Florence Day Trip: Chianti Wine Tasting, Siena, San Gimignano
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9h
For a full refund, cancel at least 24 hours before the scheduled departure time.
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Mobile or paper ticket accepted
About this experience
Experience the best of Tuscany on this Florence day trip to Chianti, Siena, and San Gimignano. Enjoy a Chianti wine tasting at a local estate, explore the medieval streets of Siena and San Gimignano, and savor a delicious Tuscan lunch with regional specialties included in your tour. Led by a local expert guide, this small-group tour combines culture, history, and food for the ultimate Tuscan adventure.
Available options
Private Tuscany from Florence
Siena, San Gimignano & Chianti: Enjoy a Siena guided tour, a gourmet lunch at a vineyard in Chianti, and free time to explore San Gimignano at your own pace.
Small Group Tour
Group Tour
What's included
Expertly guided walking tour of Siena
Expertly guided walking tour of San Gimignano (valid only for the group tour))
Expert English-speaking guide
Designated professional driver
Gourmet lunch and wine tasting in Chianti
Air-conditioned transport
Detailed itinerary
1
Your driver and guide will pick you up in a comfortable, air-conditioned transport in central Florence and drive you through the hills of Tuscany. You'll pass the best panoramic viewpoint of Florence and pause for pictures.
2
Siena is one of the best-preserved examples of medieval Italian architecture in the world. Spared German bombing in WWII, this time capsule of ancient, precarious-looking buildings is home to the Palio, one of the greatest and most dangerous horse races in the world.
3
Stop 3
Your expert tour leader will immerse you in the unique history and culture of Siena as you explore its narrow streets including an exterior visit to the Siena Cathedral - a Tuscan gem!
4
Stop 4
Pause amidst the square where fervent horses race to win the honor of bringing home the palio - a handpainted silk banner of the highest regard.
5
Stop At: Chianti
Walking the hills of Tuscan towns will make you hungry so your next stop is an authentic Italian family farm where some of our good friends will give you a behind-the-scenes tour of the vineyards, winery, and wine cellars before sitting you down for a sumptuous, all-inclusive lunch of local, seasonal ingredients. Your meal will be paired with Chianti wines specially selected to perfectly complement the flavors of each dish.
6
After indulging your taste buds, indulge your imagination with a final stop at San Gimignano, a town of such unique architectural beauty it has been designated a UNESCO World Heritage Site.
Please note that the private option does not include a guided tour of San Gimignano. Guests will instead enjoy extended free time to explore the town at their own pace.
7
Stop 7
At the end of the day, hop aboard your comfortable private coach bus back to Florence. We've taken care of the logistics so all you have to do is enjoy the food, the sights, and the scenery.
What's not included
Gratuities
Hotel Pick-Up/Drop-Off
Available languages
Guide guide
EN
Reviews breakdown
Viator
4.7
136 reviews
5★
114
4★
13
3★
7
2★
0
1★
2
Tripadvisor
4.8
125 reviews
5★
106
4★
16
3★
1
2★
0
1★
2
Important information
Public transportation options are available nearby
Specialized infant seats are available
Suitable for all physical fitness levels
Unfortunately due to the nature of this tour it is not suitable for guests with mobility impairments or with wheelchairs, or strollers.
This is a walking tour. Guests should be able to walk at a moderate pace without difficulty.
Those with dietary restrictions need to contact us after booking the tour so we can arrange your lunch. Unfortunately, we cannot accommodate vegans or those with celiacs.
Tickets for the Siena Cathedral are not included in the tour price. If you wish to visit the Cathedral, your guide will assist you. The Cathedral is closed on Sundays and for certain holy days.
In order to get into the city center, we utilize small luxury minivans. This allows us to avoid the parking lots outside of the center requiring us to walk. Your guide may need to split time between vehicles on groups larger than 8.
Please note that the private option does not include a guided tour of San Gimignano. Guests will instead enjoy extended free time to explore the town at their own pace.
Meeting point
Please arrive 15 minutes prior to the start of your tour, your guide will be holding a green Walks sign. This tour meets by the Carousel in Piazza della Repubblica.
Important notes
- Please arrive 15 minutes before your tour start time for check-in. Out of courtesy to other guests, we’re unable to wait for latecomers. No refunds can be provided for late arrivals or no-shows.
- Those with dietary restrictions or food allergies need to email our Guest Experience team at info@takewalks.com after booking the tour so we can arrange your lunch.
- If you are traveling with a small child, please contact us. We need to confirm space on the vehicle for them.
- Luggage and/or strollers are not allowed on this tour as there is no extra storage space on the vehicle.
- In order to get into the city center, we utilize small luxury minivans. This allows us to avoid the parking lots outside of the center requiring us to walk. Your guide may need to split time between vehicles on groups larger than 8.
- Tickets for the Siena Cathedral are not included in the tour price. If you wish to visit the Cathedral, your guide will assist you. The Cathedral is closed on Sundays and for certain holy days.
- Please note that the private option does not include a guided tour of San Gimignano. Guests will instead enjoy extended free time to explore the town at their own pace.
- Tips/gratuities (for your guide) are always appreciated.
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
From $25
per person
Price varies by option
Secure booking
Free cancellation available
Instant confirmation
