Pienza and Montepulciano Private Wine Tour

Florence , Italy

Pienza and Montepulciano Private Wine Tour

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About this experience

Experience a full day private tour in Pienza and Montepulciano, exploring the UNESCO World Heritage site of Val d'Orcia, celebrated for its stunning beauty and nature. Your adventure begins with a morning pickup from your accommodation by our driver.
Discover the renowned cities of Montepulciano and Pienza in a unique way by exploring their underground attractions. In Pienza, visit the crypt and labyrinth, then stroll along charming streets like Via del Bacio. Next, head to Montepulciano for a panoramic view at the Church of San Biagio before descending into the underground city, which connects seven historic buildings and features the Well of Love. The tour concludes with a tasting of Montepulciano's prestigious wine.

Available options

Price Per Person

Pickup included

What's included

English-speaking driving

Traditional lunch

Entrance and visit to the Underground City of Montepulciano with wine tasting included

Entrance and free visit to the Crypt of Pienza including two levels of the Underground Labyrinth

Pick up and drop off at the Hotel

Stop at the Church of San Biagio di Montepulciano

Detailed itinerary

Explore the Crypt of Pienza, which features two levels of an intriguing Underground Labyrinth. Here, you’ll learn about the history of the crypt and admire its unique architecture. After the visit, take a stroll along Via del Bacio, enjoying the charming streets of Pienza.

Stop at the Church of San Biagio, a beautiful Renaissance church offering panoramic views of the surrounding countryside. Learn about its architectural significance and enjoy the serene atmosphere before continuing your journey to Montepulciano.

Descend into the Underground City of Montepulciano, where you'll explore tunnels connecting seven historical buildings. This fascinating journey includes viewing the Well of Love and learning about the historical significance of the underground structures. The tour concludes with a tasting of Montepulciano's prestigious wines, enhancing your experience of this remarkable location.

Discover the underground wonders of Pienza by visiting the crypt and underground labyrinth, spread across two levels. You’ll also have time to stroll through the charming streets of Pienza, such as the famous Via del Bacio.

What's not included

Gratuities (optional)

Available languages

Guide guide

EN IT ES

Important information

Public transportation options are available nearby

Infants are required to sit on an adult’s lap

Not recommended for travelers with spinal injuries

Not recommended for pregnant travelers

Not recommended for travelers with poor cardiovascular health

Suitable for all physical fitness levels

We can accommodate dietary restrictions such as vegetarian, vegan, gluten-free, etc. If you have dietary requirements, please indicate them when booking.

Note: The remaining time in the tour will be allocated for pick-up and drop-off transport, the visit to the crypt of Pienza, and the wine tasting. Each stop has been timed to ensure you have ample time to enjoy all the attractions while fitting comfortably within the 8-hour tour.

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