Montepulciano Montalcino and Cortona Guided Tour

Florence , Italy

Montepulciano Montalcino and Cortona Guided Tour

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11h

For a full refund, cancel at least 24 hours before the scheduled departure time.

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About this experience

Embark on a captivating journey through Tuscany, starting from Florence and heading to the ancient hilltop town of Cortona. Famous for its Etruscan origins and its role in "Under the Tuscan Sun", Cortona enchants visitors with medieval architecture, breathtaking views, and authentic charm. Next, explore Montepulciano, a Renaissance gem known for its "Vino Nobile di Montepulciano". Enjoy a guided tasting in a historic underground cellar, where you’ll uncover the secrets of this prestigious wine. Afterward, you’ll have free time to explore the town, a filming location for "New Moon" and "Medici: Masters of Florence".

Continue through the rolling landscapes of Val d'Orcia, a UNESCO World Heritage Site, before arriving in Montalcino, home of the legendary "Brunello di Montalcino". Visit a renowned winery for a tasting of exquisite wines. This unforgettable tour ends with a return to Florence, leaving you with memories of Tuscany’s beauty, history, and flavors.

Available options

Montepulciano Montalcino and Cortona Guided Tour

What's included

Wine tasting including Vino Nobile di Montepulciano in a historic underground cellar

Unique opportunity to purchase the wines and the local products you have enjoyed

Wine tasting including Rosso di Montalcino and Brunello

Ceramic decoration demonstration

Licensed Tour Escort

Assistance at the meeting point

Transport by air-conditioned Mini Coach

Detailed itinerary

Montepulciano, a jewel of Tuscany, is a medieval hilltop town renowned for its Renaissance architecture, stunning landscapes, and world-famous wine. Surrounded by rolling vineyards, this charming town is home to the prestigious Vino Nobile di Montepulciano, one of Italy’s finest wines. As you stroll through its winding cobblestone streets, you’ll discover elegant palaces, ancient churches, and breathtaking panoramic views of the Tuscan countryside. The heart of Montepulciano is Piazza Grande, a picturesque square lined with historic buildings, including the majestic Palazzo Comunale and the stunning Duomo. Wine lovers can visit traditional cellars carved into the town’s underground vaults for tastings of the region’s celebrated wines. With its blend of history, culture, and exquisite flavors, Montepulciano offers an unforgettable experience, capturing the essence of Tuscany’s timeless charm.

Stop 2

Montalcino, a picturesque hilltop town in Tuscany, is world-famous for producing Brunello di Montalcino, one of Italy’s most prestigious wines. Surrounded by rolling vineyards and olive groves, this medieval gem offers breathtaking panoramic views of the Tuscan countryside. Its historic center is a delightful maze of narrow streets, charming piazzas, and elegant stone buildings. The imposing 14th-century fortress, Rocca di Montalcino, stands as a symbol of the town’s rich past, offering stunning views from its ramparts. Visitors can explore historic churches, such as Sant’Agostino and the Abbey of Sant’Antimo, a beautiful Romanesque monastery just outside town. Wine enthusiasts can enjoy tastings at traditional wineries, discovering the deep flavors and heritage of Brunello. With its perfect blend of history, culture, and gastronomy, Montalcino is an unmissable destination for those seeking the authentic beauty of Tuscany.

Cortona, a charming hilltop town in Tuscany, is a place where history, art, and breathtaking landscapes come together. Enclosed by ancient Etruscan walls, this medieval gem offers stunning panoramic views of the Val di Chiana and Lake Trasimeno. Its historic center is a maze of narrow stone streets, lively piazzas, and elegant Renaissance buildings. The heart of Cortona is Piazza della Repubblica, home to the grand Palazzo Comunale. Art lovers can explore the MAEC Museum, which houses fascinating Etruscan artifacts, and the Church of San Francesco, a masterpiece of medieval architecture. Cortona is also famous for its role in the book and film *Under the Tuscan Sun*, adding to its romantic allure. Whether you’re savoring local Tuscan cuisine, admiring breathtaking sunsets, or soaking in the town’s rich history, Cortona offers an unforgettable experience filled with charm, culture, and timeless beauty.

What's not included

Pick up from/to Hotel

Available languages

Guide guide

Important information

Public transportation options are available nearby

Infants are required to sit on an adult’s lap

Suitable for all physical fitness levels

It is advisable not to book tours on the same day, with close times

Please leave a Whatsapp number where you will be contacted by our support once you have booked the tour with us

Please be advised that it is required to bring your original ID with you during the tour

Meeting point

at the end of the ramp connecting with the train station

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