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Experience the best tours of Chianti from Florence

Leave the city behind for rolling hills, vineyard visits, and olive oil tastings in Tuscany’s Chianti region.
4.3/5
전 세계 2,000+ 여행객이 선택했어요
Slide 1 of 13, Siena cityscape with historic buildings and lush greenery during Chianti Half Day Wine Tasting Tour.
Siena cityscape with historic buildings and lush greenery during Chianti Half Day Wine Tasting Tour.
3 더 보기
  • 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.

자세한 내용
  • 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.

에서
€ 67.15
Slide 1 of 9, Visitors exploring wine barrels in a Chianti cellar during a guided tour.
Visitors exploring wine barrels in a Chianti cellar during a guided tour.
3 더 보기
  • 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.

자세한 내용
  • 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.

에서 Original price€ 109
€ 92.65

15할인

Slide 1 of 7, Piazza del Campo in Siena with Torre del Mangia and Palazzo Pubblico.
Piazza del Campo in Siena with Torre del Mangia and Palazzo Pubblico.
2 더 보기
  • Visit Siena, San Gimignano, and Chianti in one well-paced day trip from Florence.

  • Enjoy a winery visit in the Chianti countryside with 3 wine tastings included.

  • Get free time in both Siena and San Gimignano to explore at your own pace.

  • Upgrade to a guided walking tour of Siena for deeper insight into its history and landmarks.

  • Travel comfortably with round-trip transfers and a multilingual tour leader.

자세한 내용
  • Visit Siena, San Gimignano, and Chianti in one well-paced day trip from Florence.

  • Enjoy a winery visit in the Chianti countryside with 3 wine tastings included.

  • Get free time in both Siena and San Gimignano to explore at your own pace.

  • Upgrade to a guided walking tour of Siena for deeper insight into its history and landmarks.

  • Travel comfortably with round-trip transfers and a multilingual tour leader.

에서 Original price€ 65
€ 55.25

15할인

Slide 1 of 9, Aerial view of San Gimignano with medieval towers and surrounding countryside.
Aerial view of San Gimignano with medieval towers and surrounding countryside.
3 더 보기
  • 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.

자세한 내용
  • 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.

에서
€ 79
Slide 1 of 7, Siena Cathedral rising above the medieval hilltop town of Siena, Tuscany, Italy.
Siena Cathedral rising above the medieval hilltop town of Siena, Tuscany, Italy.
1 더 보기
  • Travel from Florence to Siena and San Gimignano on a full-day trip with round-trip coach transfers included.

  • Ride in a private air-conditioned coach equipped with Wi-Fi, USB chargers, and water onboard.

  • Enjoy free time in Siena, a UNESCO-listed medieval city known for historic streets and atmospheric squares.

  • Explore San Gimignano independently, from its tower-lined skyline to artisan shops and stone lanes.

  • Choose this if you want a flexible Tuscany day trip without planning trains, parking, or town-to-town transfers.

자세한 내용
  • Travel from Florence to Siena and San Gimignano on a full-day trip with round-trip coach transfers included.

  • Ride in a private air-conditioned coach equipped with Wi-Fi, USB chargers, and water onboard.

  • Enjoy free time in Siena, a UNESCO-listed medieval city known for historic streets and atmospheric squares.

  • Explore San Gimignano independently, from its tower-lined skyline to artisan shops and stone lanes.

  • Choose this if you want a flexible Tuscany day trip without planning trains, parking, or town-to-town transfers.

에서
€ 49
Slide 1 of 7, Small group enjoying wine tasting on Tuscany Wine and Olive Oil Trail from Florence.
Small group enjoying wine tasting on Tuscany Wine and Olive Oil Trail from Florence.
3 더 보기
  • Head to the Chianti countryside from Florence in a premium van to enjoy a relaxing time with decadent wines.

  • Get the best possible experience with a small tour group to ensure personal attention.

  • Learn about the foundation of two of Chianti’s famous wineries with a sommelier to guide you throughout.

  • Discover the workings of an ancient olive oil mill that produces gourmet olive oil that you will savor at the olive oil tasting.

  • Relish a classic Tuscan meal with wine at the end of the tour to conclude your experience on a delectable note.

자세한 내용
  • Head to the Chianti countryside from Florence in a premium van to enjoy a relaxing time with decadent wines.

  • Get the best possible experience with a small tour group to ensure personal attention.

  • Learn about the foundation of two of Chianti’s famous wineries with a sommelier to guide you throughout.

  • Discover the workings of an ancient olive oil mill that produces gourmet olive oil that you will savor at the olive oil tasting.

  • Relish a classic Tuscan meal with wine at the end of the tour to conclude your experience on a delectable note.

에서 Original price€ 109
€ 92.65

15할인

Slide 1 of 7, Dirt road leading to a villa surrounded by cypress trees in Chianti, Tuscany.
Dirt road leading to a villa surrounded by cypress trees in Chianti, Tuscany.
2 더 보기
  • Escape Florence for the rolling vineyards and scenic countryside of Tuscany’s celebrated Chianti wine region.

  • Visit 2 traditional Chianti wineries and enjoy 6 wine tastings with snacks, including regional wines and local flavors.

  • Learn about Chianti’s winemaking traditions, grape varieties, and production methods from expert hosts during your visits.

  • Travel comfortably with round-trip AC coach transfers, onboard Wi-Fi, and a licensed tour escort throughout the experience.

  • Enjoy a relaxed group experience with fellow wine lovers while discovering Tuscany’s iconic vineyard landscapes.

자세한 내용
  • Escape Florence for the rolling vineyards and scenic countryside of Tuscany’s celebrated Chianti wine region.

  • Visit 2 traditional Chianti wineries and enjoy 6 wine tastings with snacks, including regional wines and local flavors.

  • Learn about Chianti’s winemaking traditions, grape varieties, and production methods from expert hosts during your visits.

  • Travel comfortably with round-trip AC coach transfers, onboard Wi-Fi, and a licensed tour escort throughout the experience.

  • Enjoy a relaxed group experience with fellow wine lovers while discovering Tuscany’s iconic vineyard landscapes.

에서
€ 38.25
Slide 1 of 11, Guide talking to a couple in front of Pisa Cathedral and Leaning Tower, Italy.
Guide talking to a couple in front of Pisa Cathedral and Leaning Tower, Italy.
3 더 보기
  • Explore Pisa, Siena, San Gimignano, and Chianti in a small group of no more than 20 guests for a more intimate and relaxed experience.

  • Enjoy free time in Tuscany's most iconic towns, with fewer people and more opportunities to connect with your tour leader and fellow travelers.

  • Visit a Chianti winery and sample three regional wines while learning about the traditions behind Tuscany's world-famous winemaking.

  • Sit down to a traditional Tuscan lunch surrounded by rolling vineyards and postcard-worthy countryside scenery.

  • Upgrade to a guided tour of Siena for expert insights into its medieval history, famous piazza, and centuries-old traditions.

자세한 내용
  • Explore Pisa, Siena, San Gimignano, and Chianti in a small group of no more than 20 guests for a more intimate and relaxed experience.

  • Enjoy free time in Tuscany's most iconic towns, with fewer people and more opportunities to connect with your tour leader and fellow travelers.

  • Visit a Chianti winery and sample three regional wines while learning about the traditions behind Tuscany's world-famous winemaking.

  • Sit down to a traditional Tuscan lunch surrounded by rolling vineyards and postcard-worthy countryside scenery.

  • Upgrade to a guided tour of Siena for expert insights into its medieval history, famous piazza, and centuries-old traditions.

에서
€ 149
Slide 1 of 8, Pouring red wine into a glass in a vineyard setting.
Pouring red wine into a glass in a vineyard setting.
1 더 보기
  • Sample superior Chianti blends and regional snacks at two wineries amidst the Tuscan hills as you explore the rolling landscapes!

  • Unravel the secrets of Chianti wines with a personalized tour of the vineyards and the cellars with a local escort and meet a professional winemaker.

  • Capture memorable photographs of the idyllic scenery and purchase local wine, balsamic vinegar, and olive oil at exclusive prices.

  • Travel comfortably on a fully-fitted GT coach with roundtrip transportation from Florence and choose the guided tour in English or Spanish.

자세한 내용
  • Sample superior Chianti blends and regional snacks at two wineries amidst the Tuscan hills as you explore the rolling landscapes!

  • Unravel the secrets of Chianti wines with a personalized tour of the vineyards and the cellars with a local escort and meet a professional winemaker.

  • Capture memorable photographs of the idyllic scenery and purchase local wine, balsamic vinegar, and olive oil at exclusive prices.

  • Travel comfortably on a fully-fitted GT coach with roundtrip transportation from Florence and choose the guided tour in English or Spanish.

에서 Original price€ 55
€ 46.75

15할인

다음에서 더 많은 목적지를 둘러보세요 Florence

테마별로 찾아보기

수백만 명의 사람들이 우리와 함께 외출하는 것을 좋아합니다

Graham W

Norway
Solo
2026년 9월
Fine tour but exhausting maybe too much travel? Good lunch experience in Chianti Tour guide was excellent though out the trip unfortunately couldn't give a gratuity because had no cash who does anymore?

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

Christopher M

Couple
2026년 6월

+1 더 보기

Enjoyed being taken to places with a really great driver. The bus guide was very good especially impressed with 3 languages skill set. The wine tasting venue was great and very entertaining. Sienna guided tour was excellent. Great guide. Would have happily sacrificed Pisa for longer at vineyard as this seemed a little rushed. It was over lunch we gelled as a group and made new friends. Wasn't so impressed with the amount of walking involved from bus to venue. It didn't help that the temperatures were 35°C. Overall an excellent tour.

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

Coda S

Ecuador
Solo
2026년 9월
Las indicaciones del guía sobre puntos importantes. Cómo el helado más delicioso que he probado en mi vida, en San Giminiano 🙌✨

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

Yang Z

China
Couple
2026년 6월

+6 더 보기

Alex est un guide incroyablement chaleureux et sympathique ! Nous avons absolument adoré cette excursion d'une journée à Sienne, à San Gimignano et également à Monteriggioni. C'était un véritable pèlerinage pour moi de visiter les lieux réels d'Ezio Auditore. Concernant le déjeuner à 22 €, c'était correct, mais si vous préférez plus de liberté, n'hésitez pas à choisir votre propre restaurant, il suffit juste d'être ponctuel pour l'heure de rendez-vous. Enfin, si vous avez l'occasion de visiter un domaine viticole dans le Chianti, vous devez absolument goûter Firmina. C'est un vin vraiment intéressant à boire !

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

Zuzanna B

Belgium
Couple
2026년 7월

+2 더 보기

We did the Chianti wine tour and it was incredible! Our guide Ms Ezgi was very enthousiast to share her knowledge of the region with us in a very professional way.The wines were very tasty. The views were breath taking. Really recommend doing this tour especially if you are a Witcher 3 Blood and Wine fan!!

From Florence: Chianti Wineries Tour with Wine Tasting

Victoria H

Colombia
Couple
2026년 6월
Everything from the beginning was awesome. Logistic, samples, places. All the people was so nice and welcoming. I really enjoy this experiencie with my husband in our honeymoon trip

From Florence: Chianti Wineries Tour with Wine Tasting

Ian F

United Kingdom
Group
2026년 9월
Frederico was amazing. Knowledgable but not too much with ability to expand if more information was requested. Very friendly, wineries were excellent especially diameda.

Tuscany Wine and Olive Oil Trail: Small-Group Tour From Florence

Dai V

Canada
Group
2026년 7월
The tour was professionally organized from start to finish. Everything ran perfectly on schedule, with departures and arrivals right on time. Our guide was knowledgeable, engaging, and had a great sense of humor, which made the journey even more enjoyable. A special mention goes to our driver, who demonstrated exceptional skill and experience navigating winding roads and narrow streets. We felt safe and comfortable throughout the entire trip. The wine tasting was excellent, and the selection of vineyards was well chosen. As with our previous experiences, Headout once again delivered a fantastic tour. Thank you for providing such a memorable experience and helping make our holiday even more special.

Chianti Region Guided Tour with Local Tastings and Vineyards

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