Monteriggioni
Food & Gourmet Tours

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Our most recommended Monteriggioni Food & Gourmet Tours

From San Gimignano: Chianti by E-Bike with Wine Tasting

1. From San Gimignano: Chianti by E-Bike with Wine Tasting

There is no better way than by bicycle to discover the beauty and richness of this part of Italy, sharing in the passion for cycling, art, food and wine. The tour takes place in Tuscany, more specifically, in the magnificent landscapes surrounding Siena. There are, in fact, the most beautiful areas and also the most suitable for a cycling trip through Tuscany. From the seat of your electric bike, you will discover how Tuscany life flow slowly yet incessantly, creating a natural equilibrium among art, culture, and nature. Tuscany is paradise for a cycling tourist, who will be greeted by gently rolling hills embellished with winding dirt roads, curving pathways, vineyards, and shaded country roads. All of these splendors are framed by a surprisingly varied landscape where you will be able to discover abbeys, rural churches and castles. The landscape is characterized by the deep red earth, and alternates between fields of sunflowers and vineyards, and is punctuated by ancient castles and medieval hamlets. Many panoramic views allow you to see all the way to San Gimignano, overlooking forests of beautiful Italian oak and corbezzoli. The tour is crowned with a visit to the splendid medieval for tress of Monteriggioni. 

San Gimignano and Volterra: Day Tour from Siena

2. San Gimignano and Volterra: Day Tour from Siena

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. Recently 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.

From Siena: San Gimignano, Montalcino & Wine Tasting

3. 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.

Chianti and San Gimignano Sunset Tour from Siena

4. Chianti and San Gimignano Sunset Tour from Siena

Explore the notable wine region of Chianti on a full-day sightseeing and wine tasting tour from Siena. Travel in a small group of no more than 8 people, and enjoy comfortable transfers by air-conditioned vehicle. Depart Siena in the early afternoon, and drive past the vineyards of the Chianti wine lands. See dense forests of oak wood and cypress trees, neat rows of vineyards, and landscapes shaped into works of art by the combined forces of nature and mankind. Go to a Chianti wine estate to tour the grounds and wine cellars. Learn the winemaking process before sitting down to a tasting of Chianti Classico wines and olive oil. Next, descend to the medieval fortress of Monteriggioni, and marvel at its intact ring of walls and turrets. Built in the 13th century, Monteriggioni was mentioned in Dante’s “Divine Comedy.” As the sun begins to set, travel to the legendary village of San Gimignano to enjoy the romantic town after the daytime crowds have departed. Admire the medieval towers at a leisurely pace, and enjoy some free time to visit the cathedral or Civic Museum. Shop for souvenirs in the many leather and hand painted pottery stores. Sample the local produce at food shops and wine bars. Depart San Gimignano for a Tuscan dinner at an organic farm in the countryside. Taste the wines of San Gimignano, such as the notable Chianti red, Vernaccia. Weather permitting, dinner will be served on a terrace overlooking the cultivated fields and skyline of San Gimignano. Watch the sunset as you dine, before your return transfer to Siena.

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.

Chianti and Castles Tour From San Gimignano

6. 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 Florence: Chianti Half-Day Afternoon Tour

7. From Florence: Chianti Half-Day Afternoon Tour

Discover the Tuscan wine region of Chianti on a scenic guided tour by van 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. Visit a charming Chianti wine estate, enjoying a guided tour of its wine cellars and gaining an insight into the various stages of wine production. Then, sit down and taste the various wines the winery produces, paired with samples of sliced cold meats, bruschetta, and salami.  Visit a real Medieval village in Chianti hills, enjoying some free time to stroll out and breathe in the local atmosphere. You'll also have the opportunity to buy wine, olive oil, balsamic vinegar, cheese, and herbs to take home.

From Florence: Chianti, Montalcino & Montepulciano - Minivan

8. From Florence: Chianti, Montalcino & Montepulciano - Minivan

Enter the heart of Tuscany and discover medieval villages, ancient farming traditions, delicious local food and unforgettable landscapes. Driving past hills dotted with old vineyards and olive groves, we will reach the town of Greve. Here we will stop to take a look at local handicrafts and typical products of the Chianti region. Feel free to buy a souvenir to remember this charming town. We will carry on to Castellina, visiting its historic square flanked by open galleries and wandering through its narrow streets. Just outside the village, in one of the area’s best-known vineyards, you will be guided through a short tasting of different wines of the Chianti area, as well as locally produced foods including extra virgin olive oil on Tuscan bread and lavender honey. Continuing along a scenic road we will pass the medieval village of Monteriggioni, as well as the unmistakable clay landscape of the Crete Senesi. From here we will pass along green rolling hills home with ancient villages along the route of 'Via Francigena'. After stopping at a local farm, you will be served a guided lunch-tasting of the renowned Rosso di Montalcino, Brunello and Supertuscan wines, as well as a selection of authentic products of the territory and a delicious homemade fruit pie. We will then visit local wine cellars, and take some free time to enjoy the beautiful surroundings. From there we will make a stop in the medieval village of Montalcino, and visit an imposing 14th century fortress that offers one of the most beautiful views onto Val d'Orcia. Finally, after another short drive, we will reach Montepulciano, perched high above the Val D'Orcia and Val di Chiana. Take some time to explore this town, renowned for its fine wine and elegant squares, before a visit to one of the many wine-cellars of the old town.

Siena, San Gimignano and Chianti Experience

9. 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.

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What people are saying about Monteriggioni

Overall rating

4.3 / 5

based on 4 reviews

It was amazing trip with the wine tasting.Good wine and lovely condiments -balsamic vinegar(which I bought) and still learnt about Chianti wine. The highlight of our trip was our personal driver MR Duccio ,amazing energy friendly and took the extra mile to show us nice spots and we had a great time P/a:I was a bit apprehensive after My Venice experience but this was great and child friendly too

Excellent value for money especially with the 40min break in the fabulous Castle. 2nd wine tasting was fabulous the hosts where so much fun and when they noticed that we weren’t huge red wine fans they opened more white and Rose just for us.

Fantastic tour through one of the most beautiful villages in Tuscany. Our guide Georgia, gave us a lot of explanations about the history of the area, the wines, the food, wonderful.

A very nice tour through the Chianti wine region. The wine tasting was very interesting and the winery beautiful.

The best tour ever!! Our guide even added a stop to another very tiny Tuscan town.