Siena, San Gimignano, Monteriggioni and Chianti Day Trip with Wines and Food Tasting

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From 44.00
Duration 11 Hours




You will have a unique, authentic, and exclusive experience of Siena. Visit its magnificent ancient city center and discover the secrets of its “Contrade” (districts). Continue your journey through time by visiting San Gimignano and Monteriggioni. On the way back to Florence, taste famous wines and various typical delicacies

Excursion to Siena, San Gimignano & Monteriggioni Highlights

  • Visit Two stunning UNESCO World Heritage Sites
  • Siena: exclusive opening of intimate and secret sights and the Cathedral
  • Wonderful views of Tuscan rolling hills and Chianti countryside
  • Stop at a typical Winery with tasting of four excellent Chianti wines
  • Picturesque, Medieval village famous for its colors and charm

Excursion to Siena, San Gimignano & Monteriggioni Inclusions

  • Transport by comfortable touring coach
  • Tour escort
  • Guided Visit in Siena with Professional local guide (depending on the selected option)
  • Siena Cathedral and Libreria Piccolomini Guided Visit and admission (depending on the selected option)
  • Tasting of excellent wines, accompanied by typical local products

Tour Exclusions

  • Optional Gratuities
  • Lunch
  • Hotel pick-up and drop-off

Please Note

  • It is recommended that participants wear comfortable shoes and appropriate clothes to visit museums or places of worship.

Verified reviews powered by
5.0 / 5   overall customer review rating
Oct 14 2019
Very informative thanks to our excellent tour guide Sarah.
reviewed by Mr John Hartnett
Oct 11 2019
Super well organized. Very professional.
reviewed by a Gray Line customer
Jul 28 2019
Really full and enjoyable day
reviewed by a Gray Line customer

Tour Itinerary

What Will I See?

Let Gray Line Florence take you on a comprehensive and amazing excursion through Tuscany's majestic cities of Siena, San Gimignano and Monteriggioni!

What Will I Do?

Our tour begins with a panoramic bus ride through the wondrous green hills of the Chianti region. On the way to Siena, we'll stop first in San Gimignano, a small city known for its renowned towers located atop a hill. We'll explore the historic center decorated with frescoes and medieval art. You'll have the opportunity to venture the town on your own and explore until we leave for the gently Chianti rolling hills.

Left San Gimignano, the tour will head then to Siena. Upon arrival, we'll stroll through the town's historic center, to reach Piazza del Campo, Siena's magnificent square surrounded by restaurants, cafes, and shops. Piazza del Campo houses the Palazzo Pubblico, the Town Hall and is the core of Siena's social life. Here, led by a professional local guide, will start the walking tour of the city center. We will stroll down the pebbled narrow streets surrounded by palaces and marvelous shops until we reach the Museum and Oratory of a Contrada, where you'll be taken on an intimate, behind-the-scenes private tour of Siena's historical documents, private art collection, and gain authentic insight into the 17 districts that make up Siena. Plus, learn about Siena's historic and famous horserace, in which each district representative competes twice a year in the world-famous "Palio". Our tour of Siena ends at the imposing 12th-Century medieval Cathedral, embellished with polychrome marble. If you wish, enrich your visit experience with the inside Guided Visit of this stunning monument, together with its Libreria Piccolomini, to discover the beauty of its treasures and works of art.

In the afternoon, we will stop at the charming historical hamlet of Monteriggioni, an amazing small medieval village enclosed by its famous walls, which remained standing to this day. Free time for inside visit.
As our final destination, you'll stroll vintage vineyards from Chianti's small wineries. Inside the antique cellars, you'll sample the magnificent tastes of diverse wines and local foods.
It is important to note that the attractions may change due to unforeseen circumstances. In the event that the Museum and the Oratory of the Contrada are inaccessible, we will substitute the site with a tour of the Cathedral's interior or another historic and prestigious area belonging to the Tuscan region.

Why you should go?

Taking an exclusive tour of Siena and Tuscany's historic region is a once-in-a-lifetime experience. Our guided tours offer insight into Siena's fascinating history, districts, and culture. You'll be moved by San Gimignano's vibrant terrains housing medieval towers, and indulge in the various tastes of Chianti's famous wines, local food, and Monteriggioni's breathtaking setting.

NEW TOUR EDITION starting from November 1, 2019
The Tour schedule will change including the following stops: San Gimignano, Monteriggioni, Chianti Farm Visit with Lunch and Wine Tasting, Siena with Guided Visit and Cathedral entrance (Siena Visit schedule depends on the selected option).

Pickup Info

• Departure and Meeting Point:
Tour departs at 08:30 from Piazzale Montelungo, at the Yellow Street Sign Caf Tour - Gray Line Florence. Please reach the meeting point 15 minutes before. An Assistant will wait for you with blue clothing with Caf Tour & Gray Line Florence logos

• Cancellation Policy:
No penalty for cancellations up to 48 hours in advance of the schedule departure time. Less than 48 hours and in case of no show, 100% of penalty


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