Private Siena & San Gimignano Day from Florence with Chauffeur

Florence , Italy

Private Siena & San Gimignano Day from Florence with Chauffeur

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About this experience

Enjoy a full-day private Siena and San Gimignano experience from Florence, traveling in comfort with your English-speaking driver in a luxury Mercedes-Benz sedan or van.

This 8-hour tour leads you through the Tuscan countryside to Siena, a historic medieval city known for its architecture, traditions, and iconic old town. After free time to explore independently, continue to San Gimignano, famous for its medieval towers, charming streets, and panoramic views.

Lunch time is scheduled in San Gimignano, with the option to reserve a table at a local restaurant offering traditional Tuscan cuisine and wine. Lunch is not included and is paid directly at the restaurant.

Unlike standard group tours, this experience is completely private and fully customizable, with door-to-door service, a relaxed pace, and flexibility throughout the day. Your chauffeur will share local insights and cultural information during transfers.

Licensed guides are not included and must be requested in advance.

Available options

Private Siena & San Gimignano Day from Florence with Chauffeur

Pickup included

What's included

Private English-speaking chauffeur

Luxury Mercedes-Benz sedan or van

Pickup and drop-off anywhere in Florence

Fully customizable itinerary

Detailed itinerary

Pickup directly from your hotel, apartment, or preferred location in Florence.

Meet your English-speaking chauffeur, who will be at your disposal for the full 8 hours in a luxury Mercedes-Benz sedan or van.

During the drive, your chauffeur will share historical background, cultural insights, and local knowledge about Tuscany and the destinations you’ll visit.

Arrive in Siena, one of Tuscany’s most atmospheric medieval cities, renowned for its preserved historic center and deep-rooted traditions. Guests will have free time to explore the city independently, soaking in its unique character, narrow streets, and monumental squares at their own pace.

Highlights you may see in Siena include:

- Piazza del Campo
- Siena Cathedral (Duomo di Siena)
- Historic Contrade neighborhoods
- Medieval streets and viewpoints

A private licensed guide can be arranged in advance for a guided walking tour of Siena.

After Siena, your chauffeur will drive through the rolling Tuscan countryside to San Gimignano, a UNESCO-listed hill town famous for its skyline of medieval towers. Time is scheduled here for lunch.

Optional Lunch Arrangement:

Upon request, we can reserve a table at a local restaurant, where guests can enjoy traditional Tuscan cuisine paired with local wine.

Lunch is not included and is paid directly at the restaurant.

Following lunch, enjoy free time to explore San Gimignano independently. This charming town offers a compact and walkable historic center, perfect for a relaxed visit and scenic views over the countryside.

Highlights you may see in San Gimignano include:
- Medieval towers (including Torre Grossa)
- Piazza della Cisterna
- Collegiata di Santa Maria Assunta
- Artisan shops and panoramic viewpoints

Relax during the scenic drive back to Florence.
Drop-off at any location of your choice within the city.

What's not included

Private licensed tour guides (Available on request)

Lunch (Available on request)

Gratuities (Optional)

Available languages

Guide guide

EN IT

Reviews breakdown

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Important information

Wheelchair accessible

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

Foldable wheelchairs only (Must fit in the vehicle trunk)

Guests has to be able board the vehicle independently

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