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Chianti tours from Florence
The classic experience – two vineyard visits garnished by wine and fresh local munchies!
- Board a comfortable AC bus from Florence for your wine-tasting trip to Chianti, the enchanting namesake of its famous Italian red.
- Sample delicious wines at two Chianti Classico vineyards, and taste other signature products with some silky olive oil!
- Learn how the production process works as you tour the historic cellars and fields in your chosen language, from a variety of options.
- Soak in the Tuscan countryside dotted with farms and olive groves on this classic vinery experience.
The classic experience – two vineyard visits garnished by wine and fresh local munchies!
- Board a comfortable AC bus from Florence for your wine-tasting trip to Chianti, the enchanting namesake of its famous Italian red.
- Sample delicious wines at two Chianti Classico vineyards, and taste other signature products with some silky olive oil!
- Learn how the production process works as you tour the historic cellars and fields in your chosen language, from a variety of options.
- Soak in the Tuscan countryside dotted with farms and olive groves on this classic vinery experience.
Inclusions
- Half-day trip around Chianti
- Expert local guide in English, Spanish, Italian, Portuguese, or Chinese
- Pick up from Florence
- Round-trip AC bus transfer
- 2 vineyard visits and wine tastings with snacks
- Tip: You have the chance to buy authentic Tuscan products right at the source! Carry a little extra cash if you'd like to take home a treat.
- This experience is not accessible by wheelchair and pram/strollers.
- Safety is a priority so the wine tasting experience is restricted for guests under the age of 18 years.
- Guests under the age of 18 years can join the tour if they are each accompanied by at least one adult.
- You can cancel these tickets up to 48 hours before the experience begins and get a full refund.
Itinerary
TOTAL DURATION7 hours 30 mins
MODE OF TRANSFERA/C Bus
START POINT
Piazzale Montelungo
Set off along the scenic Chiantigiana road from your meeting point in central Florence.
78.3 kms
71 mins
1
Siena
90 mins
2 attractions
Get ample free time to immerse yourself in the city's medieval charm. There's lots to explore – like the world's oldest bank, Banca Monte dei Paschi!
Things to do
1. Medici Fortress
Take a stroll to this red-bricked fort, admire the surrounding Rimembranza Park, and gaze out at panoramas of Siena.
2. Torre del Mangia
In the main square Plaza Campo stands one of ancient Italy's tallest towers, right next to Siena's town hall.
45.5 kms
59 mins
2
Chianti Classico
Venture into the heart of Chianti and discover a picturesque winery set amidst a sprawling estate.
Things to do
Dinner and Wine Tasting
Dinner
Enjoy fresh seasonal and local products like salami, bruschetta and a traditional pasta dish, enhanced by carefully selected wines, under the dazzling Tuscan sunset.
27.8 kms
45 mins
3
END POINT
Piazzale Montelungo
An afternoon in Siena followed by a delectable dinner and wine tasting in Chianti!
- Cruise the 'Via Chiantigiana' on a cozy AC bus departing Florence, with friendly hosts onboard fluent in English or Spanish.
- Independently explore Siena, from its Gothic cathedral to the off-beat Santa Maria della Scala museum.
- Make your way to a rustic winery in the heart of Chianti, where traditional pasta and other seasonal dishes are accompanied by the perfect wines!
An afternoon in Siena followed by a delectable dinner and wine tasting in Chianti!
- Cruise the 'Via Chiantigiana' on a cozy AC bus departing Florence, with friendly hosts onboard fluent in English or Spanish.
- Independently explore Siena, from its Gothic cathedral to the off-beat Santa Maria della Scala museum.
- Make your way to a rustic winery in the heart of Chianti, where traditional pasta and other seasonal dishes are accompanied by the perfect wines!
Inclusions
- Half-day trip around Siena and Chianti
- Expert local guide in English or Spanish
- Pick up from Florence
- Round-trip AC bus transfer
- Vineyard visit, wine tasting, and dinner in Chianti
- Tip: You can walk along the walls of the Medici Fortress in Siena for excellent views of the city and countryside.
- This experience is not accessible by wheelchair and pram/strollers.
- Safety is a priority so the wine tasting experience is restricted for guests under the age of 18 years.
- Guests under the age of 18 years can join the tour if they are each accompanied by at least one adult.
- You can cancel these tickets up to 24 hours before the experience begins and get a full refund.
Itinerary
TOTAL DURATION10 hours 30 mins
MODE OF TRANSFERA/C Bus
START POINT
Central Florence
Check your final voucher for the exact location in Florence where you board your spacious coach and start your adventure.
78.3 kms
71 mins
1
Siena
1 attractions
At your first stop, set off on a guided tour through the main squares. Admire the architecture of Torre del Mangia (Eater's Tower) at the lively Plaza del Campo.
Things to do
Palazzo Pubblico
Discover a palace that serves as a town hall, set in the bustling main square of Plaza del Campo.
41.7 kms
46 mins
2
San Gimignano
1 attractions
Get free time to explore the maze of cobbled streets, looming towers, and the many local artisan shops at this hilltop village known as a 'Medieval Manhattan'.
Things to do
Piazza della Cisterna
This triangular sloping plaza is surrounded by ancient skyscrapers.
45.9 kms
57 mins
3
Chianti Classico
1 activities
Head to a charming vineyard in the heart of the Chianti region.
Things to do
Vineyard tour & wine tasting
Included in price
Visit a rustic estate, where a wine producer takes you through the grape-filled vineyards and cellars. Indulge in a few samples of the wines with local specialty snacks and fresh olive oil.
29.1 kms
50 mins
4
END POINT
Central Florence
The essential Tuscany trip! Discover Siena, San Gimignano, and Chianti, and sip the best of wines.
- Sit back, relax, and enjoy the comfortable GT coach ride from Florence and back with multilingual support on deck.
- Walk around the Palazzo Pubblico town hall and Mangia Tower in the Piazza del Campo on a guided tour of Siena.
- Interested in ancient skyscrapers encircled by 13th-century walls? Wander the UNESCO World Heritage Site of San Gimignano at your whim.
- Now, bring on the wine! Stroll through a local Chianti estate and hear the secrets behind its magic as you drink and munch.
The essential Tuscany trip! Discover Siena, San Gimignano, and Chianti, and sip the best of wines.
- Sit back, relax, and enjoy the comfortable GT coach ride from Florence and back with multilingual support on deck.
- Walk around the Palazzo Pubblico town hall and Mangia Tower in the Piazza del Campo on a guided tour of Siena.
- Interested in ancient skyscrapers encircled by 13th-century walls? Wander the UNESCO World Heritage Site of San Gimignano at your whim.
- Now, bring on the wine! Stroll through a local Chianti estate and hear the secrets behind its magic as you drink and munch.
Inclusions
- Full-day trip around Siena, San Gimignano, and Chianti
- Multilingual assistance on board
- Pick up from Florence
- Round-trip AC coach transfer
- Expert English-speaking guide in Siena
- Vineyard visit and wine tasting in Chianti
Exclusions
- Lunch
- Tip: When in San Gimignano, seek out the Rocca di Montestaffoli. This old fortress offers a quieter panoramic vantage with lovely gardens that many tourists miss.
- This experience is not accessible by wheelchair and pram/strollers.
- Safety is a priority so the wine tasting experience is restricted for guests under the age of 18 years.
- Guests under the age of 18 years can join the tour if they are each accompanied by at least one adult.
- You can cancel these tickets up to 24 hours before the experience begins and get a full refund.
Itinerary
TOTAL DURATION10 hours 30 mins
MODE OF TRANSFERA/C Bus
START POINT
Central Florence
Meet your fellow travel mates and set off from the heart of Florence by AC coach.
78.3 kms
71 mins
1
Siena
2 attractions
Independently uncover the historic districts of Siena, or go on a guided tour of the city center and optionally its cathedral.
Things to do
1. Banca Monte dei Paschi
Exploring by yourself? Be sure to check out the oldest bank in the world! It was founded 500 years ago and remains one of Italy's largest banking institutions.
2. Siena Cathedral
Nestled in Piazza del Duomo is the magnificent cathedral, a Gothic-Romanesque masterwork. Select the guided tour with entry to admire the mosaic floors and frescoes within.
45.5 kms
59 mins
2
Chianti Classico
1 activities
Drive along the gentle slopes of Chianti and head into a vintage wine estate.
Things to do
1. Vineyard tour & wine tasting
Included in price
Be welcomed to the organic winery with a glass of sparkling and immerse yourself on a tour of its wine cellar.
2. Tuscan lunch
Lunch
Smack on an exquisite 3-course lunch, accompanied by four delightful wines.
46.4 kms
55 mins
3
San Gimignano
1 attractions
At your leisure, traverse this hilltop city, from its old town's 13th-century walls to its skyline filled with high rises.
Things to do
Torre Grossa
Situated in Piazza Duomo, this UNESCO World Heritage Site is the tallest of San Gimignano's medieval skyscrapers.
61.1 kms
70 mins
4
END POINT
Central Florence
Indulge your appetite on a trip to Siena, San Gimignano, and Chianti with lunch and wines included!
- Freely roam through Siena by yourself, or choose a guided tour of the city center. Upgrade to enter the iconic Siena Cathedral!
- Drop by a winery nestled in the rolling hills of Chianti and dig into a sumptuous 3-course lunch paired with an array of fine wines.
- Gaze up at the towering structures of San Gimignano as you learn why it's called the 'Manhattan of the Middle Ages'.
- Relax to and from Florence aboard an AC coach. Between April and October, you may also stop at the medieval fortress commune of Monteriggioni!
Indulge your appetite on a trip to Siena, San Gimignano, and Chianti with lunch and wines included!
- Freely roam through Siena by yourself, or choose a guided tour of the city center. Upgrade to enter the iconic Siena Cathedral!
- Drop by a winery nestled in the rolling hills of Chianti and dig into a sumptuous 3-course lunch paired with an array of fine wines.
- Gaze up at the towering structures of San Gimignano as you learn why it's called the 'Manhattan of the Middle Ages'.
- Relax to and from Florence aboard an AC coach. Between April and October, you may also stop at the medieval fortress commune of Monteriggioni!
Inclusions
- Full-day trip around Siena, San Gimignano, and Chianti
- Multilingual assistance on board
- Pick up from Florence
- Round-trip AC coach transfer
- Vineyard visit, wine tasting, and lunch in Chianti
- Guided tour of Siena city center (if selected)
- Guided tour of Siena Cathedral and city center (if selected)
- Tip: It's possible to walk along the 2176-metre perimeter of the second circle of city walls that mark the historical centre of San Gimignano.
- This experience is not accessible by wheelchair and pram/strollers.
- Safety is a priority so the wine tasting experience is restricted for guests under the age of 18 years.
- Guests under the age of 18 years can join the tour if they are each accompanied by at least one adult.
- Please note that the order of visits is subject to change.
- For entry to Siena Cathedral, all guests must wear clothing that covers the knees and shoulders.
- You can cancel these tickets up to 24 hours before the experience begins and get a full refund.
Itinerary
TOTAL DURATION12 hours
MODE OF TRANSFERA/C Bus
START POINT
Central Florence
Head to the location mentioned on your final voucher and set off on your adventure.
84.5 kms
77 mins
1
Pisa
1 attractions
Stop by Pisa's Square of Miracles, where you will have time to admire the stunning Cathedral, Baptistery, Monumental Cemetery, and pose with the Leaning Tower.
Things to do
Leaning Tower of Pisa
78.8 kms
81 mins
2
San Gimignano
1 attractions
Nicknamed 'Manhattan of the Middle Ages', San Gimignano's tall, narrow towers create a modern skyline. Stroll by charming craftsmen’s shops along the cobbled stone streets and small squares.
Things to do
1. Tuscan lunch
Lunch
Fuel up with a traditional Tuscan lunch and wine pairings before hitting the streets of San Gimignano.
2. Duomo di San Gimignano
Admire the Collegiata di Santa Maria Assunta, a 12th-century church with frescoes by Ghirlandaio in its Santa Fina Chapel.
41.9 kms
46 mins
3
Siena
2 attractions
You can choose to either freely explore Siena, or avail a guided tour of the city center and maybe even its cathedral.
Things to do
1. Piazza del Campo
Traverse the main square, lying on the intersection of the three main roads that lead in and out of Siena.
2. Siena Cathedral
Nestled in Piazza del Duomo is the magnificent Gothic-Romanesque cathedral. Select the guided tour with entry to admire the mosaic floors and frescoes within.
77 kms
78 mins
4
END POINT
Central Florence
See the iconic Leaning Tower of Pisa, fill up on lunch with drinks in San Gimignano, and traverse Siena!
- Want to unravel three UNESCO Heritage gems from Florence in just one day? A trip to Pisa, San Gimignano, and Siena is the answer.
- At Pisa, walk along the Square of Miracles and get enough time for photo ops by the Leaning Tower!
- A hearty lunch with the finest wines at San Gimignano keeps your energy up as you uncover its 13th-century walls and stone skyscrapers.
- Fall in love with Siena's medieval streets and squares. Upgrade to a guided tour with an optional cathedral visit to get the most of your trip!
- Cruise to all destinations and back in a feature-packed AC vehicle that comes with friendly multilingual support.
See the iconic Leaning Tower of Pisa, fill up on lunch with drinks in San Gimignano, and traverse Siena!
- Want to unravel three UNESCO Heritage gems from Florence in just one day? A trip to Pisa, San Gimignano, and Siena is the answer.
- At Pisa, walk along the Square of Miracles and get enough time for photo ops by the Leaning Tower!
- A hearty lunch with the finest wines at San Gimignano keeps your energy up as you uncover its 13th-century walls and stone skyscrapers.
- Fall in love with Siena's medieval streets and squares. Upgrade to a guided tour with an optional cathedral visit to get the most of your trip!
- Cruise to all destinations and back in a feature-packed AC vehicle that comes with friendly multilingual support.
Inclusions
- Full-day trip around Pisa, San Gimignano, and Siena
- Multilingual assistance on board
- Pick up from Florence
- Round-trip AC coach transfer
- Lunch with wine in San Gimignano
- Guided tour of Siena city center (if selected)
- Guided tour of Siena Cathedral and city center (if selected)
- Tip: For the best gelato in San Gimignano, visit the award-winning Gelateria Dondoli in the main square. Don’t miss their signature Saffron and Pine Nut flavor.
- This experience is not accessible by wheelchair and pram/strollers.
- Safety is a priority so the wine tasting experience is restricted for guests under the age of 18 years.
- Guests under the age of 18 years can join the tour if they are each accompanied by at least one adult.
- Please note that the order of visits is subject to change.
- For entry to Siena Cathedral, all guests must wear clothing that covers the knees and shoulders.
- You can cancel these tickets up to 24 hours before the experience begins and get a full refund.
Exclusive, in-depth, unforgettable! Get personalized attention, sommelier-selected tastings, and a mouthwatering lunch.
- Put your feet up in a spacious luxury vehicle from Florence to Chianti, learning all about the intriguing 'land of the black rooster'!
- A tour with samples at an olive oil mill and three wineries, from grove to cellar, gives you a taste of Italy's precious gastronomy.
- After discovering the diverse estates around the village, settle in for a quintessential Tuscan spread to go with your buzz!
Exclusive, in-depth, unforgettable! Get personalized attention, sommelier-selected tastings, and a mouthwatering lunch.
- Put your feet up in a spacious luxury vehicle from Florence to Chianti, learning all about the intriguing 'land of the black rooster'!
- A tour with samples at an olive oil mill and three wineries, from grove to cellar, gives you a taste of Italy's precious gastronomy.
- After discovering the diverse estates around the village, settle in for a quintessential Tuscan spread to go with your buzz!
Inclusions
- Small-group day trip around Chianti
- Pick up from Florence
- Round-trip Mercedes minibus or minivan transfers
- Guided tour of 1 olive oil mill & 3 wineries with tastings
- Typical Tuscan lunch
- Guided tour of a Tuscan village
- Tip: If you're a foodie, ask for pairing recommendations! Mill staff can often suggest specific dishes or recipes that highlight the best qualities of their olive oil.
- This experience is not accessible by wheelchair and pram/strollers.
- Safety is a priority so the wine tasting experience is restricted for guests under the age of 18 years.
- Guests under the age of 18 years can join the tour if they are each accompanied by at least one adult.
- Please inform of any food allergies or intolerances in advance. Vegetarian needs can also be accommodated if briefed in advance.
- You can cancel these tickets up to 24 hours before the experience begins and get a full refund.
- Kickstart your day with a scenic drive through the countryside aboard air-conditioned coaches that provide round-trip transfers from Florence to Pisa.
- On this exclusive 6-hour tour, discover the Romanesque architecture of distinctive Pisa with a knowledgeable tour guide.
- Enjoy free time to explore Piazza Dei Miracoli and its prized monuments on your own, one of which is the Cathedral.
- Kickstart your day with a scenic drive through the countryside aboard air-conditioned coaches that provide round-trip transfers from Florence to Pisa.
- On this exclusive 6-hour tour, discover the Romanesque architecture of distinctive Pisa with a knowledgeable tour guide.
- Enjoy free time to explore Piazza Dei Miracoli and its prized monuments on your own, one of which is the Cathedral.
Inclusions
- Staff assistance at the meeting point
- Round-trip transfers from Florence
- Air-conditioned coach with Wi-Fi onboard
- Licensed tour escort
- Free time to explore Pisa on your own (as per option selected)
- Guided walking tour of Pisa (as per option selected)
Exclusions
- Leaning Tower entry ticket
- Tip: During your free time, stroll across the many bridges across the great Arno River such as the Ponte Di Mezzo bridge, the most beautiful and prominent bridge in Pisa.
- Appropriate clothing is recommended while visiting places of worship.
- For small groups, up to 8 pax, the tour escort could be replaced by an English-speaking driver-guide.
- You can cancel these tickets up to 24 hours before the experience begins and get a full refund.
FlorenceFlorence To Chianti Tours
Top things to do in Florence
Why go on a Chianti tour from Florence?
See all photos
Booking guide: Chianti tour from Florence
Experiences
Vineyard tour
Mode of transfer
Meals
Additional features
Tickets from
Siena, San Gimignano & Chianti Day Trip with Wine Tasting (11.5 hr.)
✅
AC Coach/Bus
❌
Free time in Siena and San Gimignano.
Siena, San Gimignano & Chianti Day Trip with Lunch & Wine Tasting (9 - 11 hr.)
✅
AC Coach
✅
Optional guided tour of Siena Catheral and Siena city center. Free time in San Gimignano.
Pisa, San Gimignano & Siena Day Trip with Lunch & Wine Tasting (12 hr. - 13 hr. 45 min.)
✅
AC Coach
✅
Free time in Pisa, lunch and wine tasting San Gimignano, optional guided tour of Siena Catheral and Siena city center.
Chianti Wine & Olive Oil Tasting Semi-Private Tour with Lunch (7 hr)
✅
Mercedes minibus or minivan
✅
Small group, guided tour of 1 olive oil mill, wineries and the Tuscan village.
Chianti Wine Making Experience with Gourmet Dinner (5 hr.)
✅
Mercedes minibus or minivan
✅
Wine-making experience, tasting of 5 different Tuscan wines and olive oil, one exclusive wine bottle with a personalized label.
Highlights of Chianti
See all photos
Other stops on your Florence to Chianti day trip
Siena
A medieval city rich in history, known for its stunning Piazza del Campo and the magnificent Siena Cathedral.
Don't miss: Climbing the Torre del Mangia for panoramic views of the city and countryside.
Siena tickets & tours
San Gimignano
This "Medieval Manhattan" is famous for its tall towers, cobblestone streets, and exceptional gelato.
Don't miss: Strolling through Piazza della Cisterna and tasting the award-winning gelato at Gelateria Dondoli.
San Gimignano tours
Pisa
Once a powerful maritime republic, Pisa is home to the iconic Leaning Tower, and known for its medieval architecture, particularly in the UNESCO-listed Piazza dei Miracoli, home to the cathedral and baptistery.
Don't miss: Taking a photo with the Leaning Tower, visiting the Piazza del Duomo, and exploring the nearby botanical gardens.
Pisa tickets & toursBest ways to reach Chianti from Florence
By train
By bus
By car
Best for: Scenic views of the countryside.
Duration: 1 hour 30 minutes
Closest train station: Poggibonsi and Castellina in Chianti.
Frequency: Every 30 minutes
Timings: 6am, with services continuing until evening.
- Take a train from Florence Santa Maria Novella station to Empoli. Change trains at Empoli for Poggibonsi or Castellina. The train routes don't actually cross through the Chianti region itself.
- From these stations, you can take local buses to reach different towns of Chianti like Greve or Castellina.
- Remember to validate your train ticket in the machines located at the station before boarding. This is required to avoid fines.
Best for: Budget travel and direct access to Chianti towns.
Duration: 1 hour
Closest bus station: Various stops in Chianti towns.
Frequency: Every hour.
Timings: 6:30am - 7pm
- Buses depart from Florence’s Santa Maria Novella train station or from Piazza della Stazione.
- The main bus line to Chianti is SITA, specifically Line 365. It connects Florence to various towns in Chianti, including Greve in Chianti, Radda in Chianti, and Castellina in Chianti.
- Buy tickets at local tabacchi (tobacco shops), at the bus station, or directly on the bus (with a small additional fee). Prices range from €3 to €5 depending on the destination. Do validate your ticket before boarding.
Best for: Flexibility and scenic exploration.
Duration: Approximately 30 to 45 minutes
Route options:
- Superstrada Firenze-Siena (SS67): This is a toll-free, four-lane highway that offers the fastest route to Chianti. It takes you along the western border of the region. Take the Poggibonsi Nord exit to enter Chianti.
- SR222 (Chiantigiana Road): This scenic two-lane road winds through the hills of Chianti, passing through picturesque villages and vineyards. This road can be narrow and winding, so drive carefully, especially when wildlife may cross the road at night.
- SR2 (Cassia): This historic Roman road runs parallel to the Superstrada and provides another route into Chianti, passing through towns like Poggibonsi and Monteriggioni.
Frequently asked questions about taking a Chianti tour from Florence
How far is Chianti from Florence?
The distance between Florence and the Chianti region is approximately 35 kilometers (21 miles) by road. It's a 45 minutes - 1 hour drive.
What’s the best way to get from Florence to Chianti—train, bus, car, or tour?
The best way to reach Chianti from Florence depends on your preferences. While buses and trains are budget-friendly, they require changing stops and aren't that flexible. Renting a car gives you freedom to explore but can be tricky with rural roads. Tours are the most convenient option, offering round-trip transfers, vineyard visits, and meals, letting you relax while everything is taken care of.
How early should I book a Chianti tour, especially during peak season?
It's recommended to book your Chianti tour at least two weeks in advance during peak season (June to August) to ensure availability, especially for popular tours that include wine tastings and visits to multiple towns. During other seasons, booking 3 days to one week in advance is fine.
Can I customize my Chianti tour?
While the core itinerary is standardized to ensure you experience the best of Chianti, we offer a variety of permutations and combinations to suit your preferences. You can choose from top experiences like visiting specific wineries, exploring historic towns such as Siena and San Gimignano, or even adding a traditional Tuscan lunch. This flexibility allows you to tailor your day while still benefiting from a well-planned tour.
Are the vineyard visits suitable for families with children?
The Chianti region is known for its laid-back, family-oriented culture, making it a comfortable environment for families to enjoy wine tasting and local cuisine together. Although, do note that guests under 18 must be accompanied by an adult to book our tours. Many wineries in Chianti are family-friendly, offering activities like scavenger hunts, outdoor play areas, and educational components about winemaking. It is generally recommended that children be at least 5 years old to enjoy the experience.
Do I need to know Italian to enjoy a Chianti tour?
Most Chianti tours are conducted in English, and guides are usually multilingual. However, knowing a few basic Italian phrases can enhance your experience, especially in smaller towns and local markets.
What should I expect in terms of wine tasting etiquette?
When attending a wine tasting, it's essential to follow some basic etiquette to enhance your experience and show respect for the hosts. Avoid wearing strong fragrances that can overpower the wine's aromas. Hold your glass by the stem to avoid warming the wine and leaving fingerprints. Take your time to savor each sip, and feel free to use a spittoon if you're tasting multiple wines. Engage with the pourer to learn more about the wines, and cleanse your palate between tastings. It's also perfectly fine to spit out wine to keep your palate fresh and avoid intoxication. Dress smart-casual, wear comfortable shoes, and keep an open mind to discover new flavors.