Chianti tours from Florence

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Expert guides. Unique insights.
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Tours in multiple languages
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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.
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.
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.
4.6(35)

From Florence: Chianti Wine Tasting Tour

from €55
€46.75

15% off

Free cancellation

You can cancel these tickets up to 48 hours before the experience begins and get a full refund.

Book now, pay later

Book now without paying anything. Cancel for free if your plans change

5 hr - 5 hr 30 min
Itinerary
TOTAL DURATION5 hours 30 minutes
MODE OF TRANSFERA/C Bus
Florence
Start point

Florence

38 min by a/c bus
30 km
Chianti Classico

1. Chianti Classico

1 activity

Things to do

40 min by a/c bus
35 km
Florence
End point

Florence

Your ending point would be same as your start point

Half-day trip from Florence to two Chianti Classico wineries with guided tastings & transfers.

  • Day out to: Tuscany’s Chianti Classico countryside on a half-day trip from Florence, with round-trip transfers by air-conditioned coach. Journey through the scenic Via Chiantigiana, lined with vineyards, olive groves, and medieval villages.
  • You’ll get: Enjoy a full-day Chianti experience with a licensed English-speaking escort, visits to two family-run wineries, guided vineyard and cellar tours, tastings of signature Chianti Classico wines, regional snacks with olive oil samples, and free time to soak in the countryside charm or browse local shops.

Half-day trip from Florence to two Chianti Classico wineries with guided tastings & transfers.

  • Day out to: Tuscany’s Chianti Classico countryside on a half-day trip from Florence, with round-trip transfers by air-conditioned coach. Journey through the scenic Via Chiantigiana, lined with vineyards, olive groves, and medieval villages.
  • You’ll get: Enjoy a full-day Chianti experience with a licensed English-speaking escort, visits to two family-run wineries, guided vineyard and cellar tours, tastings of signature Chianti Classico wines, regional snacks with olive oil samples, and free time to soak in the countryside charm or browse local shops.

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

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

from
€89
Free cancellation

You can cancel these tickets up to 24 hours before the experience begins and get a full refund.

Book now, pay later

Book now without paying anything. Cancel for free if your plans change

7 hr
Guided tour
Transfers available
Itinerary
TOTAL DURATION7 hours 30 minutes
MODE OF TRANSFERA/C Bus
Piazzale Montelungo
Start point

Piazzale Montelungo

Get direction
71 min by a/c bus
78.3 km
Siena

1. Siena

90 min
2 attractions

Highlights

59 min by a/c bus
45.5 km
Chianti Classico

2. Chianti Classico

Things to do

45 min by a/c bus
27.8 km
Piazzale Montelungo
End point

Piazzale Montelungo

Get direction

Your ending point would be same as your start point

Explore Siena’s medieval charm and savor Chianti wines over a Tuscan countryside dinner.

  • Day out to Siena and the Chianti countryside from Florence on a relaxed afternoon trip. Travel in an AC coach through scenic vineyards and rolling hills, with round-trip transfers included.
  • You’ll get round-trip AC coach transfers from Florence, a licensed tour escort throughout the trip, independent time to explore Siena, a guided visit to a Chianti winery with tastings, and a countryside dinner featuring regional dishes paired with estate wines.
  • Siena: Wander through the UNESCO-listed historic center at your own pace, explore the iconic Piazza del Campo, and admire the Gothic Cathedral that defines the city’s skyline.
  • Chianti Winery & Dinner: Visit a rustic, family-run estate nestled among the vineyards. Learn about traditional winemaking, enjoy tastings of signature Chianti wines, and sit down for a Tuscan dinner of fresh local dishes as the sun sets over the hills.

Explore Siena’s medieval charm and savor Chianti wines over a Tuscan countryside dinner.

  • Day out to Siena and the Chianti countryside from Florence on a relaxed afternoon trip. Travel in an AC coach through scenic vineyards and rolling hills, with round-trip transfers included.
  • You’ll get round-trip AC coach transfers from Florence, a licensed tour escort throughout the trip, independent time to explore Siena, a guided visit to a Chianti winery with tastings, and a countryside dinner featuring regional dishes paired with estate wines.
  • Siena: Wander through the UNESCO-listed historic center at your own pace, explore the iconic Piazza del Campo, and admire the Gothic Cathedral that defines the city’s skyline.
  • Chianti Winery & Dinner: Visit a rustic, family-run estate nestled among the vineyards. Learn about traditional winemaking, enjoy tastings of signature Chianti wines, and sit down for a Tuscan dinner of fresh local dishes as the sun sets over the hills.

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.
Piazza del Campo in Siena with Torre del Mangia and Palazzo Pubblico.
Streets of San Gimignano with historic stone buildings and tourists exploring.
Vineyards and olive groves in Chianti region, Tuscany, Italy.
Hand holding a glass of rosé wine in a Chianti vineyard during an e-bike tour.
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.
Piazza del Campo in Siena with Torre del Mangia and Palazzo Pubblico.
Streets of San Gimignano with historic stone buildings and tourists exploring.
Vineyards and olive groves in Chianti region, Tuscany, Italy.
Hand holding a glass of rosé wine in a Chianti vineyard during an e-bike tour.
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.
Piazza del Campo in Siena with Torre del Mangia and Palazzo Pubblico.
Streets of San Gimignano with historic stone buildings and tourists exploring.
Vineyards and olive groves in Chianti region, Tuscany, Italy.
Hand holding a glass of rosé wine in a Chianti vineyard during an e-bike tour.
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.
4.6(11)

From Florence: Siena, San Gimignano & Chianti Day Trip with Local Flavors Experience

from
€99
Free cancellation

You can cancel these tickets up to 24 hours before the experience begins and get a full refund.

Book now, pay later

Book now without paying anything. Cancel for free if your plans change

11 hr 30 min
Transfers available
Meals included
Itinerary
TOTAL DURATION10 hours 30 minutes
MODE OF TRANSFERA/C Bus
Central Florence
Start point

Central Florence

Get direction
71 min by a/c bus
78.3 km
Siena

1. Siena

1 attraction

Highlights

46 min by a/c bus
41.7 km
San Gimignano

2. San Gimignano

1 attraction

Highlights

57 min by a/c bus
45.9 km
Chianti Classico

3. Chianti Classico

1 activity

Things to do

50 min by a/c bus
29.1 km
Central Florence
End point

Central Florence

Get direction

Your ending point would be same as your start point

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.
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.
Visitors at the steps of a historic church in San Gimignano, Italy.
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.
Passengers seated inside a tour bus traveling from Paris to Mont St. Michel's Abbey.
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.
Visitors at the steps of a historic church in San Gimignano, Italy.
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.
Passengers seated inside a tour bus traveling from Paris to Mont St. Michel's Abbey.
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.
Visitors at the steps of a historic church in San Gimignano, Italy.
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.
Passengers seated inside a tour bus traveling from Paris to Mont St. Michel's Abbey.
4.1(846)

Siena and San Gimignano Day trip from Florence

from
€79
Free cancellation

You can cancel these tickets up to 24 hours before the experience begins and get a full refund.

Book now, pay later

Book now without paying anything. Cancel for free if your plans change

9 hr - 11 hr
Transfers available
Meals included
Itinerary
TOTAL DURATION10 hours 30 minutes
MODE OF TRANSFERA/C Bus
Central Florence
Start point

Central Florence

Get direction
71 min by a/c bus
78.3 km
Siena

1. Siena

2 attractions

Highlights

59 min by a/c bus
45.5 km
Chianti Classico

2. Chianti Classico

1 activity

Things to do

55 min by a/c bus
46.4 km
San Gimignano

3. San Gimignano

1 attraction

Highlights

70 min by a/c bus
61.1 km
Central Florence
End point

Central Florence

Get direction

Your ending point would be same as your start point

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.
  • 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.
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 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 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.
4.4(3,918)

From Florence: Pisa, San Gimignano, Siena & Chianti Day Trip with Lunch & Tuscan Tastings

from €95
€71.25

25% off

Free cancellation

You can cancel these tickets up to 48 hours before the experience begins and get a full refund.

Book now, pay later

Book now without paying anything. Cancel for free if your plans change

12 hr - 12 hr 45 min
Transfers available
Meals included
Itinerary
TOTAL DURATION12 hours
MODE OF TRANSFERA/C Bus
Central Florence
Start point

Central Florence

Get direction
77 min by a/c bus
84.5 km
Pisa

1. Pisa

1 attraction

Highlights

81 min by a/c bus
78.8 km
San Gimignano

2. San Gimignano

1 attraction

Highlights

Things to do

46 min by a/c bus
41.9 km
Siena

3. Siena

2 attractions

Highlights

78 min by a/c bus
77 km
Central Florence
End point

Central Florence

Get direction

Your ending point would be same as your start point

See Pisa, San Gimignano & Siena in a single day with 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 with 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

What to bring

  • Wear comfortable walking shoes as the tour involves a fair amount of walking.
  • For entry to Siena Cathedral (if selected), wear clothing that covers knees and shoulders.
  • Bring a valid ID if you plan to taste regional pairings.

What's not allowed

  • Alcoholic beverages will not be served to guests under 18 years of age.

Accessibility

  • This experience is not accessible for wheelchair users or pram/strollers.

Additional information

  • Guests under 18 can join the tour only if accompanied by at least one adult.
  • The order of visits may change depending on traffic or local conditions.
  • Hotel transfers are not included.
  • Personal expenses (souvenirs, additional snacks, optional upgrades) are not included.
  • You can cancel these tickets up to 48 hours before the experience begins and get a full refund.
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.
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.
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.
NEW

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

from
€149
Free cancellation

You can cancel these tickets up to 24 hours before the experience begins and get a full refund.

Book now, pay later

Book now without paying anything. Cancel for free if your plans change

4 hr 30 min - 9 hr
Transfers available
Meals included

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.
Aerial view of Siena's historic rooftops and cathedral in Tuscany, Italy.
Tour bus parked among cypress trees in Tuscany, Italy.
Tourists boarding a bus for the Tuscany in a Day tour, visiting Siena, San Gimignano, and Pisa.
Tourists taking a selfie in front of a historic building in Siena, Italy.
Piazza del Campo in Siena with Torre del Mangia, Tuscany.
Tourists posing near the Leaning Tower of Pisa, Italy.
Leaning Tower of Pisa and Pisa Cathedral in Tuscany, Italy.
Siena Cathedral facade with visitors in Tuscany, Italy.
San Gimignano town square with medieval buildings and tourists exploring.
Siena Cathedral facade with intricate Gothic architecture, Tuscany.
Aerial view of Siena's historic rooftops and cathedral in Tuscany, Italy.
Tour bus parked among cypress trees in Tuscany, Italy.
Tourists boarding a bus for the Tuscany in a Day tour, visiting Siena, San Gimignano, and Pisa.
Tourists taking a selfie in front of a historic building in Siena, Italy.
Piazza del Campo in Siena with Torre del Mangia, Tuscany.
Tourists posing near the Leaning Tower of Pisa, Italy.
Leaning Tower of Pisa and Pisa Cathedral in Tuscany, Italy.
Siena Cathedral facade with visitors in Tuscany, Italy.
San Gimignano town square with medieval buildings and tourists exploring.
Siena Cathedral facade with intricate Gothic architecture, Tuscany.
Aerial view of Siena's historic rooftops and cathedral in Tuscany, Italy.
Tour bus parked among cypress trees in Tuscany, Italy.
Tourists boarding a bus for the Tuscany in a Day tour, visiting Siena, San Gimignano, and Pisa.
Tourists taking a selfie in front of a historic building in Siena, Italy.
Piazza del Campo in Siena with Torre del Mangia, Tuscany.
Tourists posing near the Leaning Tower of Pisa, Italy.
Leaning Tower of Pisa and Pisa Cathedral in Tuscany, Italy.
Siena Cathedral facade with visitors in Tuscany, Italy.
San Gimignano town square with medieval buildings and tourists exploring.
Siena Cathedral facade with intricate Gothic architecture, Tuscany.
4.5(2,048)

From Florence: Tuscany, Siena, San Gimignano & Pisa Day Trip

from
€65
Free cancellation

You can cancel these tickets up to 24 hours before the experience begins and get a full refund.

Book now, pay later

Book now without paying anything. Cancel for free if your plans change

11 hr 30 min - 13 hr 45 min
Transfers available
Meals included

A complete Tuscan adventure with iconic sights, optional lunch, and wine tasting.

  • Enjoy round-trip transfers by coach or minivan from Florence to the Tuscan countryside and explore its breathtaking landscapes.
  • With the expertise of a multilingual guide, get a taste of the authentic Tuscan experience on a full-day tour.
  • Visit the enthralling city of Siena where you’ll visit the Piazza del Campo, famous for its Palio di Siena horse race.
  • Upgrade to relish a delicious lunch of Tuscan cuisine, and an authentic local wine-tasting tour. Visit the medieval town of San Gimignano and explore to your heart’s desire.
  • Go to Pisa and its stunning Piazza dei Miracoli. Admire the Baptistery and the famous Leaning Tower.

A complete Tuscan adventure with iconic sights, optional lunch, and wine tasting.

  • Enjoy round-trip transfers by coach or minivan from Florence to the Tuscan countryside and explore its breathtaking landscapes.
  • With the expertise of a multilingual guide, get a taste of the authentic Tuscan experience on a full-day tour.
  • Visit the enthralling city of Siena where you’ll visit the Piazza del Campo, famous for its Palio di Siena horse race.
  • Upgrade to relish a delicious lunch of Tuscan cuisine, and an authentic local wine-tasting tour. Visit the medieval town of San Gimignano and explore to your heart’s desire.
  • Go to Pisa and its stunning Piazza dei Miracoli. Admire the Baptistery and the famous Leaning Tower.

Inclusions

  • Full-day tour of Tuscany, Siena, San Gimignano and Pisa
  • Expert English, Spanish, Italian, Portuguese, or French-speaking guide
  • Round-trip transfers from Florence by coach
  • Typical Tuscan lunch with drinks (optional)
  • Wine tasting (optional)

Exclusions

  • Entry to Leaning Tower of Pisa
  • Entry to Siena Cathedral
  • You can cancel these tickets up to 24 hours before the experience begins and get a full refund.
FlorenceFlorence To Chianti Tours

Things to know before booking a Chianti tour from Florence

  • Almost all major wineries in Chianti offer guided vineyard tours, often accompanied by a sampling of their local specialties. While many welcome walk-ins, it’s wise to check ahead—especially if you’re eyeing a specific estate—as some require reservations.
  • Smaller, family-run spots tend to have limited availability for unannounced guests, so booking in advance guarantees you won’t miss the full experience. These visits are rich in stories about local traditions, the land, and the craft behind each bottle.
  • Chianti isn’t easily accessible by public transport—trains don’t reach the area, and buses aren’t ideal for vineyard visits. While self-driving offers flexibility, the roads are narrow and parking is limited in small towns. Organized tours are a stress-free option, with convenient round-trip transfers from Florence.
  • Chianti is a haven for food lovers, too. Think cold-pressed olive oil, handmade pasta, and rustic local dishes. Some tours include elaborate 4 or 5-course traditional Tuscan lunches or dinners paired with wine, while others focus solely on tastings. Be sure to check if lunch is included, especially for longer tours. You can also visit an olive oil mill to see the production process and sample fresh oil.
  • While semi-private tours are pricier, they come with perks like a more personalized experience, smaller groups (8-10 people), luxury transportation, gourmet lunches, and exclusive tastings.
  • For those seeking a more budget-friendly experience, there are half-day tours starting from around €48. These are perfect if you’re short on time or looking for a more basic introduction to Chianti’s wine culture.
  • Looking for a quick getaway or a full-day adventure? We've got tours for you! Options range from 5-hour wine tastings to 11-hour day trips that include Siena, San Gimignano, and Chianti. For a more well-rounded Tuscan experience, check out the tours that include Pisa and the famous Leaning Tower!
  • Please note, our Chianti tours include drinks, so they're not suitable for those under 18 years. If you're a minor, you'll need an accompanying adult.

Booking guide: Chianti tour from Florence

Experiences
Vineyard tour
Mode of transfer
Meals
Additional features
Tickets from

Chianti Wine Tasting Tour (5 - 5.5 hr.)

AC Bus

2 vineyard visits with regional sips with snacks

Siena and Chianti Day Trip with Dinner & Wine Tasting (7 hr.)

AC Bus

Free time in Siena

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 specialties and olive oil, one exclusive artisanal blend, bottled with a personalized label.

Other stops on your Florence to Chianti day trip

Best time to take a Chianti tour from Florence 

Peak vs. Non-peak times

Chianti's peak tourist season is from June to August, attracting crowds for its great weather and wine festivals, especially in towns like Greve and San Gimignano. For a more relaxed visit, consider the shoulder seasons of spring (March to May) or fall (September to November), when the crowds thin, and the landscapes shine. 

For a vibrant vineyard experience, visit during the grape harvest season from September to October, when you might even join in the harvest.

Climate considerations

For the best weather, visit Chianti between April-June or September-October, when temperatures range from 15°C to 25°C (59°F to 77°F). These months provide comfortable conditions for exploring vineyards and towns, with spring blooms or autumn colors adding to the scenic beauty. Summer can be hot, with temperatures over 30°C (86°F), making outdoor activities less comfortable.

Best ways to reach Chianti from Florence

By train
By bus
By car
Via tours

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.

Guided tours are the most convenient way to experience Chianti, especially for viticulturists. These tours include round-trip transfers from Florence, visits to renowned wineries, and curated samplings. Some tours even include lunch or stops at picturesque villages like Radda or Gaiole.

For an effortless and immersive experience, opt for a Chianti Wine Tasting Tour that combines scenic exploration with the best regional flavors.

Make the most of your day trip

What to eat?
Where to eat?
Tips
  • Bistecca alla Fiorentina: A thick-cut, charcoal-grilled T-bone steak.
  • Pappardelle al Cinghiale: Wide ribbons of pasta with wild boar ragù.
  • Crostini Toscani: Toasted bread topped with chicken liver pâté.
  • Ribollita: A hearty bread-and-vegetable soup, perfect for cooler days.
  • Cantucci with Vin Santo: Crunchy almond biscuits dipped in a sweet dessert wine.
  • Osteria di Passignano: Located in a former monastery, this Michelin-starred restaurant offers exquisite Tuscan cuisine with an emphasis on local ingredients. The ambiance is charming, making it perfect for a special meal.
  • Taverna Squarcialupi: A cozy and romantic atmosphere perfect for families and groups, located in Castellina. Offers a diverse menu with vegetarian options and local sips.
  • Ristorante La Cantina: Situated in Greve in Chianti, this restaurant specializes in traditional Italian dishes, particularly pizza and antipasti platters. The cozy tavern-like setting features exposed brick and stone, creating an inviting atmosphere.
  • Ristorante La Bottega del Borgo: A cut eatery in Castellina serving authentic Italian cuisine with a focus on local flavors. Known for its warm and kid-friendly ambiance.
  • Beyond the grape, savor Chianti’s olive oil, balsamic vinegar, and local specialties like Pecorino cheese, Pici pasta, and Stracotto al Chianti.
  • Explore towns like Greve and Radda in Chianti; enjoy a coffee or aperitivo in a piazza while soaking up local life.
  • Visit countryside estates early or late in the day to avoid crowds and enjoy a quieter, more personal experience.
  • Wear comfy shoes and layered clothing for vineyard walks and changing weather conditions.
  • Chat with vineyard staff; their stories and insights add depth to your tasting experience.

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 the region's specialties 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 tasting etiquette?

When attending a drink 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 blend 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 house-crafted blend, and cleanse your palate between tastings. It's also perfectly fine to spit to keep your palate fresh and avoid intoxication. Dress smart-casual, wear comfortable shoes, and keep an open mind to discover new flavors.