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From Florence: Tuscany Day Trip with a Private Chauffeur

1. From Florence: Tuscany Day Trip with a Private Chauffeur

Spend a day exploring the Tuscan countryside on a chauffeur-driven tour. Immerse yourself in Tuscan culture as you visit Siena's main attractions, explore an ancient hilltop town and discover one of Italy's most beloved wine regions. Your day begins with a hotel pickup to take you to the first stop on your sightseeing excursion, Siena. This historical city is a UNESCO World Heritage Site and famous for its Palio, the bareback horse race that takes around its main piazza. Visit the three must-see attractions in Siena, the Piazza del Campo, Palazzo Pubblico, and the iconic Cathedral, one of the few examples of Italian Gothic architecture. Head back to your car and continue your tour of Tuscany with a drive to the walled hilltop town of San Gimignano. Dubbed the Town of Fine Towers, San is renowned for preserving more than a dozen medieval towers. Wander through this ancient city, explore the alleys and see the Piazza del Duomo and the seven towers that surround this town square. End your day of sightseeing with a visit to the Chianti wine region. Marvel at the unforgettable landscapes with its rolling hills, vineyards, and olive groves.

Florence: Private Siena, San Gimignano and Chianti Tour

2. Florence: Private Siena, San Gimignano and Chianti Tour

Explore the beauty of Tuscany in this tour from Florence to Siena, Castello di Monteriggioni, Chianti, and San Gimignano. Visit medieval towns and villages, and drive through idyllic vineyards, with the option to stop at an organic farm and winery for lunch. Meet your friendly guide at your accommodation and drive in an air-conditioned minivan to see the distinguished medieval architecture in Siena, like the seashell-shaped Piazza del Campo and Siena Cathedral before enjoying a scenic drive to Castello di Monteriggioni. Enjoy the small, fortified village and take a short stroll after lunch at one of the local restaurants. Travel along the Chianti wine road which is rich with castles and villages with a stop to admire a small medieval village surrounded by endless vineyards. Experience a unique dining setting while taking in an amazing Tuscan panorama with lunch at an organic farm in Castellina, with the lunch option. Journey to historic center of the picturesque medieval town of San Gimignano and see its ancient towers.

From Florence: PRIVATE Siena and Chianti Classico Trip

3. From Florence: PRIVATE Siena and Chianti Classico Trip

What To Expect •Stop at: Siena, Tuscany. Siena is one of the most popular and visited places in Tuscany. It is known throughout Italy for its distinguished medieval architecture. Upon arrival, explore its rich history and art, through its notable local monuments such as the famous seashell-shaped Piazza del Campo and the outstanding Siena Cathedral. Many local shops fill the historic streets of Siena, a great opportunity for you to taste local food or buy some gifts! Duration: 3hrs •Stop At; Chianti wine Road, Tuscany. The SS222 road, better known as Chiantigiana, is one of the most beautiful roads in Italy. It passes along the entire Chianti region, from Florence to Siena. Driving on it is a great way to discover the area. You will take this scenic road going north, starting from Siena and reaching Castellina in Chianti. The area is rich with castles and villages. One example is the Castle of Fonterutoli, where you will stop to admire the small medieval village surrounded by endless vineyards, centuries-old woods, and green hills. Duration: 1hr •Stop At: Castellina In Chianti, Tuscany. This heavenly corner, hidden among the sinuous hills of Chianti, is worth a stop to visit the narrow stone streets and its characteristic historic center. Castellina also boasts a past rich in history, in fact, walking along the main road you can admire the mixed influences from Medieval and Renaissance styles. Duration: 1hr •Stop At: Organic Farm/Winery, Tenuta Casanova. (*optional) *OPTIONAL lunch at the Farm or Winery. Have lunch in a wonderful organic farm. While the owner will show you around the property, his wife will prepare a delicious and unforgettable lunch for your private group. The owner will show you to his cellar to admire his Super Tuscans and Chianti Classico wines -Craft Wine- and to the nearby Acetaia, a vinegar cellar, with old vinegar. Afterwards, experience a unique dining setting while taking in an amazing Tuscan panorama. You will taste organic specialties, such as the typical Lasagna with traditional sauces, crostini, local meats and cold cuts, legumes, seasonal vegetables, honey, and cheeses seasoned with an incredible aged balsamic vinegar. Wine will accompany this lunch every step of the wine. •Stop At: Panzano in Chianti, Tuscany. A visit in the picturesque Panzano is a must! As you take a few steps to reach Panzano’s medieval 11th century tower, you are truly immersed in another time. Enclosed by its fortified walls, you feel as if you’re returning to the Middle Ages. Take breathtaking pictures. Duration: 1hr • Stop at: Greve in Chianti, Tuscany. Experience the unforgettable town of Greve in Chianti, located in the heart of the Chianti Classico wine region, and home of the famous explorer Giovanni da Verrazzano. An unmissable visit is also due at the ancient and famous butcher shop, where you will have the opportunity to taste exceptional Tuscan snacks made with local cold cuts and cheeses!

From Florence: Private Transfer to Siena

4. From Florence: Private Transfer to Siena

Relax in comfort during your drive from Florence to your Siena destination in a private, modern, air-conditioned vehicle. Meet your driver at your accommodation or the airport in Florence. Enjoy a safe and comfortable 1-hour journey in a Mercedes vehicle. Sit back, relax and enjoy the marvelous Tuscan landscape as you get to Siena with the minimum of fuss. Professional drivers are hand-picked and locally knowledgeable, so feel free to ask them for tips or advice on what to do during your stay. Enjoy the convenience of a private transfer service available 24 hours a day, seven days a week. If you are arriving by air, the driver can even watch your flight path, ensuring your make it to Siena without stress even in case of delays.

From Florence: Val d’Orcia Full-Day Wine Tasting Tour

5. From Florence: Val d’Orcia Full-Day Wine Tasting Tour

Meet your guide in Florence and drive in total comfort amongst beautiful countryside, to reach the heart of the southern province of Siena and its marvelous wine regions Orcia and Montepulciano. Start by visiting Montepulciano, then head towards the first winery of the day. You will explore the vineyards, enjoy a private tour of the cellars, receive a full explanation of the wines and get to taste different DOC Val d’Orcia wines. Savour the famous Nobile di Montepulciano wine, one of the most important wines in Tuscany. Enjoy lunch at the second winery, which is also an organic agricultural farm located in the countryside surrounding Pienza. Admire the panoramic views of the Val d'Orcia valley from their farm to table restaurant, while eating authentic Italian dishes. Sample some sheep and goat cheeses made from raw milk, paired with home-made wood-oven baked bread, jam and honey. Learn about the entire process of cheese production from hand milking to the final product. Continue your tour in the afternoon with a visit to the famous town of Pienza. At the end of the day, return to Florence through the Tuscan countryside.

From Florence: Private Pisa, Siena and San Gimignano Trip

6. From Florence: Private Pisa, Siena and San Gimignano Trip

Discover the best of Tuscany on this full-day trip to some of the region's most iconic locations. After getting picked up from your hotel in Florence, sit back and relax as you travel through the heart of the Tuscan countryside to reach Siena, one of the most beautiful medieval cities in Italy. Your chauffeur will drop you off right in front of the breathtaking Cathedral that sits at the top of the hill so that you can save energy and time. Enjoy some free time to admire the shell-shaped Piazza del Campo, one of the most beautiful squares in Italy, and explore masterpieces by artists such as Duccio di Buoninsegna, Ambrogio Lorenzetti and Simone Martini. Continue your tour with a visit to San Gimignano, another jewel nestled in the Tuscan countryside, mainly famous for its 13 unmistakable medieval towers. Here, where time seems to stand still, admire architectural masterpieces such as the beautiful Collegiata, enjoy the wonderful scenery and sip on a glass of Vernaccia, an excellent white wine that is produced locally. Finally, arrive in Pisa, where you will have the chance to admire the unforgettable Piazza dei Miracoli, a wonderful urban space with immaculate walled lawns watched over by white marble buildings. Your chauffeur will drop you off a stone's throw away from the Leaning Tower so that you can have time to visit the monuments and take unforgettable pictures next to Pisa's most famous landmark.

From Florence: Siena & San Gimignano Day Trip with Lunch

7. From Florence: Siena & San Gimignano Day Trip with Lunch

Meet your driver and tour leader in your hotel lobby to embark on a full-day trip to Siena and San Gimignano. Hop aboard a private vehicle for a scenic drive through the rolling hills of the Chianti region, covered with vineyards and olive groves. First up, make your way to the town of Siena, stopping at the Basilica of San Domenico. Inside the church are the relics of Saint Catherine, the patron saint of Siena. Take a stroll to the Piazza del Campo to see the political center of town where the famous horse race Il Palio is held twice a year. From there, meander towards the Gothic Cathedral, which boasts an impressive collection of artworks by Michelangelo, Donatello and Bernini. Along the way, pass by a delicatessen that sells wild boar salami. If you fancy it, you can step inside for a tasting. Then, it’s onward to lunch at a boutique winery surrounded by the Chianti hills and vineyards. Taste the wine and the famous extra virgin olive oil with seasonal produce. Make your second stop at the walled town of San Gimignano, a UNESCO World Heritage site. See the 13 towers that dominate the skyline as you drive towards it. Learn how San Gimignano gained importance during the Middle Ages as a stop on the pilgrim route between Italy and France, known as Via Francigena (the road to France). The townsfolk produced silk and cultivated saffron that still grows around its foothills. Another industry that still exists here is that of Vernaccia di San Gimginano, a white wine. Learn about the region's history and where to find the best artisanal stores, coffee shops and gelato spots from your guide. Check out a selection of artisan stores selling locally made products. Stroll the winding streets, admiring spectacular views of the valley beyond. Afterward, meet your chauffeur for the transfer back to your accommodation in Florence. On the way, stop for one last magnificent panorama at Piazzale Michelangelo, and gaze upon views of the city. Before you leave, don’t forget to ask your local guide for tips on what else to see, do and eat during your stay in Florence.

From Florence: PRIVATE Wine Experience in Chianti Classico

8. From Florence: PRIVATE Wine Experience in Chianti Classico

Explore the flavors of the Chianti wine region on this private tour from Florence. Travel in a luxury minivan through Chianti’s unmistakable landscape of historic vineyards, rolling green hills and medieval villages... Itinerary • Stop At: Greve in Chianti, Tuscany. Experience the unforgettable town of Greve in Chianti, located in the heart of the Chianti Classico wine region, and home of the famous explorer Giovanni da Verrazzano. An unmissable visit is also due at the ancient and famous Falorni butcher shop, where you will have the opportunity to taste exceptional Tuscan snacks made with local cold cuts and cheeses! Duration: 1 hour • Stop At: Castello di Montefioralle, Tuscany. Montefioralle is truly a treasure of Tuscany - not to be missed. Originally a castle in the Middle Ages, with its 79 inhabitants, it is considered one of the most beautiful villages in Italy. Absolutely worth a visit, take time for a stroll and take some photos in its iconic, narrow stone streets. Duration: 1 hour • Stop At: Winery Brogioni Maurizio, Montefioralle, Tuscany. Here you will embark on your first wine tasting! You will be hosted by a small producer of premium, high-quality wines. The production is fully manual, from the vineyard to the wine cellar. The Chianti Classico wine is produced in an organic-certified estate. In short, this is a unique experience to taste exceptional, high-quality wine! Duration: 2 hours • Stop At: Panzano in Chianti, Tuscany. A visit in the picturesque Panzano is a must! As you take a few steps to reach Panzano’s medieval 11th century tower, you are truly immersed in another time. Enclosed by its fortified walls, you feel as if you’re returning to the Middle Ages. Take breathtaking pictures of the extraordinary southern valley, where hundreds of plots of land are planted with Sangiovese vines. Duration: 30 minutes • Stop At: Tenuta Casanova, Castellina In Chianti, Tuscany. On your last stop, it’s time for a phenomenal farm-to-table lunch and wine tasting! You will be hosted at a farm with fully organic and locally-produced products, with a wine explanation accompanying your meal. During lunch you will taste Extra Vergin olive oil, the superb Chianti Classico and the new trends of the Super Tuscan wine, white wines, dishes prepared with balsamic vinegar, and dessert wines! Animals, vineyards and olive trees will be fundamental factors in making this traditional Tuscan setting unforgettable! It will be a truly special experience for you and your private group to remember throughout the years. Duration: 2 hours

From Florence: PRIVATE Trip to Pisa, San Gimignano, & Siena

9. From Florence: PRIVATE Trip to Pisa, San Gimignano, & Siena

What To Expect • Stop At: Pisa, Tuscany. A comfortable one-hour drive will take you to Pisa. As soon as you arrive, you will pass by the historic suburbs and encounter Piazza dei Cavalieri, the original political center of medieval Pisa. It was later transformed by Cosimo I de’ Medici into the center for the Order of the Knights of Santo Stefano, created to defend the Tuscan and Mediterranean coasts from Turkish and pirate fleets. • Stop At: Leaning Tower of Pisa, Pisa and its Piazza dei Miracoli have always been a fundamental part of a trip to Tuscany, and despite the presence of the many tourists, the place radiates a timeless, evocative and powerful beauty. Visitors from every corner of the world typically try to keep the leaning tower upright, with a little help from their camera’s perspective, to make for amusing photos! Duration: 1 hour • Stop At: Historic Center of San Gimignano, Tuscany. The beautiful stronghold of San Gimignano is one of the most popular tourist attractions in Tuscany. San Gimignano is a treasure of medieval architecture, frozen in time in the year 1300. Above all, it is famous for its ancient towers, which still stand out from its skyline. Don't forget to stop by the famous Dondoli ice cream shop, winner of many awards for the best ice cream in the world. Duration: 1 hour • Stop At: Piazza della Cisterna, San Gimignano, Tuscany. Piazza della Cisterna dates back to 1287. It is located exactly in the center of the city, at a crossroads between the two main streets of the upper medieval village. While the city’s Piazza del Duomo served both as a religious and political center, Piazza della Cisterna was instead used as a local market and as a stage for social gatherings, parties and tournaments. • Stop At: Centro Storico di Siena. Siena is one of the most popular and visited places in Tuscany. It is known throughout Italy for its distinguished medieval architecture. Upon arrival, explore its rich history and art, through its notable local monuments such as the famous seashell-shaped Piazza del Campo and the outstanding Siena Cathedral. Many local shops fill the historic streets of Siena, a great opportunity for you to taste local food or buy some gifts! Duration: 2 hours • Pass by: Cathedral square, Siena. The Cathedral of Santa Maria Assunta is the main location of Catholic worship in Tuscany, and the diocese of Siena. The building is located in the square of the same name in the center of the city. Built in Italian Gothic style, it is one of the most significant and spectacular churches built in Italy. •Pass by: Piazza del Campo, Siena. Piazza del Campo (or simply, il Campo) is the main square of the city of Siena. Unique for its particular and original seashell shape, it is renowned all over the world for its beauty and architectural integrity, as well as for being the place where the Palio di Siena takes place twice a year.

From Livorno: Siena and Chianti Day Trip with Wine Tasting

10. From Livorno: Siena and Chianti Day Trip with Wine Tasting

Immerse in a day of exploring rolling hills, medieval art, grapevines, and Tuscan flavors. Visit the main square and Gothic cathedral in Siena. Explore the breathtaking landscapes of Chianti. Visit a winery and have a tasting of different wines. Start your private day tour from the port of Livorno. Discover Siena's artistic and cultural heritage. Learn about the annual Palio horse race held there that attracts huge crowds. This medieval city is also home to architectural masterpieces including the Palazzo Pubblico, located in Piazza del Campo, with its Torre del Mangia. Explore the stunning Siena Cathedral, one of the few remaining examples of Italian Gothic architecture. Then, travel through the stunning hills of Chianti, a region famous for its scenery and vineyards. Arrive at a local winery to taste some Chianti and learn about how their grapes are produced. After a guided tour, indulge in a rich sampling of wines and delicious local produce, followed by the opportunity to purchase these local products. After a full day in Tuscany, be taken back to the port by your driver, in time to board your ship.

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What people are saying about Siena

Fantastic experience !! Alessandro provided solid communication before, during & after our tour. He was on time, provided great information during the different visits and was very attentive to all our questions. As someone that has completed many tours like this, I particularly appreciated the patience with the family (when you have kids!!!) as well as the good driving. Highly recommended !!!

Our day trip with Tiziano was an amazing experience. The trip covered many must-see sites — all made efficient and accessible. Tiziano was knowledgeable and friendly. It was a truly unique and memorable day.

Our Chauffeur was an amazing person with lots of patience. And very entertaining. Also he picked the best winery called Torccini with vegetarian food options. We enjoyed the whole tour.

A very interesting route and the guide very friendly and interested in telling us