Siena San Gimignano Chianti Private Tour
Florence: Private Tour to Siena, Pisa, Chianti and San Gimignano

Rated 4.7 Stars, based on 135 Reviews.
Experience a full-day, private tour of the Tuscan gems, Pisa, Siena, and San Gimignano. Let your private driver do all the paperwork and explore Siena, Pisa and San Gimignano at your own pace. With hotel pickup and drop-off from Florence, you will be able to sit back and enjoy the picture postcard Tuscan countryside surrounding you and your travel companions.
Make the most out of this private experience with a private and knowledgeable driver at your full disposal. Design with him the itinerary of your dreams!
San Gimignano, Siena and Chianti Small Group Wine Tour

Rated 4.2 Stars, based on 769 Reviews.
Enjoy a full-day tour visiting Tuscan villages and exploring the Chianti wine region! The villages of San Gimignano and the medieval town of Siena are situated in the heart of Tuscany. Start your amazing journey in the first stop of Siena, the world-famous city of Palio horse-race in Piazza del Campo.
Afterward, head to our beautiful winery nestled in the Chianti Area, with scenic views of the Tuscan countryside.
Last but not least, explore San Gimignano, another magnificent example of a Medieval urban town where you will have free time to visit the village and its splendid squares and towers.
At the end of the day, take your ride back to Florence.
Private Tuscany Tour: Siena, San Gimignano and Chianti Day Trip

Rated 5 Stars, based on 61 Reviews.
Private tour to Siena and San Gimignano with an english speaking driver in a de-luxe minivan. Your driver will talk to you about Tuscany traditions, history about the places you’ll visit and will tell you what is worth to be visited in every place.
Private Tour of Chianti Siena and San Gimignano by Minivan

Rated 4.6 Stars, based on 74 Reviews.
It will be your special day. The driver will be at your disposal and will discuss with you all the possible solutions, so he will be able to customize your day, adapt to your needs and focus only on the attractions that interest you. Start the day with a relaxing visit to the Piazzale Michelangelo where you can take the most beautiful photos of Florence, then after you leave for Siena through the beautiful Tuscan countryside admiring the beauty of the Chianti. Once in Siena we will go directly to the beautiful Piazza del Campo famous all over the world for its beauty, art history and the famous horse race, here in the historic center of Siena you will have free time to. After 2 hours we leave for a visit to the winery where you will discover the secrets of Chianti wine, taste genuine local products. After lunch we continue to visit the medieval village of San Gimignano UNESCO World Heritage Site Famous for its towers ,Here you will have free time to walk in the small old town..
Pisa, San Gimignano and Chianti

Rated 5 Stars, based on 1 Reviews.
Take a tour of San Gimignano on this 9-hour excursion from the port of Livorno (Cruise Shuttle Bus Stop "Piazza del Municipio")
With just your private group and your exclusive guide, explore the evocative squares of San Gimignano and after a stop in Monteriggioni visit the Chianti Classico wine area where, after tasting several wines you can enjoy a great lunch and, on the way back stop in Pisa to admire the famous leaning tower and other monuments of the splendid Piazza dei Miracoli.
Private Siena to Florence Chianti and San Gimignano Transfer Tour

Rated 5 Stars, based on 7 Reviews.
Travel between destinations and visit sights along the way. Stop to visit the medieval fortress of Monteriggioni before spending leisure time in the hill-town of San Gimignano browsing the many stores or savouring the rich cuisine in one of its many restaurants (not included). In the afternoon visit the Chianti town of Greve in Chianti and the picturesque hamlet of Montefioralle before having your Private driver drop you off at your Florence destination.
Siena – San Gimignano Private Tour

Rated 4.9 Stars, based on 11 Reviews.
– Very knowledgeable drivers with explanation about wine, food and general
history of Tuscany.
– Visit the town of Siena a Unesco World Heritage Site.
– Lunch in a typical Trattoria or a wine Estate in the Chianti area.
– Visit San Gimignano, the medieval "Manhattan" frozen in time.
Private Excursion to Siena, San Gimignano and Chianti Landscapes

Rated 4.8 Stars, based on 23 Reviews.
Embark on an unforgettable private tour starting from your hotel. Visit the historic city of Siena, where you’ll enjoy an exclusive guided tour of its charming medieval center. Wander through the narrow cobblestone streets, admire its iconic palaces, and visit the famous Piazza del Campo. You'll also get a chance to see the magnificent Palazzo del Comune (exterior) before taking some free time to relax and enjoy lunch (not included). After Siena, your private driver will take you on a scenic drive through the heart of the Chianti region. Delight in panoramic views of the countryside, including a glimpse of the ancient fortified village of Monteriggioni, known for its remarkably preserved 13th-century walls.
Your journey continues to San Gimignano, a UNESCO World Heritage site celebrated for its medieval architecture and iconic towers. Here, you’ll have free time to explore this fascinating town at your own pace.
The schedule of visits may vary.
Full Day Tour in San Gimignano, Siena and Chianti

Explore the medieval side of Tuscany, Italy, and enjoy an excellent wine tasting in the Chianti Area.
Begin the tour with Siena, the city of Palio horse- racing. Visit its city center and enjoy the vibrant atmosphere of this picturesque Piazza del Campo. Admire the monumental building of its Siena Cathedral.
As a second stop, enjoy a wine tasting in the Chianti area. Taste fine wines, paired with some typical local food.
Once the winery stop is over, the tour will continue with a visit to the marvelous Monteriggioni castle, a medieval fortress that is really well preserved. You may also recognize it from the Assassin's Creed video game series.
Later, reach the town of San Gimignano, on the top of a low hill at the center of Valdelsa. This wonderful landscape will seduce you with its unique skyline made of towers, built during the 14th century to reflect the growing power of noble families.
Exclusive Siena and San Gimignano Tour & Chianti Wine Experience

Rated 3 Stars, based on 8 Reviews.
Board a comfortable, fully-equipped GT coach and set off to discover the wonders of Tuscany.
The first stop of this small group tour will be the magnificent city of Siena. Here, accompanied by a local guide, you’ll have the opportunity to stroll through the charming streets of the city, admiring the stunning Piazza del Campo and the impressive Siena Cathedral.
No trip to Tuscany would be complete without a stop at a Chianti winery. Take a relaxing break during your tour and indulge in a tasting of some of the region's most iconic wines. Alongside the wine, you'll also enjoy a selection of delicious local products, allowing you to savor the authentic flavors of Tuscany.
End your journey exploring San Gimignano, known for its 14 medieval towers and breathtaking views of the Tuscan countryside. Wander through its charming streets and piazzas, taking in its well-preserved architecture.
A perfect blend of history, beauty, and wine, this tour offers an unforgettable taste of Tuscany!
San Gimignano and Chianti tour

Rated 5 Stars, based on 3 Reviews.
The beauty of the landscape all around and the experience of the tipical lunch in a local winery will be unforgettable
Private guided tour: Siena San Gimignano and Chianti

Rated 3.5 Stars, based on 6 Reviews.
Get a personalized tour of San Gimignano, Siena and the Chianti region during this 10-hour p excursion from Florence. Travel comfortably with a minivan or a car, with much less walking than on a bus.
With a dedicated driver/guide, explore the middle age stronghold of Castellina in Chianti, deep in the Chianti Classico wine area and the square of Siena and San Gimignano, then pop into a local winery to learn about the local sangiovese grapes and sip some Chianti.
Wine tasting and round-trip private transportation from a meeting point near the Florence train station included.
Highlights 11-hour tour of the Tuscan San Gimignano, Siena and Chianti region from Florence Round-trip transportation from the Florence train station Visit San Gimignano, Siena and Greve Taste Chianti and learn about the cultivation of sangiovese.
Private Tour of San Gimignano & Siena

Rated 5 Stars, based on 26 Reviews.
We are Italian local guides, born in Florence and you will have a unique Tuscany experience, this is a perfect day to relax after enjoying the countryside and to celebrate family moments. We have licensed vans to enter in all traffic limited area and we are drivers and licensed guides and you will be guided while driving and walking.
Siena & San Gimignano

Embark on a picturesque journey through Tuscany! Explore at your own pace, experiencing complete relaxation while visiting two of the region's main cities.
Your dedicated private driver will guide you to Siena, globally renowned for its Palio horse race. Immerse yourself in the charm of Piazza del Campo or venture into one of the famed 'contradas.'
Next, unravel the beauty of San Gimignano, a medieval town famous for its iconic skyline adorned with tall towers. Recognized as a UNESCO World Heritage Site, it is also the birthplace of Vernaccia di San Gimignano wine, a quintessential varietal of the Chianti region.
Indulge in this enchanting tour of Tuscany's cultural gems
Siena San Gimignano and Chianti Private Tour

Embark on a condensed yet captivating exploration of Siena and San Gimignano. Begin in Siena's heart at Piazza del Campo, marvel at the cathedral, and admire historic landmarks like Palazzo Salimbeni. Conclude your Siena visit to the Basilica of San Domenico.
Transition to San Gimignano, starting at Piazza del Duomo with its iconic Collegiate Church. Climb Torre Grossa for panoramic views and stroll through Piazza della Cisterna. Explore the Civic Museum and meander along Via San Matteo. End the tour at Rocca di Montestaffoli for breathtaking views.
For a more immersive experience, consider an optional lunch at a family winery, showcasing the best of Tuscan flavors. Indulge in farm-to-table dishes and local wine tastings amid the picturesque vineyards. Note that lunch with wine tasting is not included but can be added as an optional and delightful extension to your tour.
Private Tour in San Gimignano Siena and Chianti

Experience a full-day private tour through Tuscany’s beautiful landscapes, visiting San Gimignano, Siena, and the scenic Chianti region. The journey begins in the medieval town of San Gimignano, where you'll explore its iconic towers, charming squares, and historic architecture.
Next, head to the Chianti Classico region, renowned for its vineyards. Enjoy a guided tour of a traditional winery, followed by a wine tasting and a delicious Tuscan lunch.
In the afternoon, explore Siena’s stunning Cathedral and Piazza del Campo, home to the famous Palio horse race, before having free time to explore the city's shops and cafes.
Exclusive Tour from Florence: Siena, Chianti and San Gimignano

Rated 5 Stars, based on 2 Reviews.
This tour is designed for those who want to immerse themselves in the history, culture and flavors of one of the most fascinating regions of Italy.
Stroll through the cobbled streets of the historic center of the city of Siena, admire Piazza del Campo and be enchanted by the beauty of the Duomo of Siena. Every corner of this city tells a story, and you will have the opportunity to experience it firsthand.
Chianti, the region renowned throughout the world for its vineyards and fine wines, the cellars, where you can taste some of the best wines of the area, accompanied by delicious typical products with breathtaking views of the Tuscan hills.
Finally, the city of Towers, San Gimignano, known as the "Manhattan of the Middle Ages" for its imposing towers that stand out in the sky. This village, declared a World Heritage Site by UNESCO, will fascinate you with its unique atmosphere and its streets full of history. Live an unforgettable experience among the wonders of Tuscany!
Chianti / San Gimignano / Siena-Tour in Ferrari

Rated 5 Stars, based on 1 Reviews.
Driving the Ferrari Spider in Tuscany, in the Chianti area is pure magic .. In Chianti there are the most beautiful roads in Europe, full of curves where you can taste the speed, the sound of the Ferrari V8 engine and taste the wind in your hair . Breathtaking landscapes, medieval towns, tasty food, good wine and the smile of the locals are waiting for you …
The Tour Director is a Ferrari expert, he will explain in detail how to drive Ferrari and thanks to a powerful radio (walkie-talkie) he will always be in contact with you. Your Tour director on board his staff car will guide you in this wonderful experience, taking care of every detail to make your trip unique and unforgettable
Private Tour Siena San Gimignano and Chianti from Cortona

Rated 5 Stars, based on 3 Reviews.
Kick off your day with a comfortable ride through the stunning Tuscan countryside. First, we’ll arrive in Siena, one of Tuscany’s most beautiful towns. Explore Piazza del Campo, famous for the Palio di Siena horse race, admire the breathtaking Duomo (Cathedral), and wander through the charming, narrow streets of the historic center. Wine Tasting & Light Lunch Next, we’ll head to a renowned winery for a light lunch paired with an amazing wine tasting experience. A sommelier will guide you through five exceptional wines, plus an olive oil tasting.
After lunch, we’ll continue our journey with a spectacular drive through the rolling Vernaccia di San Gimignano vineyards, home to Tuscany’s most famous white wine. Stop in San Gimignano you’ll have free time to explore this medieval gem, known for its 14 towers dating back to the 13th century. The town’s atmosphere will transport you back to the Middle Ages! And of course, you can’t miss the world’s best gelato at Gelateria Dondoli.
San Gimignano & Chianti Villages – Private Tour

Embark on a private journey through the heart of the Chianti region, traveling along the renowned Chiantigiana Road, surrounded by the classic Tuscan landscape of rolling hills, vineyards, and silver-leafed olive groves.
Before leaving Florence, we will make a stop at Piazzale Michelangelo for breathtaking views of the city. Our first destination is the medieval village of San Gimignano, a UNESCO World Heritage Site, famous for its 13 medieval towers that dominate the skyline. During your visit to this enchanting village, you’ll enjoy your first wine tasting experience. Next, we will drive through Tuscany’s scenic countryside roads towards Greve in Chianti. At a local winery, you will indulge in a second wine tasting, accompanied by a traditional light lunch featuring typical Tuscan products.
Please note that the itinerary may be subject to changes depending on the availability of the wineries.