Private Wine & Culture Tour Hidden Tuscany: Pitigliano & Sovana

Florence , Italy

Private Wine & Culture Tour Hidden Tuscany: Pitigliano & Sovana

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About this experience

Uncover the untouched charm of Southern Tuscany on this exclusive full-day private tour to Pitigliano and Sovana—two of the region’s most captivating and lesser-known medieval towns. Ideal for wine lovers, history enthusiasts, and culture seekers, this experience combines local flavors, Etruscan heritage, and breathtaking scenery far from the tourist crowds.

Highlights:

Explore Pitigliano, known as “Little Jerusalem,” with its striking cliffside views, ancient Jewish quarter, and Etruscan caves.

Visit Sovana, a charming village steeped in history, home to Romanesque architecture and ancient necropolises.

Enjoy exclusive wine tastings at local cellars, paired with traditional Tuscan bites like pecorino cheese, cured meats, and bruschetta.

Travel in comfort with private transportation and a dedicated English-speaking guide.

Available options

Private Wine & Culture Tour Hidden Tuscany: Pitigliano & Sovana

Pickup included

What's included

Private transportation

Air-conditioned vehicle

Wine & Food Tasting

Private Guide

Detailed itinerary

Let yourself be amazed by Pitigliano: this beautiful town in the province of Grosseto placed on a tuff cliff is one of the main attractions of southern Tuscany, and as soon as you see its profile in the distance it is not difficult to understand why. Pitigliano is a village with many historical monuments and museums, which maintains the atmosphere of a typical Tuscan center, surrounded by the rare beauty. Pitigliano carries within itself a series of testimonies of an important Jewish community that lived here from 1600 until the unification of Italy, when the Jews of the place decided to move to larger and richer cities such as Florence and Rome. But the Jewish past has remained, so much so that it is affectionately nicknamed “the little Jerusalem“.

Sovana is a small village in the Maremma, located on a tuff spur, which still retains the appearance of a classic medieval village. The origins of Sovana (formerly Suana) are very ancient, of its illustrious history have come down to us numerous and valuable monuments, witnesses of the power and wealth of the Etruscans, the Church and the Aldobrandeschi. Sovana is as if suspended in time. Its medieval appearance perched on tuffs in a unique scenario in the world, with its characteristic vegetation, overhangs, mysterious cave ways carved into the rock, opens a window on the past that takes us to the times of the Etruscan civilization, with the necropolis rich in splendid and refined tombs.

Available languages

Guide guide

EN IT

Reviews breakdown

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Important information

Suitable for all physical fitness levels

the alcohol are not offered for under 18.

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