reflect on a full day of history, culture, gastronomy, and Tuscan landscapes as the tour ends in Florence.

The route

Where you'll travel

Tour route map
Round trip from 53100 Siena 4 cities · 10 Hours

The fine print

Trip details

What's Included

  • Tour Leader
  • Wine Tasting
  • 1-hour visit to San Gimignano
  • 1-hour visit to Siena
  • 30-minute visit to Monteriggioni
  • Panoramic photo stop at Piazzale Michelangelo

What's Not Included

  • Tips or gratitude

What to bring

  • Comfortable shoes
  • Bottle of water
  • ID card

Know before you go

  • Availability: Year-round at 8:30 a.m.

Logistics

Meeting & route

Meeting point
Piazza dei Cavalleggeri, Florencia, Italia
Tour start
53100 Siena, Province of Siena, Italy
Tour ends at the same location as the start point.
End of the journey

Your 10 hours finish where they began, in 53100 Siena.

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Starting from

USD 800 /person
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