We don't have to tell you Siena's beauty is legendary - you already know. Unfortunately, so does everyone else, which is why this drop-dead gorgeous city is often swamped with gawking tourists. Get the inside scoop on this Tuscan gem by taking a private Siena tour with a local guide.

Siena's city centre was declared a UNESCO World Heritage Site in 1995, so lace up your walking shoes and get intentionally lost down narrow alleyways in search of the perfect espresso. Get your daily exercise following your guide to the top of the Torre del Mangia, then camp out in the Piazza del Campo, site of the famous Palio bareback horse race.

The Duomo was intended to be the world's largest cathedral, but midway through the money dried up. Ask your guide to point out the different architectural layers. If all that sightseeing made you hungry, ask your guide for the best place to chow down on Cina Senese, local roast Tuscan pig, paired with the famed Brunello wine.

Siena

I am a mum of a 11year old girl and I know what it is travelling with our kids , so let me take you and your family through the mysterious Siena with its secret corners and streets, where stories of the old days are just waiting for you.

We will start from one of the most imposing medieval gates of the city "porta San Marco" and we will continue towards the main street and square and learn form stories of soldiers and knights and pilgrims the history of the city.
Ancient town with lots of tradition and among all the Palio, the horse race competition.
We will be guested in one the esclusive "contrada" district were we will be able to see something unique and magi.
I am member of one of those so I have the same passion and feeling that you can breath along the street of Siena.

Half day tour of the highlights of Siena

Highlights of Siena tour

Experience Montalcino: Brunello Wine and Pecorino Cheese Tour from Siena

The whole world feels laid out in front of you on a drive through the Sienese Clay Hills; a photograph in every eyeful, a delight to behold around every turn in the road.
I know my Tuscan food and wine. I will make sure that our lunch stop of typical Tuscan cuisine in a countryside setting will give you the best experience there is on offer and, you will toast with a glass of Brunello di Montalcino!
Meander through Pienza, a lovely, picturesque Renaissance town, whose narrow streets and local Pecorino (sheep) cheese entice and delight; the latter an outstanding cheese made with sheep's milk.
Experience the area around Montalcino, and the renowned Brunello wine. Explore the body, color, extract, texture, depth embodied in this Tuscan jewel. Taste, drink, savor, study, buy, ship this prestigious Sangiovese nectar with the aid of your knowledgable guide, on a visit to a local cellar.

Pienza, Val d'Orcia, Montalcino full day tour

Ok, it's the first time you come and visit Siena and its region and you need to know our city artworks and history just like discovering a treasure through the eyes of a sienese. Excellent!
We may start our tour in front of the Basilica Saint Dominic where we will learn about Saint Catherine of Siena mistic experience, reach then the Cathedral of Siena, consacrated 900 years ago to Mary Mother of the Assumption. One of the most beautiful Gothic Churches in Italy where Michelangelo, Donatello and Bernini worked. The Piazza del Campo will be our final goal and we will be immersed in a magic medieval atmosphere learning everything about the Palio Horse Race that takes place here on July 2 and august 16 every year. We will learn about our Sienese painters and sculptors and maybe you will understand what it means to belong to a Contrada district as you will be together with a localtourguide!
Siena, a unique town where I'm sure you will love to come back again.

Siena. In the Cathedral, Michelangelo, Donatello, Raffaello and Bernini and we will learn the Palio of Siena

Siena private two hours tour

Siena city center is is a bunch of the steep medieval alleys surrounding the Piazza del Campo. The buildings around the magnificant square symbolize the golden age of this city between 1260 and 1348.

I will show you street by street this remarkable town and introduce you to considerable history of this town.

The most important monuments to see in Siena are: Piazza del Campo where you will admire from exterior, the town hall Palazzo pubblico, belltower Torre del Mangia and public fountain by Jacopo della Quercia.

We will visit Cathedral of Siena, one of the most important Gothic expression of the entire Middle Ages architecture.

The tour includs also the characteristic areas of the "Contrade", of the famous Palio of Siena.

Explore medieval alleys of Siena walking tour

Siena walking tour

Today we will visit the charming area of Chianti, famous for its great wine and spectacular rolling hills together with the town of San Gimignano known as the "medieval Manhattan".

The time has almost stop here and we can still admire the 14 towers left of the old days like skyscrapers of the old time.

The area is all surrounded by a beautiful landscape dedicated to the production of wine and oil and famous all over the world as the Chianti area. We will do some wine tasting with lunch in a local winery and visit one of the most charming villages of the area.

Since I am a sommelier I would like to take you to my favourite family winery, small but real and very, very good!!! Let's Go!!

towers in the city center of San Gimignano

Full day tour of San Gimignano and the Chianti area

San Gimignano and the chianti tour

Tour to Monteriggioni and San Gimignano, including Chianti wine tasting from Siena

Travel back a thousand years and discover Monteriggioni, where you will take a walk along its walls and gaze out onto its surrounding, stunningly timeless countryside.
Make a pilgrimage to postcard perfect San Gimignano, where 13 of its original 72 towers will envelope you and provide a striking and enchanting backdrop to your visit.
I know my Tuscan food and wine. I will make sure that our lunch stop of typical Tuscan cuisine in a countryside setting will give you the best experience there is on offer and, of course, you will toast with a glass of Sangiovese or Chianti Classico.
Take in the heart-stopping beauty of the Tuscan countryside that leads into the Chianti Classico wine country. Sample distinctive wines, exquisite extra-virgin olive oil, Vin Santo and Grappa, while expert guides reveal the secrets behind this world renowned wine making process.
Stroll down a panoramic road in Castellina in Chianti, a Medieval, Florentine stronghold atop a hill, to where an authentic, handmade gelato tasting awaits

Tuscan countryside Wine and Food Tour

Half a day Walking Tour of Siena with private transportation

The tour previews to discover in half a day some of the wonders of Siena, whose historical center is listed among the UNESCO World Heritage Sites since 1995.
Starting from one of its most remarkable churches: St. Dominic Basilica, the frescoed chapel of St. Catherine and her sugestive Shrine. Then we'll find out the medieval Sienese traditions, like the Palio held in the shell-shaped Piazza del Campo: a century-old horse race, preceded by a historical parade in period costumes. Here is the gothic Town Hall, headquarters of the Siena State since the end of the 1200s. At its left is the 100-metres-high civic tower: Torre del Mangia, we'll discover the curious legend hidden behind its name, as well as the 'Campo' unusual one.
We'll walk the main street and stop in the squares still bearing the name of historical local families and preserving their magnificent noble palaces.
Ending with the Cathedral complex: an architectural treasure holding artworks of all eras, from the Middle Ages to Renaissance and Baroque

view of the Facciatone from the cathedral's roofs

Siena from the Mangia Tower, cathedral on the background

St. dominic Basilica and Fontebranda Fountain

View of the old town of Siena from the countryside

A walking tour of Siena focused on the highlights of the old town

Siena and San Gimignano with lunch in a winery Full Day Tour

We will walk where the Middle Ages is present with the Cathedral, the City Hall and the gorgeous streets and guilds focusing in art history and tradition and the special experiences with gourmet food and wines you will never forget!

Travellers, medieval streets and art. A day to discover the beauty of two UNESCO heritage sites

I created this tour type for travelers who want to see the surrounding area of Siena and altready have a car and likes driving through amazing landscapes!
I can be your guide and we can decide the itinerary together beforehead according to your interests.
I will come in the car with you.
The tour would be full day up to 8 hours.

You drive and I guide you around through Chianti, Brunello area or Val d'Orcia

Your full day tour out of Siena

Renaissance Pienza and Val d'Orcia countryside with private transportation

I want to offer you an immersive experience in Valdorcia, the World Unesco Heritage, and it's almost impossible in a few hours. But don't worry! I have arranged a full-day package in which I'll be your guide, or better to say your bridge through this land so tough and gentle, popular and mysterious at the same time. On your own, you would miss part of the history and the magic of the land: with me, you'll be a local!

We start with the visit of Pienza, the Renaissance ideal city created by the Sienese Pope Pius the 2nd. We stroll in town enjoying the majestic Cathedral, the Piccolomini Palace and the fantastic view over the Valdorcia; we also discover one of the local craftsmanships, painted pottery.

Then we move to a family run farm when we can have lunch tasting the so famous pecorino cheese and other Sienese dishes like pici, pappa al pomodoro, bruschetta, cold cuts. . .

Finally, a stop in Monticchiello, a well preserved hamlet with a stunning Medieval centre and a history full of proud and resistance.

A full-day tour where Art and Nature fit perfectly together

No trip to Italy is complete without a visit to Pisa, home of Galileo Galilei and the Leaning Tower. The grandeur of this ancient, Maritime Republic is reflected in the Square of Miracles, where the tower is enveloped by the Cathedral, Baptistry and Monumental Cemetery. A climb to the top of the tower confirms the surrounding splendor.

Discover Lucca, originally Etruscan, turned Roman colony in 180 B. C. The wealth of its history can still be found in a visit to the ruins of its Roman Amphitheater, the Guinigi Tower and a walk on the walls that once protected it from outside invasion. An enemy to Florence until 1328 and temporary site of exile to Dante, this charming town provides an enchanting backdrop to a meal, a walk and certain adventure.

Let me take you on a tour of these beautiful cities and tell you the secrets of the two of the most important cities of my region.

Contact me to plan your private, customized culinary-sightseeing tour in Tuscany together!

Exclusive, privately driven door-to-door full day tour in Tuscany

Pisa and Lucca in a Day-Tour from Siena

The hight light of this tour is to be in a special place all day long , the Va d'orcia . Spectacular views in any place you stop.
Lots of history and tradition in any of the town we will visit today.
Quality of live and great place to leave.
I am a lover of this area where I spent lots of my live time and now I would love to show it to you !

Spring time with poppies flower in Val d'orcia

sheep in Val d'Orcia ( walking pecorino cheese)

Pienza tours

Explore with 20 tours and 7 guides.

Fernanda B.

$ 285 (USD)

Roberto C.

$ 964 (USD)

Stella S.

$ 279 (USD)

Simonida M.

$ 407 (USD)

Fernanda B.

$ 511 (USD)

Roberto C.

$ 964 (USD)

Agnese F.

$ 732 (USD)

Stella S.

$ 604 (USD)

Silvia R.

$ 674 (USD)

Giulia R.

$ 1,510 (USD)

Roberto C.

$ 964 (USD)

Fernanda B.

$ 569 (USD)

Meet your local guides in Pienza

Customize your tour