Unveiling the Charm of Montalcino and Its Iconic Brunello Wines

Florence , Italy

Unveiling the Charm of Montalcino and Its Iconic Brunello Wines

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About this experience

Departing from Florence, enjoy a scenic drive through the Tuscan hills before reaching Trequanda, a charming medieval village in the Val di Chiana. Here, you can explore the Rocca di Trequanda, a well-preserved fortress with Ghibelline battlements, and the nearby Church of Saints Peter and Andrew, known for its stone&brick façade.

The highlight of the stop is a visit to a local farm, where you’ll learn the techniques behind creating a Supertuscan wine. You’ll even blend and label your own bottle, becoming a winemaker for a day and taking home a unique souvenir.

The journey continues to Montalcino, famous for its prestigious Brunello wine. Enjoy views over the Val d’Orcia, visit the impressive Montalcino Fortress, and stroll through Piazza del Popolo. A short distance away stands the beautiful Abbey of Sant’Antimo, an excellent example of Romanesque architecture. Your day concludes at a local winery with a guided tour and a Brunello tasting, celebrating an authentic flavor of Tuscany.

Available options

English Tour

Pickup included

Italian Tour

Pickup included

What's included

Free time for sightseeing

"Winemaker for a day" experience in Trequanda

Winery visit and wine tasting in Montalcino

Detailed itinerary

Trequanda is a picturesque medieval village nestled in the heart of Tuscany, between the rolling landscapes of the Val d'Orcia and the Crete Senesi. Rich in history and local charm, the village offers a peaceful atmosphere far from the crowded tourist routes, making it an ideal stop for those seeking authenticity and relaxation.
Its historic center features narrow cobbled streets, traditional stone houses, and the beautiful Church of Saints Peter and Andrew, known for its Romanesque architecture and striking black-and-white facade. Nearby, the ruins of the ancient Cacciaconti Castle, with its distinctive round tower, stand as a reminder of Trequanda’s noble past.
Surrounded by vineyards and olive groves, Trequanda is also known for its high-quality extra virgin olive oil and deep-rooted agricultural traditions. The village is part of the "Città dell’Olio" network and hosts seasonal festivals celebrating local food and culture.

Stop 2

Montalcino is a charming medieval town perched on a hilltop in southern Tuscany, offering panoramic views of the surrounding valleys, vineyards, and rolling hills. Best known as the home of Brunello di Montalcino, one of Italy’s most prestigious wines, the town is a true paradise for wine lovers and cultural travelers alike.
Its historic center is a maze of narrow streets, artisan shops, and traditional trattorias, all framed by ancient stone buildings that reflect its rich past. The imposing fortress, or Rocca, dating back to the 14th century, still stands guard over the town and hosts wine events and tastings throughout the year.
Montalcino is surrounded by a stunning natural landscape dotted with vineyards and cypress-lined roads, making it a perfect destination for scenic drives and relaxing countryside escapes. With its blend of wine excellence, history, and Tuscan charm, Montalcino captures the very essence of this iconic region.

Stop 3

Winetasting in Estate

Available languages

Guide guide

EN IT

Important information

Infants and small children can ride in a pram or stroller

Service animals allowed

Public transportation options are available nearby

Specialized infant seats are available

Suitable for all physical fitness levels

The consumption of alcoholic beverages is prohibited for individuals under 18 years old

Meeting point

Please wait for your driver in front of the National Library

About Florence

Florence, the capital of Italy's Tuscany region, is a treasure trove of art, architecture, and history. Known as the birthplace of the Renaissance, it's home to iconic masterpieces, stunning cathedrals, and a rich cultural heritage that continues to captivate visitors from around the world.

Top Attractions

Duomo

The Florence Cathedral, known as the Duomo, is a masterpiece of Renaissance architecture. Its iconic dome, designed by Brunelleschi, offers panoramic views of the city.

Architecture/Religious 2-3 hours Free to enter the cathedral, €18 for the climb to the dome

Uffizi Gallery

One of the world's most famous art museums, the Uffizi Gallery houses works by Botticelli, Michelangelo, and Leonardo da Vinci.

Museum/Art 2-3 hours €20

Ponte Vecchio

A medieval stone bridge famous for its jewelry shops. It's one of the most iconic landmarks in Florence.

Architecture 30 minutes to 1 hour Free

Piazzale Michelangelo

A panoramic terrace offering breathtaking views of Florence. It's a perfect spot for sunset and photography.

Scenic Viewpoint 1-2 hours Free

Accademia Gallery

Home to Michelangelo's famous statue of David, the Accademia Gallery is a must-visit for art lovers.

Museum/Art 1-2 hours €16

Must-Try Local Dishes

Bistecca alla Fiorentina

A thick-cut, grilled T-bone steak, seasoned simply with salt and pepper. It's a must-try for meat lovers.

Dinner Contains beef, not suitable for vegetarians or vegans

Ribollita

A hearty vegetable and bread soup, traditionally made with leftover bread and vegetables. It's a classic Florentine dish.

Lunch/Dinner Vegetarian, can be made vegan

Lampredotto

A Florentine street food made from the fourth and final stomach of a cow. It's typically served in a sandwich.

Lunch Contains beef, not suitable for vegetarians or vegans

Cantucci

Almond biscotti traditionally served with Vin Santo, a sweet Tuscan wine. They are crunchy and perfect for dipping.

Dessert Contains almonds, can be made gluten-free

Popular Activities

Hiking in the Tuscan countryside Cycling tours Hot air balloon rides Wine tasting tours Spa day at a luxury hotel Strolling through the gardens of Villa medici Visiting museums and art galleries Attending opera or concerts

Best Time to Visit

April to June, September to October

These months offer pleasant weather and fewer crowds compared to the summer peak. Ideal for sightseeing and outdoor activities.

15-28°C 59-82°F

Practical Information

Language

Official: Italian
Widely spoken: English, French, Spanish
English: Moderately spoken

Currency

Euro (EUR)

Time Zone

GMT+1 (CET), GMT+2 (CEST during daylight saving time)

Electricity

230VV, 50HzHz

Safety Information

Overall Safety Rating: Generally safe

Florence is generally safe for tourists, but pickpocketing and petty theft can occur, especially in crowded areas. Be aware of your surroundings and take precautions to protect your belongings.

Important Precautions:

• Keep valuables secure and out of sight
• Be cautious of your surroundings, especially in crowded areas
• Use licensed taxis or ride-sharing apps

Getting there

By air

Florence Airport • 5 km from city center
Pisa International Airport • 85 km from city center

By train

Santa Maria Novella Station

By bus

Villa Costanza Bus Station, Florence Airport Bus Terminal

Getting around

Public transport

The bus network covers the entire city and is the primary mode of public transport. Buses are frequent and reliable.

Taxis

Available • Apps: MyTaxi, FreeNow

Rentals

Car, Bike, Scooter

Neighborhoods

Santa Maria Novella Oltrarno San Lorenzo Santa Croce

Day trips

Siena

70 km from Florence • Half day to full day

A medieval city known for its stunning Piazza del Campo and the Palio, a traditional horse race held twice a year.

Pisa

85 km from Florence • Half day

Home to the iconic Leaning Tower of Pisa, this city offers a mix of historic sites and scenic views.

Chianti Wine Region

30-50 km from Florence • Full day

A picturesque wine region known for its rolling hills, vineyards, and charming villages.

Festivals

Festa di San Giovanni • June 24 Calcio Storico Fiorentino • June (dates vary) Firenze dei Fiori • April to June

Pro tips

Visit major attractions early in the morning or late in the afternoon to avoid crowds
Book tickets for popular attractions in advance to save time and avoid long queues
Explore the city's hidden gems, such as the Oltrarno neighborhood and the secret passages of the Palazzo Vecchio
Try local specialties like Bistecca alla Fiorentina, Ribollita, and Lampredotto
Learn a few basic Italian phrases to enhance your experience and connect with locals