Siena, San Gimignano, Monteriggioni and Chianti

Siena, San Gimignano, Monteriggioni and Chianti

Day trip to some of the most beautiful cities and landscapes of Tuscany - includes a snack of local products and a tasting at a winery!

Picture-postcard day south of Florence!

Join us for day tour through some favorite parts of Tuscany! Visit the cultural treasures of Siena and San Gimignano, admire the walled town of Monteriggioni, and experience the world-famous vineyards of the Chianti region. Wine tasting accompanied by delicious Tuscan appetizers concludes this picture-postcard day.



Low season (November - March):

  • Journey by fully-fitted GT Coach
  • Expert multilingual escort
  • Siena tour with professional guide
  • Siena Cathedral tickets
  • Visit to a wine estate in the Chianti area
  • Sampling of wines, extra-virgin olive oil and regional products
  • Free visit of San Gimignano and Monteriggioni

High season (April - October):

  • Journey by fully-fitted GT Coach
  • Expert multilingual escort
  • Siena tour with professional guide
  • Light Lunch in a cozy restaurant in Siena (appetizers: cold cuts and bruschettas, first course: pasta with ragu (meat sauce), wine and water)
  • Explanation and tasting of the traditional pastries and sweets of Siena: Ricciarelli, Panforte and Cantuccini.
  • Free visit of San Gimignano and Monteriggioni
  • Visit to a wine estate in the Chianti Area
  • Sampling of wines, extra-virgin olive oil and regional products


Please Note:

  • We offer pickup at your downtown Florence hotel/location.
  • Evening drop-off point is just outside Santa Maria Novella train station in Florence.

Available year round as follows:

  • HIGH SEASON (April through October): every day
  • LOW SEASON (November through March): Monday, Tuesday, Wednesday, Friday, and Sunday

Tour departs at 8:45 am.

Tour ends around 7:30 pm.

Tour Languages: English, Spanish, French and German: tour is always guaranteed (even for 2 people)

Multilingual Tour: Explanations in a maximum of 2 languages available in the bus and inside the museums.

Please Note: If the number of participants is less than 8 persons, we reserve the right to offer the tour with a driver who gives the explanations instead of a guide. The rest of the tour will remain unchanged.


  • The tour includes places of worship: no shorts or sleeveless tops allowed.
  • We recommend comfortable shoes.


Booking Conditions:

  • In case of force majeure (road conditions, strikes, delays, changes to opening hours or other), the tour operator can make changes to the tour at any time or replace it with an alternative service of the same category. In this case the price will not be subject to change and will be presented and communicated in advance before departure.
  • If, regardless of the reservations, there is a delay for the ticket pickup at museums in the period of greatest influx of tourists or if the cathedral is closed for religious services, the Tour Operator and its staff are not responsible.

Cancellation Policy:

  • Cancellation of reservations must be received at least one (1) business day in advance in order to avoid sanctions.
  • If the tour operator cancels the tour for any reason, the customer is entitled to a full refund of the amount paid.
  • There are no refunds for customers who do not show up on time at the meeting point for the start of the tour, clients who lose contact with the guide, or clients who do not complete the excursion.
  • Any customer complaint must be communicated within 10 business days after the tour.

Save time ordering! Add all the museum tickets you want to your basket, then fill in the form and send your request. Before placing your reservation, please read the ordering information carefully.

PLEASE NOTE: Immediately after submitting an order, you will receive an email with your order summary plus a second email confirming your successful payment. A confirmation email with links to the vouchers will be sent one business day after you place your order (Monday afternoon for orders submitted on Friday and during the weekend). Please make sure that your anti-spam filter does not block automatic emails from [email protected].


Driving south from Florence and crossing the beautiful hills of the famous vineyards of the Chianti region we will first reach San Gimignano.

San Gimignano’s “skyscrapers,” the city’s many medieval towers beckon from afar. This picturesque and fascinating medieval town was declared a World Heritage Site by the UNESCO. San Gimignano is famous for its white wine, the world renowned Vernaccia, which you will be able to taste in several of the wine stores in the town.

You will have free time for your independent sightseeing in San Gimignano. Wind your way through the narrow streets, admire the landscape surrounding the town, and enjoy the shops. The ceramics are beautiful here, and there are also places for buying artisan leather goods and linens.

Our tour will then continue on to Siena, where our local guide will introduce you to the highlights of this splendid city.

Siena is a medieval city with many historical attractions, such as the evocative Piazza del Campo. Famous for the Palio horse races as well as for being one of the most splendid examples of Gothic civil architecture in the world, the Piazza del Campo is home to the magnificent Palazzo Pubblico with its Torre del Mangia tower.

Our tour will then proceed to Monteriggioni, a medieval walled town, located on a natural hillock. The town walls and towers are almost intact, and the views from below are astonishing.

Built by the Sienese in 1213 as a front line in their wars against Florence, Monteriggioni is a prime example of a defensive fortification. Today, this fascinating little town attracts many visitors, including architects, medieval historians, and archaeologists. Here, too, you will have free time to explore the beauties of Monteriggioni.

Finally we will move on to the Chianti region with its picture-postcard landscape. We will visit a famous wine estate
 where you will have the opportunity to taste some of the best Chianti red wine along with delicious homemade Tuscan snacks, olive oil, and balsamic vinegar.

Your tour concludes with the beautiful drive back to Florence.

Price per person: € 63.00

Children under two years travel for free sitting next to a parent, and should not be considered when booking.

Children aged 2 to 12 years have a discount of 50%. Please present a valid ID to verify the age of the child.

The booking system only accepts reservations for tours at full price. If you have children between 2 and 12 years, please book them as adults and send us an email after completing the order to get a refund of the difference.

Technical organization Ciao Florence Tours & Travel Provided by Ciao Florence Tours & Travel
From 63.00€