Recent Searches
Clear
icon_solid_phone
Questions? (888) 651-9785(888) 651-9785

We’re committed to helping you feel confident as you get back out there. Check out our flexible cancellation policies and learn what steps operators are taking to keep you safe. As conditions evolve, check local regulations for the latest information.

Read More

Chianti Wine Tours from Florence

star-5
13,316 Reviews
Chianti Wine Tours from Florence
There is something about sipping Chianti on a vine-covered hillside in Tuscany, and you can do just that on a wine tour from Florence. From learning what Chianti Classico means to seeing the winemaking process firsthand, here are your options.

Half-Day Tours
Usually stopping at two wineries, half-day Chianti wine tasting tours from Florence give travelers the chance to experience the Chianti region but be back in the city by dinner. Lunch, on the other hand, is often included in a rural Tuscan country farmhouse, where you’ll sip Sangiovese after touring the cellar and viewing what goes into winemaking.

Full-Day Tours
For an immersive Tuscan wine tasting experience, spend a full day exploring the wine region. Combine a visit to local vineyards with walking tours of nearby hill towns to stroll the cobbled streets and learn the history of the Tuscan countryside. Visit some of Tuscany's UNESCO World Heritage sites while also sampling olive oil, cheese, salami, and wine; stand in Siena's Piazza del Campo; check out San Gimignano, or visit the city of Pisa. All tours include meals of classic, flavorful Tuscan cuisine.

Things to Know
  • Half-day tours usually last 5 to 6 hours, while full-day tours run between 10 and 12 hours.
  • The Chianti area is set about 45 minutes away from Florence by road through the rolling hills.
  • Some tours focus exclusively on Chianti wine tasting, while others are true sightseeing tours that also include some wine. Decide which tours work best with your level of interest in winemaking.
  • Keep in mind that most tours involve a fair amount of walking through various towns.
  • Your full-day Chianti wine tour will likely include free time, so bring along some extra cash for souvenir shopping.
  • Choose a convenient guided tour with included roundtrip transport from central Florence so you don’t have to worry about driving after a day of wine tasting (drunk driving penalties in Italy are severe).
Read More
Florence Tours & Activities (20)
Filter
Select Dates
Today
Tomorrow




Did you know?You can reserve your spot today and pay when you're ready.
Learn more
Did you know?
You can reserve your spot today and pay when you're ready.Learn more
Sort by:Featured
Tuscany in One Day Sightseeing Tour from FlorenceDay Trips

Tuscany in One Day Sightseeing Tour from Florence

star-5
Art, history, countryside, food. Tuscany has it all. If you only have one day free, book this Tuscany day trip from Florence to discover the region’s highlights with a local guide. Explore the city of Siena and the cathedral, and then take to the Chianti hills for a Tuscan lunch and wine tasting. Roam the streets of San Gimignano, and travel to Pisa to admire the architectural drama of Cathedral Square — home to the UNESCO-listed Leaning Tower of Pisa. Upgrade to include skip-the-line entry, if you wish.
...  More
  • 12 hours
  • Free Cancellation
  • Taking safety measures
From  
US$69.36 
From  
US$69.36 
Learn More
  • 12 hours
  • Free Cancellation
  • Taking safety measures

Taste of Chianti: Tuscan Cheese, Wine and Lunch from FlorenceDay Trips

Taste of Chianti: Tuscan Cheese, Wine and Lunch from Florence

star-5
Get a true taste of Italy's famous Chianti region on this full-day wine and food tour departing from Florence. Led by a guide, travel through the Tuscan hills by a 4x4 off-road vehicle, stopping to visit a wine estate and historic villa, and a cellar specializing in bottles of Chianti Classico. Sample the finest specialties at each stop, and save room for a 3-course meal in the Chianti countryside before making the return trip to Florence.
...  More
  • 10 hours
  • Free Cancellation
  • Taking safety measures
From  
US$173.39 
From  
US$173.39 
Learn More
  • 10 hours
  • Free Cancellation
  • Taking safety measures

Full day to San Gimignano, Siena and Chianti with Lunch and Wine TastingDay Trips

Full day to San Gimignano, Siena and Chianti with Lunch and Wine Tasting

star-4.5
Spend a delightful day exploring the hills and vineyards of Tuscany of a full-day tour from Florence. Stroll through the medieval streets of UNESCO-listed San Gimignano, learn the history of Monteriggioni’s imposing fortress and see highlights of Siena including the impressive cathedral and Piazza del Campo. Midday, stop at a winery in the famed Chianto Classico region for a lunch of Tuscan specialties and tasting of regional wine and olive oil.
...  More
  • 11 hours
  • Free Cancellation
  • Taking safety measures
From  
US$69.36 
From  
US$69.36 
Learn More
  • 11 hours
  • Free Cancellation
  • Taking safety measures

San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine TastingDay Trips

San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting

star-4
See the Tuscan gems of San Gimignano, Siena, and Chianti on a day trip from Florence. Stop first in the city the medieval hilltop town of San Gimignano. Then it's off to the village of Chianti for a tasting of local blends and delicious lunch at a winery. Top off your trip in Siena to explore its historic city center with a stop at the Duomo.
...  More
  • 11 hours
  • Free Cancellation
From  
US$77.45 
Price varies by group size
From  
US$77.45 
Price varies by group size
Learn More
  • 11 hours
  • Free Cancellation

Chianti afternoon Wine Tour from FlorenceDay Trips

Chianti afternoon Wine Tour from Florence

star-4
Experience the true flavor of the Tuscan countryside on this Chianti wine tour from Florence. Led by a professional tour escort, the tour includes visits local wineries set in scenic villages. Sample the most revered Tuscan wines, learn the characteristics of each blend and hear the winemakers’ secrets. Later, stop for a look at the fortress of Castellina before your return to Florence.
...  More
  • 7 hours
  • Free Cancellation
From  
US$53.17 
From  
US$53.17 
Learn More
  • 7 hours
  • Free Cancellation

From Florence: Small-Group Tuscany Wine & Oil Tour with typical Tuscan MealDay Trips

From Florence: Small-Group Tuscany Wine & Oil Tour with typical Tuscan Meal

star-4.5
Soak up the flavor of Italy on a wine tasting tour in Tuscany. Departing from Florence, a sommelier guide will lead the way to the heart of the Chianti region, beloved for its deep-red wines and breathtaking scenery. Visit two wineries, sipping and swirling six local blends. Afterward, enjoy a traditional Tuscan lunch and a stop at a charming Italian village before returning to Florence. Numbers are limited to 16 to keep this experience as intimate as possible.
...  More
  • 6 hours
  • Free Cancellation
  • Taking safety measures
From  
US$174.85 
From  
US$174.85 
Learn More
  • 6 hours
  • Free Cancellation
  • Taking safety measures

Sunset Siena and Chianti Wine Tour with Dinner from FlorenceDay Trips

Sunset Siena and Chianti Wine Tour with Dinner from Florence

star-4
Experience Siena and the Chianti region on this evening excursion, departing from Florence. Bypass the daytime crowds and arrive in Siena in the late afternoon to explore the Piazza del Campo. From there, visit a Tuscan wine cellar in the famous region of Chianti and enjoy a 4-course meal paired with local wines. After a romantic evening in the Tuscan countryside, return to central Florence.
...  More
  • 7 hours
  • Free Cancellation
  • Taking safety measures
From  
US$80.92 
From  
US$80.92 
Learn More
  • 7 hours
  • Free Cancellation
  • Taking safety measures

Siena, San Gimignano, Monteriggioni and Chianti Wine Tasting Tour from FlorenceDay Trips

Siena, San Gimignano, Monteriggioni and Chianti Wine Tasting Tour from Florence

star-4
Combine medieval gems, fine wines, and UNESCO-listed monuments on this full-day tour of central Tuscany from Florence. Marvel over the medieval castle of Monteriggioni; explore the architectural wonders of historic Siena; and admire the striking skyline of hilltop San Gimignano. Enjoy a light lunch in Siena and finish your tour with a wine tasting at a local winery in the Chianti region.
...  More
  • 10 to 11 hours
  • Free Cancellation
  • Taking safety measures
From  
US$73.98 
From  
US$73.98 
Learn More
  • 10 to 11 hours
  • Free Cancellation
  • Taking safety measures

Small-Group Tuscany Grand Tour: Siena, San Gimignano, Chianti and PisaDay Trips

Small-Group Tuscany Grand Tour: Siena, San Gimignano, Chianti and Pisa

star-5
Explore the highlights of Tuscany with this full-day tour of Siena, San Gimignano, Chianti, and Pisa from Florence. Walk through medieval streets in Siena and San Gimignano. Have lunch and wine at a Chianti winery. See the town where Leonardo was born and admire the famous Leaning Tower of Pisa.
...  More
  • 12 hours
  • Free Cancellation
  • Taking safety measures
From  
US$288.19 
From  
US$288.19 
Learn More
  • 12 hours
  • Free Cancellation
  • Taking safety measures

Small-Group Tuscany By VespaDay Trips

Small-Group Tuscany By Vespa

star-4.5
Soak up a unique view of Tuscany on this Vespa tour departing from Florence. Led by an expert guide, journey out of the city and hop onto your scooter once you reach the beautiful country roads of Chianti. Stop for a traditional Tuscan meal at a Farmhouse, you’ll enjoy a tasting of local olive oils and prominent Chianti wines while visiting a famous winery. Your Vespa tour will conclude back at your original departure point in Florence.
...  More
  • 7 hours
  • Free Cancellation
  • Taking safety measures
From  
US$143.50 
From  
US$143.50 
Learn More
  • 7 hours
  • Free Cancellation
  • Taking safety measures

Self-Drive Vintage Fiat 500 Tour from Florence: Tuscan Wine ExperienceDining Experiences

Self-Drive Vintage Fiat 500 Tour from Florence: Tuscan Wine Experience

star-5
Experience the best that Italy has to offer with this excursion that combines wine tasting and a Fiat 500 tour. Departing from Florence, hop behind the wheel of a gorgeous 1960s model and journey into the Tuscan hills with your convoy. Then, park your classic ride at a 15th-century wine estate and villa.
...  More
  • 4 hours
  • Free Cancellation
From  
US$129.00 
From  
US$129.00 
Learn More
  • 4 hours
  • Free Cancellation

Small Group Tuscany Day Trip From Florence with Chianti, Siena and San GimignanoDay Trips

Small Group Tuscany Day Trip From Florence with Chianti, Siena and San Gimignano

star-4.5
When visiting Florence, don’t miss a day trip to the scenic, gourmet paradise of the Tuscan countryside. On this small-group tour, visit the remarkably well-preserved medieval town of Siena, home to a magnificent cathedral and the famous Palio horse race. Indulge your taste buds with a seasonal lunch and wine tastings at a family-run farm in the Chianti region, and wander the storybook streets of the UNESCO-listed village San Gimignano. Group size is limited to 14 for a more personalized experience.
...  More
  • 10 hours
  • Free Cancellation
  • Taking safety measures
From  
US$172.24 
From  
US$172.24 
Learn More
  • 10 hours
  • Free Cancellation
  • Taking safety measures

Semi-Private Horses and Vineyards - Horseback Riding in TuscanyDay Trips

Semi-Private Horses and Vineyards - Horseback Riding in Tuscany

star-4.5
Treat yourself to a winemaking tour and horseback riding in Tuscany on this 6-hour experience from Florence. Led by an expert guide, ride through Tuscany’s Chianti wine region by horseback, admiring the scenic landscape of vineyards and olive trees as you go. Stop to visit 2 local wine cellar and hear about the region’s winemaking tradition. Afterward, sit down to a flavorful meal of Tuscan dishes, complemented by smooth Chianti wines. Numbers are limited to eight people to keep the experience as intimate as possible.
...  More
  • 6 hours
  • Free Cancellation
  • Taking safety measures
From  
US$179.67 
From  
US$179.67 
Learn More
  • 6 hours
  • Free Cancellation
  • Taking safety measures

Pisa, Siena, San Gimignano, Chianti & Monteriggioni Small-Group Tuscany Day TripDay Trips

Pisa, Siena, San Gimignano, Chianti & Monteriggioni Small-Group Tuscany Day Trip

star-4
Experience the architecture, landscape, and local flavors of Tuscany on a day trip departing from Florence. Led by a professional driver-guide, visit San Gimignano, Siena, Monteriggioni, Pisa, and Chianti’s famous wine region, soaking up each town with a walking tour. Admire the Leaning Tower of Pisa, the Siena Duomo, and relax with lunch and a Chianti wine tasting on this comprehensive exploration of Tuscany. This small-group tour is limited to eight people to ensure an intimate experience.
...  More
  • 11 hours
  • Free Cancellation
From  
US$225.41 
From  
US$225.41 
Learn More
  • 11 hours
  • Free Cancellation

Tuscany Small-Group Day Trip from Florence with Chianti Wine Tastings and LunchDay Trips

Tuscany Small-Group Day Trip from Florence with Chianti Wine Tastings and Lunch

star-4.5
Get a taste of Tuscan scenery, wine and food on a day trip departing from Florence. Led by a local guide, discover the regions of Chianti and Val d’Orcia, soaking up the local flavor with two wine tastings. After exploring the charming towns of Greve and Montepulciano, top off your trip with a traditional Tuscan lunch at a farmhouse in the Val d’Orcia hills. To keep the experience as intimate as possible, numbers are limited to eight on this small-group adventure.
...  More
  • 11 hours
  • Free Cancellation
From  
US$240.44 
From  
US$240.44 
Learn More
  • 11 hours
  • Free Cancellation

Tuscany Bike or E-Bike Tour from Florence with Tuscan lunchDay Trips

Tuscany Bike or E-Bike Tour from Florence with Tuscan lunch

star-4.5
Take in the postcard-perfect beauty of Tuscany on this small-group full-day bike tour from Florence. Ride through the Tuscan hills with the wind in your hair and the sun on your face. Keep a relaxed pace to fully enjoy the scenery, and visit two wineries along the way.
...  More
  • 6 hours
  • Free Cancellation
  • Taking safety measures
From  
US$131.43 
From  
US$131.43 
Learn More
  • 6 hours
  • Free Cancellation
  • Taking safety measures

Escorted Tour: Chianti Winery, Montefioralle, and Greve in ChiantiDay Trips

SPECIAL OFFER

Escorted Tour: Chianti Winery, Montefioralle, and Greve in Chianti

star-4.5
Get a personalized tour of the Chianti region during this half-day private excursion from Florence. With just your group and dedicated guide, explore the market town of Greve in Chianti and the Castle of Montefioralle, then pop into a local winery to learn about the local Sangiovese grapes and sip some Chianti. Wine tasting and round-trip private transportation from a meeting point near the Florence train station included, or arrange hotel pick-up.
...  More
  • 5 hours
  • Free Cancellation
  • Taking safety measures
From  
US$73.06 
US$91.32
US$18.26 savings
Price varies by group size
From  
US$73.06 
US$91.32
US$18.26 savings
Price varies by group size
Learn More
  • 5 hours
  • Free Cancellation
  • Taking safety measures

Best of Tuscany Hill Towns semi-private full day tour (Siena & San Gimignano)Day Trips

Best of Tuscany Hill Towns semi-private full day tour (Siena & San Gimignano)

star-4.5
Explore the world-class Chianti wine region on a day trip from Florence. Stop to explore Siena's sights independently, discover the hill town of San Gimignano, famous for its medieval architecture and incredible vistas. Enjoy the delights of the town of Monteriggioni. Numbers are limited to eight people on this tour to ensure an intimate experience.
...  More
  • 8 hours
  • Free Cancellation
  • Taking safety measures
From  
US$216.16 
From  
US$216.16 
Learn More
  • 8 hours
  • Free Cancellation
  • Taking safety measures

Small-Group Siena and San Gimignano with Dinner in a Boutique WineryDay Trips

Small-Group Siena and San Gimignano with Dinner in a Boutique Winery

star-4.5
Get a true taste for the Tuscan countryside with this day trip to Siena, San Gimignano and a Chianti winery for dinner. Departing from Florence, venture first to the city of Siena for a guided tour through the Piazza del Campo, the site of the renowned Palio horse races, as well as a surprise food tasting. Afterward, wander the hilltown of San Gimignano before heading to a Chianti winery for a delicious 3-course dinner, complemented by fine local wine. Your trip is reserved to 16 people to keep the experience intimate.
...  More
  • 8 hours
  • Free Cancellation
  • Taking safety measures
From  
US$239.95 
From  
US$239.95 
Learn More
  • 8 hours
  • Free Cancellation
  • Taking safety measures

Private Chianti Classico Tour with wine and food tasting in a Historic EstateWine Tasting

Private Chianti Classico Tour with wine and food tasting in a Historic Estate

star-4.5
Get a true taste of Italy on this half-day wine tour through the Chianti region. Departing from Florence, a private English-speaking drives you to a rustic cellar in the countryside to sip the region’s top wines paired with local snacks. Your tour concludes with drop-off at your Florence hotel.
...  More
  • 4 hours
  • Free Cancellation
From  
US$284.36 
Price varies by group size
From  
US$284.36 
Price varies by group size
Learn More
  • 4 hours
  • Free Cancellation


icon_solid_phone
Book online or call
(888) 651-9785
(888) 651-9785