San Gimignano
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Our most recommended San Gimignano Transportation

From Florence: Private Full-Day Jewels of Tuscany Tour

1. From Florence: Private Full-Day Jewels of Tuscany Tour

Be seduced by the eternal charm of Tuscany’s jewels on this 12-hour tour. What are Tuscany’s jewels? The beautiful cities and villages, as well as art and the historical monuments that call this unique region of Italy home. Falling in step with the more ‘human’ way of life in Tuscany, this relaxed tour begins when you want it to. You determine the pick-up time from your centrally-located Florence hotel. You will also enjoy the transportation, which is provided by a private vehicle operated by an English-speaking driver. After pick-up, you will drive through the Tuscan countryside until your first stop, Siena, is reached. Siena is a medieval city known for its artistic treasures, which have been recognized by UNESCO. In Siena you will visit the shell-shaped Piazza del Campo. Here you will find the Palazzo Comunale flanked by the Torre del Mangia. Every year the famous Palio takes place here. You will also have free time to visit the cathedral, built in the Middle Ages and admire the splendid buildings and narrow streets. From Siena, you will enjoy a drive through Chianti territory on your way to Monteriggioni. The drive boasts a panoramic view of the vineyards and olive groves. Monteriggioni is a small 13th-century town which is still surrounded with its original town walls. Here you will take a walk within the restricted perimeter of the walls, which have eleven towers with spectacular views. This is a Tuscan gem that will transport you back in time. Only a short distance away, in a pleasant country estate you will be served a typical Chianti-region lunch. You will also enjoy a guided tasting of Chianti and Vernaccia wines. After lunch you will leave the estates and go to San Gimignano, another beautiful town and UNESCO world heritage site. Famous for its signature medieval town planning, it is called the “Manhattan of the Middle Ages”. On a stroll through the town center you will discover the Piazza della Cisterna, the Dome, the Palazzo del Podestà and the Church of Saint Agostino. Your final stop will be at the famous town of Pisa, which is also a UNESCO world heritage site. In the Piassa dei Miracoli the masterpieces in marble rise from the green lawn, including the famous Leaning Tower of Pisa, the magnificent Baptistery, the stunning Cathedral and the Monumental Graveyard Tuscany is a one-of-a-kind region of boundless natural and cultural beauty. This small, personalized tour is an authentically Tuscan experience.

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Florence: Experience Siena, San Gimignano, and Chianti

2. Florence: Experience Siena, San Gimignano, and Chianti

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.

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From Florence: Tuscany Day Trip with a Private Chauffeur

3. 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.

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From Florence: Siena, San Gimignano & Chianti Private Tour

4. From Florence: Siena, San Gimignano & Chianti Private Tour

Amongst the vineyards and olive groves of Chianti, lie medieval towns and UNESCO heritage sites. Explore them all on a private, 8-hour tour of the Chianti countryside, Siena and San Gimignano. A truly private tour, you will begin your day with complimentary pick-up at your Florence hotel by chauffeured private vehicle. Your English-speaking driver is at your disposal for a maximum of 8 hours. Your first stop will be in Siena, a medieval town. Here you will meet with your private tour guide, who is at your disposal for a maximum of 2 hours. Your guide will take you through the historic city center, where you may admire the splendid palaces and other points of interest. Your tour of Siena will conclude in the Piazza del Campo, one of the most beautiful piazzas in the world. Here, you will find the Palazzo del Comune and have some free time to enjoy lunch. The journey to your next stop, San Gimignano, will take you through Chianti territory. Along the road you will find panoramic vistas, as well as lush vineyards and olive groves. Along the way to San Gimignano you may wish to stop and admire the fortified hamlet of Monteriggioni. This hamlet is a small jewel built in the 13th-century and still embraced by ancient walls. San Gimignano you will find is a UNESCO designated world heritage site. Here you will be given free time to take in the historically interesting medieval town planning, as well as the numerous towers. You will soon find out why this place is called the “Manhattan of the Middle Ages”. Touring this extraordinary region of Italy is a wonderful experience and the fact that this tour is entirely private makes it even more special.

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San Gimignano & Volterra: Private Transfer from Florence

5. San Gimignano & Volterra: Private Transfer from Florence

Spend a full day in the beautiful towns of San Gimignano and Volterra, exploring them at your own pace. Visit as many places of interest as you wish, spending as much time as you want at each destination. Go to Priori square, the Roman theater, and the Cathedral of Santa Maria Assunta. Climb one of the many towers of San Gimignano and much more… Get suggested itineraries if you are not sure on what to see. Be picked up in the morning by your friendly English, or Spanish speaking driver from your hotel in Florence city center, with a transfer back to your hotel at the end of the day. Relax in an equipped minivan with air conditioning and Wi-Fi. The tour will approximately last 8 hours.

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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.

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San Gimignano: Private Chianti Hills Tuk-Tuk Tour

7. San Gimignano: Private Chianti Hills Tuk-Tuk Tour

You'll depart from the headquarters located in Poggibonsi at 10:45AM, where your wonderful guide will welcome you. From there you will venture then through the panoramic roads of Tuscany and the Chianti hills where you are bound to fall in love with the fields of vines, cypresses, and Tuscan rural houses. Don't forget to bring your camera, as there will be plenty of photo opportunities to capture the eagerly awaited moment and freeze it in time. Your next stop will be to a local winery where the kind owners will take you around their property before serving a wonderful and authentic Tuscan meal complete with a wine and extra virgin olive oil tasting. Following lunch you will hit the rad once again to travel through the iconic Ape Calessino to enjoy the last part of this scenic drive. You will later arrive back to the office at approximately 3:45PM, which will mark the end of your tour.

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From Florence: Trip to San Gimignano, Volterra and Bolgheri

8. From Florence: Trip to San Gimignano, Volterra and Bolgheri

Discover the medieval villages of San Gimignano, Volterra, and Bolgheri with private transfer by minivan and an expert local driver. Explore each town at your own pace and admire the picturesque Tuscan countryside as you travel. Visit San Gimignano, defined as the Medieval Manhattan for its unusual skyline. See up-close the famous towers of this charming Tuscan hill town. Next stop, Volterra or the home of the Volturi in the "Twilight Saga." See the beautiful Etruscan architecture of this walled mountaintop town and marvel at the dramatic views around you. Then, arrive at Bolgheri, home of "Bolgheri Sassicaia" named the Best Wine in The World in 2018. See the vineyards and local wineries as you wander the winding streets and feel free to ask your driver for any recommendations.

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From Florence: Siena & San Gimignano Day Trip with Lunch

9. 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.

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Other Sightseeing Options in San Gimignano

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What people are saying about San Gimignano

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 !!!

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