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Top things to do in Florence

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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Florence To Chianti Tours
Free cancellation
Book now, pay later
Flexible duration
  • 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

Free cancellation
Book now, pay later
Flexible duration
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 €79
€67.15

15% off

Free cancellation
Book now, pay later
Flexible duration
2 more
  • Travel in style with round-trip transfers from Florence by GT coach, complete with seamless multilingual support.

  • Experience Siena’s rich history on a guided tour, from the stunning Palazzo Pubblico to the iconic Torre del Mangia in the lively Piazza del Campo.

  • Wander amidst the medieval towers of San Gimignano, a UNESCO World Heritage Site, and let your curiosity lead the way through its historic streets.

  • Delight in the world of Chianti as you stroll through a local estate, uncovering the secrets of wine making. Cap your experience with a hearty 3-course Tuscan lunch.

More details

  • Travel in style with round-trip transfers from Florence by GT coach, complete with seamless multilingual support.

  • Experience Siena’s rich history on a guided tour, from the stunning Palazzo Pubblico to the iconic Torre del Mangia in the lively Piazza del Campo.

  • Wander amidst the medieval towers of San Gimignano, a UNESCO World Heritage Site, and let your curiosity lead the way through its historic streets.

  • Delight in the world of Chianti as you stroll through a local estate, uncovering the secrets of wine making. Cap your experience with a hearty 3-course Tuscan lunch.

from
€89
Free cancellation
Book now, pay later
Flexible duration
2 more
  • Relax on an AC coach from Florence as you explore Siena and San Gimignano. Enjoy free time in both these cities and explore them independently.

  • An English-speaking tour leader will accompany you throughout your day trip to enrich your visit with insider tips, trivia, and more.

  • Stop at Siena and allow it to charm you with its Gothic elegance, narrow winding lanes, and the stunning shell-shaped Piazza del Campo. It’s small enough to explore in a few hours, yet packed with character.

  • If you book this tour in August 2025, enjoy a complimentary meal with wine tasting and a guided tour of Siena.

  • Wander through the hilltop town of San Gimignano, admiring its towering structures and uncovering beautiful frescoes.

More details

  • Relax on an AC coach from Florence as you explore Siena and San Gimignano. Enjoy free time in both these cities and explore them independently.

  • An English-speaking tour leader will accompany you throughout your day trip to enrich your visit with insider tips, trivia, and more.

  • Stop at Siena and allow it to charm you with its Gothic elegance, narrow winding lanes, and the stunning shell-shaped Piazza del Campo. It’s small enough to explore in a few hours, yet packed with character.

  • If you book this tour in August 2025, enjoy a complimentary meal with wine tasting and a guided tour of Siena.

  • Wander through the hilltop town of San Gimignano, admiring its towering structures and uncovering beautiful frescoes.

from
€79
Free cancellation
Book now, pay later
Flexible duration
2 more
  • Take a round-trip from Florence to explore Pisa, San Gimignano, and Siena, with photo ops at the Leaning Tower, a Tuscan lunch, and an optional guided cathedral tour at Siena.

  • Experience a spacious ride to and from Florence with dedicated multilingual assistance on board.

  • Begin in Pisa with a visit to the Square of Miracles, where you’ll have plenty of time to pose with the iconic Leaning Tower.

  • Enjoy a satisfying lunch with locally crafted pours in San Gimignano, then explore its historic 13th-century walls and stone towers.

  • Discover the allure of Siena’s medieval squares, with the option to enrich your experience by adding a guided tour of the city and its cathedral.

More details

  • Take a round-trip from Florence to explore Pisa, San Gimignano, and Siena, with photo ops at the Leaning Tower, a Tuscan lunch, and an optional guided cathedral tour at Siena.

  • Experience a spacious ride to and from Florence with dedicated multilingual assistance on board.

  • Begin in Pisa with a visit to the Square of Miracles, where you’ll have plenty of time to pose with the iconic Leaning Tower.

  • Enjoy a satisfying lunch with locally crafted pours in San Gimignano, then explore its historic 13th-century walls and stone towers.

  • Discover the allure of Siena’s medieval squares, with the option to enrich your experience by adding a guided tour of the city and its cathedral.

from
€78
Free cancellation
Book now, pay later
Flexible duration
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
€119
Free cancellation
Book now, pay later
Flexible duration
  • 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.

More details

  • 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.

from €55
€46.75

15% off

Free cancellation
Book now, pay later
Flexible duration
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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Millions love heading out with us

Alba Sarmiento Burgos
IE

Alba

Ireland
Sep 2025
5/5

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+2 more

Incredible. It was one of my favorite experiences in Florence. Tasting the different wines and their explanation. Highly recommended.

From Florence: Chianti Wine Tasting Tour

Lucia Gonzalez Righi
US

Lucia

United States
Aug 2025
5/5

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review-image

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+1 more

I loved the experience! Enjoy very much. I went with my mom and she loved both wineries, the group and everything. Zora and Luciano (bus driver) were very nice, kind, friendly and funny. The only thing, I booked an spanish expirence and the explanation on the wineries were in english. I had to translate everything for my mom.

From Florence: Chianti Wine Tasting Tour

John Zumwalde

John

Nov 2022
5/5
We had a very great tour. Our guide Assia was excellent! She was informative and kept our group moving. Highly recommend.

Guided tour of Siena, San Gimignano & Monteriggioni with Wine Tasting in Chianti

Mária Šoltésová

Mária

Jul 2022
5/5
It was a great experience and we enjoyed it a lot. We visited 3 towns, had a tasty lunch and a wine degustation - all with a very nice tour guide. I recommend this trip a lot.

Guided tour of Siena, San Gimignano & Monteriggioni with Wine Tasting in Chianti

Megan Pattison
AU

Megan

Australia
Jul 2025
5/5
Unfortunately this wasn't the tour we did as the company changed us onto another tour. The bus was comfortable and the little town of Greve in Chianti which we stopped in was very charming. I bought a gorgeous ring at the jewelers, my Italian ring which will remind me constantly of th wonderful holiday. The dinner was in the vineyard, the sun was a bit bright for some at the table. The food was amazing and the wines paired beautifully.

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

Devanshu Malhotra
IN

Devanshu

India
Jun 2023
5/5
It was excellent. Really enjoyed. Two wineries that they selected was just perfect. You'll find perfect spots for some picturesque pictures

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

Adrianus WMM van de Ven

Adrianus

Jul 2025
4/5
Supervisors Martha and Julio provided perfect guidance. Clear in information and always approachable. TOP With a wine company, we expected a winery in the countryside. This was a factory site. So ambience was a bit less, despite the enthusiastic employee of the winery. Nice and enthusiastic. Despite the severe thunderstorm in Siena we had a nice day.

Siena and San Gimignano Day trip from Florence

Robin Bouvier
US

Robin

United States
May 2025
4/5
We loved the three beautiful cities we visited, including the crown of Tuscany which wasn't on the itinerary. Paying to walk on the city walls was interesting and views were good, but we were on metal bridges, not the actual walls. There are two different access points so be sure to try both. Lunch was at a restaurant with a very small vineyard where we could walk and take photos. The tastings were all good but primarily a sales pitch. The pasta lunch was just ok. If you take the cathedral tour in Siena (recommended but additional cost) make sure you know how to get back to the meeting point!

Siena and San Gimignano Day trip from Florence

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