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Why Choose It?
- Explore the seemingly cinmamon-sprinkled city of Siena.
- Dine on a traditional lunch in a local trattoria.
- Marvel at the perfectly preserved towers of San Gimignano.
Tour Description
This tour offers the perfect opportunity to explore two of Tuscany’s most stunning medieval towns. Admire the architecture spread throughout the seemingly cinnamon-sprinkled city of Siena before moving on to San Gimignano to explore the perfectly preserved town of the 14 towers.
After taking this private tour from Rome or Florence, you’ll feel you’ve fully explored the treasures of Tuscany’s lush and rolling countryside, experiencing the real side of rural Italy as you acquaint yourself with two of its most charming settlements.
Explore the winding streets of Siena
The first stop on your private Siena and San Gimignano tour is the medieval city of Siena, a fierce rival of Florence both past and, to some extent, present. Siena was one of Italy’s leading city states throughout the Middle Ages, booming because of its still existent bank – Monte dei Paschi di Siena.
Wander the historic center’s contradas, the boroughs in which Siena is divided, and learn all the stories surrounding the famous Palio, a horseracing event dating back centuries and still held twice a year on July 2nd and August 16th in Siena’s Piazza del Campo.
Visit Siena’s Piazza del Campo, Duomo, and Church of San Francesco
Explore Siena’s Piazza del Campo, described by French philosopher Michel de Montaigne in the 16th century as the most beautiful in Italy, and marvel at its imposing bell-tower which looms out over the square.
Step inside the 13th-century Basilica of San Domenico, an incredible architectural achievement built on the slopes of the Sienese hillside. As well as housing an enviable collection of Tuscan artworks, the basilica is home to the relics of Saint Catherine of Siena – one of Italy’s two patron saints, the other being Saint Francis of Assisi.
Your final stop in Siena is the Duomo, whose beauty easily rivals that of its Florentine equivalent. Consecrated in 1215, it manifests one of the best examples of Italian Gothic and Romanesque architecture and boasts artworks by Bernini within.
Indulge in a traditional lunch at a local restaurant
For lunch, we will suggest one of Siena’s most reputed local trattorie, where you can linger over a long lunch accompanied by fine local wines, originating from the Sienese region or nearby Chianti or Val d’Orcia.
Meat is particularly popular across Tuscany, especially bistecca (beef steak) wild-boar based ragù. Yet the variety of culinary delights on offer caters to all tastes. Just make sure to try pici alla senese, the area’s beloved pasta, consisting of thick tubes of spaghetti coated in a mouthwatering meat sauce.
Continue on to San Gimignano, another jewel in Tuscany’s medieval crown
With your private driver you’ll then journey through the rolling hills of the Sienese countryside until you reach the towered town of San Gimignano. No town encapsulates medieval Tuscany like San Gimignano. Its state of perfect preservation owes not to its strength but to its weakness – for it was only the complete capitulation of its nobility in the 14th century (and an unfortunate spate of the Black Death) that saved the settlement from destruction.
The key to appreciating the enchanting town of San Gimignano is to take it slowly. Duck into the Collegiata to admire its breathtaking frescoes, indulge yourself with a gelato in the town square, and treat yourself to a glass of Vernaccia di San Gimignano wine – the product that’s made the town famous.
Having experienced the true Tuscany, your private driver will take you back through the rolling hills of the Italian hinterland to your accommodation in Rome or Florence.
- Itinerary:SienaTuscan countrysideTraditional lunch (at additional cost)San Gimignano
- Included:English-speaking driverCar and driver at your disposalLicensed tour guide in Siena (optional)
- Wheelchair accessible:Yes. (Itinerary may differ).
- Meeting Point:At your hotel
excellent guides
Our guides are fluent in English and have a contagious passion for the inspiring cultural heritage of our Italian cities. Experts in their fields, they will immerse you in the hidden histories and intriguing lives of history's great protagonists. So much to see, so easy to miss out: with the help of our guides, visit the most absorbing sites and uncover the stories that have changed the world. Don't miss this fascinating journey!
Lovely cooking class with great people Really enjoyed this class, as first you go to a local food market to get the ingredients you cook with - so you feel a bit like a local too!... read more 
AMAZING! Hello!
Myself and my partner visited you this time last year and we're reminiscing about our wonderful experience with you!
I was hoping that I hope get the ingredients & cooking... read more- Absolutely Wonderful! It was absolutely wonderful 3hrs
Got to know so much history about the Colosseum and Roman history
if I'm ever coming back, I would definitely recommend booking a tour - Amazing Guide, Amazing Experience We did the early morning Vatican tour with Walks Inside Rome. Our guide, Lea, was great. She took time to learn our interests (geology for my daughter) and... read more
- Pasta and Tiramisu What a great time we had tonight! Our chef David made the evening, so easy to make Tiramisu and pasta. We all interacted and learned how to make simple good... read more
- Fun Family Activity This was one of our family's favorite experiences in our entire Italy trip! We loved making pizza and gelato, and Marco did a fabulous job of teaching our whole... read more
- Such a fun evening! We had a fantastic time on our food tour. Our guide, Valeria, was super fun. Lots of energy, funny stories to tell, information about the neighborhood and life... read more
- 3 hour walking tour of Jewish Ghetto, synagogues, and musuem We flew overnight, arriving in Rome in the morning. Just a few hours later we met Viviana, our guide, for our tour. She was wonderful. We enjoyed... read more
- Do it! This was one of the highlights of our trip! Unlike other cooking classes I saw when I was searching for one, this one first meets at an amazing market (I... read more
- BOOK THIS TOUR!!! Barbara was absolutely fantastic! She was knowledgeable, funny and able to help us navigate in a way that maximized our time and experience. We would wholeheartedly suggest spending the extra... read more
