Florence To Chianti Tours

Leave the city behind for rolling hills, vineyard visits, and olive oil tastings in Tuscany’s Chianti region.

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Dirt road leading to a villa surrounded by cypress trees in Chianti, Tuscany.

Tourists enjoying wine tasting in a Chianti vineyard at sunset.

Vineyards and olive groves in Chianti region, Tuscany, Italy.

Visitors walking through a Chianti vineyard with grapevines and a basket of grapes.

Vineyards and cypress trees in the Chianti region landscape, Tuscany, Italy.

Chianti winery tasting room with wooden barrels and set dining tables.

Hand holding a glass of rosé wine in a Chianti vineyard during an e-bike tour.

From Florence: Chianti Wine Tasting Tour

Free cancellation

Book now, pay later

5 hr

Depart Florence on a cozy AC bus for a flavorful journey through Chianti, the land of the black rooster!
Enjoy tastings at two distinct Chianti Classico vineyards and savor other local delights, including extra virgin olive oil.
Discover the wine production process through tours of historic cellars and vineyards in your preferred language.
Immerse yourself in the allure of the Tuscan countryside, where rolling hills, vineyards, and olive groves serenade you along the 'Via Chiantigiana'.

More details

Depart Florence on a cozy AC bus for a flavorful journey through Chianti, the land of the black rooster!
Enjoy tastings at two distinct Chianti Classico vineyards and savor other local delights, including extra virgin olive oil.
Discover the wine production process through tours of historic cellars and vineyards in your preferred language.
Immerse yourself in the allure of the Tuscan countryside, where rolling hills, vineyards, and olive groves serenade you along the 'Via Chiantigiana'.

from €55

€46.75

15% off

Siena cityscape with historic buildings and lush greenery during Chianti Half Day Wine Tasting Tour.

Women posing playfully with the Leaning Tower of Pisa in Italy.

Pisa Cathedral and Baptistery with tourists exploring the square.

Stone buildings in a sunny Tuscan village square, part of the Highlights of Tuscany tour.

People dining at a long table during Pisa, Siena, and San Gimignano day trip.

Visitors at the steps of a historic church in San Gimignano, Italy.

Bus traveling through Chianti vineyards during Florence wine tour.

Wine bottles and Italian appetizers on a table during a Pisa, Siena, San Gimignano & Chianti day trip.

Tourists enjoying a wine tasting experience in Tuscany during a Pisa, Siena, and San Gimignano day trip.

Siena Cathedral facade with tourists during the day in Siena, Italy.

Siena Cathedral interior with striped columns and ornate vaulted ceiling.

Tourists inside Siena Cathedral admiring frescoes and architecture, Italy.

Tour guide speaking to tourists in a historic street during Pisa, Siena, and San Gimignano day trip.

From Florence: Pisa, Siena, San Gimignano & Chianti Day Trip with Wine Tasting & Lunch

Free cancellation

Book now, pay later

12 hr

2 more

Explore four of Tuscany’s most iconic destinations in one well-planned day trip from Florence.
Enjoy free time in Pisa, San Gimignano, and Siena to explore at your own pace.
Savor authentic Tuscan flavors with a winery visit, wine tastings, and a traditional local meal.
Upgrade your experience with guided tours of Siena and its cathedral or access to Pisa’s famous tower.
Travel comfortably with round-trip AC coach transfers and a multilingual tour leader throughout.

More details

Explore four of Tuscany’s most iconic destinations in one well-planned day trip from Florence.
Enjoy free time in Pisa, San Gimignano, and Siena to explore at your own pace.
Savor authentic Tuscan flavors with a winery visit, wine tastings, and a traditional local meal.
Upgrade your experience with guided tours of Siena and its cathedral or access to Pisa’s famous tower.
Travel comfortably with round-trip AC coach transfers and a multilingual tour leader throughout.

from

€71.10

Piazza del Campo in Siena with Torre del Mangia and Palazzo Pubblico.

Streets of San Gimignano with historic stone buildings and tourists exploring.

Wine barrels in a cellar during Chianti wine tasting tour from Florence.

Tour guide holding a sign in a Chianti village during a wine tour from Florence.

Bus interior with passengers traveling from Tromso to Skjervoy.

From Florence: Small Group Pisa, Siena, San Gimignano & Chianti Day Trip with Wine Tasting & Lunch

Free cancellation

Book now, pay later

10 hr 30 min

2 more

Explore Pisa, Siena, San Gimignano, and Chianti in one day with a small group capped at 25 guests.
Enjoy a more relaxed experience with fewer crowds, smoother pacing, and better interaction with your tour leader.
Savor a traditional Tuscan lunch at a family-run winery, paired with 3 regional wine tastings.
Get free time in Pisa and San Gimignano to explore landmarks, viewpoints, and local shops at your own pace.
Travel comfortably from Florence with round-trip AC coach transfers and onboard Wi-Fi.
Upgrade to join an expert-led walking tour of Siena and uncover its medieval streets, Piazza del Campo, and rich local history.

More details

Explore Pisa, Siena, San Gimignano, and Chianti in one day with a small group capped at 25 guests.
Enjoy a more relaxed experience with fewer crowds, smoother pacing, and better interaction with your tour leader.
Savor a traditional Tuscan lunch at a family-run winery, paired with 3 regional wine tastings.
Get free time in Pisa and San Gimignano to explore landmarks, viewpoints, and local shops at your own pace.
Travel comfortably from Florence with round-trip AC coach transfers and onboard Wi-Fi.
Upgrade to join an expert-led walking tour of Siena and uncover its medieval streets, Piazza del Campo, and rich local history.

from

€63.85

Guide talking to a couple in front of Pisa Cathedral and Leaning Tower, Italy.

San Gimignano skyline with medieval towers under a blue sky, Tuscany, Italy.

Tourists boarding air-conditioned coach bus for transfer to Montserrat Monastery.

Tour group with guide at Piazza del Campo, Siena, Italy, with historic buildings in background.

Visitors inside Pisa Cathedral, Italy, admiring ornate ceiling and arches.

Aerial view of San Gimignano towers and surrounding Tuscan countryside.

Torre Grossa in San Gimignano's historic square with medieval architecture.

Tuscany Semi Private Tour: Pisa, Siena And San Gimignano From Florence & Lunch

Free cancellation

Book now, pay later

11 hr 30 min

2 more

Small group tour limited to 25 travel companions

Full-day sightseeing and wine tasting tour in the picturesque, Tuscan countryside from Florence

Make the most of your time by visiting the most iconic cities of Tuscany in one day

Savor a delicious, typical Tuscan lunch paired with excellent red wines at a family-owned estate

Explore the beautiful, medieval city of Siena with an expert local guide

Enjoy your free time in San Gimignano and Pisa as you explore at your own pace

More details

Small group tour limited to 25 travel companions

Full-day sightseeing and wine tasting tour in the picturesque, Tuscan countryside from Florence

Make the most of your time by visiting the most iconic cities of Tuscany in one day

Savor a delicious, typical Tuscan lunch paired with excellent red wines at a family-owned estate

Explore the beautiful, medieval city of Siena with an expert local guide

Enjoy your free time in San Gimignano and Pisa as you explore at your own pace

from

€159

Visitors exploring wine barrels in a Chianti cellar during a guided tour.

Group listening to a guide in a Chianti wine cellar during a wine and olive oil tour.

Group enjoying wine tasting session in Chianti with guide explaining wine details.

Group enjoying wine tasting during Chianti tour.

Cheese, tomatoes, and vegetables on a wooden platter during Chianti wine and olive oil tour.

Olive oil being poured into tasting glasses during a Chianti experience.

Group enjoying wine tasting outdoors in Chianti.

Group enjoying wine tasting outdoors in Chianti countryside.

Private transfer service at Narita Airport with passengers in a luxury vehicle.

From Florence: Chianti Countryside & Olive Grove Semi-Private Tour with Lunch & Gourmet Pairings

Free cancellation

Book now, pay later

4 hr 30 min

2 more

Journey from Florence into the heart of Chianti for sommelier-led tastings, exclusive winery and olive oil mill visits, and a gourmet Tuscan lunch—all in one unforgettable experience.
Travel in comfort aboard a spacious luxury vehicle through the scenic Chianti countryside, also known as the 'land of the black rooster'.
Stop at an olive oil mill to sample Italy’s liquid gold straight from the source.
Visit three unique wineries, each offering a guided experience from vineyard to cellar. Enjoy a traditional Tuscan lunch, thoughtfully paired with select regional pours for a perfect taste of the territory.
Get personalized attention throughout this semi-private tour, making it more intimate and enriching than a standard group outing.

More details

Journey from Florence into the heart of Chianti for sommelier-led tastings, exclusive winery and olive oil mill visits, and a gourmet Tuscan lunch—all in one unforgettable experience.
Travel in comfort aboard a spacious luxury vehicle through the scenic Chianti countryside, also known as the 'land of the black rooster'.
Stop at an olive oil mill to sample Italy’s liquid gold straight from the source.
Visit three unique wineries, each offering a guided experience from vineyard to cellar. Enjoy a traditional Tuscan lunch, thoughtfully paired with select regional pours for a perfect taste of the territory.
Get personalized attention throughout this semi-private tour, making it more intimate and enriching than a standard group outing.

from €180

€144

20% off

Siena Cathedral facade with visitors in Piazza del Duomo, Italy.

Santa Maria della Scala museum facade in Siena, Italy, with visitors in the courtyard.

Winding road through vineyards on Via Chiantigiana, Tuscany.

Vineyards in Chianti landscape during wine tasting tour.

Chianti winery tasting room with tables set for wine sampling.

Group toasting with wine at a winery table surrounded by barrels.

Cypress-lined road through Tuscan countryside with rolling hills.

Man harvesting grapes in a Tuscany vineyard.

Passengers seated inside a tour bus traveling from Paris to Mont St. Michel's Abbey.

From Florence: Siena and Chianti Day Trip with Dinner & Regional Pairings

Free cancellation

Book now, pay later

7 hr

2 more

Set off from Florence along the 'Via Chiantigiana' on a spacious AC bus, regaled by expert live commentary in English or Spanish.
Get ample free time at your first stop, Siena, and explore the central Plaza del Campo.
Head to a rustic vineyard in the heart of Chianti, where traditional pasta and seasonal fare are perfectly paired with locally crafted pours that elevate every bite.
Savor a delicious Tuscan dinner made with the finest regional ingredients.

More details

Set off from Florence along the 'Via Chiantigiana' on a spacious AC bus, regaled by expert live commentary in English or Spanish.
Get ample free time at your first stop, Siena, and explore the central Plaza del Campo.
Head to a rustic vineyard in the heart of Chianti, where traditional pasta and seasonal fare are perfectly paired with locally crafted pours that elevate every bite.
Savor a delicious Tuscan dinner made with the finest regional ingredients.

from

€89

Aerial view of San Gimignano with medieval towers and surrounding countryside.

Siena Cathedral with tourists in the square, part of San Gimignano, Siena, Monteriggioni, Chianti day trip.

Group walking through vineyard on Siena, San Gimignano, and Chianti day trip.

Wine being poured into a glass during a Chianti tasting on a Florence day trip.

Tourists taking a selfie in front of historic architecture in San Gimignano, Italy.

Aerial view of Monteriggioni's medieval walls and surrounding Tuscan landscape.

Aerial view of Chianti winery with vineyards and Tuscan landscape.

From Florence: Siena & San Gimignano Day Trip with Wine Tastings & Lunch

Free cancellation

Book now, pay later

9 hr

2 more

Discover two of Tuscany’s most iconic hill towns in one relaxed day trip from Florence.
Enjoy free time in both Siena and San Gimignano to explore at your own pace.
Taste regional flavors with a winery visit, 3 wine tastings, and a traditional Tuscan meal.
Upgrade to a guided Siena tour with optional Cathedral access for a deeper cultural experience.
Travel comfortably with round-trip AC transport and a multilingual tour leader.

More details

Discover two of Tuscany’s most iconic hill towns in one relaxed day trip from Florence.
Enjoy free time in both Siena and San Gimignano to explore at your own pace.
Taste regional flavors with a winery visit, 3 wine tastings, and a traditional Tuscan meal.
Upgrade to a guided Siena tour with optional Cathedral access for a deeper cultural experience.
Travel comfortably with round-trip AC transport and a multilingual tour leader.

from

€79

Wine glasses raised in a toast during a Florence wine experience in Chianti Hills.

Two people enjoying grape picking in the Chianti Hills vineyard.

Stone church facade in Chianti Hills, Italy, under a blue sky.

Grapes harvested in Chianti Hills vineyard for wine tasting tour.

Vineyard with ripe grapes in the Chianti Hills, Italy.

Vineyards in Chianti Hills, Tuscany, with rolling hills and cypress trees in the background.

Wine cellar with tasting table and shelves of wine bottles in Chianti Hills.

Taste of Chianti: Countryside Flavors & Vineyard Tour and Tastings

Free cancellation

Book now, pay later

5 hr

1 more

Discover the flavors and charm of the Chianti Hills with visits to two scenic countryside estates and leisurely time in a historic Tuscan town.
Wander through sun-kissed vineyards and age-old cellars, where you’ll sample regional pours paired with local specialties against a stunning rural backdrop.
Stroll through a quaint hilltop town at your own pace and pick up locally made olive oil, artisanal goods, and bottled treats to take home.
Experience the rolling landscapes of Chianti with up to six curated tastings at family-run estates nestled among the hills.
Choose your language for the tour—available in English, Spanish, French, Italian, German, and Portuguese.
Fun fact: Traditional Chianti was once sold in straw-covered flasks called fiaschi, designed to protect its contents on bumpy country roads.

More details

Discover the flavors and charm of the Chianti Hills with visits to two scenic countryside estates and leisurely time in a historic Tuscan town.
Wander through sun-kissed vineyards and age-old cellars, where you’ll sample regional pours paired with local specialties against a stunning rural backdrop.
Stroll through a quaint hilltop town at your own pace and pick up locally made olive oil, artisanal goods, and bottled treats to take home.
Experience the rolling landscapes of Chianti with up to six curated tastings at family-run estates nestled among the hills.
Choose your language for the tour—available in English, Spanish, French, Italian, German, and Portuguese.
Fun fact: Traditional Chianti was once sold in straw-covered flasks called fiaschi, designed to protect its contents on bumpy country roads.

from €35.10

€31.59

10% off

Participants making fresh pasta in a cooking class, measuring ingredients into bowls.

Fresh pasta on a plate during a cooking class.

Cooking class participants making fresh pasta with chef guidance.

Hands rolling fresh pasta dough in a cooking class.

Fresh pasta making class with chef guiding participants in rolling dough.

Making fresh pasta in a cooking class with a chef and participant.

Pasta Cooking Class in Chianti with Food

Free cancellation

Book now, pay later

3 hr

1 more

Learn the art of pasta-making in the 3-hour cooking class led by a professional chef, amidst the stunning Chinati hills.
Discover the secrets to make the perfect ravioli, tagliatelle, cappelletti, and gnocchi as you sip on refreshing drinks.
Indulge in a meal curated with local cold cuts, cheeses, pasta prepared by you and pair the meal with a complementary drink and dessert.
Get exclusive recipes from the chef and take home a slice of Italian gastronomy.

More details

Learn the art of pasta-making in the 3-hour cooking class led by a professional chef, amidst the stunning Chinati hills.
Discover the secrets to make the perfect ravioli, tagliatelle, cappelletti, and gnocchi as you sip on refreshing drinks.
Indulge in a meal curated with local cold cuts, cheeses, pasta prepared by you and pair the meal with a complementary drink and dessert.
Get exclusive recipes from the chef and take home a slice of Italian gastronomy.

from

€120

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Leaning Tower of Pisa with tourists, part of Florence to Pisa tour.

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Leave the city behind for rolling hills, vineyard visits, and olive oil tastings in Tuscany’s Chianti region.

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Rolling hills and vineyards in Tuscany, Italy, with a farmhouse and cypress trees.

Florence To Tuscany Tours

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Travel guides and tips

The sweet charm of Chianti wine country

Chianti, nestled in the heart of Tuscany, is a must-visit destination for wine lovers. Renowned for its world-class wineries and breathtaking landscapes, Chianti offers an authentic Italian countryside experience. Besides its famous wines, Chianti enthralls visitors with its rich history, charming villages, and culinary delicacies. From Florence, a short drive of about 25 KM leads […]