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Book Wine Tours & Tastings in Chianti
Headout is a brand trusted by millions of guests worldwide offering curated experiences to enjoy this attraction.
Itinerary
TOTAL DURATION5 hours 30 minutes
MODE OF TRANSFERA/C Bus
START POINT
Florence
Drive along the scenic Chiantigiana road all the way to Chianti Classico.
30 kms
38 minutes
1
Chianti Classico
1 activities
Sniff the grapes at 2 vintage vineries, sip on 2 classic wines, taste cheeses, and admire olive groves in the region.
Things to do
Vineyard tours & wine tasting
Included in price
Visit not one, but two rustic estates! Passionate wine producers take you through the grape-filled vineyards and cellars. Indulge in a few samples of the wines with local specialty snacks and fresh olive oil.
35 kms
40 minutes
2
END POINT
Florence
The classic Tuscan experience – two scenic estate visits with regional pairings and local bites.
- Everything you get: Hop aboard a comfortable AC bus from Florence and head into the heart of Chianti. Visit two charming Chianti Classico estates and sample some of the region’s most iconic flavors, from silky olive oil to artisanal delicacies. Explore the historic cellars and scenic fields as you learn how these timeless traditions come to life, with a guide in your preferred language.
- Why choose this: Unwind in the Tuscan countryside and experience time-honored regional tastings in a landscape filled with rolling vineyards, rustic farms, and olive groves.
The classic Tuscan experience – two scenic estate visits with regional pairings and local bites.
- Everything you get: Hop aboard a comfortable AC bus from Florence and head into the heart of Chianti. Visit two charming Chianti Classico estates and sample some of the region’s most iconic flavors, from silky olive oil to artisanal delicacies. Explore the historic cellars and scenic fields as you learn how these timeless traditions come to life, with a guide in your preferred language.
- Why choose this: Unwind in the Tuscan countryside and experience time-honored regional tastings in a landscape filled with rolling vineyards, rustic farms, and olive groves.
Inclusions
- Assistance at the meeting point
- Transport by air conditioned bus with Wi-Fi on board
- Licensed tour escort
- Wine tasting
- This experience is not accessible by wheelchair and pram/strollers.
- Drinks will not be served to 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.
Day Trips
NEW
From Florence: Siena and Chianti Day Trip with Dinner & Regional Pairings
Itinerary
TOTAL DURATION7 hours 30 minutes
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 minutes
1
Siena
90 minutes
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 minutes
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 minutes
3
END POINT
Piazzale Montelungo
Explore Siena’s medieval charm and indulge in the flavors of Chianti on a laid-back Tuscan escape.
- Day out to Siena and the Chianti countryside with round-trip transfers from Florence.
- You’ll get Independent time in Siena, a visit to a traditional Chianti estate, and a Tuscan dinner with expertly paired local pours.
- Siena: Wander through Piazza del Campo and marvel at the Gothic Cathedral on your own time.
- Chianti Winery: Tour a rustic estate, sample signature regional blends, and enjoy a countryside dinner of local dishes.
Explore Siena’s medieval charm and indulge in the flavors of Chianti on a laid-back Tuscan escape.
- Day out to Siena and the Chianti countryside with round-trip transfers from Florence.
- You’ll get Independent time in Siena, a visit to a traditional Chianti estate, and a Tuscan dinner with expertly paired local pours.
- Siena: Wander through Piazza del Campo and marvel at the Gothic Cathedral on your own time.
- Chianti Winery: Tour a rustic estate, sample signature regional blends, and enjoy a countryside dinner of local dishes.
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
Exclusions
- Personal purchases
- Hotel transfers
- This experience is not accessible by wheelchair and pram/strollers.
- Please inform in advance if you have any food intolerances or allergies.
- English and Spanish tours are available by default. A minimum of 4 participants is required to book an excursion in Italian, Portuguese, or French.
- Comfortable shoes are recommended.
- Minors below the age of 18 will not be served drinks.
- You can cancel these tickets up to 24 hours before the experience begins and get a full refund.
Guided Tours
4.6(11)
From Florence: Siena, San Gimignano & Chianti Day Trip with Local Flavors Experience
Itinerary
TOTAL DURATION10 hours 30 minutes
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 minutes
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 minutes
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 minutes
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 minutes
4
END POINT
Central Florence
A classic Tuscan trio—Siena, San Gimignano & Chianti—all in one seamless day trip from Florence.
- Day out to the medieval gems of Siena and San Gimignano before heading to a charming Chianti countryside estate.
- You’ll get round-trip coach transfers, a guided tour of Siena, free time in San Gimignano, and a countryside meal with regional pairings.
- Siena: Join a guided tour of Piazza del Campo and admire the Palazzo Pubblico and Mangia Tower.
- San Gimignano & Chianti: Stroll San Gimignano’s UNESCO-listed lanes at your pace, then unwind at a Chianti estate with a 3-course Tuscan lunch and curated sips.
A classic Tuscan trio—Siena, San Gimignano & Chianti—all in one seamless day trip from Florence.
- Day out to the medieval gems of Siena and San Gimignano before heading to a charming Chianti countryside estate.
- You’ll get round-trip coach transfers, a guided tour of Siena, free time in San Gimignano, and a countryside meal with regional pairings.
- Siena: Join a guided tour of Piazza del Campo and admire the Palazzo Pubblico and Mangia Tower.
- San Gimignano & Chianti: Stroll San Gimignano’s UNESCO-listed lanes at your pace, then unwind at a Chianti estate with a 3-course Tuscan lunch and curated sips.
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, lunch, and wine tasting in Chianti
- 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.
- Your safety is our priority. Drinks are not served for guests under the age of 18 years.
- Minors 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 minutes
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 minutes
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 minutes
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 minutes
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 minutes
4
END POINT
Central Florence
Two Tuscan treasures, one unforgettable day: explore Siena and San Gimignano.
- Day out to Siena and San Gimignano from Florence, all in one day.
- You’ll get round-trip AC coach travel, a guide on-board, and independent sightseeing in these cities.
- Siena & San Gimignano: Wander Siena’s historic streets on your own and admire San Gimignano’s medieval skyline, known as the 'Manhattan of the Middle Ages'.
- Upgrades: Opt for a guided walking tour of Siena and entry to the grand Siena Cathedral for deeper insight.
Two Tuscan treasures, one unforgettable day: explore Siena and San Gimignano.
- Day out to Siena and San Gimignano from Florence, all in one day.
- You’ll get round-trip AC coach travel, a guide on-board, and independent sightseeing in these cities.
- Siena & San Gimignano: Wander Siena’s historic streets on your own and admire San Gimignano’s medieval skyline, known as the 'Manhattan of the Middle Ages'.
- Upgrades: Opt for a guided walking tour of Siena and entry to the grand Siena Cathedral for deeper insight.
Inclusions
- Full-day trip around Siena and San Gimignano
- Multilingual assistance on board
- Pick up from Florence
- Free tine to explore Siena, a UNESCO World Heritage Site
- Free time to explore San Gimignano
- Round-trip AC coach transfer with Wi-Fi and USB charging on board
- Guided tour of Siena city center (as per option selected)
- Entry to Siena Cathedral and Piccolomini Library (as per option 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.
- If this tour is booked in August 2025, lunch, wine tasting, and a guided tour of Siena are included.
- The wine tasting experience is restricted for guests under the age of 18 years.
- Guests under 18 can join the tour if they are each accompanied by at least one adult.
- Guests who have opted to visit the Siena Cathedral must wear clothing that covers the knees and shoulders.
- This tour involves a fair amount of walking, so comfortable shoes are highly recommended.
- Please note that the order of visits is subject to change.
- You can cancel these tickets up to 24 hours before the experience begins and get a full refund.
Guided Tours
4.4(3,896)
From Florence: Pisa, San Gimignano, Siena & Chianti Day Trip with Lunch & Tuscan Tastings
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 minutes
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 minutes
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 minutes
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 minutes
4
END POINT
Central Florence
See Pisa, San Gimignano & Siena in a single day—iconic sights, Tuscan charm, and a hearty lunch.
- Day out to: the Leaning Tower of Pisa, scenic San Gimignano, and historic Siena from Florence.
- You’ll get round-trip coach transfers, time to explore each destination, and a traditional Tuscan lunch with curated local pours.
- Pisa & San Gimignano: Snap photos at the Leaning Tower in Pisa and enjoy a countryside lunch paired with regional flavors in San Gimignano.
- Siena: Wander medieval alleyways, bustling piazzas, and Gothic landmarks in the heart of Siena.
- Upgrades: Enhance your visit with a guided walking tour of Siena and optional entry to its iconic cathedral.
See Pisa, San Gimignano & Siena in a single day—iconic sights, Tuscan charm, and a hearty lunch.
- Day out to: the Leaning Tower of Pisa, scenic San Gimignano, and historic Siena from Florence.
- You’ll get round-trip coach transfers, time to explore each destination, and a traditional Tuscan lunch with curated local pours.
- Pisa & San Gimignano: Snap photos at the Leaning Tower in Pisa and enjoy a countryside lunch paired with regional flavors in San Gimignano.
- Siena: Wander medieval alleyways, bustling piazzas, and Gothic landmarks in the heart of Siena.
- Upgrades: Enhance your visit with a guided walking tour of Siena and optional entry to its iconic cathedral.
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 local blends in San Gimignano
- Guided tour of Siena city center (as per option selected)
- Guided tour of Siena Cathedral and city center (as per option selected)
Exclusions
- Hotel transfers
- Personal expenses
- 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 18 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 48 hours before the experience begins and get a full refund.
Guided Tours
NEW
From Florence: Chianti Countryside & Olive Grove Semi-Private Tour with Lunch & Gourmet Pairings
Deep dive into Chianti’s rich food and flavor traditions with gourmet pairings and estate visits.
- Day out to Chianti from Florence with stops at wineries, an olive oil mill, and a traditional countryside lunch.
- You’ll get Round-trip transfers, expert-led tastings at three estates, a visit to an olive mill, and a Tuscan lunch with regional pairings.
- Chianti Estates: Visit three unique wineries, explore scenic vineyards and cellars, and enjoy curated pours guided by in-house experts.
- Olive Mill & Village Views: Stop at a local olive oil mill and take in charming views near a traditional Tuscan village.
- Upgrades: Enjoy smaller group sizes and enhanced sommelier-led sessions for a more personalized tasting experience.
Deep dive into Chianti’s rich food and flavor traditions with gourmet pairings and estate visits.
- Day out to Chianti from Florence with stops at wineries, an olive oil mill, and a traditional countryside lunch.
- You’ll get Round-trip transfers, expert-led tastings at three estates, a visit to an olive mill, and a Tuscan lunch with regional pairings.
- Chianti Estates: Visit three unique wineries, explore scenic vineyards and cellars, and enjoy curated pours guided by in-house experts.
- Olive Mill & Village Views: Stop at a local olive oil mill and take in charming views near a traditional Tuscan village.
- Upgrades: Enjoy smaller group sizes and enhanced sommelier-led sessions for a more personalized tasting experience.
Inclusions
- Florence pick up
- Small-group day trip around Chianti
- 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
Exclusions
- Hotel transfers
- Personal expenses
- 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.
- For safety reasons, guests under 18 are not permitted to take part in the tasting experience.
- Guests under 18 can join the tour if they are each accompanied by at least one adult.
- Please inform in advance if you have any food allergies or intolerances. Vegetarian needs can also be accommodated with prior notice.
- 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.
Make the most of Florence
Which Chainti wine tour is best for you?
Guided Tours
Professional local guides walk you through the Chianti grape region's rich history, culture, and winemaking techniques. The tours include visits to renowned wineries, vineyards, and cellars, along with tastings showcasing the region's finest.
Best for: Curious travelers looking for a deeper dive into Chianti’s rich traditions, guided by local experts who bring the region’s flavors and heritage to life.
Recommended Tours:
Guided Tour of the Chianti Wine Region with 2 Wine Tastings and Vineyards Escape
Tour of Siena, San Gimignano, Monteriggioni & Chianti Wine Tasting from Florence
Guided Immersive Wine & Olive Oil Experience in Chianti
Chianti Wine Tour from Florence with Greve Village Visit
Private Tours
Tailored to your preferences, private tours offer flexibility in itinerary and timing. This allows you to visit select vineyards and benefit from undivided attention from your guide.
Best for: Those seeking a more personalized and intimate tour, ideal for special occasions or a getaway with loved ones.
Recommended Tours:
Semi-Private Tuscan Grand Tour - Best of Siena, San Gimignano, Chianti and Pisa
Tuscany Wine and Olive Oil Trail: Small-Group Tour From Florence
Wine and Gastronomy Tours
Dive deep into the delectable realm of Tuscan cuisine. These tours not only include regional craft tastings but also gourmet dining experiences, pairing exquisite sips with authentic regional dishes.
Best for: Foodies and vino connoisseurs who appreciate the art of culinary pairing and wish to savor the diverse flavors of Chianti.
Recommended Tours:
Wine Making Experience and Gourmet Dinner in Tuscany: From Florence
Guided Wine Tasting & Dinner Experience in Chianti
VIP and Exclusive Tours
Indulge in luxury and exclusivity with VIP and exclusive tours. These high-end experiences often include private transportation, visits to prestigious wineries, special tastings of rare vintages, and unique encounters with winemakers.
Best for: Discerning travelers seeking an opulent adventure with the finest offerings in Chianti.
Recommended Tours:
VIP Semi-Private Super Tuscan Wine Tour with a Masterclass by a Wine Expert
VIP Semi-Private Wineland Safari in Tuscany from Florence
E-Bike Tours
Combine the joy of cycling with the beauty of the Chianti countryside. E-bike tours offer an active and eco-friendly way to explore vineyards and wineries, with stops for tastings and soaking in the breathtaking scenery.
Best for: Adventure enthusiasts and nature lovers who want a fun and eco-conscious experience amidst Tuscany's picturesque landscapes.
Recommended Tours:
3-Hour Guided E-Bike Tour of Chianti with Wine Tasting
Guided E-Bike Rental in Chianti with Dinner
Vino culture in Chianti
From Vine to Table
Witness the seamless connection between vineyards and kitchens. Chianti's pours aren't just reserved for glasses; they become key ingredients in cooking, infusing dishes with a unique and distinctive flair.
Wine and Tuscan Gastronomy
Savor the rich “Bistecca alla Fiorentina” alongside the bold notes of Chianti Classico, or enjoy the comforting warmth of “Pappa al Pomodoro” with a classic local pour. Chianti’s cuisine and regional pairings come together in a delicious celebration of Tuscan taste.
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Celebrate at vino festivals
Join the festivities that showcase Chianti's deep ties with its countryside produce. From time-honored festivals to intimate gatherings at local cellars, immerse yourself in the merriment that radiates the region's passionate spirit.
A historic legacy
Delve into the past as you uncover the rich history of viticulture in Chianti. Passed down through generations, these traditions have stood the test of time, preserving the essence of the region's heritage.
Wander through vineyards
Take a leisurely stroll through scenic vineyards in Tuscany. Experience more than just tastings – connect with passionate winemakers and discover the fascinating stories behind each bottle.
The heart of Chianti, uncorked
Chianti Classico
Chianti Classico is the most well-known and historic label of the region. Made mostly from Sangiovese grapes, it’s known for its bright ruby color, fresh red fruit notes, and balanced acidity. Aged under strict regulations, it reflects the tradition and quality Chianti is famous for.
Chianti Rufina
Produced in the eastern part of the Chianti region, Chianti Rùfina stands out for its cooler climate and higher altitude. These conditions give the wines a fresher profile with notes of red and dark fruits, along with subtle herbal tones. It's typically full-bodied and known for its long finish.
Chianti Colli Senesi
Produced in the hills around Siena, this type of Chianti is primarily made from Sangiovese grapes. It typically features notes of wild berries and local herbs, with a slightly earthy character. The style is often simpler and more approachable.
Chianti Montalbano
Produced in the Montalbano hills, this lesser-known variety of Chianti is made primarily from Sangiovese grapes. It typically shows straightforward flavors like cherry, plum, and light floral notes. Medium-bodied and easier to palate, it’s a solid option for those exploring different Chianti styles.
Chianti Superiore
This classification indicates a step up from standard Chianti, made under stricter production rules and with longer aging requirements. The result is a more structured, fuller-bodied wine that reflects a more refined approach to production. It's a good choice for those looking for a more developed expression of the region.
Chianti Colli Fiorentini
Produced in the hills around Florence, this type of Chianti is primarily made with Sangiovese grapes. It tends to have clear fruit notes and light floral aromas, with a balanced structure.
Chianti Montespertoli
Located in the western section of the Chianti region, this area produces wines that reflect a variety of soil types and microclimates. As a result, the wines range from light and easy-drinking to fuller-bodied options that can develop with age.
Chianti Classico Riserva
A more mature version of Chianti Classico, this wine is made using selected Sangiovese grapes and aged for at least two years, including a few months in the bottle. The result is a fuller-bodied wine with concentrated fruit, firmer structure, and the ability to age well over time.
Before You Go: Exploring Chianti’s Flavors, Views, and Traditions
Timings
What to bring
Visitor tips & hacks
The timings for your Chianti tour may vary based on the particular experience you seek. Tour durations vary, from a few hours to full-day experiences. Usually the tours begin in the morning or afternoon, unless you are opting for an evening winery tour or a dinner experience.
Best Time to Visit
The best time for a Chianti vino tour is during spring (April to June) and fall (September to October). Enjoy pleasant weather, lush vineyards, and the grape harvest season, making it perfect for exploring vineyards and sampling local pours. However, these tours are available throughout the year, so you can choose a time that aligns with your preferences and travel plans.
- Comfortable clothing: Wear casual, comfortable attire for vineyard exploration.
- Sunproofing: Bring sunglasses, a wide-brimmed hat, and sunscreen for sunny days.
- Happy feet: Choose sturdy, comfy shoes for uneven terrain.
- Capture the moments: Don't forget your camera or smartphone to snap stunning vineyard views.
- Valid ID: Bring identification for age verification during wine tastings.
- Payments: Have cash and cards for winery purchases.
- Easy carry: Use a small backpack or bag to carry essentials.
- Open mind & appetite: Embrace the culture and savor the diverse flavors of Chianti.
- How to taste: Swirl, sniff, and savor – take time to enjoy each sip. Engage with the winemakers to learn more about their creations.
- Cultural etiquette: Embrace Italian customs – a friendly "Salute!" (cheers) before sipping is a delightful gesture. Respect the winery's rules and traditions.
- Pacing yourself: Take it easy during tastings. Sip and savor rather than rushing. A little water between your tastings helps too!
- Cleansing your palate: A sip of water, a plain cracker, or a bite of bread can refresh your palate between different craft blends.
- Food pairings: Explore delicious food pairings. Pair a bold Chianti Classico with Tuscan pecorino cheese, or a Chianti Rufina with savory prosciutto.
- Transportation options: Consider a guided tour or transportation service to ensure a safe and carefree journey.
Frequently asked questions about Chianti wine tours
What are the different types of Chianti tours available?
There are various options for Chianti tours, including guided, private, e-bike, and gastronomy-focused experiences.
What can I expect on such a tour?
On a Chianti tour, expect captivating vineyard visits, focused tastings, and insights into Chianti's winemaking heritage.
Do you offer private or group tours in Chianti?
You can choose between private or group tours based on your preferences. We have an array of experiences to suit your taste of ambiance.
What languages are the tours conducted in?
Our wine tours are conducted in multiple languages for your convenience.
Will there be a guide on a Chianti tour?
Absolutely! All our Chianti tours come with knowledgeable guides.
How far in advance should I book a Chianti countryside tour?
To secure your spot, it's best to book in advance, especially during peak seasons.
Do you offer these tours year-round, or are they seasonal?
Our tours are available year-round, each season offering its unique charm.
Can I combine a Chianti tour with other experiences or activities in the area?
Customize your experience by combining wine tours with other activities in the area, like e-bike tours, etc.
Are tastings included in the tour price?
This usually depends on the particular type of ticket you have chosen, but usually, yes, countryside sips and tastings are typically included in the tour price.
Do I need to be a connoisseur to enjoy the tour?
Not at all! Our tours are enjoyable for all participants, regardless of expertise.
Are the tours suitable for solo travelers or couples?
Yes, these tours are ideal to depeen the bond with your significant other, or make new friends if you're a solo traveler. In either case, memories for a lifetime are guaranteed!
Can I cancel or reschedule my booking? What is the cancellation policy?
You can cancel or reschedule your booking; check our flexible policies.
Do you provide refunds in case of bad weather conditions or unforeseen circumstances?
Yes, we provide refunds in case of bad weather or unforeseen circumstances. But it's advisable to check your ticket for clarity on the policies.
Do you provide transportation to and from the tour locations?
Some tours include transportation, while others require personal arrangements.
How long do the Chianti tours typically last?
Tour lengths vary, offering options for shorter or full-day experiences.
Are the wineries and vineyards wheelchair-accessible?
Some wineries and vineyards are wheelchair-accessible; please inquire about specific options.
Can I bring my own food or drinks on the tour?
Kindly refrain from bringing outside food or drinks.
Are there any specific health considerations I should be aware of during the tour?
Inform us of any health concerns to ensure a safe and enjoyable tour.
What makes Chianti estate offerings unique compared to other regions?
The cellar treasures of Chianti boast unique terroir, grape varieties, and a rich winemaking history that sets them apart from other regions.
From happy customers
Jimena
EcuadorJan, 2025
Good bus and driver. The guide was clear, helpful an sweet. Felxibility to help the tourists when city traffic was difficult due to an accident in our way back
Day Tour from Florence to Pisa with Round-Trip Transfers
Herman
Sep, 2018
We took the Tuscany Country Side and Leaning Tower of Pisa Tour from here and I really recommend it beacuse of teh excellent feel and great value it gave us.
Day Tour from Florence to Pisa with Round-Trip Transfers
Siu-
Nov, 2022
The staffs are very nice! If I can have time to take a photo of the overall look of Monteriggioni, It would be even better.
Guided tour of Siena, San Gimignano & Monteriggioni with Wine Tasting in Chianti
Julie
United KingdomMay, 2025
Long day but worth it! Our guide, Aaron was friendly and informative. Our coach driver, Massimo got us to each place safely. A well-planned excursion and good value too.
From Florence: Tuscany, Siena, San Gimignano & Pisa Day Trip
Teresa
ArgentinaApr, 2025
I requested and was sold an excursion with an Italian language guide. But it was all in Spanish, and in English (the cathedral of Siena). I must emphasize that the guide Patricia was excellent in her explanations and her availability.
View original review in Spanish
From Florence: Tuscany, Siena, San Gimignano & Pisa Day Trip