From Florence: Siena, San Gimignano & Monteriggioni Tour

Province of Siena, Florence



Enjoy an unforgettable day in Tuscany with delicious local wines. Visit the charming medieval towns of Siena, San Gimignano and Monteriggioni. Discover the beauty of Chianti's landscape.

Full-day Tuscany tour from Florence to Siena, San Gimignano, and Monteriggioni with Chianti wine tasting

Explore three historic Tuscan towns in one day on a comfortable air-conditioned coach, ideal for history enthusiasts and wine lovers.

Highlights

  • Visit Siena, San Gimignano, and Monteriggioni in one day
  • Taste Chianti wines at a local estate with homemade snacks
  • Explore Siena’s Piazza del Campo, home of the Palio horse race
  • Enjoy free time in UNESCO-listed San Gimignano
  • Walk along Monteriggioni’s perfectly preserved medieval walls

Description

Travel through the Chianti countryside to discover rolling vineyards and medieval towns. Your first stop is Monteriggioni, a hilltop village with well-preserved medieval walls. Enjoy free time to walk its streets and explore at your own pace.

Next, visit Siena to see its famous Piazza del Campo, known for the Palio horse race, along with Gothic architecture including the Palazzo Pubblico. You will have time to explore the historic center independently or with a guided tour if selected.

In the afternoon, arrive in San Gimignano, a UNESCO World Heritage Site known for its medieval towers. Wander through cobbled streets, visit local shops, and admire views over the Tuscan landscape.

The day ends with a visit to a Chianti wine estate, where you will taste three local Chianti wines paired with traditional homemade snacks.

Includes

  • Travel by fully-fitted GT coach with free Wi-Fi on board
  • Expert multilingual tour leader throughout the day
  • Audio guide via app for Chinese, Korean, and Japanese speakers
  • Guided tour of Siena with professional guide and headsets (optional)
  • Visit to a Chianti wine estate with tasting of 3 local wines and regional snacks
  • Leisure time in San Gimignano and Monteriggioni

Excludes

  • Gratuities
  • Hotel pickup and drop-off
  • Lunch

Important Information

  • The tour may be conducted in multiple languages simultaneously; English and Spanish are guaranteed
  • French, Italian, or Portuguese require a minimum of 4 participants
  • Chinese, Korean, and Japanese explanations are provided via audio guide through an app; a professional tour leader is present for assistance and emergency support in English, including during wine tasting
  • Semi-independent options do not include the guided tour in Siena
  • The order of towns visited may change

Cancellation Policy

Cancel up to 24 hours in advance for a full refund.

For best experience, wear comfortable walking shoes and bring a hat or sunscreen. Booking in advance is recommended to secure your preferred language option and date.

Frequently Asked Questions

The tour visits Siena, San Gimignano, and Monteriggioni in one day.
Travel is by a comfortable air-conditioned coach from Florence to the towns.
The tour includes a Chianti wine tasting at a local estate with homemade snacks.
Yes, the tour allows you to walk along Monteriggioni's perfectly preserved medieval walls.
Yes, the itinerary provides free time to explore the UNESCO-listed town of San Gimignano.
You visit Siena’s Piazza del Campo, famous for the Palio horse race.
Booking in advance is recommended to secure your spot on the popular full-day tour.
The tour lasts a full day, typically departing in the morning and returning in the evening.
Yes, the included Chianti wine tasting makes this tour well suited for wine enthusiasts.
Check the tour provider's website for the most up-to-date pick-up locations and times in Florence.

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