Best of Tuscany: Siena, San Gimignano & Winery Tour with Lunch

Florence , Italy

Best of Tuscany: Siena, San Gimignano & Winery Tour with Lunch

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About this experience

Looking for an effortless way to discover Tuscany from Florence? Craving a visit to a renowned Chianti winery and a glimpse of the breath-taking vistas in San Gimignano? Look no further, for you have found the ideal tour!

With round-trip transportation and a tour leader to accompany you on your Tuscan adventure, all you have to do is sit back, enjoy local wines, and let the beauty of this region overwhelm you.

First stop, on the day, will be Historic Siena - known for its famous Palio races. Where you'll enjoy some free time after visiting its main square with our trip leader.

Next, onwards to a traditional winery for a wine tasting and delicious local lunch! After learning about the wine making process a wine tasting and delicious lunch, we'll proceed to the final stop for the day.

San Gimignano, also known as the Medieval Manhattan s is a must-visit when in Tuscany. Enjoy leisure time in the fairytale like city before being whisked back to Florence.

Available options

Best of Tuscany: Siena, San Gimignano & Winery Tour with Lunch

What's included

Local and fun, English-speaking trip leader

Enjoy a wine tasting, sampling 6 of the region’s finest wines.

Free time in the picturesque medieval town of San Gimignano

Guided tour of the cellar and vineyards at a family-run Chianti winery.

Explore charming Siena with free time to visit the Cathedral (ticket excluded)

Round-trip Transportation from Florence in an Airconditioned Vehicle

Savor a traditional 3-course Tuscan lunch featuring local specialties

What you'll see

Kick off your Tuscan adventure with a warm welcome from your tour leader in Florence. Your journey begins with a scenic, 1.5-hour drive through Tuscany’s hills and vineyards in our comfortable, air-conditioned transport, setting the tone for an unforgettable day. First stop: the stunning city of Siena!"

What's not included

Hotel pick up / drop off

Entry to the Siena Cathedral

Entrance fees to ticketed places in San Gimignano

Gratuities (optional)

Available languages

Guide guide

Reviews breakdown

Viator 4.6

40 reviews

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4★

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1★

Tripadvisor 4.8

37 reviews

5★

4★

3★

2★

1★

Important information

Public transportation options are available nearby

Specialized infant seats are available

Not recommended for pregnant travelers

Travelers should have at least a moderate level of physical fitness

Due to traffic regulations, all children must be seated. Car seats are available upon request which must be made at least 72 hours in advance.

If you have any food allergies or intolerances, please contact us immediately to let us know. We work with our local vendors to plan menus ahead of time so having this information before your tour is important. Please note that there are some occasions where certain allergies cannot be accommodated.

Meeting point

Please arrive 15 minutes early to check in for your tour. From Santa Maria Novella Train Station, follow the signs toward Piazzale Montelungo (bus terminal area). Next to the Piccolo Ristoro kiosk. Look for our friendly staff in red, holding a bright red 'The Tour Guy' sign!

Important notes

• It is the responsibility of all visitors to be at the meeting point 10 - 15 minutes before departure. Guests arriving after departure cannot be accommodated, & missed tours or tickets cannot be refunded.
• Mandatory: All participants are required to carry a valid government-issued picture ID on them during our tours.
• We regret that we are unable to accommodate guests with wheelchairs or any walking impairments on our group tours. We are also unable to accommodate strollers or baby carriages.
• TTG reserves the right to alter itineraries for reasons of safety, restoration, maintenance, adverse weather conditions or occasional events.
• TTG runs tours rain or shine and no refunds will be issued due to inclement weather.
• We will do everything within our power to ensure timings and itineraries are respected, however, due to issues beyond our control, timings and sites are subject to last minute changes on rare occasions.
• If you have any food allergies or intolerances, please contact us immediately to let us know. We work with our local vendors to plan menus ahead of time so having this information before your tour is important. Please note that there are some occasions where certain allergies cannot be accommodated.
• Please note that the legal drinking age in Italy is 18, we are unable to serve alcoholic beverages to minors.
• DRESS CODE: Entrance into any religious site requires a strict dress code (such as Siena's Cathedral). Knees and shoulders MUST be covered for both men and women.

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