Monteriggioni
UNESCO Sites

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Our most recommended Monteriggioni UNESCO Sites

Florence: Gimignano, Siena, Chianti Tour, Lunch & Tasting

1. Florence: Gimignano, Siena, Chianti Tour, Lunch & Tasting

Discover Tuscany on a guided day tour from Florence to the medieval cities of Siena, San Gimignano, and Monteriggioni. Enjoy views of rolling hills and vineyards, with a stop at a Chianti winery for a traditional Tuscan lunch and wine tasting. First arrive in San Gimignano, a tiny medieval town that has remained intact through the centuries. Sitting upon a hilltop, it is famous for its numerous towers, frescoes, and other art treasures. Enjoy more free time to discover this fascinating city on your own. Next, visit the charming historical hamlet of Monteriggioni, a medieval village enclosed by its famous walls, which remained standing to this day. Afterward, you will cross the Chianti rolling hills and then arrive at a small and typical winery. There, taste 4 wines, and sample balsamic vinegar and other locally produced products. Your final stop is in Siena, where you will have free time to walk along the narrow medieval streets, admiring the splendid palaces, the Cathedral, Libreria Piccolomini, and the famous shell-shaped Piazza del Campo.

From Siena: San Gimignano, Montalcino & Wine Tasting

2. From Siena: San Gimignano, Montalcino & Wine Tasting

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. San Gimignano is also 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. The tour continues on to Monteriggioni, the ancient crown-shaped fortress that appeared on Italy’s old 100-Lire currency. The 13th-century walls feature 14 towers that Dante likened to the giants in his Inferno. Afterwards, you’ll stop at a winery for a lunch of salami, cheese, and other local products, accompanied by a tasting of Chianti wines. Visit 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. The final stop of the day will be a local wine cellar, where you’ll have a chance to taste the renowned Brunello of Montalcino, rated among the finest Italian DOCG wines. Sample other typical local products as well.

Siena San Gimignano Private Full-Day Tour by Deluxe Car

3. Siena San Gimignano Private Full-Day Tour by Deluxe Car

Explore Tuscany on this tour of quaint towns and cities. After pick-up from your hotel, the tour will make its first stop in Monteriggioni. Here you can explore a medieval walled town built by the Sienese in the early 13th century. The tour continues to Siena where you will discover one of the most beautiful cities of Tuscany. Siena is famous for its annual historic horse-race, the "Palio," and for its Duomo, an art-filled cathedral that features works by Michelangelo and Donatello. Make your final stop in San Gimignano, one of the most charming and picturesque Tuscan hill towns. Medieval towers dominate the landscape of this UNESCO World Heritage town in a manner that is strikingly similar to the skyscrapers of our modern cities. During the day, you will have the option to stop in a local restaurant for lunch.

Chianti and Castles Tour From San Gimignano

4. Chianti and Castles Tour From San Gimignano

Experience the region of Chianti and immerse yourself in picturesque Tuscan scenery on this guided, multi-stop trip from San Gimignano. Visit ancient churches, medieval castles, and small villages where the rhythms of traditional life remain unaltered. Stop at 2 wineries for tours and tastings. Explore the home of one of the most famous wines in the world, with its beautiful ruby-red color and characteristic violet-scented bouquet: Chianti. This wine results from a blend of Sangiovese, Canaiolo, Merlot, and Cabernet Sauvignon grapes. Get picked up directly from your accommodation in San Gimignano, then set out to discover the breathtaking landscapes that have cradled the Chianti vineyards for centuries, presenting you with a harmony of colors that can only be found in this region. After some sightseeing, the tour continues with a visit to a charming wine estate. Here, you'll have the chance to see the area close to the famous Castle of Brolio and you'll take part in a guided tour of the castle gardens. When the tour of the garden ends, enjoy a tasting of two different wines. During this tour, you'll see the characteristic Castle of Brolio from the outside as well as the inner garden of the castle. Later, move on to another winery in the middle of the Chianti Classico area, where you'll savor a second wine tasting paired with extra virgin olive oil. The tour ends with drop-off back in San Gimignano.

From Rome: Siena, Chianti, Wine Tasting and Lunch

5. From Rome: Siena, Chianti, Wine Tasting and Lunch

This tour has been designed to showcase the very best of Tuscany in just one-day and is perfect for travelers who only have a short amount of time. The day begins with departure from Rome at 6:45am on a fast speed train to Florence. Upon arrival in Florence, head to the meeting point sent to your email to meet your guide and set out on your sightseeing adventure. The first stop of the day is the historic city of Siena, which is bursting with rich architectural styles, best showcased at the cathedral and the old palace. After a brief guided walking tour of Siena, enjoy free time to explore on your own. Wander around the quaint streets of this magical town, have a traditional Italian lunch at one of the many cafés, or shop for handmade crafts and souvenirs. Continue the tour to the walled town of Monteriggioni next, which was the filming location of the blockbuster movie, Gladiator. Arrive at the UNESCO World Heritage Listed San Gimignano next, which is the most famous walled medieval town in Tuscany, and nicknamed the ‘Manhattan of Tuscany’ due to its many towers. Armed with tips and recommendations from your guide, head out on your own adventure in the town and visit the sights and attractions that interest you most. Don’t forget to stop by the store of the world-champion gelato maker, and treat yourself to a seriously sweet treat. During the day, ride through the rolling countryside of Chianti and soak up the charming scenic views on the way to an authentic Tuscan winery. Against the backdrop of luscious vineyards and olive groves, enjoy a spectacular lunch with a wine and olive oil tasting session. At the end of a truly unforgettable day, head back to Rome, arriving at approximately 8 PM.

Florence: Private Siena, San Gimignano and Chianti Tour

6. 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.

Siena & San Gimignano Day Tour & Wine Tasting from Rome

7. Siena & San Gimignano Day Tour & Wine Tasting from Rome

Visit the cities of San Gimignano and Siena on a full-day trip from Rome. Begin by crossing the beautiful hills of Chianti to arrive first in San Gimignano, a picturesque, fascinating, medieval town declared a UNESCO World Heritage Site, and famous for its white wine, the world-renowned Vernaccia. You will have time to wind your way through the narrow streets and admire the landscape surrounding the village. Then continue to Monteriggioni, a medieval town with well-preserved walls and towers. Here you can taste Chianti red wine along with homemade snacks. Finally, make your way to Siena and visit the historic center, also a UNESCO World Heritage Site. See Piazza del Campo, one of the most splendid examples of Gothic civil architecture in the world. View the magnificent Palazzo Pubblico with its bell tower, Torre del Mangia. Then walk to the Siena Cathedral, a church representative of Italian Romanesque-Gothic architecture. In the late afternoon, begin your return trip to Rome.

Siena, San Gimignano and Chianti Experience

8. Siena, San Gimignano and Chianti Experience

Explore the essence of Tuscany: Siena, San Gimignano and Monteriggioni are waiting to be discovered. The first step is Siena. Here, be welcomed by a local guide that will lead you through the most typical spots such as Piazza del Campo and Piazza del Duomo, where you can appreciate the authentic medieval atmosphere which makes this town special and unique. After that you will have an hour of free time that you can spend to visit the Duomo, do some shopping or simply enjoy the local deliciousness. Back in the minivan, head to the lovely town of Monteriggioni. Built in 1213, its fame was so big that the great poet Dante Alighieri made a sign to his round enclosure in the Divine Comedy. Here, finally, have lunch in a typical restaurant and have the chance to taste local food and wine. In the afternoon, reach San Gimignano, where you will have free time to discover the town and admire the amazing landscape. The city of beautiful towers, has been nominated as a UNESCO world heritage site as an example of a medieval town. At the end of the visit, come back to Florence in full comfort just in time for the sunset.

From Florence: 4-Day Tuscany Highlights Tour

9. From Florence: 4-Day Tuscany Highlights Tour

Day 1: After checking in to your hotel, begin your day with a guided tour of the Uffizi Gallery and learn more about the oldest and most famous art collection in the world.  Following the Uffizi, join a tour of Florence's most iconic streets and squares with a professional guide. Stroll through the stunning Santa Maria del Fiore Cathedral, the Old Bridge, the Signoria Square with its replica of Michelangelo’s David, the Republic Square and more. Day 2: Crossing the beautiful Chianti hills, arrive at the walled town of Monteriggioni. Drink in the town's century-old history and relive the Medieval atmosphere before continuing to Siena, famous for its splendid examples of Gothic architecture, and enjoy a light lunch in a cozy restaurant where you can try traditional Tuscan products.  Next, drive to San Gimignano, a UNESCO World Heritage Site famous for its wine. At the end of the day, head to the Chianti area and marvel at its picture-perfect landscapes. Sample the region's best red wine in a rustic wine estate along with home-made aperitifs and olive oil tastings. Day 3: After breakfast, begin the journey to Cinque Terre National Park for an unforgettable day in one of the most enchanting landscapes in the world. Discover five villages suspended between sea and land, where you can sunbathe or swim in one of the area's many beaches before taking the boat to Vernazza, a seaside town surrounding a small natural port. Day 4 Today, enjoy a guided tour of the Florentine Dome and enjoy panoramic views of the entire city from its peak. Afterward, enjoy a guided tour of the Accademia, where you can see Michelangelo's masterpiece, David.

Frequently asked questions about Monteriggioni UNESCO Sites

What are other things to do than UNESCO Sites that are worth visiting in Monteriggioni?

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Other Sightseeing Options in Monteriggioni

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What people are saying about Monteriggioni

Overall rating

4.5 / 5

based on 57 reviews

We really enjoyed the day trip. Danielle, our tour guide was very welcoming and informative. She also gave great recommendations of things to visit in the little towns. Visiting the winery with lunch was a great experience too. It is a long day, but good value for money.

Friendly tour guide and just the right amount of commentary! I was skeptical about the 3 course lunch and wine tasting, but it was amazing! Included balsamic and olive oil as well. Amazing deal and amazing experience

The trip was great. Guide was very friendly and helpful, everything went according to the plan and exactly as written in the description. Great deal for that price!

Пътуването беше много добре организирано и изпълнено. Иван беше чудесен гид.

The tour was well organized, informative, interesting. I can only recommend.