Monteriggioni

UNESCO sites

Experience the charm of Tuscany on a day trip to Siena, San Gimignano, and Monteriggioni from Florence. Try a variety of Chianti wines paired with snacks and admire the picturesque Tuscan hills.  Cross the beautiful Chianti hills as you ride south from Florence in an air-conditioned GT bus. The first stop is at Monteriggioni, a medieval hilltop town that is famous for its intact medieval city walls. After some free time, head to the world famous Siena. Explore the Piazza del Campo, that is known for the Palio Horse Race and for its splendid examples of Gothic civic architecture. Have time to visit the magnificent Palazzo Pubblico.  Arrive in San Gimignano, a medieval town declared a World Heritage Site by UNESCO. Take time to wind your way through the narrow streets and admire the lush landscape. Finally, head to the Chianti area and enjoy postcard-perfect landscapes. Conclude your day at a famous wine estate and taste fine Chianti red wine along with homemade snacks.

Embark on a scenic guided tour from Florence to the charming Tuscan towns of San Gimignano, Monteriggioni, and Siena, listed as UNESCO World Heritage Sites. Stroll around the historic villages and enjoy a delicious Chianti Hills wine and balsamic vinegar tasting. Upgrade your experience with tickets to Siena Cathedral. Start at San Gimignano, the world-famous walled town located on a hilltop, which has remained intact through the centuries and is known for its tall towers, frescoes, and many other works of art. Take around 2 hours of free time to explore the city center. Visit the historical walled hamlet of Monteriggioni. Cross Chianti’s rolling hills to a cozy winery where you can relax and enjoy three wines, followed by a Chianti-style three-course lunch. Enjoy a guided tour of Siena’s historic center (if selected in the option), starting with the 13th-century Basilica of San Domenico. Stroll along the narrow medieval streets of the city, flanked by splendid palaces and historic shops. Pass through the Piazza del Campo and visit the cathedral, if you select the option.  Take some free time in Siena before returning to Florence. The order of the visit may change. (*) From November to March, the itinerary does not include the stop at Monteriggioni and the return to Florence is approx 30 minutes earlier

Discover the Tuscan wine region of Chianti on a scenic guided tour by bus from Florence. Visit a local wine estate, tasting its wines and local produce. Immerse yourself in the surrounding picturesque landscape, with a visit to a medieval village in the region. Reach easily our meeting point by taking the T1.3 tram heading to Villa Costanza. Visit a charming Chianti wine estate, enjoy a guided tour of its wine cellars, and gain an insight into the various stages of wine production. Afterward, enjoy some wine tastings. In the first cellar, you will try 4 different types of wine, so that you will understand in detail the differences in taste and texture between different bottles. Enjoy also a selection of salami and a tasting of 3 extra-virgin olive oils and 2 balsamic vinegars, paired with bread. Visit a winery that not only offers a tasting that even true connoisseurs will enjoy with great pleasure, paired with some Tuscan samples, but you will also get to enjoy the wonderful surrounding landscape, immersed in an enchanting and welcoming atmosphere. In the second cellar, you will try 3 different types of wine, their home-produced olive oil and Tuscan bread. Visit a real Medieval architecture village in Chianti hills, enjoy some free time to stroll out, and breathe in the local atmosphere. You'll also have the opportunity to buy Italian wine, Chianti Classico, olive oil, balsamic vinegar, cheese, and herbs to take home.

Explore the heart of beautiful Tuscany on a full-day tour of the towns of San Gimignano, Siena and Monteriggioni, then discover the bucolic wine region of Chianti. Reach easily our meeting point by taking the T1.3 tram heading to Villa Costanza. Depart from Florence by an air-conditioned bus to your first stop, the UNESCO World Heritage Site of San Gimignano. Discover Siena, the city of Palio horse-race and its enchanting architectural styles, including the Cathedral in Piazza del Duomo and Palazzo Comunale (Municipal Building) in Piazza del Campo. Piazza del Campo is famous shell-shaped square provides the stage for the thrilling Palio horse race, run twice every summer. Afterward, head out to a unique location in the Chianti countryside to enjoy a wine tasting. Once you hop off the bus, be guided around a splendid winery. Get introduced to the estate's fascinating history and background. Head inside the cellars to learn the secrets of Chianti winemaking together with the local host. Then enjoy a delicious wine tasting of Chianti Classico. Once the winery stop is over, the tour will end 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. Last but not least, enjoy one of the most splendid examples of an Italian medieval town, San Gimignano. Distinguished by its famous towering skyline, San Gimignano stands along the Via Francigena on the hills of the Upper Val D’Elsa. Get acquainted with the Tuscan environment with the town’s Vernaccia di San Gimignano wine, saffron, and Santa Fina pottery. Take your free time to stroll through the town on your own and see its beautiful squares, architecture, churches, and side streets.

Immerse yourself in picturesque Tuscan scenery on a sightseeing day trip from Siena to the region of Chianti. Visit Castellina in Chianti before partaking in a wine tasting experience at a wine estate.   Board a spacious and climate controlled van in a centrally-located meeting point in Siena. Admire the Italian countryside on the ride as you pass through pristine landscapes that have been cradling the Chianti vineyards for centuries. Discover a harmony of colors that can only be found in the hills of this region. Delight your senses as you dive into the sounds, scents, and flavors of this land will capture your senses through this unique experience.  Visit ancient churches, medieval castles, and small villages where the rhythm of life remains unaltered over time. Continues to a charming wine estate.  Indulge in a wine tasting paired with typical Tuscan food. View the beautiful ruby-red color and the characteristic bouquet with scents of violet are the special to Chianti wine. Savor this blend of Sangiovese, Canaiolo, Merlot and Cabernet Sauvignon grapes. Later, move on to another winery in the middle of the Chianti Classico area. The tour will end with a return to Siena.

Depart from Florence for a journey through the natural beauties of Tuscany to discover walls, castles, and Templar legends. Leave with an equipped GT bus and discover Monteriggioni, the small fortified village with walls dating back to 1200 AD. Enjoy the authentic experience of walking on its medieval walls. Discover why Monteriggioni has become famous worldwide for a well-known gaming title where the protagonist fought against the famous Knights Templar. On site you can discover the museum which is dedicated to them which is included in the itinerary of this tour. Continue your tour and leave for the Val d'Orcia, a UNESCO heritage area characterized by expanses of emerald hills that turn into golden fields during the summer. In this beautiful area of Tuscany you will first visit Montalcino, a village well known by Tuscans for its wine, the best in all of Tuscany. Make your visit even more special by selecting the option that includes a possible wine tasting paired with local produce. After a picturesque stroll through the streets and authentic shops you will depart for the last stop of your tour, Pienza; a famous village known for its cheese production. Take some free time and visit the Pecorino di Pienza for a spot of shopping. Witness fabulous panoramic views of Val d'Orcia before heading back to Florence for the end of your day.

The first part of your full-day tour begins with a visit to the walled medieval town of San Gimignano, the City of Fine Towers. Armed with helpful information from your tour escort you’ll have free time to explore the town’s historical center and browse its artisan shops. Visit San Gimignano, the birthplace of Vernaccia, a white wine produced exclusively in the area. The wine is noted for its high quality and for being the first Italian DOCG wine. Afterwards, stop at a winery for an optional lunch of salami, cheese, and other local products, accompanied by Chianti tasting.  Discover Val d’Orcia, another Tuscan jewel and a UNESCO World Heritage Site. Continue on to Montalcino, perched on a hill overlooking 1,500 hectares of Brunello vineyards that have contributed to the area’s international reputation. Finally, enter a local wine cellar, where you’ll have a chance to taste the renowned Brunello of Montalcino, rated among the finest Italian DOCG wines.

Experience the Tuscany Wine & Hills Tour from Siena, where you'll savor renowned wines like Chianti and Nobile di Montepulciano. Spend a day immersed in culture and wine as you explore stunning Tuscan destinations, including Pienza, and Montepulciano. Start your day by meeting our team at Viale Vittorio Veneto, 27, in front of Bar Pedrocchino, Siena, where you'll start your full-day journey exploring the region’s highlights. The adventure begins in the charming medieval village of Monteriggioni, where you'll join the other group and head over to the first canteen. Let the rolling hills of Chianti beckon you as you dive into the region's rich winemaking heritage. Visit a winery where you'll not only sample world-class wines but also learn about the craft of producing extra virgin olive oil—a blend of ancient olive varieties that embodies the essence of Tuscany. In the first cellar, you'll taste three different wines, gaining a deeper appreciation for the unique flavors and textures of each. Complement your tasting with a selection of home-produced olive oil and traditional Tuscan bread. Our knowledgeable guides will enrich your experience with insights into Tuscany's deep-rooted history, art, and rural culture. Continue your journey into the scenic Val d'Orcia, stopping first in Pienza, a town where architectural beauty meets breathtaking landscapes. Wander through lanes with evocative names and enjoy panoramic views that have inspired countless artists and poets. Take some free time to explore the town on your own and savor a leisurely lunch. Your tour then takes you to Montepulciano, where the grandeur of Renaissance architecture and the elegance of historic churches will enchant you. Delight in the traditional Nobile di Montepulciano wine as you explore the city and capture its stunning views. The adventure continues with a visit to a second winery, where you’ll taste more locally produced wines, including the renowned Nobile di Montepulciano, paired with traditional snacks. Finally, relax and enjoy the scenic drive back to Siena, bringing your Tuscan journey to a close.

Book tickets for the Tuscany Wine & Hills Tour from Florence and taste the world-famous wines: Chianti & Nobile di Montepulciano. Enjoy a full day of culture and wine, as you visit some of the most impressive destinations in Tuscany such as Monteriggioni, Pienza and Montepulciano. Begin your day by meeting our staff at Villa Costanza, Scandicci, Florence, where you’ll join your group for a full-day adventure exploring some of the region’s main sites. Your tour begins with a visit to the charming medieval village of Monteriggioni. Enjoy a delightful breakfast in this picturesque setting, surrounded by ancient walls and towers that have stood the test of time. As you savor the local flavors, take in the serene beauty of the Tuscan countryside. Let the rolling hills of Chianti draw you in as you explore the rich winemaking traditions in this iconic region. Visit a winery, where you’ll not only taste world-class wines but also discover the art of producing extra virgin olive oil—a blend of ancient olive varieties that captures the essence of the land. In the first cellar, you will try 3 different types of wine, so that you will understand in detail the differences in taste and texture between different bottles. Enjoy also a selection of their home-produced olive oil and Tuscan bread. Our local guides will lead you on a journey through history, art, and peasant culture, revealing the deep roots that have animated Tuscany for millennia. Next, continue your tour in the scenic Val d'Orcia, the first stop in Pienza, where architectural beauty and breathtaking landscapes create a perfect symphony. Stroll through lanes with evocative names and take in the panoramic views that have inspired poets and artists for centuries. Enjoy the free time to explore the town independently and have lunch. Carry on your trip to Montepulciano, where the grandeur of Renaissance architecture and the refined beauty of historic churches will captivate you, while the traditional Nobile di Montepulciano wine will delight your palate. Take your time to explore the city and take pictures. Your Tuscan adventure doesn’t stop there. Visit the second cellar and savor locally produced wines, including the esteemed Nobile di Montepulciano paired with traditional snacks. Conclude your day enjoying special views on your way back to Florence.

Start your day tour with a scenic drive from Siena to San Gimignano. Stop in Monteriggioni to see the well-preserved fortress built in the 13th century. Explore San Gimignano, admiring its many medieval towers. Listed by UNESCO, the town also boasts numerous artisanal boutiques. Head to a small family-run farm to enjoy lunch made with the farm’s seasonal products. Taste dishes prepared with saffron, and accompanied by Vernaccia wine. Continue to Volterra, stopping at a small alabaster workshop to see the ancient art of sculpting. In Volterra, admire the harmonious blend of Etruscan, Roman, Medieval, and Renaissance styles as you walk along the streets of the historic center.