florence italy chianti wine tours

• United Kingdom
• Curated Stays
• Wine Travel
• About Isabelle
• Work with Us

15 Best Chianti Wine Tours From Florence: 2024 Curated Picks

• Isabelle Hoyne
• February 15, 2024

** Disclosure: some of the links on this site are affiliate links and should you make a purchase through these, I may receive a small commission at no extra cost to you. Thank you for your support!**

Discover the best Chianti wine tours from Florence with our comprehensive roundup of 15 handpicked tours. Offering impartial assessments of each and personal insights into wine tasting in the region, this guide is tailored to help you find the perfect wine experience in Tuscany’s famed Chianti region.

Embarking on a wine tour in the Chianti region from Florence is not just a journey through a landscape of rolling vineyards and historic estates; it’s a passage into the heart of Tuscan wine culture.

As someone who has spent extensive time in Florence, savouring its cultural and enological offerings, I can attest to the unique charm and richness of the Chianti region’s wines.

This guide aims to help you navigate the myriad options and choose the best Chianti wine tour that aligns with your tastes and interests.

In Chianti, the Sangiovese grape reigns supreme, crafting robust wines like the famed Chianti and Chianti Classico, known for their depth and complexity. The Riserva wines, aged longer, offer a more nuanced exploration of the Sangiovese grape.

You’ll also encounter Super Tuscans, innovative blends that combine traditional Tuscan grapes with varieties like Cabernet Sauvignon. 

Having quaffed my fair share of these exquisite wines, I’ve come to appreciate not just the taste but the story in every glass – a narrative of tradition, terroir, and the tireless dedication of the winemakers.

Whether you are a seasoned wine aficionado or a curious traveller eager to delve into the world of Tuscan wines, there’s a tour tailored for every palate. Let’s embark on this journey together to discover the best Chianti wine tour for you.

Best Chianti Wine Tasting Tours from Florence: my top 3 picks

First choice.

Small-Group Wine Tasting Experience in the Tuscan Countryside

• Duration: 4 hours 45 minutes

Selling points: Intimate Tuscan wine and food journey

SECOND CHOICE

Florence: Chianti Wineries Tour with Food and Wine Tasting

Duration: 5.5 hours

Selling points: Authentic winemaking and Tuscan tastes

Third choice

Chianti Safari: Tuscan Villas with Vineyards, Cheese, Wine & Lunch from Florence

Duration : 9 hours

Selling points: Scenic off-road wine and culinary adventure

15 Best Chianti Wine Tasting Tours from Florence

1.  small-group wine tasting experience in the tuscan countryside.

★ RATING: 5/5 Stars | 🕰 TOUR LENGTH: 4 hours 45 minutes | ✓ Book now

This Small-Group Wine Tasting Experience in the Tuscan Countryside is a jewel for those who cherish intimate and immersive experiences .

It’s an exquisite journey through the heart of the Chianti Classico region, offering a firsthand encounter with the art of Tuscan winemaking.

The tour encompasses visits to two top-rated wineries , each with its unique charm, nestled amidst the serene landscapes of vineyards and olive groves.

The tastings include an array of distinguished wines and olive oils, harmoniously paired with local Tuscan specialties like cheese, salami, and bruschetta.

The limited group size ensures a personalised experience, making it ideal for those who appreciate a deeper connection with the region’s winemaking traditions and local savours.

It’s a tour I’d confidently recommend for an authentic taste of Tuscany.

Reviews: “Let’s do this one again!!!!! Love it! I highly recommend this tour! This is actually the second time we have joined this tour because my husband and I enjoyed it the last time we were visiting Florence. The hosts are kind and patient, the travel accommodations are comfortable and efficient, and the wineries were so lovely!!! The tours were given by the owners of the wineries (a real treat!) who offered answers to questions as well as sharing their experience and knowledge.” – Angela_R, Jan 2024 Read more reviews here.

Useful information:

• Location: Piazzale Montelungo, Firenze FI, Italy
• Start Times: 8:45 AM (for 9:00 AM tour), 2:15 PM (for 2:30 PM tour)
• Size of Tour: Small group (max 25 people)
• Accessibility: Not wheelchair accessible; involves stairs
• Included: Transport by air-conditioned vehicle with Wi-Fi, English-speaking guide, visits to 2 wineries, tastings of 6 wines and olive oils, local Tuscan snack

2. Florence: Chianti Wineries Tour with Food and Wine Tasting

★ RATING: 4.5/5 Stars | 🕰 TOUR LENGTH: 5.5 hours | ✓ Book now

Set in the picturesque Chianti Hills, this half-day tour from Florence offers a genuine glimpse into Tuscany’s wine culture.

Visiting two authentic wineries , you’ll engage with local winemakers and learn about their methods and passions. The tour combines scenic beauty with an educational wine tasting experience, where you’ll sample seven different wines , each telling its own story of the region’s heritage.

Accompanied by traditional Tuscan snacks, it’s an ideal choice for those seeking to understand the art of Tuscan winemaking.

This tour is a must for both wine enthusiasts and curious travellers , offering a perfect blend of knowledge, beauty, and taste.

Reviews: “Excellent wine tour with amazing guides and very knowledgeable sommeliers. Definitely worth booking this.” – Kunal (United Kingdom) Read more reviews here.

• Location : Meet at Piazzale Montelungo, Firenze FI, Italy Start
• Time : 8:30 AM / 2:30 PM
• Duration : 5.5 hours
• Size of Tour : Shared tour with up to 30 people
• Accessibility : Not suitable for wheelchair users
• Included : Return transportation, expert multilingual guide, guided wine tastings, snacks (cheese, bread, olive oil, balsamic vinegar, salumi)

3. Chianti Safari: Tuscan Villas with Vineyards, Cheese, Wine & Lunch from Florence

★ RATING: 5/5 Stars | 🕰 TOUR LENGTH: 9 hours | ✓ Book now

The Chianti Safari Wine Tour is an exceptional full-day tour , embodying the true spirit of Tuscany’s enological and culinary heritage.

This adventure starts in Florence and takes you on an off-road journey through the heart of the Chianti region, a land famed for its wine, olive oil, and breathtaking landscapes.

Your day will be marked by visits to prestigious wineries , each offering a unique glimpse into the winemaking process. The first stop, a winery owned by a prominent Italian family, offers a fascinating tour of historic cellars, with tastings of wine, olive oil, and cured meats.

As you venture through ancient woodlands and rolling hills, the scenic beauty of Tuscany unfolds. The tour includes a delectable traditional Tuscan lunch at a winery restaurant , providing panoramic views that are as delightful as the food.

The contrast between the established winery and a smaller, boutique vineyard in the afternoon provides a comprehensive experience of Chianti’s wine culture.

This tour is a must for those looking to immerse themselves fully in the Tuscan lifestyle, offering a blend of culinary delights, historical insights, and natural splendour .

Reviews: “Exciting full day tour of the Chianti wine region of Tuscany. We really enjoyed learning about Tuscany and the Chianti wine-growing region. Our guide Liv and our driver Lob were excellent. Liv was very knowledgeable about the wine-making process and history. She was most engaging and a pleasure.” – Helen_C, Dec 2023 Read more reviews here.

• Location: Piazza dei Cavalleggeri, 50122 Firenze FI, Italy
• Start Time: 9:00 AM
• Duration: 9 hours
• Size of Tour: Maximum 26 travellers
• Accessibility: Not wheelchair accessible; not recommended for travellers with back problems or pregnant travellers
• Included: Air-conditioned 4×4 transport, professional guide, 9 wine samples, 2 olive oil samples, food tastings, lunch

RELATED READING | 19 BEAUTIFUL VILLAS IN TUSCANY WITH PRIVATE POOLS [2024]

4. Chianti Wine Tour from Florence

★ RATING: 4.5/5 Stars | 🕰 TOUR LENGTH: 5 hours | ✓ Book now

Embarking on the Chianti Wine Tour from Florence offers an immersive dive into the heart of Tuscany’s wine-making traditions.

This half-day journey , priced accessibly, is a true delight for those eager to explore the renowned Chianti region.

The tour showcases the picturesque Tuscan countryside , where vineyards and olive groves paint a serene backdrop. The experience includes visits to two charming, organic wineries , each providing an intimate glimpse into the art of winemaking.

Here, you will savour tastings of Chianti Classico, Chianti Reserve, and other select Tuscan wines, each paired with local delicacies like bruschetta and pecorino cheese.

The guided tours of the cellars offer invaluable insights into the winemaking process, enhancing the tasting experience.

This tour is perfect for those seeking a blend of scenic beauty, culinary discovery, and intimate winery visits .

It’s especially appealing for families, as the wineries’ hosts are known for their friendly and engaging approach, making it enjoyable even for younger members.

Reviews: “Lovely visit to local wineries! We enjoyed touring the countryside and learned a lot about the region from our super tour guide. The wineries they chose to visit were small and quaint which made it a nicer, less touristy experience. The hosts from the wineries were very knowledgeable and friendly. They also made it fun for our children :)” – Sarah_D, Nov 2023 Read more reviews here.

• Start Time: Options for morning or afternoon tours
• Duration: 5 hours
• Size of Tour: Maximum 50 travellers
• Accessibility: Not wheelchair accessible; stroller accessible; infant seats available
• Included: Transport by air-conditioned coach with Wi-Fi, licensed tour leader, guided winery visits, wine and food tastings

5. Chianti Wineries Tour with Tuscan Lunch and San Gimignano

★ RATING: 5/5 Stars | 🕰 TOUR LENGTH: 8 hours | ✓ Book now

Escape to the tranquil Chianti wine region with this all-encompassing tour , a perfect blend of culinary delight and cultural exploration .

As you leave the buzz of Florence, this tour transports you into the heart of Tuscany, renowned for its exquisite winemaking.

The tour includes visits to two distinguished wineries , where the secrets of winemaking are unveiled. Each visit is an intimate experience, offering tastings of locally produced wines that exemplify the region’s rich enological heritage.

The highlight of the tour is a traditional Tuscan lunch , a culinary journey that complements the exquisite wine tasting.

In addition to the winery visits, the tour offers a guided exploration of the enchanting medieval village of San Gimignano , known for its stunning architecture and panoramic views.

This tour is a delight for anyone seeking a comprehensive experience of Tuscany’s wine culture, picturesque landscapes, and historical charm .

Reviews: “ A beautiful day in Tuscany. Daniel was such a great guide! He explained the countryside as we drove and was personable and SO FUN! The tour was amazing-LOVED Francesco Carbucci winery-the owner was passionate and warm, San Gimignano was charming and lunch topped off a wonderful day!” – Heidi_M, Nov 2023 Read more reviews here.

• Location: Via Curtatone, 9, 50123 Firenze FI, Italy
• Duration: 8 hours
• Size of Tour: Maximum 16 travellers
• Accessibility: Wheelchair accessible; infant seats available
• Included: Transport by air-conditioned minivan, lunch, wine tastings, winery and vineyard tours, San Gimignano visit, Piazzale Michelangelo visit

6. Small Group Tuscany Wine & Food Tour with Guide

★ RATING: 4.9/5 Stars | 🕰 TOUR LENGTH: 8 hours | ✓ Book now

This Tuscany Wine & Food Tour epitomises the richness of the Tuscan wine region, offering an intimate exploration through its scenic landscapes and renowned wineries.

Ideal for those seeking a comprehensive Tuscan experience , the tour includes visits to three organic wineries , each distinctive in its character and approach to winemaking.

The first winery sets the stage with insights into traditional winemaking processes, followed by a visit to a hilltop estate where a wine expert enlightens you with fascinating facts and anecdotes.

The highlight is a delightful lunch , a true Tuscan feast, paired exquisitely with local wines, balsamic vinegar, and olive oil.

A brief sojourn in Greve in Chianti offers a chance to admire its charming square, adding a touch of medieval allure.

The final stop at a historic family-owned villa and winery near Florence offers breathtaking views and a chance to compare the diverse philosophies of the winemakers.

This tour is a perfect blend of culinary delights, viticultural education, and scenic beauty , tailored for those who appreciate the finer aspects of Tuscan life.

Reviews: “Fantastic Day Trip. This was an incredible trip and one of the most memorable things we did in Italy! Our driver Leo made the trip extra special, making everything run smoothly, making sure everyone was comfortable and taken care of. He was kind and funny and shared lots of interesting facts and history along the way. We enjoyed the variety of the 3 different places we went – all three had their own charm.” – Ryan_H, Nov 2023 Read more reviews here.

• Location: Piazzale Montelungo, Firenze FI, Italia
• Accessibility: Not wheelchair accessible; some stairs involved
• Included: Air-conditioned transport with Wi-Fi, English-speaking driver/guide, visits to 3 wineries, wine and olive oil tastings, lunch, Greve in Chianti visit

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

★ RATING: 5/5 Stars | 🕰 TOUR LENGTH: 4 hours | ✓ Book now

Embrace the allure of Tuscany with this unique and exhilarating Self-Drive Vintage Fiat 500 Tour .

This experience marries the nostalgia of driving a classic 1960s Fiat 500 with the enchantment of Tuscany’s wine culture.

Starting from Florence, you’ll navigate the Fiat along scenic routes, immersing yourself in the Tuscan hills’ beauty.

The highlight of the tour is a visit to a 15th-century wine estate , where the romance of Italian winemaking comes to life.

Here, you’ll delve into the world of Super Tuscan wines with a guided tour of the vineyards and cellars, followed by a delightful wine tasting session.

The light lunch of crostini, meats, and cheeses provides the perfect accompaniment to the exquisite wines.

This tour is an absolute must for those seeking a blend of adventure, history, and culinary exploration , offering a unique way to experience Tuscany’s stunning landscapes and rich wine heritage.

Reviews: “Fabulous! Carlo was an excellent guide. He shared so much information about the Tuscany region, wineries, olive harvesting and pressing. Had a blast driving around in the Fiats ‘Topsy’ and ‘Giacomo’.” – Katherine_Z, Jan 2024 Read more reviews here.

• Location: Via Franceschi, 23, 50018 Scandicci FI, Italy
• Start Time: 11:30 AM
• Duration: 4 hours
• Size of Tour: Maximum 18 travellers
• Accessibility: Not wheelchair accessible; manual driving experience required
• Included: Self-drive Fiat 500 experience, guide, wine tasting session, light lunch

8. Tuscany Wine Tour

★ RATING: 5/5 Stars | 🕰 TOUR LENGTH: 7 hours | ✓ Book now

The Tuscany Wine Tour is an exquisite journey tailored for wine enthusiasts and explorers alike, offering an intimate glimpse into the Tuscan wine region.

This semi-private tour , ideal for the young and young at heart, commences with a scenic drive through the iconic Chianti Road, enveloped in the lush landscapes of Tuscany.

The first stop at a winery and wine-tasting school near Florence introduces you to the nuances of Chianti Classico, Brunello of Montalcino, and Super Tuscan wines . Here, the passionate winemaker engages you in an enjoyable tasting session, accompanied by aged balsamic vinegar, truffle oil, and extra virgin olive oil.

The tour then proceeds to a local winery in the D.O.C.G Vernaccia white wine region , near the medieval town of San Gimignano.

The expertise of the winemakers and the tasting of three distinct wines offer a deeper understanding of Tuscan viticulture.

The tour allows time to explore San Gimignano’s historic streets , making it a perfect blend of wine discovery and cultural immersion .

Reviews: “Absolutely would do again. My husband and I had the best time on our tour! It was an intimate group and our guide, Ned, was fantastic. The wineries were incredible and the VIEWS were insane. The best way to see Tuscany.” – Kait_H, Oct 2023 Read more reviews here.

• Location: Parcheggio Oltrarno, Piazza della Calza, 1, 50125 Firenze FI, Italy
• Start Time: 10:00 AM
• Duration: 7 hours
• Size of Tour: Semi-private tour in an 8-seat minivan
• Accessibility: Not wheelchair accessible
• Included: Air-conditioned minivan, expert tour leader, wine tastings at 2 wineries, Tuscan product tastings

9. Chianti Half Day Wine Tour from Florence

★ RATING: 4.5/5 Stars | 🕰 TOUR LENGTH: 5 hours 30 minutes | ✓ Book now

This Chianti Half-Day Wine Tour from Florence is a delightful escape into the heart of Tuscany, ideal for those short on time but eager to experience the essence of the region’s winemaking.

The tour embarks from Florence and takes you through the picturesque Chianti hills, known for their serene beauty and outstanding vineyards.

Visiting two esteemed wineries , you’ll delve into the world of Tuscan wines, tasting a selection of reds and whites alongside local snacks.

The wineries, each with its unique charm, offer insights into the production processes and wine cellars, enhancing your understanding of Tuscan viticulture.

A highlight is a visit to the medieval village of Castellina in Chianti , where you can wander the historic streets and soak up the authentic Tuscan atmosphere.

This tour is perfect for wine lovers and cultural enthusiasts alike , offering a rich, condensed experience of Tuscany’s wine country.

Reviews: “Excellent! Highly recommended! The view was amazing at the wineries. The tour guide Franco was great and patiently gave commentary during the entire trip. The second winery was more informative as they explained in detail about the wine, its production and how to taste them. They even took us to their wine cellars.” – Ardra_M, Nov 2023 Read more reviews here.

• Location: Florence (Villa Costanza), 50018 Scandicci, Metropolitan City of Florence, Italy
• Start Time: 2:45 PM
• Duration: 5 hours 30 minutes
• Accessibility: Not wheelchair accessible; stroller accessible
• Included: Air-conditioned coach or minivan transport, live commentary, wine tastings, snacks

10. Chianti Wine Tastings at Sunset Day Trip from Florence

Immerse yourself in the enchanting atmosphere of Tuscany with the Chianti Wine Tastings at Sunset Day Trip from Florence.

This excursion offers a sublime experience, combining the rustic charm of Chianti with the magical hues of sunset. Your journey begins in Florence, where you board a comfortable air-conditioned minivan , embarking on a scenic drive along the Via Chiantigiana.

The tour includes a visit to the medieval village of Greve-in-Chianti , known for its picturesque town square and historic ambience.

The highlight is the visit to a family-run vineyard , where you will be introduced to a range of exquisite wines, including Chianti Classico and Super Tuscans , during a cellar tour.

The wine tasting , accompanied by a traditional Tuscan appetiser, is perfectly timed to coincide with the golden hour, allowing you to sip fine wines as the vineyards bask in the sunset’s warm glow.

The tour promises an intimate and memorable experience , limited to eight participants , ensuring a personalised and enjoyable journey through one of Italy’s most famous wine regions.

Reviews: “So much fun in Tuscany! Luigi was our driver and man oh man, was he one in a million. He was so quirky and hilarious throughout the drive. We also picked fruits off of all the surround trees for us to try and while we were wine tasting stocked up on more fruit for the ride home. I definitely recommend adding the dinner because it was absolutely delicious… one of the best meals we had in Italy! Would definitely do this tour again.” – Emily_B, Aug 2023 Read more reviews here.

• Start Time: Options for 2:00 PM, 3:00 PM, 4:00 PM
• Size of Tour: Maximum 8 people
• Accessibility: Wheelchair accessible; transportation is wheelchair accessible
• Included: Air-conditioned car or minivan, expert English-speaking driver, winery visits and tastings, typical Italian appetiser

11. Semi-Private Deep Wine Chianti and San Gimignano from Florence

★ RATING: 5/5 Stars | 🕰 TOUR LENGTH: 8 hours 30 minutes | ✓ Book now

Embark on a captivating journey through the heart of Tuscany with the Semi-Private Deep Wine Chianti and San Gimignano tour.

This full-day excursion begins with a scenic drive to Piazzale Michelangelo, offering panoramic views of Florence.

The adventure continues towards the historic town of San Gimignano , known for its medieval architecture and artisan shops.

The tour then takes you to a traditional Tuscan farmhouse in the Chianti region, where you’ll indulge in a delightful Tuscan lunch and wine tasting , surrounded by picturesque landscapes.

The final stop at a family-run wine estate near San Michele a Torri lets you sample a variety of Chianti wines, deepening your appreciation for the region’s winemaking heritage.

This tour is perfect for those seeking an immersive experience in Tuscany’s wine culture , combining educational wine tastings, regional cuisine, and visits to charming towns.

Reviews: “Perfect day in Chianti. The day was perfect. Our driver was so knowledgeable and patient with all my questions. The wineries were great. Love the organic winery. Beautiful day and great tour. Highly recommend.” – Mary_P, Dec 2023 Read more reviews here.

• Location: Hotel Boccaccio, Via della Scala, 59, 50123 Firenze FI, Italy
• Start Time: 8:00 AM
• Duration: 8 hours 30 minutes
• Size of Tour: Semi-private, maximum 8 people
• Accessibility: Wheelchair accessible, stroller accessible
• Included: Air-conditioned Mercedes van, expert driver, winery visits and tastings, lunch, Wi-Fi on board

12. Small Group Chianti Wine Tasting with Seven Tuscan Wines

★ RATING: 5/5 Stars | 🕰 TOUR LENGTH: 5 hours | ✓ Book now

Delve into the heart of Tuscany with the Small Group Chianti Wine Tasting tour , a delightful excursion from Florence that takes you on a journey through the region’s renowned winemaking traditions.

The tour begins with a scenic drive to a privately owned 12th-century winery in the Chianti area. Here, you’ll embark on a tour of the estate, vineyards, and family cellars, providing a comprehensive understanding of Tuscany’s unique winemaking process.

The highlight is a guided tasting of seven estate wines , each showcasing the depth and diversity of Tuscan varietals.

This experience is paired with a traditional Tuscan lunch , allowing you to savour the flavours of the region in a truly authentic setting.

The tour offers an engaging, educational, and enjoyable experience , perfect for those eager to deepen their appreciation of Tuscan wines in a small-group setting.

Reviews: “Awesome experience! The tour was fabulous!! Hosts were super friendly and fun!! The wine tasting experience was awesome great wines and our Sommelier was so knowledgeable and engaging!! Highly recommend.” – Stacy, Nov 2023 Read more reviews here.

• Location: Tuscany Vespa Cycle and Bike Tour, Via Ghibellina, 133/red, 50122 Firenze FI, Italy
• Size of Tour: Maximum 15 travellers
• Included: Lunch, wine tasting, local guide, transport from Florence

13. Private Tuscany Wine Tour Experience from Florence

Immerse yourself in the splendour of Tuscany with this Private Chianti Wine Tour Experience from Florence , a journey that unveils the region’s celebrated wine culture.

Your personal guide, with deep knowledge of winemaking and the area, leads you through the picturesque Chianti Road, visiting three exceptional wineries between Barberino, Radda in Chianti, and Castellina in Chianti.

Each winery visit is an opportunity to delve into the rich history and intricate processes behind some of Italy’s most esteemed wines.

Along with wine tastings, you’ll enjoy a traditional Tuscan lunch , showcasing a variety of local flavours perfectly paired with the wines.

The tour provides an intimate and personalised experience , allowing you to explore at your own pace and preferences, making it an ideal choice for those seeking a bespoke wine journey in Tuscany.

Reviews: “Thank you Anna!!!! Anna was incredible, from the moment I booked the trip she was so quick to respond to questions (and worries!), and when she picked us up I instantly felt at ease (after a so-far stressful trip!). Anna was a turning point in my vacation and I am so grateful to her (and her amazing selection of wineries!!). This was such a special trip, and Anna is just amazing at what she does. I can’t imagine a winery tour that would have been better. THANK YOU ANNA ❤️” – Lauren_W, Jul 2023 Read more reviews here.

• Location: Customised pickup from your lodging in Florence
• Start Time: 9:30 AM
• Size of Tour: Private experience
• Accessibility: Not wheelchair accessible; near public transportation
• Included: All taxes, fees, lunch, wine tasting, driver/guide, transport by air-conditioned minivan, hotel pickup and drop-off

14. Exclusive Chianti Classico Day Trip from Florence

★ RATING: 5/5 Stars | 🕰 TOUR LENGTH: 10 hours | ✓ Book now

The Exclusive Chianti Classico Day Trip from Florence presents an unparalleled opportunity to delve into the essence of Tuscany’s wine region.

This private tour, guided by a certified sommelier , transports you through Tuscany’s rolling hills and vineyards, visiting three boutique wineries in the prestigious Chianti Classico area.

Each winery visit offers a unique experience, from exploring the ancient cellars of Fattoria di Luiano, with its heritage dating back to the 9th century, to the boutique charm of Savignola Paolina, and the vibrant character of Famiglia Nunzi Conti – Tenuta Villa Barberino.

The tour includes wine tastings at each location, providing a comprehensive appreciation of the region’s varietals, and a sumptuous three-course Tuscan lunch .

This full-day excursion is a must for wine enthusiasts seeking an exclusive and intimate exploration of Chianti Classico’s rich winemaking traditions.

Reviews: “Best Experience Ever! Highly Recommend! Having a private tour was amazing! Angel is a wonderful guide and set up 3 winery experiences that were incredible! This full day tour was the highlight of our 14-day trip to Italy. Highly recommend and we would definitely book a private tour with Angel again to visit other wine regions in the area!” – Lorrie_W, May 2023 Read more reviews here.

• Location: Pickup from your accommodation in Florence
• Duration: 10 hours
• Accessibility: Not wheelchair accessible; infants must sit on laps
• Included: All taxes, fees, lunch, wine tasting, sommelier/guide, private transportation, hotel pickup and drop-off

15. Organic Winery Tour and Tasting in Tuscany Chianti Hills

★ RATING: 4.5/5 Stars | 🕰 TOUR LENGTH: 2 hours | ✓ Book now

Discover the charm of Tuscany’s Chianti hills with the Organic Winery Tour and Tasting at Fattoria Lavacchio, an experience that blends traditional winemaking with the beauty of the Tuscan countryside.

This tour offers an intimate insight into the world of organic winemaking at a renowned Tuscan farm. You’ll embark on a guided tour through the vineyards and olive groves , learning about the cultivation of Sangiovese grapes and organic farming practices.

The visit includes a tour of the wine cellars , where you’ll delve into the secrets of organic wine production.

The highlight is a tasting of four different types of Chianti DOCG and Riserva wines , accompanied by locally produced bread and the farm’s exquisite homemade olive oil.

The serene views of the vineyard add to the allure of this tasting experience, making it a perfect choice for those seeking to immerse themselves in the authentic flavours and vistas of Tuscany .

Reviews: “Highly recommend! This wine tasting was everything I could have wanted! Tatsuhiko was incredibly kind and knowledgeable. Wines were delicious, shared with bread and exquisite homemade olive oil. And the views of the vineyard were incredible.” – Bristyn_L, Aug 2023 Read more reviews here.

• Location: Fattoria Lavacchio AgriResort, Via di Montefiesole, 52, 50065 Pontassieve FI, Italy
• Start Time: Various options, including 10:30 AM
• Duration: 2 hours
• Size of Tour: Maximum 20 travellers
• Accessibility: Not wheelchair accessible; service animals allowed; infant seats available
• Included: Wine tasting of 4 types including Chianti DOCG and Riserva, semi-private tour, English-speaking wine expert, vineyard visit

What to Keep in Mind When Choosing Chianti Winery Tours from Florence

When choosing Chianti winery tours from Florence, there are several key factors to consider to ensure a memorable and fulfilling experience. Chianti, nestled in the heart of Tuscany, offers a unique viticultural landscape that differs significantly from the wine regions of Southern or Western Tuscany.

Understand Chianti’s Unique Wine Profile :

Chianti is renowned for its Chianti and Chianti Classico wines, primarily made from the Sangiovese grape. This region’s wines are known for their robust flavour, high acidity, and tannic nature, contrasting with the more rounded and often bolder wines from Southern Tuscany, where the climate imparts different characteristics.

Diversity of Tours :

The Chianti region offers an array of tours, each providing something distinct. From intimate small-group experiences focusing on local winemaking traditions to more extensive tours that include scenic off-road adventures, there’s a tour to match every preference.

It’s crucial to carefully read tour descriptions to select one that aligns with your interests, whether it’s a deep dive into organic winemaking or an exploration of historical wineries. I’ve tried to include as broad a range as possible in this post. 

Consider Group Size and Tour Length :

Different tours offer varying group sizes and lengths. Smaller groups generally allow for a more personalised experience, while larger groups can be more social but potentially less intimate.

Also, tour durations vary – some are short and sweet, perfect for a quick taste of Chianti, while others span a full day, delving deeper into the region’s wine culture.

Food Pairings and Local Cuisine :

Many tours include food pairings or meals. Chianti wines pair wonderfully with Tuscan cuisine, known for its rustic and hearty flavours. Understanding (and seeking out) these pairings can enrich your tasting experience.

Accessibility and Physical Requirements :

Consider the physical demands of your chosen tour. Some may involve walking through vineyards or navigating cellars with stairs, which might be challenging for those with mobility issues.

Make sure to read the fine print on all tour descriptions, as well as reviews, to save yourself from any surprises on the day. If in doubt, always contact the tour organiser to check finer details with them. 

Customisation and Private Tours :

For a more tailored experience, look for tours that offer customisation or are private. These can often accommodate special requests and provide a more individualised experience, especially if you have specific wineries or types of wine in mind.

Seasonal Considerations :

The time of year can greatly influence your tour experience. Harvest season, typically in late September to October, offers a unique opportunity to see the winemaking process in action. Summer is typically very hot and very busy. Winter and early spring meanwhile, will be quiet.

Some tours will operate on a much reduced schedule. Also, note that vines will be relatively bare at this time of year (as grapes will have been harvested in Autumn and will be just starting to grow again). So don’t expect to see full vines!

Chianti Wine Tasting from Florence: FAQ

What can I expect from a Chianti winery tour from Florence? You can look forward to visiting various wineries in the Chianti region, known for its picturesque vineyards and olive groves. The tours typically include sampling an array of wines, predominantly made from the Sangiovese grape, and exploring the intricacies of the winemaking process.

Often, the experience is enhanced with food pairings featuring local Tuscan specialities. It’s an ideal way to gain insights into Tuscany’s rich viticultural heritage.

How long is a typical wine tasting tour in Chianti? Tour durations vary considerably. Shorter tours might last around 2-3 hours, offering a brief but delightful taste of Chianti, whereas full-day tours can extend to 8-10 hours. I recommend considering how much time you’re willing to spend and what you want to experience when choosing a tour.

Are there different types of tours available? There’s a wide range of tours to suit various interests and preferences. From group tours in minibuses, ideal for socialising, to more exclusive private tours in luxury vehicles, and even adventurous off-road experiences. Each type of tour offers something unique, from exploring organic wineries to visiting historic estates or family-run vineyards.

Is transportation included in the wine tours? Most tours from Florence include transportation, typically in comfortable, air-conditioned coaches, minivans, or private cars. This is incredibly convenient as it takes the hassle out of navigating the region’s rural roads, and also means you won’t need a designated driver amongst your group, who won’t be able to drink.

Do I need to have prior knowledge about wines? Not at all. These tours cater to a range of knowledge levels, from beginners to wine aficionados. The guides and sommeliers are skilled at tailoring their information to suit everyone’s understanding.

What should I wear on a wine tasting tour? I recommend opting for comfortable and appropriate clothing for the weather. Some Chianti tours from Florence will involve walking through vineyards, so I’d recommend that you wear comfortable footwear for this. For tours during warmer months, consider a hat and sunscreen.

Can I buy wine on these tours? Yes, you’ll often have the opportunity to purchase wines directly from the wineries. Some even offer international shipping services, allowing you to enjoy your favourites back home.

Are food and meals included in the tour? Many tours include some form of food pairing or meals, which could range from light snacks to full multi-course lunches. Check the specifics of your tour for details.

Is there a minimum age for participants? The legal drinking age in Italy is 18, but younger participants can often join the tour when accompanied by adults, although they won’t partake in wine tasting.

Are the tours wheelchair accessible? Accessibility varies between tours. Some historic wineries and vineyards may have limited access. It’s best to check with the tour provider if you require specific accommodations.

What happens in case of bad weather? Most tours operate come rain or shine.

In severe weather, arrangements might be altered, or the tour may be rescheduled. I advise checking the tour’s cancellation policy for details on how they handle inclement weather.

Can I customise a private wine tour? Certainly. Private tours usually offer the flexibility to tailor the itinerary to your interests. This can include visiting specific wineries or focusing on particular aspects of the Chianti region’s wine culture. It’s an excellent option if you’re seeking a more personalised experience.

How far in advance should I book a wine tour? To avoid disappointment, especially during peak tourist seasons, I recommend booking your tour a few weeks in advance. This ensures you get the tour and date that best suits your schedule.

Are there any health or safety measures in place? Tour operators generally adhere to current health and safety guidelines, which may include measures like reduced group sizes and enhanced sanitisation practices. It’s wise to check with your tour provider for their specific health and safety policies.

Can dietary restrictions be accommodated? Most tours are happy to cater to dietary needs like vegetarian or gluten-free options, provided you inform them in advance. It’s important to communicate any dietary restrictions when making your booking to ensure they can accommodate your needs.

Conclusion: Best Chianti Wine Tasting Tours from Florence

In conclusion, if you’re looking for an enriching and authentic experience, my top recommendation remains the Small-Group Wine Tasting Experience in the Tuscan Countryside . This tour encapsulates the essence of Chianti’s winemaking tradition and Tuscan beauty, making it an ideal choice for those seeking to delve into the region’s enological wonders.

For a more comprehensive exploration of Florence and its surroundings, be sure to delve into other content on my blog.

Whether you’re planning a quick getaway or an extended stay, my 2-day Florence itinerary offers a curated guide to experiencing the city’s highlights.

If you’re pondering over whether Florence is worth visiting , my post on deciding the ideal duration for your visit will be invaluable.

For those intrigued by Florence’s charm and contemplating its worth as a destination, my post addressing whether Florence is worth visiting will provide you with a balanced view, including tips on how to navigate any potential obstacles you may encounter.

And for those with a thirst for more Tuscan adventures, don’t miss my comprehensive Tuscany road trip itinerary . It’s perfect for those wanting to explore beyond Florence, offering a journey through some of Tuscany’s most stunning hilltop towns and villages , each brimming with history, culture, and scenic beauty.

Each of these guides is designed to enhance your Tuscan experience, ensuring your visit is as memorable and fulfilling as possible. Happy exploring!

Related reading for Florence and Tuscany

• Is Florence worth visiting | Is Florence Worth Visiting? 19 Pros + 6 Cons to Help You Decide
• How many days in Florence | How Many Days in Florence? Essential Tips & Itineraries 2024
• Hotels in Florence with a pool | 14 Incredible Hotels In Florence With A Pool In 2024
• 2 days in Florence | 2 Days in Florence: Perfect Itinerary for an Italian Escape
• Airbnbs in Florence | Ultimate List Of The Best 17 Airbnbs In Florence Italy For Luxury Lovers
• Florence Rome Amalfi Coast itinerary | Sophisticated 10-Day Florence, Rome & Amalfi Coast Itinerary
• Best Chianti wine tours from Florence | 15 Best Chianti Wine Tours From Florence: 2024 Curated Picks
• Best brunello wine tours | Best 15 Brunello Wine Tours: Curated Picks & Essential Tips
• Best Wine Tours In Montepulciano | 11 Best Wine Tours in Montepulciano: 2024 Curated Picks
• Best wine tours in Tuscany | 15 Best Wine Tours in Tuscany (+ Tips For Choosing)
• Villas In Tuscany With Private Pools | 19 Beautiful Villas In Tuscany With Private Pools [2024]
• Best Tuscany towns to stay | 11 Enchanting Towns in Tuscany for Your Bucket List
• Tuscan road trip | Tuscany Guide – How To Have A Very Memorable Tuscan Road Trip
• Wine tours in Siena | 10 Best Wine Tours in Siena [2024 Picks] + Tips to Maximise Your Experience
• Best airbnb Siena Italy | Siena’s Best Airbnbs for 2024: Your Guide to Unforgettable Stays

Like this post? Please share or save for later…

Related Topics

Hi there! I'm Isabelle, aficionado of immersive travel experiences and unique, luxurious hotels. You'll most likely find me camera in hand, or nerding out on research in advance of my next trip. A major foodie, history and scenery lover, nothing makes me happier than soaking in the atmosphere and culture of the destination I'm visiting.

You May Also Like

20 best sri lanka safari hotels across 6 national parks.

• April 26, 2024
• Lisbon & Tagus

Is Sintra Worth Visiting? 12 Pros, 5 Challenges + Top Tips

• March 5, 2024
• French Riviera

Where to Stay on the French Riviera: 11 Best Locations (& Hotels)

• February 29, 2024

Input your search keywords and press Enter.

🍷 The 7 Best Chianti Wine Tours From Florence [2024 Reviews]

Whether you’re a fan of Chianti wine or simply know of it due to its notoriety in a certain film, if you’re in Florence we highly recommend you check out where it originates from.

The famous dry, red wine can only be produced in this region of central Tuscany, with its cool hills and rich soil. While you could definitely rent a car and explore it on your own, if you want to maximize the experience we recommend a tour.

We’ve done the research for you, bringing you tours that are worth your time and money yet are varied enough that you have a nice selection to choose from. If that sounds like fun to you, then check out these awesome Chianti wine tours!

Be sure to see our reviews of Full Day Tuscany Day Trips, Florence Wine Tours and Cinque Terre Tours.

Best Chianti Wine Tours From Florence

Quick answer: the 7 best rated chianti wine tours for 2024.

• Best Adventure Tour: Chianti Safari – Tuscan Villas, Cheese, Wine and Lunch from Florence
• Best Half-Day Tour: Private Half-Day Chianti Tour & Wine Tasting From Florence
• Best Small Group Tour: Small Group Chianti at Sunset Wine Tasting Tour from Florence
• Best Private Tour: Private Tour in Siena, San Gimignano and Chianti Day Trip from Florence
• Best Value Tour: Chianti Wine Tour with Lunch, Visit S.Gimignano, Organic Wineries and Much More
• Best Luxury Tour: Private Chianti Wine Tour Leaving from Florence
• Best Budget Tour: Chianti Vineyards Escape from Florence with Two Wine Tastings

Chianti Wine Tour Reviews

1. best adventure tour: chianti safari: tuscan villas, cheese, wine and lunch from florence.

• Duration: 9 hours
• Departure:  Piazza dei Cavalleggeri, 50122 Firenze FI, Italy or hotel pickup and drop-off
• Departure Time: 9:00 AM
• Includes:  Transport by air-conditioned 4×4 vehicle, professional guide, 9 samples of wine, 2 samples of olive oil, food tastings, lunch

Let’s start things off on the right foot with the Chianti Safari: Tuscan Villas, Cheese, Wine and Lunch from Florence . Who thought that safaris and off-roading would work so perfectly with cheese and wine?

This tour is so seamlessly-organized and melds adventure with relaxation and appreciation for the finer things in life wonderfully.

Start out by meeting your guide and the rest of your group at 9:00 am in the center of Firenze in the Piazzi dei Cavalleggeri. You’ll then be escorted onto the awesome 4×4 minibus that’s impossible to miss!

This bus is made for fun, yet ensures you’re comfortable with air conditioning, spacious seats, and large windows.

Why use a 4×4 vehicle?

Because you’re going to go off-roading, meaning you’ll get to see parts of Chianti that the vast majority of visitors don’t.

Stop first at Villa le Corti, owned by one of the most prominent Italian families. This gorgeous estate is located over a hillside and offers incredible views, but the real star of the show is the wine tasting!

Taste 3 of their wines meticulously paired with cured meats and 2 types of olive oils after taking a guided tour of their legendary wine cellars and olive mill by means of underground tunnels.

Next up it’s time to really buckle up and get ready for 4×4 fun over ancient woodland and those iconic Tuscan hills until arriving at Località Rignana where you’ll try even more tasty food and wine!

With your personable, knowledgeable tour you’ll be able to learn a lot in a way that’s unpretentious and welcoming.

Travel further into the hills and enjoy the vast countryside as you head to a smaller, more quaint winery called “Poggio Torselli”. By new means is this breathtaking place tiny, however!

These premium Tuscan ateliers will teach you all about their ancient traditions combined with innovation result in their award-winning wines.

More Information & Tour Booking

100% refund for cancellations within 24 hours of tour experience, other florence experiences you may enjoy:, 2. best half-day tour: private half-day chianti tour & wine tasting from florence.

• Duration: 4 hours
• Departure: Hotel pickup and drop-off included
• Departure Time: 2:45 PM
• Includes:   English speaking driver, p rivate vehicle at your disposal for a maximum of 4 hours, h istorical Chianti winery visit with wine tasting of five fine wines accompanied by local snacks

There are plenty of fantastic tours available on our guide, but not everyone has the availability for a full-day option. If that sounds like your situation, then check this next tour out.

The From Florence: Private Half-Day Chianti Tour & Wine Tasting is a 4-hour adventure that will take you through the beautiful Tuscan countryside and into some of the most respected vineyards in the world.

Limited to just 7 participants, this is a very small group tour where you’ll get plenty of one-on-one time with the guides and be able to ask any questions you may have.

This tour starts off by your guide/driver picking you up at your hotel in a private vehicle. The vehicles are always comfortable, with air-conditioning and plenty of room to stretch.

As you head along your journey, your driver will offer an introduction and educational commentary about each location and attraction that you pass.

The Montecchio winery is your first stop, where you’ll learn about their delicious Chianti Classico red wines. This historic estate is beautiful on its own, but you’ll get to try 5 amazing wines, including one first made back in the 13 th century as a white wine!

Aside from your tour of the winery, you’ll also get to see plenty of thick woods, olive groves, medieval villages, Roman churches, classic farmhouses, and much more.

It’s hard to believe that so much majesty can be fit into a 4-hour tour, but thanks to supreme organization and obvious care for their customers, they manage to pull it off.

Search For Other Top Rated Florence Experiences You May Enjoy:

3. best small group tour: small group chianti at sunset wine tasting tour from florence.

• Duration: 4.5 hours
• Departure:  Piazza dei Cavalleggeri, 50122 Firenze FI
• Departure Time: 4:00 PM
• Includes: Comfortable air-conditioned car or minivan – max 8 persons, expert English-speaking driver, visit to a typical wine estate and wine tasting, 4 wines, oil, cheese with marmalade, chocolate vineyard tour, dinner in restaurant is an available option

Next, we have the Small Group Chianti at Sunset Wine Tasting Tour from Florence . If you have a busy schedule during the daytime or are looking for another shorter tour, this is one to keep on your list.

Lasting 4.5 hours, you’ll try and learn about plenty of top-rated wines and tour through the Tuscan countryside.

In the afternoon, you’ll meet your driver/guide at the Piazza dei Cavalleggeri in the heart of Firenze which is easily accessible from anywhere in the city.

Set off in a comfortable vehicle and head along one of the most beautiful routes in the world: the Via Chiantigiana scenic route lined with cypress trees, extensive vineyards, medieval villages, and more. The first stop along the way is one of those medieval villages called Greve-in-Chianti.

Known for its triangular-shaped square, it was used as a meeting spot and location of their Saturday market for literally hundreds of years.

Stroll around these classic streets and marvel at the lovely construction, and local boutique shops. Head towards the main destination, taking a photo stop at Montefioralle.

Once you arrive to the vineyard, you’ll learn about their traditional techniques in their cellars, trying 4 of their top wines including the Chianti Classico and other “Super Tuscans”.

These tastings are so that they line up perfectly with the golden hour right before sunset, so you can snack on some delicious bruschetta and cheese while watching the light set over the vineyards.

After you get back in the vehicle, you’ll have time to stop in the charming village of Badia a Passignano for more photo ops, and learn all about its interesting history.

4. Best Private Tour: Private Tour in Siena, San Gimignano and Chianti Day Trip from Florence

• Duration: 8 hours
• Departure Time: 9:30 AM
• Includes:  Private luxury minivan, bottled water, onboard Wi-Fi (on request at reservation)

Next, we have another crowd favorite: the Private Tour in Siena, San Gimagnano and Chianti Day Trip from Florence .

This 8-hour tour is one of the most comprehensive of its kind, where you’ll see some of the most beautiful highlights of Tuscany.

This private tour allows for you to see more than the average traveler, and have your guide to yourself to ask questions and focus on what interests you most.

Start the tour off by meeting your guide at your hotel lobby around 9:30 am. You’ll then be escorted into the air-conditioned vehicle for the day, which will vary depending on the size of your group.

If you’re just going with a significant other or a couple family members, you may just go in a car or SUV while larger groups may go in a minivan.

Your first destination of the day is Siena, which is ever-popular due to its stunningly well-preserved medieval architecture which has earned it a UNESCO World Heritage title.

Rich in history and art, you’ll get to see some of its most famous landmarks such as the conch-shaped Piazza del Campo and 13 th -century cathedral. Aside from that, take time to browse around the local shops or enjoy some local dishes at one of their many restaurants.

Next up is Castello Monteriggioni: a 13 th -century walled city perfectly preserved, making you feel like you’ve been transported back to the Middle Ages. Here, you and your group will stroll around after lunch at one of the delicious local restaurants.

There’s an option to also have lunch at a farm or winery at Castellina In Chianti instead of extra time in these villages, where you can partake in wine tastings.

Then, your guide will lead you around the walled medieval town of San Gimignano located on rolling hilltops. Also known for its well-preserved architecture, their skyline is unlike any other in the world with tower houses emerging from said hills.

5. Best Value Tour: Chianti Wine Tour with Lunch, Visit S.Gimignano, Organic Wineries

• Duration: 7 hours
• Departure: Via Curtatone, 9, 50123 Firenze FI
• Includes:  Transport by air-conditioned confortable minivan Lunch Wine tastings A visit of two wineries Wine cellar and vineyards tour Live commentary on board A guided visit of San Gimignano A visit of Michelangelo Square

If you’re looking for a tour that will fit into a tighter budget, we’ve just the thing. The Chianti Wine Tour with Lunch, Visit S. Gimignano, Organic Wineries is a full-day tour that will show you all around the Chianti wine region.

This is a fantastic way to get to know the area more in-depth without having to spend multiple days there. Start off by meeting your guide at 9 am in front of Café Gamberini in the center of Firenze, where you’ll board a spacious minivan.

These minivans are very comfortable, with air-conditioning, plenty of leg room, and large windows to offer unobstructed views of the beautiful Tuscan countryside.

Once you arrive at Fattoria Poggio Alloro, you’ll be taken on a fascinating guided tour of their cellars where you’ll learn about how they make theirs. Later, try a wine tasting of 4 to 5 wines with olives, cheeses, bruschetta, and more.

Then, try their extra virgin olive oil and learn about what makes a good one before heading out to pet some of the animals on their farm.

After, head over to San Gimignano where you’ll venture through the medieval architecture and stop at the 13 th -century little museum, main squares, and learn about its history. Then, try some of the world-class gelato while taking in amazing 360 views of this iconic place.

Once at Tenuta Torciano, you’ll focus more on the traditional chianti wine, how they make it, and what makes it so special. After, enjoy a tasty 3-course meal with guided wine tastings of around 8 different types.

We particularly enjoyed trying their 30-year aged balsamic vinegar and extra virgin olive oil! We can’t forget the Piazzale Michelangelo, which is undoubtedly one of the most breathtaking places in all of Europe.

Overlooking the infamous renaissance city of Florence, you’ll see a replica of Michelangelo’s Statue of David located in the center of the square.

6. Best Luxury Tour: Private Chianti Wine Tour Leaving from Florence

• Departure: Check with tour operator
• Includes:  Transportation on comfortable Mercedes Vclass minivan, fuel surcharge, 1 Wine tasting, driver/guide, private tour

Next up, is the Private Chianti Wine Tour Leaving from Florence . This is one of the best tours for wine lovers, as you’ll be spending the day heading through the Tuscan hills to medieval villages and legendary wineries.

If you have an entire day available, do yourself a favor and sign up for this educational, beautiful excursion!

This tour starts out at 9:00 am, where you’ll be picked up from your hotel or other accommodations. Focusing on comfort and luxury, transport will take place in a Mercedes V-Class minivan, with large windows for viewing and a smooth ride.

Take a short ride over to the countryside, until you reach the medieval village, Montefioralle. Come down the hill to Greve in Chianti, which is known for its triangular-shaped square that’s been used for important local events for hundreds of years.

Named for the river that runs through it, this lively market town is filled with fun shops and famous for being the capital of Chianti wine. The driver will take you to the central square, where you can explore it all!

Next, pass through the small village of Panzano, where you’ll visit a winery and have a guided visit of their cellars and vineyards. After, the owner will offer a tasting of their 3 most popular wines. If you’d like, you can choose to eat a relaxing lunch at that winery or at one of the best trattoria’s nearby.

Rocca di Castellina in Chianti is another must-see, where you’ll take some time for a relaxing stroll and let that delicious food digest.

There are some great wine shops here, though you’ll also be seeing another winery in town where you can compare and contrast their wines with the others you tried earlier in the day.

7. Best Budget Tour: Chianti Vineyards Escape from Florence with Two Wine Tastings

• Duration: 5 hours
• Departure: Piazzale Montelungo, Firenze FI
• Departure Time: 8:30 AM & 2:30 PM
• Includes:  Round-trip journey by fully-fitted GT coach, multilingual escort, visits to two different wine estates with tours of wine cellars and vineyards, sampling of up to 3-4 Chianti wines at each winery, extra-virgin olive oil and balsamic vinegar

We wouldn’t be able to bring you the best tours while leaving out our next tour. The Chianti Vineyards Escape from Florence with Two Wine Tastings is simply incomparable if you’re looking for a budget-friendly option.

This is one of those “best bang for your buck” tours where you can escape the noisy city and learn all about traditional Chianti wines.

This 5-hour tour is also great if you have plans earlier in the day. Meet your guide at Piazzale Montelungo kiosk at the bus terminal. You’ll then board a luxe, fully-fitted GT coach and travel in style out to Tuscany’s rolling hills.

As you guys drive on, your guide will offer fascinating commentary on the history of the area, Chianti wine, and some fun anecdotes.

You’ll then arrive to your first rustic wine estate located right in the heart of the famous wine region. The first is a more quaint family winery, where the owner will tour you around the vineyards and cellars.

As you walk and explore, you’ll learn about how they came to be one of the most prominent producers of Chianti wine and what sets them apart from the competition before partaking in a wine tasting.

The next estate is much larger, though both are located on serene hilltops for top-notch views. Here, learn about their wine and compare them to the other vineyard’s as you try 5 different types.

We really enjoyed the pairing with local products like extra virgin olive oil, balsamic, and an array of cheeses. Then, you can take time to walk around the majestic landscape and bring along a glass of wine to accompany you on your stroll!

Planning Your Chianti Wine Tour From Florence

Can you do a chianti wine tour from florence.

A wine tour in Chianti from Florence is a great idea if you looking to spend a day exploring the beautiful Tuscan countryside and taste some of the world’s most delicious wines.

The trip to Chianti from Florence is part of the experience itself. As you leave Florence and start seeing the picturesque hills of Tuscany and taking in the stunning scenery you will know why you came here! The rolling hills are covered in lush vineyards, olive groves and medieval towns that are frozen in time.

You’ll want to visit some of the region’s incredible wineries. Chianti is famous for its wine of course, especially its red wine made from the Sangiovese grape.

There are so many wineries it’s hard to know where to start! Each has unique wines and a tour you can do. Some of my personal favorites include Castello di Verrazzano , Fattoria di Montemaggio , and Castello di Brolio .

Of course Chianti is more than just wine. Make sure you take some time to explore the towns and villages that dot the landscape. Greve in Chianti is a particularly lovely town. It has a bustling market square and some fantastic restaurants serving up local specialties like wild boar ragù and pappa al pomodoro. Once you fall in love with the food, you should take a Tuscan cooking class in Florence .

Of course you can’t visit Chianti without taking in the breathtaking views. One of the best places to do this is from the Castello di Brolio. This medieval castle has been transformed into a winery and one of the most unique in Tuscany.

What Can I See on a Wine Tour in Chianti? (With a Sample Itinerary)

Chianti is in the heart of Tuscany is well known for its vineyards, medieval villages and of course its Chianti wine. If you only have one day to explore you can still see plenty!

9:00 am – Start with a visit to the Castello di Brolio it’s a magnificent castle that has been owned by the Ricasoli family since the 12th century. Take a quick tour of the castle and the vineyard. You’ll also have the opportunity to taste some of the Ricasoli family’s award-winning wines.

11:00 am – Next, head to the charming town of Greve in Chianti. Check out the market and look for some souvenirs. Greve has some fantastic restaurants, try stop for a bite to eat. Try La Cantina del Gallo Nero for some delicious local cuisine.

1:00 pm – After lunch, drive to the Fattoria di Montemaggio, a family-run winery that produces some of the best organic wines in Chianti. Here you can take a tour of the vineyard and learn about how they make their wines.

3:00 pm – Head to the hilltop town of Radda in Chianti, which boasts stunning views of the surrounding countryside. Take a stroll through the town’s narrow streets and visit the Museo del Chianti.  It houses an interesting collection of artifacts related to the history of the region’s wine.

5:00 pm – End your day with a visit to the Castello di Verrazzano, a beautiful castle that dates back to the 12th century. Take a tour of the castle and its wine cellars, then do a tasting of their award winning wines.

There are so many things to see and do in Chianti that you could spend several days exploring the region. This one day itinerary will give you a small taste of Chianti.

What is the Best Way to do a Chianti Wine Tour From Florence?

Guided tour : The most convenient way is by taking a guided tour. We recommend the Private Tour in Siena, San Gimagnano and Chianti Day Trip from Florence . However there are many tour operators offering day trips to Chianti and they typically include transportation, wine tasting and a visit to a few hilltop towns.

Drive : You can rent a car and drive through the winding roads of Chianti. Be sure to bring a map and a good GPS. The roads can be quite confusing and are not well marked. Keep in mind the wine tastings might make driving back to Florence a bit challenging. Be careful you don’t indulge too much!

Bike or Vespa : If you’re feeling adventurous, you can take a Vespa tour around the vineyards or rent a bicycle and explore the region on two wheels.

No matter how you choose to explore the region, you should end your day trip with a delicious meal at a local restaurant. Chianti is famous for more than its wine there are plenty of restaurants to try! If you have the opportunity go to the Bistecca Alla Fiorentina!

Tour Guides

The Chianti Safari: Tuscan Villas, Cheese, Wine and Lunch is our Editors Choice for the best Chianti wine tour from Florence.

Robert Baker

Related articles, the 5 best stonehenge tours from london [2024 reviews], the 5 best wine tours from florence [2024 reviews], the 7 best vatican tours ⛪ [2024 reviews], the 5 best seine river dinner cruises [2024 reviews].

17 Best Chianti Wine Tours from Florence to Discover the Heart of Tuscany

• 3 Pinterest

Chianti, one of the most famous wine regions in Italy , is a Bucket List listicle included in millions of travelers’ dreams! Spend the day swirling, tasting and savoring white, reds, rosés and other blends (including the famous Chianti Classico) at the wineries outside of Florence .

Don’t miss the best Chianti wine tours from Florence  and check our top3 recommendations: the highest-rated tour, a full-day excursion through the picturesque Chianti region, and an enchanting experience combining Chianti wine tasting with the thrill of horseback riding through the scenic landscapes.

Travel tip: While you’re in this part of Italia and looking for things to do in Florence , check out some of the other best day trips from Florence .

Want to dive straight in? Browse our catalog now!

• Chianti Wine Tours From Florence

1 – Wineries Tour with Food & Wine Tasting

Rating: ⭐️ 4.5/5 ( 4728 reviews )

“The tour led by Jacob and driven by Claudio was an exceptional experience from start to finish…The combination of their expertise created a perfect blend for a memorable day. I highly recommend this tour for anyone seeking a delightful and educational wine-tasting adventure.” Eduardo, Getyourguide

One for the history buffs: while some wine expeditions simply cart travelers from A to B, Ciaoflorence Tours & Travel ’s tour focuses on the details at every stop. A hands-on experience from the get-go, at the two wineries, you have plenty of time to meet the winemakers, chat and walk through the vineyards without feeling rushed.

Learn about the history of each estate, what goes into the wine-making process (including titbits like what materials are selected to make the barrels) and also what types of wine they manufacture.

You are served four glasses at the first and three glasses at the second, both coupled with food pairings of cheese, bread, salumi and olive oils.

• check offer
• Expert live multilingual tour guide
• Guided wine tasting
• The departure point is a 5 to 10-minute walk from the Santa Maria Novella train station)
• Includes round-trip transport to and from Florence in an AC bus or minivan
• Doesn’t include hotel pick-up and drop-off, so you will need to meet at the departure point and go from here
• The onboard commentary might be multilingual depending on group participants
• For large groups you will be split into two for the winery tours and travel journeys
• If booking as a large group, it's recommended to make one singular booking to ensure you all travel together on the same bus

Led by a passionate and super knowledgeable local guide the entire time (and not just a driver), they love sharing stories and history on the region and landmarks that you pass by throughout the day. Learn in-depth details at the wineries as you explore the facilities, have one-on-one conversations with the wine producers and hear the secrets that set their vines apart from the rest.

2 – 1-Day Tour of Chianti Classico, Montalcino & Montepulciano

Rating: ⭐️ 4.5/5 ( 1866 reviews )

“Everything was amazing!!! Friendly staff thank you very much for all!!! Change nothing!” Gibertoni, Headout

Did you know that the Tuscan countryside comprises multiple micro-wine regions and is not only the Chianti part? During this comprehensive day tour, explore the other famous wine-producing areas, such as Montepulciano and Montalcino, passing through picturesque Val d’Orcia as well.

Your first stop is Chianti, breaking to sample DOCG Chianti wine and for food pairings. Journey further along to Montalcino in the heart of Val d’Orcia, indulging in a two-course lunch in the most mesmerizing setting, paired with vino like Rosso di Montalcino, Brunello, and Supertuscan. Your last wine-tasting stop is in Montepulciano, entering ancient cellars where you can enjoy a glass (or two) of the famous Noble wine.

• English-speaking driver
• Guided wine and olive oil tasting
• Includes transfers by luxury minivan
• Your driver adds commentary on the roads but is not an official tour guide on Italian history or art
• All meals and wine tastings are inclusive
• Tours are limited to 8 pax and requires a minimum of 4 passengers to join

How good does a glass of vin santo (Tuscan dessert wine), bread with extra virgin olive oil and lavender honey sound? Heavily focusing on the vino side of things, every destination on this itinerary has been carefully selected to show you the best of the best of Tuscany’s wine production! After about 10 glasses of wine throughout the day, arrive back in Florence feeling ultra merry!

3 – Chianti winery, horseback ride, visit S.Gimignano & Tuscan lunch

Rating: ⭐️ 5/5 ( 267 reviews )

“My friends and I had the best day ever! The day was perfectly planned and the food and wine at the winery was amazing! So happy we booked it and would definitely recommend!” Sophia, Viator

One for the dreamers, romantics and horse whisperers; imagine trotting through verdant vineyards and rows of olive trees on horseback ? Headed up by Chianti Wine Tour  in and around gorgeous San Gimignano, it’s a beautiful way to explore this part of the Toscana countryside, lapping up the Chianti region’s breathtaking scenes of endless rolling hills.

A three-course lunch awaits you at a local restaurant in San Gimignano, partnered with your wine-tasting class. A ticket to the San Gimignano1300 museum is included for a glimpse of what this hilltop medieval town and its outlying landscapes looked like thousands of years ago!

• Informative English-speaking tour guide
• English and Italian
• The horseback ride itself is 1.5 hours
• The tour is suitable for all ages, but only children over six years old can ride (must be taller than 1.1 meters)
• Before you ride enjoy a mandatory pre-ride horse riding orientation and get geared up with helmets, etc
• If you aren’t up for it, swap out this time for a farm tour instead
• Round-trip transfers in a comfy AC 8-seater minivan are included
• Buy and ship local products back home from the wineries you visit
• This excursion is wheelchair accessible
• Infant seats are available
• Tour size is limited to small groups of 8 pax

Speaking from personal experience, San Gimignano was one of our favorite destinations in all of Tuscany and is a goosebump-inducing moment as you enter through the stoned walls. Combining all the activities and the areas that you visit during this excursion, it’s truly idyllic for those on a honeymoon!

4 – Chianti Half Day Wine Tasting Tour

Rating: ⭐️ 4.5/5 ( 2062 reviews )

“It was excellent. Really enjoyed it. the Two wineries that they selected were just perfect. You’ll find perfect spots for some pictures.” Devanshu, Headout

Calling all serious wine connoisseurs: dive straight into Chianti’s wine scene with a half-day adventure through Tuscany’s undulating hillsides covered in vineyards. Two well-known wineries are included on this itinerary, with ample time at each to wander through the estate and become educated on the process of wine production. For example, visit Fattoria Lornano and Casale dello Sparviero (both located near Chianti’s Castellina).

See first-hand how the grapes are grown, harvested and finally, bottled, enjoying time in the cellar at both locales for wine tastings and snacks of cold cuts. Topple it off with a final stop in Monteriggioni — a tiny fortified medieval town perched on top of a hillock.

• Expert multilingual guide
• English, Spanish Italian, Portuguese, French, Chinese, and Japanese
• Round-trip transfers in an air-conditioned GT coach included
• The tour is inclusive of all tastings, both food and wine
• Add on extras like snacks for the ride
• There is an option to extend the tour, visiting Siena afterward for dinner

Most of your time is spent at the various vineyards, and so you really feel as if you’re getting your fill of a wine-centric experience. We love the personalized tours through the cellars, led by experts in the field. Also, stopping by magical Monteriggioni in Siena is the perfect way to end the day! The town is small enough to walk in just 10 to 15 minutes tops.

5 – Tuscan Villas with Vineyards, Cheese, Wine & Lunch

Rating: ⭐️ 5/5 ( 2975 reviews )

“The wineries were incredible, the tours of cellars and gardens were super fun, the food was amazing, and the wine selection was so good! This tour is very thoughtfully planned and it was a once in a lifetime experience. Honestly, no words to describe it, just do yourself a favor and book the tour!” Raissa, Viator

Enjoy the road less traveled with Walkabout Florence Tours ’ wine and food 4×4 venture through the Tuscan countryside — and for anyone joining this tour, arrive hungry and thirsty! Wine estates, historic villas and antiquated cellars are the highlights, pulling over at each for vino tastings, food pairings and a traditional Italian feast!

At the first winery, go on a guided tour of its age-old cellars and sample different blends paired with olive oils and cured meats. Next, navigate your way to an olive mill, exploring the estate’s underground tunnels and garden. A three-course lunch is served at a traditional Tuscan wine restaurant; then it’s off to your final destination for the day’s last three wine and cheese pairings!

• No participants under 18; this is a lovely adults-only option if you’re here on a romantic vacation
• Includes transport in an AC 4x4 vehicle
• Inclusive of food, olive oil and wine tastings
• No vegetarian options available, nor catering for specific dietary requirements
• Group tours are limited to 26 pax

This is one for adventurous souls, swapping out mundane tour buses for an epic off-road 4×4 vehicle! This means your route differs slightly from the usual; able to travel dirt roads you cannot in a car, for example. It’s jam-packed with food and wine offers, from your lunch of fresh pasta to the glasses of Chianti Classico.

6 – Private Tour: Chianti Winery, Montefioralle & Greve

Rating: ⭐️ 4.5/5 ( 618 reviews )

“The journey to Chianti was lovely. Enjoyed the wine tasting and trying the olive oil.” Serena, Headout

One part of the region sure not to miss is Greve, considered the first introduction to the famed Chianti stretch! Doused in fancy wine estates, historical wineries, and neighbors like ancient Montefioralle on the horizon, it’s one scenic beauty! Perfect for those after Florence private tours .

Uncover it all during Tuscansafari ’s intimate journey to castles, countrysides, medieval towns and local shops selling mouth-watering produce. First, visit 11th-century Montefioralle, then Greve (pre-organize wine and olive oil tastings here if you wish) ,and then the wine action begins at a nearby winery!Walk away with new facts, such as what goes into growing Sangiovese grapes used to make the bottles you’re drinking!

• Driver guide
• Choose between a morning or afternoon expedition
• Includes round-trip transport in an AC minivan to either the designated meeting point or alternatively, opt to pre-arrange with the operator a hotel pick-up
• Wine tastings included
• If you require infant seats, please make a note when booking online (in the Special Requirements box)
• This is a private tour for your group only

Two towns, tastings of all sorts and to top it off, an informative (and passionate) experience at a classic Chianti winery, leave this Tuscan venture with hearts full. You have enough time in Montefioralle and Greve to walk around for a bit, pop into the stores (there’s a super cute shop in Greve for handcrafted home and kitchen goodies) or enjoy a quick espresso!

7 – Small Group Tour with Lunch and Tastings

Rating: ⭐️ 5/5 ( 526 reviews )

“This was an excellent tour, one of the best we’ve ever taken. The wineries were great, all very well prepared with well-informed guides and great tastings. The scenery was of course incredible and the drive was not too long. Or tour guide, Leo was amazing, he took the tour to the next level.” Rick, Viator

Winery tours and tastings, shopping and visits to Tuscan villages, what more could you ask for in a day trip out in the countryside? Prestige Rent presents three gorgeous wineries to discover in the heart of Chianti!Travel 30 minutes outside Florence to your first stop: Fattoria di San Michele a Torri.

The 370-hectare winery is famed for its olive oil production and of course, vino, and you will indulge in tastings of both. Jump off at Greve in Chianti with about half an hour to check out the small town (on Saturday mornings, there’s a sweet little local market). Lunch consisting of Tuscan specialties is set up at Casa Emma, but not before touring the groves and grounds. The day concludes at family-run Villa Poggio Torselli (a winery boasting the most stunning garden!).

• Professional and informative English-speaking driver and guide to lead you through the experience
• Expert guided tour at the wine cellars
• Please be at the meeting point no later than 8.45 AM
• Includes transport in an AC vehicle with onboard wifi
• You will have to climb a few cellar steps
• A vegetarian menu is available upon request
• If you need to store any luggage, you can do so safely on the bus during winery visits
• Groups are capped at 25 pax
• No participants under 12 years old, including infants

Honestly, Villa Poggio Torselli (the final wine estate) is breathtaking and epitomizes Renaissance fantasies! The estate focuses on producing unique products from the region, like Sangiovese grapes. For the curious ones, throughout the day try wines like Chianti Classico, Riserva and Super Tuscans. On the menu it’s handmade pasta, cured hams and salami, local cheeses, bruschetta and dessert.

8 – Wine Tour with Lunch, Visit to S.Gimignano & Organic Wineries

Rating: ⭐️ 5/5 ( 635 reviews )

“The wine was delicious and so was the food. We highly recommend this tour to anyone looking to explore the Tuscan wine country. So glad we chose this tour over the other options!” Francesca, Viator

If you’re in search of the best Chianti wine tours from Florence offering something slightly different from the rest, the Chianti Wine Tour is the way to go! Journey through the region littered with olive groves, grape vineyards and local farms, traveling to magical San Gimignano, where the bulk of this excursion happens.

Just over an hour from the capital city, this medieval landscape is like nowhere else! Surrounding the centuries-old ramparts are a handful of vineyards forming part of the Routes of Wine. You visit two wineries, and the San Gimignano area is known for its Vernaccia di San Gimignano DOCG, San Gimignano Rosso DOC and I.G.T. Toscana wines.

• Live onboard commentary
• Guided wine tours at vineyards
• Guided tour of San Gimignano
• Includes round-trip transport
• Wine tastings and lunch are included
• Vegetarian options are available but make a note at booking time, and the same goes for all specific dietary requirements
• Group tours are limited to 16 participants
• You can book this as a private tour

Step back in time in San Gimignano, and this tour also includes time inside the untouched village. Here, visit the world gelato champion, Gelateria Dondoli (trust us, the wait in line is so totally worth it) and you will also inspect the SanGimigano1300 museum.

Tip: make sure to explore the town’s side alleys for the prettiest pictures!

9 – Small Group – 2 Wineries & Meat Feast with Dario Cecchini

Rating: ⭐️ 5/5 ( 161 reviews )

“Fabulous tour, informative guide beautiful wines, and the scenery was spectacular, I recommend. Lunch was also superb it’s a must do.” Linda, Viator

Keeping things extra intimate, cruise to family-run estates in Val di Pesa and Greve with Grape Tours , preparing yourselves for a meat-rich feast at a famous eighth-generation butcher!

Nestled behind a stoney farmhouse and ascending the hill is the first set of vineyards you’ll investigate, belonging to Casa Erta – Fattoria Corzano e Paterno. Once wine tastings and cellar room visits are complete, it’s time to satisfy your bellies at internationally-renowned Antica Macelleria Cecchini, where globally acclaimed butcher Dario Cecchini treats you to a meaty extravaganza! The expedition concludes in Greve, breaking for a brisk gander around the teeny iconic Chianti town!

• Local tour guide
• This is a small group tour capped at 8 pax
• Please arrive at the departure point 15 minutes before the set starting time
• 10 wine tastings and lunch are included
• The minimum age to participate in this excursion is 18 years old

If you’re on honeymoon or traveling with your family, this is a fantastic option, with tours limited to small groups. The Casa Erta property dates back centuries and the olive oil and cheese-producing farm operated through generations. Nothing beats conversations with the family, who know the lay of the land like the back of their hand!

10 – Vintage Tour on a Fiat 500 With Lunch & Visit to a Winery

Rating: ⭐️ 4/5 ( 3 reviews )

“If in town you have to do this, amazing.” Anonymous, Musement

Feel like a pukka local as you veer around the Chianti region … in a vintage Fiat 500 ! A brand born and bred in Italia some 120 years ago, it doesn’t get more authentic than this!

Cruise from one picturesque town to the next, driving the hilly roads where antiquated villas and castellos, centuries-old wineries and farmhouses line either side. At the winery, walk through the groves, learn more about the manufacturing processes (and history of the estate) and sample its fine blends inside the tasting room. Relish in a light lunch afterward, and then this Tour and Travel Services SA tour heads back to Florence.

• Professional tour escort
• English, Spanish and Italian
• If you are vegetarian, there is a menu available for you on request
• A pick-up service is available from Villa Costanza, Scandicci, Florence
• To drive the manual (stick shift) Fiat 500 yourself if you have a valid driver’s license
• Only those over 18 are allowed to drive (the minimum driving age according to Italian law)
• Cars fit four people only
• Overall price includes third-party insurance for civil liability, driver insurance, fuel and taxes
• You will need to do a pre-authorization on your credit card (as a guarantee), and this will be canceled when you return with the vehicle later

Drive around the Chianti countryside with the wind blowing through your hair thanks to the Fiat 500’s (super cute) classic sunroof! This is optional, but it is super cool — especially on blistering hot summer days. If you had your heart set on riding a scooter but aren’t licensed/experienced, this is an excellent next-best option, especially when talking about a bona fide Italian ride!

11 – Off Road Wine Tour

Rating: ⭐️ 5/5 ( 15 reviews )

“Trip was fantastic. Our guides were great and shared many great stories. The 3 wineries we went to were amazing. Each very different but all with a great product. We loved trying the fresh olive oils at each as well.” Erin, Viator

If time is of the essence, get your complete fix (all 15 glasses worth) of wine tastings in a couple of hours thanks to Tuscany Private Tour ! Plus, hit the roads in a vintage Land Rover for extra excitement. Appreciate a tour of the cellars at Rocca Delle Macie — one of Tuscany’s more contemporary setups.

After seven tastings here, next is family-operated Podere La Piaggia. Enjoy a traditional lunch and four tastings, including some grappa. Get acquainted with this cellar’s history, and hear how they manufacture olive oil and honey.

The day finishes at La Castellina — one of the official Squarcialupi Ancient Estates — with three glasses of vino as a wind-down.

• Local expert driver/guide
• English, Italian, Spanish
• Lunch is included as well as all wine tastings and any other alcoholic beverages
• A vegetarian option is available, and you must specify when booking

Clocking in three wineries, this private expedition gives its participants an all-rounded experience, each of the estates differing slightly in character. It feels ultra-personal on all fronts, and because it’s just your group of people, get in all your questions worth! Also enjoy some time to check out Castellina in Chianti.

12 – Tuscany E-Bike Tour with lunch and tastings

Rating: ⭐️ 4.5/5 ( 181 reviews )

“We’re were lucky to have Giovanna (a sommelier) explain how to taste wines like the pros! She was a delight with an enthusiastic personality.” Yoland, Viator

Stay close but still see enough of the Chianti countryside and all it’s wonderful little wineries, twisting tree-lined roads and feelings of yonder years during Florencetown ‘s E-Bike expedition !

Enjoy the fruits of the locals’ labor at an olive oil mill farm and a boutique winery along the Anello del Rinascimento biking route! Leave behind the busy, making your way through Impruneta town with the approaching Chianti hillsides. Get clued up on the production process of extra virgin olive oil extraction and growing methods at Diadema Wine & EVO. Treat your palettes to the vino variations from the historical agricultural estate of the Bartolini Baldelli family!

• Professional tour guide
• Please arrive at the meeting point 15 minutes before the set departure time
• There are quite a few hills to conquer (Chianti is naturally hilly)
• Helmets and a water bottle are included
• Participants should have a moderate fitness level and you must have good riding skills
• Only tour goers over 13 years old (and taller than 1.65 meters) can join this e-bike adventure
• A vegetarian menu is available; just let them know in advance
• Third-party insurance for civil liability is included
• The group is limited to 10 pax

Heading out of Florence, the day begins with a sweeping view over the city from the iconic Piazzale Michelangelo — the perfect tone to kick things off! Also, because you’re powered by an electric bicycle, this means minimal effort is required, and the bike does most of the work!

13 – Wine Tour with Lunch Open Top Van Max 6 pax

Rating: ⭐️ 5/5 ( 71 reviews )

“10/10 would recommend! The whole day was so fun, the wineries were beautiful and family run. We had the best time!! Driving through the countryside was so enjoyable.” Haley, Viator

Any photography enthusiasts out there? Spend the day under the Tuscan sun, with rays glistening all around you and the tips of wispy trees giving you a head tickle as you journey around Chianti in an open-roof minivan!

Your first indulgences are at a Castellina winery, Poggio Amorelli, stopping for an hour’s worth of wine tastings. Exercise it off with a meander around Greve in Chianti, snapping pics of the ancient buildings and picturesque corners around Piazza Matteotti. Cruising past endless rows of Chianti Classico vineyards, arrive at Luiano Winery for specialty wines accompanied by a tasting menu for lunch in the cellar. Your Happy in Tuscany tour also includes a visit to the magnificent fortified village of Montefioralle.

Thanks to the car’s design you have more open and unlimited space for photo-taking (especially on a drive-by). We personally love that this tour centers around the Greve in the Chianti area as you really feel the essence of Chianti here. Visiting the Montefioralle hamlet is quite something, and if ever you are staying over in Greve, you can walk from town to town.

14 – Vineyards Tours in Private Luxury Van

Rating: ⭐️ 5/5 ( 13 reviews )

“After the first winery, we made more stops to small towns with beautiful views and shopping. Next vineyard was truly an experience. Wine tasting excellent and the owner very entertaining. The entire day was filled with amazing wine, food, and service from Simone.” Valerie, Viator

If you prefer to be the captain of your own agenda and don’t really enjoy guided group tours, Chianti Drivers ’ private excursion is perfect! That’s not to say there isn’t a predetermined route if you’d prefer…

Shop, eat and drink your way through Greve in Chianti, visiting the famed Antica Macelleria Falorni butcher deli.Pit stop for photo ops at a former castle, Castello di Montefioralle. Learn all about the grape-growing methods and manual harvesting and production practices at BROGIONI SAS, sampling Chianti Classico. Choose between an extensive wine tasting at Casa Emma, or if your stomachs call, line them with a Tuscan lunch and vino pairings in their vineyards.

• Expert English-speaking driver
• This is a private tour for your group only (transport seats seven passengers)
• You have the option to set out your own itinerary or go with the predetermined flow
• Includes roundtrip transfers in a luxury minivan
• Free onboard wifi is available, but please make this request when booking
• Lunch and wine tastings aren’t included in the total tour price
• Wine tastings range from €15 to €25 per person
• Lunch is typically between €40 and €60 per person

This one is perfect if you want to hire a private car vibe for the day but are hesitant to. With a designated driver at the wheel, board a luxury minivan and decide for yourselves where you’d like to go and what you want to do for the day out in the Chianti countryside. Your driver will take you there!

15 – Quad Tour ATV Adventure – Lunch and Wine Tasting

Rating: ⭐️ 5/5 ( 30 reviews )

“We had a great time. Lots of fun. ATV was easy to use for all of us and we were really able to take in the beautiful countryside, old castle and winery. Our host went above and beyond expectations to ensure an unforgettable experience.” Sherrie, Viator

Adventure-seekers, how riveting does voyaging through Chianti and its vineyards and olive groves in an ATV wheeler sound? Join Happy in Tuscany on an exciting venture whizzing along the Chianti Road behind the wheel of a quad bike , or if you don’t have the chutzpah for it, let one of the pros take control!

After your adrenaline fix, unwind with some shopping and food samplings in Montefioralle (officially listed as one of the most beautiful towns in Italy) and Greve. Then sit back, relax and enjoy a classic Tuscan lunch and six wine pairings at Fattoria di Luiano, each vino specifically chosen to compliment the food.

• Quad training guide
• Guided tour of Montefioralle
• Lunch and wine tastings are included
• Intro lesson is inclusive
• All gear, such as helmets and the quad bike rental included
• Please wear closed shoes on the ATVs
• Drivers need to have a valid driver’s license (bring along)
• Tours are limited to 4 pax
• Not suitable for travelers with back problems

If you’ve never ridden or driven a quad before, no worries. Before the day kicks off, you will receive a brief lesson on how to drive and work the four-wheeler. We also love this tour in particular because it’s a mixture of so many fun things and idyllic highlights epitomizing what Chianti is all about!

16 – Private Full-Day Siena & Chianti Classico Wine Experience

Rating: ⭐️ 5/5 ( 17 reviews )

“We then went into the rolling hills of Chianti and made many stops at tiny towns. The countryside was beautiful. Alex was able to tell us a lot of history and details about the buildings. Our last stop we were able to sample several wines while the kids had ice cream.” Don, Viator

If you’re seeking unforgettable things to do in Tuscany , Chianti and Siena are two of the most popular regions, and UNIQUETUSCANY private tours combine the best of both worlds in one day! Photograph gothic architecture in Siena with time to sightsee its must-see landmarks.

Make your way along the SS222 road through Strada in Chianti and scope out the castles in Castellina. Time to tantalize those taste buds at the luxurious Tenuta Casanova wine estate with a scrumptious lunch amid its organic farm — think classic Caprese salad and bruschetta for starters, wild boar lasagna for mains and gelato for dessert.

Each course is topped with years-aged balsamic from the vinegar cellar and paired with a carefully selected glass of craft vino from the wine cellar.

• English-speaking licensed driver
• Includes round-trip transfers in an AC Mercedes Minivan with onboard wifi
• Food samples at the Falorni butcher are inclusive
• Food and wine tastings are not included
• Wine tastings range from €20 to €30 per person
• Lunch is between €45 to €60 per person
• Vegetarian and gluten-free lunch is available upon request
• Please let the tour operator know prior of any food allergies

Ideal for travelers with limited time but hearts set on discovering both iconic destinations; this extensive full-day option traverses ancient cities, centuries-old wineries and iconic roads so pretty they belong on the front of a postcard! Also, the food fiesta at Tenuta Casanova is next-level! Other stops on the itinerary also include Greve and Panzano in Chianti.

17 – Cianti Wine Tastings at Sunset Day Trip

Rating: ⭐️ 4.5/5 ( 106 reviews )

“Our wine tour went above and beyond our expectations. Not only do you enjoy the best wines in the world, but you enjoy the company of beautiful and welcoming people as well.” Ryan, Viator

Toscana is beautiful at any given hour, but there’s something truly surreal about seeing the countryside at sunset. Leave behind Florence in the late afternoon along the Chiantigiana scenic route, beelining for Greve in Chianti, passing rolling hills laden with vineyards, groves, Cypress trees and farmsteads.

The ACCORD Italy Smart Tours & Experiences  tour is timed perfectly so that the wine-tasting part takes place at Golden Hour, sipping on the likes of Chianti Classico Vintage, Chianti Classico Riserva and Super Tuscan wines at a family-operated vineyard near Montefioralle.

Investigate behind the scenes, learning how this winery employs traditional production methods and with tour time in the cellar. Pull over in Badia a Passignano for an awe-inspiring sunset moment (and photographs)!

• Travel by either an AC car or minivan
• Choose to add on dinner at a Tuscan restaurant for an extra cost
• Infants are allowed but must sit on adults laps during the drives
• Tours are capped at 8 pax

We’re big fans of the charcuterie board at the winery, filled with all sorts of yummies like Tuscan Pecorino cheese with truffle oil, classic Tuscan bread and cold cuts. The cherry? Choose from a selection of Tuscan dessert specialties! Wine snobs: this experience includes two separate tastings comprising five sauvignon and rosé wines produced from Syrah grapes.

How to book Chianti wine tours from Florence?

This is wine country and one of the best places to visit in Italy ; endless companies offer Chianti wine tours! Available online, there are many travel websites advertising the various tours, each one with its own discounts and special extras. Prices may vary from one website to the next. Using our search engine, conveniently compare the different reviews, offers and prices.

• Chianti wine tours from Florence

The Chianti Experience: Small Group Half-Day Wine Tour from Florence

• Taste five of Chianti's best DOCG wines paired with light food tastings.
• Get insider knowledge with an expertly guided walking tour of the picturesque town of Greve, visiting the Museum of Wine and family-run shops that have been there for centuries.
• Learn about the iconic black rooster, the trademark of Chianti Classico bottles.
• Stroll through the vineyards of a family-run winery accompanied by the owners themselves.
• Enjoy a more relaxing Chianti wine tour with round-trip private transport from Florence and a small group size of 19 guests maximum.

Tour description

Taste for yourself why chianti wine is world renowned on a half-day tour from florence..

Escape the hustle and bustle of Florence and immerse yourself in the rolling hills of Chianti on this afternoon jaunt to wine country. You'll explore Chianti's two of best-loved wine cellars and wineries, where you'll be able to taste a total of five DOCG wines paired with light food tastings. With a knowledgeable expert to lead the way, you'll get a crash course in the cultural significance of winemaking in the region and learn how to better enjoy Italian wine on your own.

Step into some of Italy's most historic wine cellars and taste five exquisite Chianti wines.

Your Chianti wine tour begins in the early afternoon. We'll depart Florence via private transport and head straight to the historic town of Greve in Chianti. As you explore the town, you'll learn about its rich history and hear the stories of famous explorers and artists who once walked these very streets.

Visit a traditional butcher shop from the 1800s that’s still owned by the same family. Then, you’ll go next door to a wine cellar where you’ll enjoy an exclusive private tour tour of the Museum of Wine with your guide. This collection of artifacts will you insight into the long history of winemaking in the Chianti region.

Your first tasting stop of the day is at a family-run wine cellar where you’ll indulge in a delightful tasting of two of their top-quality wines led by a wine educator. The wines are paired perfectly with schiacciata and cold cuts, and you’ll uncover the secrets of Chianti's master salumieri and discover why charcuterie plays an integral role in the region's culture.

The next stop on your Chianti wine tour is a family-run Chianti winery focused on the small production of organic wines. As evening draws near, you'll stroll through the lush vineyards and step into the historic cellar with the owners on a guided tour. Before we depart for Florence, you’ll savor one last tasting of three exquisite wines perfectly paired with Tuscan seasonal products. An unforgettable way to wrap up our wine-tasting journey.

Enjoy a relaxed and intimate experience with all the details taken care of.

To make your Chianti wine tour more personalized, we keep our group sizes small with a maximum of 19 guests. Round-trip private transport is also included so you can sit back, relax, and enjoy the stunning scenery around you.

Sites visited

Verified guest reviews, oct 09, 2023.

the tour guide, Lorenzo, was amazing. He really did a great job of keeping the tour interesting during the travel time periods between stops. My one recommendation - give each tour customer a full glass of wine to drink at the end of each tasting event.

Oct 05, 2023

We really enjoyed our tour to the Chianti wine region. Our tour guide Lorenzo was exceptional. He was kind, funny, very knowledgeable and really made the trip enjoyable. The Castlevecchio was the highlight of the tour. The wine is exceptional and the winery is beautiful. We would highly recommend this tour. Mark and Libertee Thompson. Kansas

Sep 26, 2023

We enjoyed our Chianti tour. 2 wineries we have visited were both interesting , especially Castelvecchi. Our guide Lorenzo was great making sure we enjoy our tour to the fullest. We also visited 2 charming small towns. Overall great experience.

Aug 12, 2023

The knowledge of our tour guide - Elena was very impressive, we had such a wonderful experience. Can’t wait to book another tour with them.

Jun 24, 2023

Lorenzo was an incredible guide through the hills of the Chianti region. He was knowledgable, kind, and easy to chat with. He, and our driver Luca, ensured that we had the best time. This incredible experience was truly unique, and one I would recommend to all.

Know before you book

Similar tours, tuscany day trip from florence with chianti, siena & san gimignano, oltrarno at sunset: florence food & wine tour, tastes & traditions of florence: food tour with sant'ambrogio market visit.

Contact Information

• Help Center
• Terms & Conditions
• Cancellation Policy
• Health & Safety
• Privacy Policy
• Cookie Settings
• Travel Agents

Chianti Wine Tours

The best chianti wine tours from florence - guided in english 2024, the best wine tours to chianti 2024.

The Chianti Guided Wine Tours  (from Florence) is an excellent and quick, easy, and affordable way to experience some of the Chianti wineries near Florence.

The Chianti shared tour has been specially designed for travelers wishing to immerse themselves in the Tuscan countryside off the beaten path. The Chianti wine tour is a complete immersion in the history and culture of Tuscany; during this time, you will discover the rolling hills dotted with castles, villas, vineyards, and olive groves. Relaxing yet incredibly instructive, these tours are designed to be small group size (max eight people). Our minivan is limited to a maximum of 8 people.

Choose here below the Best Wine Tours of Chianti 2024:

Shared chianti rooster wine tour of chianti  small-group chianti winery tour, small-group wine tour organic cellars   chianti and supertuscan wine tour, guided wine tour  castle of chianti wine tasting tour.

All these tours run every day from 9.30 a.m. to 5.00 p.m. During the day, you will be visiting two or max three producers of high-quality wine and sampling a selection of exquisite wines and olive oil.

See also the following wine tours:

• Best Tour from Florence Florence Wine Tours
• Best Private Tour in Tuscany Private Tuscan Wine Tours

Castle and Chianti wine tour

• from 9:30 a.m. to 5:00 p.m.
• Chianti Rufina
• Tuesday, Thursday and Saturday, from March until December

Chianti & Super Tuscan 3 Wineries

• Chianti Classico
• Monday, Tuesday, Wednesday, Thursday and Friday, All year round

Florence: Chianti Wine Tour Half-Day

• from 9:30 a.m. to 3:30 p.m.
• Sunday, Tuesday and Saturday, All year long

San Gimignano Wine Tour

• From 9:30 a.m. to 5:30 p.m.
• San Gimignano
• Monday, Wednesday, Friday and Saturday, All year round

Truffle Hunting & Wine Tasting

• from 10:00 a.m. to 5:00 p.m.
• San Miniato
• Monday, Tuesday, Wednesday, Thursday, Friday and Saturday, All year round

Chianti Wine Tours from Florence

Written By Tamta Bankanashvili

Florence is one of Italy’s most beautiful, unique, and artistic cities. It is indeed the capital of the Italian Renaissance and it is home to one of the most stunning churches in the country: Santa Maria del Fiore. We know that you put Florence on your travel bucket list; if you haven’t, you should, and here is why.  Florence is not only one of the most popular travel destinations in Italy, because of the Uffizi Gallery, the stunning Piazza Della Signoria, the overall historic atmosphere, it's bond with the great Dante (and so on…!), but it is located very close to one of Italy’s most famous and renowned wine regions, Chianti. 

Organize your Chianti wine tour from Florence

If you’re visiting Florence but want to spend half a day, a day, or even more exploring Chianti, we’ve got you sorted. Scroll down to read more about wineries located close to the city of the Medici family; we have carefully selected the best wineries to help you in organizing your Chianti wine tour from Florence. Below you will find wineries where you can experience a wine tasting, wineries with a restaurant and wineries in Chianti with accommodation services if you wish to spend the night in the Tuscan hills.

Wineries to visit on your half-day wine tour from Florence

For a quick trip outside of Florence, and a moment of rest from the crowds and the hot weather of the city in summer, here are some suggestions from our partner wineries in Chianti. All wineries are top-notch producers of Chianti DOCG and Chianti Classico DOCG and offer their guests a wide range of facilities to make their visits smooth and pleasant.

Carus Vini offers a classic wine tour with a guided tour of the cellar and barrel cellar, followed by an assisted tasting of a selection of their best wines from organic farming. The organic farming at Carus Vini ensures an authentic and fresh taste to their Chianti Classico. 

Villa La Querce was built in the 15th century and their wines age in this historic cellar. The estate has around 42 hectares of land with olive trees and vineyards from which they make the wines and olive oil. Indeed, the tour includes a visit to the olive groves to learn about the making of olive oil and a visit to the vineyards also.

At Fattoria Le Montanine, winemaking carefully follows the cycle of nature. Pruning is done in winter when no leaves are left on the plants. In the cellar, fermentation and all the processes happen naturally without the addition of any chemicals. Learn more about the wine production at Fattoria Montanine by staying overnight at the estate. 

Charmed by the breath-taking beauty of the Arno Valley, Fattoria Le Sorgenti is situated in the Chianti Colli Fiorentini appellation. Surrounded by rows of vines and olive groves, the estate is an ideal getaway spot for wine lovers that can also spend an unforgettable weekend by staying at Fattoria le Sorgenti’s B&B. 

Spend a day or two in Chianti

For those of you who wish to drive a little bit further away from Florence, and maybe get closer to Siena, we’ve selected four wineries with a restaurant and accommodation service that might be the perfect stop while touring the Chianti wine region from Florence. Organizing Florence to Chianti day trip or even several days tour will let you discover all the tastes, smells, customs of this gorgeous area of Tuscany. 

Dianella reflects the long and colorful history of the Villa, originally a 16th century country house of the Medici family. Today, Dianella is an organic winery that serves high-quality wine and also has an amazing restaurant where local Tuscan dishes are served. You can also spend the night at Dianella and imagine yourself as a member of the Medici family. 

Fattoria Santa Vittoria is a family-owned winery located in the hills of Valdichiana, in Tuscany. The farmhouse is home to a winery, olive grove, other agricultural lands, and hospitality service. Fattoria Santa Vittoria can be the best spot to visit if you are planning to organize a day trip to Chianti from Florence. The winery will let you discover the two hundred years of history of the estate. 

The Fattoria di Corsignano is not just a winery but also a charming countryside hotel with a wonderful restaurant that offers visitors a unique experience and a full immersion into the Tuscan culinary culture where the land, the wine, and the food are the stars of the show. Enjoy holidays in the Tuscan countryside just 20 minutes drive from Siena.

Once arrived at Villa Cilnia, you can explore the history and traditions of the Chianti territory, immersed in nature and art. You can visit the lush vineyards of the estate and then have an unforgettable dinner at their fine restaurant. To get a complete Villa Clinia experience, stay the night and enjoy all the services dedicated to guests. 

Chianti wine tour from Siena

Even though the most touristic city in Tuscany is Florence, we understand that some of you might decide to start exploring the Chianti wine region from the stunning medieval city of Siena. Located in both the provinces of Florence and Siena, Chianti has always been a contested area between the two cities, but you are not forced to choose sides and can begin your adventure in Chianti from both Florence and Siena. Below you will find wineries you can visit during your Chianti wine tour from Siena.

Come to savor a wide range of products and enjoy some quality time at Fattoria Della Aiola. The castle that today hosts Fattoria Della Aiola dates back to the 16th century and the whole estate spreads for 36 hectares. The winery also offers one of the best views of Chianti if you are passionate about taking pictures for your Instagram.

The ancient villa, that hosts Tenuta di Trecciano, built using pale grey stone, was once used as a meditation center for cloistered nuns. Today, it is an agriculture company, a short drive away from Siena, with powerful winemaking tactics. Tenuta di Trecciano is a sustainable winery where all the process is followed first-hand by skilled winemakers. 

The Vallepicciola winery is almost a 10-minute drive away from Siena and it is thought to be one of the most beautiful wineries in Tuscany from an architectural point of view. Project manager, Margherita, put forth an incredible organic architectural building for the estate that blends nicely with the stunning natural beauty of Tuscany. Spend a night at Vallepicciola to fully feel enjoy Tuscany.

La Castellina lies pretty close to Siena, immersed in the charming countryside of Chianti, which is ideal for a good vacation. Guests can relax and stay at the winery’s apartments, which also have a swimming pool and stunning views over the vineyards. Be sure to try the wine tasting experience at La Castellina and learn about their history, philosophy, and winemaking techniques.

Related articles

Best Gifts for Valentine's Day 2024

Best Gift Ideas for Valentine’s Day 2024 "Loving is not just looking at each other, it’s looking in the same direction."Antoine de Saint-Exupéry Every year, on the 14th of February, the world turns red and heart-shaped as couples all over the planet celebrate the festival of love, Valentine’s...

Your 2024 Guide to the Best Wineries in Chianti

Between the provinces of Florence and Siena, and a small portion of the provinces of Arezzo and Pisa, lies one of the most unique and iconic wine regions in Italy — Chianti. Few wine regions can rival the majesty and grandeur of this Italian idyll with its rural heart still beating strong. Words...

Best Season to Plan a Wine Tour

Do you want to go for a wine tasting but are unsure what’s the best season to visit wineries? We can imagine your confused face in front of the monitor while asking yourself “when is wine tasting season?”. That’s why we put together this blog to guide you in making the best decision and book the...

Top-10 wine tasting experiences to have in 2024

Wineries around the world offer wine tasting experiences for all ranges of prices and to showcase their best wines. We at WineTourism.com love wine tastings and think that there is no better way to learn the history and tradition of a winery if not by drinking their wines, but why not look for...

The Best Luxury Wine Experiences

How many times during a work week do you fantasise about travelling to a dreamy destination like Italy or France to enjoy a luxury wine tour? Us at WineTourism.com at least every day (especially when we realise how many incredible wineries there are on our website)! In this article, we are going...

Discover the Best Grape Harvest Experiences

Harvesting grapes is one of the most important steps in winemaking and one of the best periods to visit wineries. We have put together some of the most exciting grape harvesting experiences across Europe to let you discover the real essence of winemaking, local traditions, and most importantly...

The ultimate guide to plan the perfect wine tour

There is no right or wrong way to plan a wine tour and to experience a wine tasting, but we thought you might need some tips on how to make your wine trip a one to remember. There are actually so many details you might want to take into account when getting ready for a wine tour, and many of...

Get your monthly boost of wine inspiration

Join our newsletter now to receive our free guide on how to plan the perfect wine tour

Chianti & Cheese  

Escape florence and explore the vineyards of tuscany 100% all-inclusive (transportation, tastings & lunch).

HIGHLIGHTS:

● Embark on a 7-hour guided wine tour with our English-speaking Grape Guide!

● Explore the enchanting regions of Chianti, visiting 3 remarkable organic wineries.

● Experience two captivating cellar tours and sample 4 wines at each of the 3 wineries.

● Indulge in a farm-to-table lunch at the second winery, featuring all-homemade Tuscan products.

● Delve into a dairy visit at the third winery, culminating in a delightful cheese tasting.

● Savor exceptional olive oils throughout the day.

● Enjoy the intimate setting of a small group tour, limited to a maximum of 8 people!

Chianti & Cheese 

expert guide

visit dairy

olive oil tasting

winery lunch

7 hrs approx

• Highlights ● Guided 7 hr excursion by our English-speaking expert Grape Guide! ● Visit 2 wine regions: Chianti & Chianti Classico (with tastings of Chianti, Chianti Classico, Riserva and Super Tuscans) ● Visit 2 exquisite wineries with tours of vineyards & cellars. ● Taste some of Tuscany's best olive oils & cheeses. ● Lunch at the famous butcher Dario Cecchini with a sampling of meats & Bistecca ● Small group tour of max 8 people
• Itinerary Super Chianti Super Chianti is an extraordinary day trip that transports you from Florence to the charming and delightful Chianti & Chianti Classico regions. We convene at the Grape Tours office, where you'll check in and prepare for the adventure. A mere half-hour ride brings us to the beautiful Chianti region, starting the day at an ancient Tuscan farmhouse winery. Delve into the grape-to-bottle process, and after covering every winemaking facet, we sit down to savor four exquisite wines complemented by fresh olive oil and artisanal sheep's milk cheeses from the winery's dairy farm. Our next destination is Panzano in Chianti, home to the renowned butcher Dario Cecchini. Relish a delectable lunch featuring four meat dishes inspired by Dario's family recipes, including a taste of the famous Bistecca. Post-lunch, we proceed to the next winery for a private tour, immersing ourselves in the traditions of the world's oldest wine region.
• Price & Tour Info Price: from €210 per person (all-inclusive, yet you're always welcome to tip your guide) When: From Monday to Saturday Time of departure: 9, 9.30 or 10 am Total time: Around 7 hrs Meeting point: Grape Tours office in Via dei Renai 19, Florence. Possibility of pick-up outside Florence (Galluzzo) available: YES Size: min 3 - 8 pp (if the tour doesn't reach the minimum number of participants we will contact you with alternatives) Distance: 45 mins approx Min age to participate: 16 yrs Allergy-friendly? Yes, make sure to mention to your guide. Wines tasted: Mainly reds.

Book your Chianti & Cheese tour now! € 19 5 pe r person You can add a € 15   cancellation insurance and receive a full refund up to 24 hrs before the tour start!

• SELECT CITY - Select - florence naples rome venice milan cinque terre verona lake como lake garda sorrento positano bari bergamo bologna cagliari genoa la spezia lecce livorno lucca matera palermo pisa siena siracusa turin trapani amalfi montecatini capri pompeii parma taormina polignano a mare wheelchair friendly chianti

Chianti Colours & Flavours: Half Day Tour To The Chianti Wine Region With 2 Wine Tastings Included And Vineyards Escape

Don’t miss the chance to explore the marvelous Chianti Wine region and its rolling hills from Florence! Get away from the noise and crowds of the city and enjoy a relaxing experience in the world-famous Tuscan countryside.

Tuscany is world-renowned for its nature , small villages , vineyards and gentle hills . Your tour starts with a visit to a rustic WINE ESTATE , in the heart of the vineyards , where you will be greeted by the owners and led to their cellar to learn all the secrets of the Chianti wine making process . After, you will be offered an appetizing snack based on delicious local products paired with locally produced olive oil. Along with the snacks, indulge their high-quality “Chianti wine” . You will taste up to 3-4 different types of wines, both red and white,  and you will have the opportunity to purchase bottles to bring or send home!

Our day is not over yet… In the heart of olive trees , gentle hills and vineyards , we will visit another enchanting wine estate together. You will be offered more enticing snacks and up to 3-4   exquisite Chianti-made wines to taste . The owners of the wine estate will teach you more about their wines, and by the end of the day, you will be a true Chianti wine expert !

You can also stroll through the vineyards and through the wine estates, surrounded by a picture-postcard landscape , made of cypresses, rolling hills, olive trees and all the beauties that the Tuscan countryside has to offer.

The day culminates with a photo stop in a panoramic terrace of Chianti specially chosen for you, where you can take beautiful photos in memory of this fantastic experience!

Don’t forget your camera as you embark on this incredible journey through the fairytale land of Chianti … “Cheers!”

Kavnit Kaur

2 months ago

Victoria Nadon-lachance

7 months ago

Charles Moscatello

5 months ago

Maria Rosa Sánchez

Hace 6 meses

SELECT DATE

• Round trip journey by fully-fitted GT Coach
• Expert English speaking escort
• Visit of two wineries in the heart of Chianti and the Tuscan countryside
• Walk through the vineyards
• Tasting of 3-4 different types of wine in each cellar (white and red), 7 wines in total
• Tasting of extra virgin olive oil, balsamic vinegar and regional products to accompany wine tastings
• Possibility to buy wine, oil, balsamic vinegar and local products at advantageous prices

Departure time

Meeting point.

TOURS & NEWS KIOSK AT PIAZZALE MONTELUNGO BUS TERMINAL

Located at 5-10 minutes walking distance from Santa Maria Novella Train Station. Look for our staff wearing a  FUCHSIA CIAOFLORENCE JACKET and holding a CIAOFLORENCE CLIPBOARD!

• Discover the heart of Tuscany, the Chianti wine region and its rolling hills and olive groves!
• Travel with a knowledgeable tour leader, who will assist you during the whole trip
• Indulge in two rich wine tastings of the world renowned Chianti red wine, accompanied by tasteful regional products

Notes and advice

• Comfortable shoes are recommended
• Please inform us of any food intolerance or allergy in advance
• Kindly note that if you are traveling with a group of friends but each of you makes a single booking, we cannot guarantee that you will be assigned to the same bus

Summer in Tuscany’s Rolling Hills: 4-10 Days

This itinerary takes you to some of the most beautiful spots in Tuscany! During the summer days, you can enjoy the breeze from the rolling hills, and swim in natural cooling spots. Summer is a perfect time to see the blue sky and green land!

Travel Tips

A chianti wine tour, tuscan wine and breathtaking panoramas, a flawless autumn afternoon between castellina in chianti and monteriggioni, best day trips and half day trips from florence, just outside florence: day trips for every taste, tour may interest you.

museums combo: accademia & uffizi private tour

• Price From € 108.75

half day private tour to chianti wine region

• Price From € 62

private walking tour of florence with a professional guide

• Price From € 240

private driver at complete disposal for 3 hours in florence

• Price From € 49

Ciao Florence Tours & Travel srl

Via Cavour, 36 R 50129 Firenze

[email protected] [email protected]

Tel. +39 055 354044

P.IVA 05823680482

Where are you going?

Black Friday: Up to 15% off selected tours

Prices shown include discount | Offer ends November 28th at 11:59pm PST

Home / Destination / Italy / Florence / The Chianti Experience

Livorno Cruise Port Guide &The Best Things to Do

Does your cruise stop in livorno italy here’s everything you should know about the livorno cruise port..

On the west coast of Italy sits Livrono, a lively port city that is the gateway for cruisers to two of Italy’s most iconic cities: Pisa and Florence.

Perched within Tuscany, this colorful city is the third-largest in the region. Being so conveniently located near many of Italy’s popular attractions, there really is an abundance for cruisers to see and do.

As a travel advisor who specializes in cruises, I have extensive knowledge of cruise ports and the best shore excursions for each.

In this article, I’m going to tell you everything you need to know about Livorno Cruise Port and how to best plan your visit.

I can plan your excursions (and cruise) for you FOR FREE!

Planning a cruise or excursion can be overwhelming and stressful. Let me take care of it for you – I can book your cruise or excursions at no additional cost.

Where is Livorno Cruise Port Located?

Livorno Cruise Port is located within the main Port of Livorno which sits right beside Livorno city, on the northwest coast of Italy.

Within the Tuscany region in Italy, Livorno is the closest cruise port to Pisa and Florence.

Pisa is a 40-minute taxi ride or a 20-minute train journey from Livorno Cruise Port and Florence is a 1.5-hour taxi ride or train journey from the cruise terminal.

The Livorno Cruise Port is vast with berths that can accommodate up to 8 cruise ships at any one time. The berths are dotted around the harbor, on different piers.

Beside each berth are a taxi rank, tourist information center, car rental stand, and opportunities to book day trips and tours. 

How to Get to Livorno City Center from the Cruise Port

The cruise port is located within a working industrial port and to journey from the cruise port to Livorno city, you’d have to travel through the working part of the port which is in fact not permitted on foot for health and safety reasons.

The good news is that the port offers a shuttle service from the cruise terminal to Piazza Grande, in the city center.

From Piazza Grande, it’s a 30-minute walk to Livorno Centrale, the main train station in the city.

Alternatively, there is a taxi rank beside every cruise terminal so you can grab a taxi directly to your destination.

Are There Free Shuttles From Livorno Cruise Port?

There are shuttle buses to Livorno city center offered to every cruise ship passenger. However, the cost depends on your cruise liner. Some cruise lines offer shuttles for free to their cruise passengers, and others charge a fee that you can expect to be around €5.

Can You Walk into Livorno from Your Cruise Ship?

It isn’t possible to walk from the cruise terminal into Livorno city center.

Health and safety regulations don’t permit walking in the industrial port. Even if it was allowed, the distance between the cruise ship berths and the city is very great and it would take you over an hour to walk into Livorno which isn’t practical.

There are however shuttles available that will take you from Livorno Cruise Port straight into the city of Livorno dropping you at Piazza Grande, a key square in the middle of the city.

Are there Taxis Available from Livorno Cruise Port?

Yes, there is a taxi rank beside every cruise ship in Livorno Cruise Port which will have enough taxis in it to accommodate all passengers looking to get a taxi.

Best Shore Excursions from the Livorno Cruise Port

Livorno Cruise Port is one of the busiest cruise ports in Italy due to its fantastic central location near many of Italy’s most extraordinary attractions.

There’s a host of things to see and do nearby. I’ll delve into some of my favorites below.

1. Leaning Tower of Pisa

Only a 40-minute drive or 20-minute train ride from Livorno city center, the famous Leaning Tower of Pisa really is a must for anyone visiting Livorno! The 56-meter high 14th-century tower can be found in the heart of the city of Pisa.

The tower is located beside the impressive Cattedrale di Pisa (Cathedral), and Battistero di San Giovanni (Baptist Church), enabling you to marvel at a number of incredible landmarks on your visit.

Trains run between Livorno and Pisa a couple of times per hour making it a quick and convenient way to journey between the two cities. From Pisa station, it’s a 20-minute walk to the famous tower.

Guided Tour

• Small group walking tour for a more personalized experience
• Expert local guide with insider knowledge
• Pre-reserved tickets for the leaning tower of Pisa

Florence and Pisa

• Port pick up and drop-off
• Professional guide
• Transport by air-conditioned vehicle
• Guaranteed on-time return to the pier

Alternatively, buses run every 10 minutes between the station and Torre 1, a bus stop just outside the square where the tower is found.

You can book a guided tour of Pisa which includes admission tickets  such as this one.

Another way to reach the Leaning Tower of Pisa is on a guided tour from Livorno.  This full-day tour  combines a visit to the tower with a trip to Florence, another incredible city in Italy.

2. Florence

Florence is the vibrant capital of the Tuscany region in Italy. A UNESCO World Heritage site, the city is famed for its stunning medieval architecture and monuments as well as museums.

It’s no surprise that a day trip to Florence is a must for many cruisers who arrive at Livorno Cruise Port.

Florence can be reached via train. Trains run from Livorno to Florence several times per day, roughly once per hour. The journey is direct (you don’t need to change trains) and takes 1 and a half hours each way.

Livorno Shore Excursion to Florence

• Hassle-free round-trip transfers from Livorno to Florence
• Convenient pick-up and dropoff points at the cruise port and city center
• A complimentary map of Florence’s historic center to explore on your own
• About 4.5 hours of free time to take in the Renaissance highlights

A taxi between Livorno Cruise Port and Florence also takes 1 and a half hours each way but is considerably more expensive than the train.

Perhaps the easiest way to visit Florence is via an arranged shore excursion with a guide, such as  this one . The tour takes you directly from Livorno Cruise Port to Florence and allows you over 4 hours to see the highlights of the city.

3. Cinque Terre

Just north of Livorno is a beautiful stretch of coastline known as Cinque Terre, characterized by colorful settlements which are stacked upon cliffs in bays that arc around turquoise waters.

The area encompasses 5 fishing villages, which make up part of the Cinque Terre National Park , an area of outstanding natural beauty.

You can journey to Cinque Terre from Livorno Cruise Port via taxi. Alternatively, you can book a tour.  This private tour  spans over 8 hours and visits different villages along the coastline.

• Private Tour
• Private luxury vehicle with driver for 8 hours
• Private official tour guide for 4 hours in Cinque Terre
• Private pick up and drop off in Livorno Cruise Port
• Local Taxes

Cinque Terre and Pisa

• All Fees and Taxes
• Private transportation
• WiFi on board
• Bottled water
• Pisa driving tour plus a stop at the Leaning Tower, Duomo, and Baptistery

There are tours available that combine a visit to Cinque Terre with Pisa, such as  this one . This is perfect if you wish to visit both beautiful locations during your day in Livorno.

4. San Gimignano

Nestled in the rolling hills of Tuscany is this charming town, oozing with history and encircled by 13th-century walls. The UNESCO World Heritage Site town is famous for its incredible medieval architecture and striking 11 towers.

Not only is the town itself gorgeous to admire, but it’s surrounded by rolling hills and vineyards.

One of the best things to do in San Gimignano is to try some of the delicious locally-produced wine and produce.   This food and wine-tasting tour   has exceptional online reviews and allows you to sample local cuisine from a traditional organic farm.

Food and Wine Tasting

• Visit a family-run organic farm and winery
• Taste three wines
• End with wine and “cantucci” biscuits

Cooking Class

• Learn how to make traditional Tuscan dishes in a local farmhouse kitchen
• Prepare up to six course

 Volterra & San Gimignano

• Sample five different Chianti wines
• Air-conditioned vehicle

San Gimignano is also the perfect location to try a  traditional Tuscan cooking class.

The best way to reach San Gimignano from Livorno port is to take a taxi. The journey should take around 1 and a half hours.

Another great way to visit the town is on a shore excursion tour, such as  this one , which visits both San Gimignano and Volterra, another gorgeous town.

5. Fortezza Vecchia

One of the main attractions in Livorno itself is this 11th-century fort which is right in the middle of Livorno port. It’s a spectacular fortress that is well worth admiring either before or after your main shore excursion.

This fortress, also known as the Old Fort, is the symbol of Livorno. It’s open from Tuesdays to Sundays, 9am to 8pm and is free to visit . There is a cafe right next to the fort called Fortezza. 

6. Wine Tasting

Tuscany is an area that’s renowned for its wine production. Therefore, if you’re into your wines, embarking on a wine tasting tour really is one of the best ways to get to know the region.

This full-day wine tour  starts in Livorno and takes you to some charming spots where you can sample the local wine. You’ll also have the opportunity to wander round Livorno city and even explore the bustling local market.

Full Day Wine Tour

•  Survey the city’s two impressive fortresses
• Sanctuary of Montenero
•  Stop at one of Bolgheri’s prestigious wineries to tour the cellars
•  Village of Castagneto Carducci

Chianti and Tuscany

• Explore the Tuscan countryside
• Learn about Chianti wines from your private driver-guide
• Sample local wine and olive oil in Chianti

This private wine tour  takes you to the Chianti wine region where you will visit vineyards and learn all about the wine-making process before getting to sample some. The tour will pick you up and drop you off right by your cruise ship.

Just 1 hour north from Livorno via road is Lucca, a city perched on the Serchio river. Nestled at the base of the Apuan Alps, this striking city is steeped in history, housing beautiful ancient churches, a clock tower and even traces of a Roman amphitheater, which are hidden behind the city walls.

It’s a 45 taxi ride to reach Lucca . Alternatively, Lucca can be reached via train. In order to visit the city, you’ll have to change trains in Pisa. The train to Pisa from Livorno takes 20 minutes and the second train from Pisa to Lucca takes 30 minutes.

Tours of Lucca from Livorno are also available. Sitting just north of Pisa, many tours combine a visit to both cities, such as  this one.

Livorno to Lucc

• Free WiFi on-board On-board
• Walking tour in Lucca with escort
• Free map of Lucca and Pisa
• Access to the Leaning Tower

8. Livorno City

For your day docked at Livorno Cruise Port, you may simply wish to explore the surrounding city, which although not as well known as Pisa or Florence, houses its own unique gems.

One of the best ways to explore the city is via a food and market tour.  This walking tour takes you to Livrono’s central market, known as Mercato Centrale.

This is in fact one of the largest markets in Europe. At this lively market, you’ll be able to sample local dishes, snacks, and drinks.

If you are interested in seeing the key sights of the city then a   hop-on hop-off bus tour  of Livorno may be what you’re looking for.

Getting From Livorno Airport to the Cruise Port

The closest airport to the Livorno cruise terminal is Pisa Airport which is 20 km (12.4 miles) north of Livorno.

The easiest way to travel between Pisa Airport and Livorno Cruise Port is by taxi or  private transfer  which typically takes between 20 and 30 minutes.

🚘 Book a private transfer to the cruise port here

Taking the train is also an option, although it takes considerably longer and may be challenging if you have lots of luggage.

It’s roughly a 20-minute walk between Pisa Airport and Pisa Centrale, the train station. It’s then a 20-minute train journey to Livorno station, followed by a 30-minute walk to Piazza Grande, where the shuttle buses to the cruise port stop.

Places to Stay Near Livorno Cruise Port

If you are looking for a convenient place to stay near Livorno Cruise Port then Agave in Città , a highly rated apartment with fantastic views over the canal is a fantastic option.

Boasting exceptional online reviews, this accommodation is conveniently located very close to the cruise port, just 600 meters away. A concierge, bar, and indoor pool are stationed at the property.

A little further away from the cruise port is 900 B&B , a charming B&B in a beautifully restored building that serves a selection of fresh pastries for breakfast.

Hotel Universal is another great option, although it sits just outside the city. Perched right on the seafront, the views from this hotel are exceptional.

Best Time to Visit Livorno

The best time to visit Tuscany is between April and October when the weather is more favorable. The height of summer (June, July, and August) will provide the best weather. The summer months are also the busiest time to visit Livorno and key sights can be very crowded.

➡️ To strike the best balance between good weather and fewer crowds, I’d recommend visiting Tuscany outside of the holiday season. April, May, September, and October are all great months.

Cruise Lines that Visit Livorno Cruise Port

A large number of cruise liners stop at Livorno Cruise Port. These include:

• MSC Cruises
• Norwegian Cruise Line
• Viking Ocean
• Royal Caribbean
• Disney Cruise Line
• Marella Cruises
• P&O Cruises
• Saga Ocean Cruises
• Princess Cruises

Livorno Cruise Port FAQS

How far is livorno center from the cruise port.

Livorno city center is right beside the cruise port. However the sheer size of the cruise port and health and safety guidelines mean that you can’t walk into Livorno city from the cruise terminal. A shuttle bus between the two takes around 10 minutes.

How to get to Livorno train station from the cruise port

There are a number of ways that you can journey to Livorno train station from the cruise terminal.

The easiest way is via taxi. A taxi rank beside each cruise ship allows you to journey directly from your cruise ship to the train station, which will take around 15 minutes.

Alternatively, you can take the shuttle bus from the cruise port to Piazza Grande in the city center, and from there, it’s a 30-minute walk to Linorvo Train Station.

How far is Pisa from the cruise port?

Pisa is 23 km (14 miles) north of Livorno Cruise Port and can be reached via a 40 minute taxi ride or a 20 minute train ride from Linorvo Train Station.

How far is Florence from Livorno cruise port?

Florence is 93 km (57.8 miles) east of Livorno Cruise Port and can be reached by either a 1-and-a-half-hour train or taxi ride from Livorno.

Can you see Florence and Pisa on the same day?

Yes, it is possible to visit both Florence and Pisa on the same day.

I’d recommend journeying between the two cities via either taxi or as part of a tour. Taking public transport such as the train will certainly be more challenging.

There are a number of guided tours available which will take you to both cities, such as  this one .

Final Thoughts on the Livorno Cruise Port

Livorno Cruise Port is a great destination to stop at on your cruise as it allows you the opportunity to visit some of the most iconic cities in Italy, such as Pisa and Florence.

The shuttle bus service offered by the port means it’s very easy to journey into the city and the number of shore excursions on offer here means that there really is no shortage of things to do.

Cruise Resources

These are my tried and true, favorite cruise-planning helpers:

➡️ Cruise Critic – for reviews, deck plans, and cabin choices

➡️ Parking – for saving on your long-term parking

➡️ Travel Insurance Master – Because, yes, you do need insurance

➡️ Trip Advisor –

For Reviewing Tours and Excursions

➡️ Viator – For Shore Excursions

➡️ Shore Excursions Group – More choices for small group excursions

➡️ Resort for a day Passes in Mexico, the Caribbean, and the Bahamas

➡️ Atlantis Day Pass

➡️Cruise Packing List for Caribbean or Alaska

➡️ Cruise Tips

➡️Also, if you don’t want the hassle and stress of booking your own cruise, I can do it for you at no additional cost! You can read more about

These products are services I have used myself and trust. Purchasing through the links above, helps me continue my blog at no additional cost to you, and I appreciate it so much!