15 Best Tuscany Wine Tours From Florence in 2024

Best Tours Italy


Have you been wondering about which Tuscany wine tour from Florence you should book? I’ve got you covered!

Tuscany is one of the most beautiful regions in Italy, and wine tours from Florence can be a fantastic way to experience the local culture and check out some of the country’s finest wineries.


Don’t have time to read the whole article? The best choice is this 1/2 day small-group tour:
Small-Group Wine Tasting Experience in the Tuscan Countryside

As someone who has traveled to Italy three times, I can assure you that there is no shortage of amazing wines in Tuscany!

I’ve spoken to travelers who want to visit Tuscany for wine tasting but are scared to book a tour – worried that it won’t be worth the money or have good wines on offer.

Joining a tour is a must if you plan on wine tasting, as driving after may not be safe. Ensure a fun, worry-free experience by letting someone else do the driving while you indulge in all the wine you desire!

Here is a list of our top favorite Tuscany wine tours from Florence.

Quick Guide: Best Wine Tours From Florence to Tuscany

After a quick list of the top wine tours in Tuscany from Florence? Here are the best Tuscany wine tours.

#1 TOP Pick
Best Tuscany Wine Tours From Florence

Small-Group Chianti Wine Tour from Florence

  • Half-Day Tour (Around 4 hours)
  • Small Group Tour (Max 25 people)
  • Visit 2 Chianti wine estates and taste 6 different wines
  • Explore the cellars and discover the art of winemaking.
#2 Pick

Chianti Safari

  • Full-Day Tour (About 9 hours)
  • Small Group Tour (Max of 26 travelers)
  • Visit a wine estate and historic villa and taste 9 samples of wine
  • Traditional Tuscan Lunch at a winery restaurant with breathtaking views
#3 Pick

Vespa Wine Tour from Florence

  • Half-Day Tour (Around 6 hours)
  • Small group tour that is limited to 15 people
  • Ride along the scenic hillside and visit two wineries while riding a Vespa
  • Stop for a traditional Tuscan meal at a Farmhouse and taste the famous Chianti wines

Best 15 Tuscany Wine Tours From Florence

Here is your guide to the best Tuscany wine tours From Florence for travelers who would like to taste Italian wine during their Italian vacation. Your only task is to choose one!

1. Small-Group Chianti Tour from Florence

Best wine tours from florence to tuscany

Tour Overview:

  • Tour Type: You’ll enjoy a more intimate Tuscan wine-tasting experience, as this smaller group-size tour of 25 allows for a familiar ambiance.
  • Guest Rating: 5 Stars from over 2700+ travelers
  • Tour Sights & Stops: 2 Different Chianti Wineries in the Tuscan Countryside
  • Departure Point: Piazzale Montelungo, Florence
  • Length: 4 hours 45 minutes
  • Check Tour Price on Viator

Tasting Italian wine in Tuscany is an experience unlike any other. Take this 4-hour small-group Wine Tasting Experience and explore two of the top-rated wineries in the Chianti Classico region.

Tour their cellars and learn how traditional methods are used to produce the best vintage.

Not only that, but you’ll also be able to sample 6 wines at both wineries, paired with local Tuscan specialties like cheese, salami, cured ham, and bruschetta.

Tuscan 1/2 day Wine Tasting

We went on the 1/2 day tour to two vineyards. They were both amazing!

The guide was friendly and informative. The view of the countryside and vineyards was breathtaking!!!

I thought the tour was perfect, I as so happy we did it.

Nancy_H (Read More Reviews on Viator) ⭐️⭐️⭐️⭐️⭐️

Important Note:

-Hotel pickup and dropoff is not included.

-The tour is only open to ages 12 and up, so no infants, please.

-Additionally, alcoholic beverages will only be served to those who are 18 and older.

Why You Will Love This Tour:

  • This tour will have a maximum of 25 travelers, allowing for a more intimate and personalized experience.
  • Vegetarians and those with gluten intolerances need not worry – special dietary requirements can easily be accommodated upon request in advance.
  • You won’t just get to taste some fantastic reds typical of the Chianti region, like Chianti Classico Riserva Super Tuscans, Gran Selezione – your guide is also well versed in the history and culture of this beautiful area as well!

The small group Tuscany wine-tasting tour from Florence is the perfect way for travelers to get a taste of Italian wines without taking up a full day.

Wine estate in Tuscany

In just half a day, you will be able to tour some of the finest vineyards in Tuscany and enjoy 6 wine tastings of their carefully crafted wines.

So why not treat yourself to this unforgettable wine-tasting experience today?

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

Tour Overview:

  • Tour Type:  Full-day wine and food tour travel through the Tuscan hills by a 4×4 off-road vehicle departing from Florence
  • Guest Rating: 5 Stars from over 2300 travelers
  • Tour Sights & Stops: Historic wine estate (Villa le Corti), with lunch at Tuscan winery restaurant (Località Rignana), and Chianti Classico vineyard (Poggio Torselli).
  • Departure Point: Front of Biblioteca Nazionale (National Library) in Piazza dei Cavalleggeri
  • Length: 9 hours
  • Check Tour Price on Viator

Indulge in a perfect Italian wine-tasting experience on this Chianti Safari Tour. Explore Tuscan villas and vineyards, and relish a sumptuous 3-course meal paired with award-winning wine.

Taste your way through nine rich wine varieties, perfectly complimented with cured meats and premium-quality olive oils.

At the first stop, you’ll be taken to a splendid winery owned by one of the most prestigious Italian aristocratic families.

Afterward, let your taste buds tingle with a tantalizing 3-course meal and wine at the second stop.

Finally, head to the last stop, where you’ll be able to taste two of the finest wines available.

So much fun! Beautiful views! Wow! We loved this tour. All tastings were amazing and at the most beautiful places.

Lavi was an amazing host and tour guide. Her knowledge of the region and of wine was exceptional.

The truck/van/bus was super comfortable. Lunch was delicious and we got plenty of time at each place to hang out or visit the grounds. Very worth it.

IVONNE_N (Read More Reviews on Viator) ⭐️⭐️⭐️⭐️⭐️

Important Note:

– Hotel pickup and drop off are not included.

– The tour is open to ages 18 and up only.

– Vegetarian options are not available and cannot cater to other alternative dietary requirements.

– This tour is not recommended for pregnant women and travelers with back problems.

Why You Will Love This Tour:

wine safari tour in tuscany
  • Explore the stunning gems of Chianti by embarking on an exhilarating off-road tour in a robust 4×4 vehicle.
  • Provide a more personalized and intimate experience as this tour has a maximum capacity of 26 travelers.
  • Conveniently located within close proximity to public transportation.

Embark on a wine adventure like no other – an immersive, unforgettable journey of flavors and aromas that’s sure to carve lasting memories!

3. Half-Day Chianti Wineries Tour with Food and Wine Tasting


Tour Overview:

  • Tour Type: Take a delightful half-day tour starting from Florence to visit two beautiful, authentic wineries nestled within the Chianti Hills.
  • Guest Rating: 4.5 Stars from over 2100 travelers
  • Tour Sights & Stops: During the tour, you will visit two wineries. The first one, a larger producer, features modern techniques, while the second one embraces traditional methods and has a smaller size.
  • Departure Point: Piazzale Montelungo bus stop
  • Length: 5.5 hours
  • Check Tour Price on Get Your Guide

Indulge in a tantalizing Tuscan experience with this Chianti Wineries tour that features food and wine tasting in the breathtaking Florence region.

This tour includes a visit to two authentic vineyards that proudly produce the finest Italian wines where you will discover and tastes 7 different wines and sample other local delicacies.

Wine tours in chianti tuscany

Hear captivating stories from the guide as you learn all about the winemaking process and the materials used to produce barrels and explore the rich history and fascinating culture of this charming area.

Our favourite thing we did in Florence! Both the wineries were amazing especially the second one.

We had about 8 tastings of different wines and the chance to explore the venues.

Our guide during the bus trip also made it very entertaining would highly recommend!

GetYourGuide Traveller – Australia (Read More Reviews on Get Your Guide ) ⭐️⭐️⭐️⭐️⭐️

Important Note: Hotel pickup and drop-off are not included. Unfortunately, pets are prohibited. It is recommended to avoid carrying bulky bags and luggage.

Why You Will Love This Tour:

  • During the tour, you will have the opportunity to visit two wineries.
  • You have the option of buying wine by the bottle or box at both wineries. You can either take your purchase home with you or have it shipped.
  • Following each wine-tasting experience, take a moment to bask in the beauty of Tuscany.

The Florence Chianti Wineries tour acquaints travelers with Italian wines, without requiring an entire day amidst the vineyards.

This is one of the best half-day wine tours from Florence for those who don’t have enough time for a full-day experience.

This tour promises not only informative insight but also a delightful experience that will leave you with a lasting impression.

4. Small Group Tuscany by Vespa Wine Tour

Tuscany Wine Tour with a vespa

Tour Overview:

  • Tour Type: This tour has a maximum capacity of 15 individuals, offering a close-knit experience. Designed for those who don’t want to drink too much as you will have to drive on your own scooter.
  • Guest Rating: 4.5 Stars from over 600 travelers
  • Tour Sights & Stops: Chianti Road (Very Scenic), Fattoria di Bagnolo (for a cellar visit, wine tasting, and lunch), and Greve in Chianti
  • Departure Point: Piazza Mentana in Florence
  • Length: 6 hours
  • Check Tour Price on Viator

Looking for a unique and thrilling way to experience Italian wine in Tuscany? Look no further than this small-group Tuscany by Vespa!

Not only will you get to tour the region in style, but you’ll also get to enjoy a traditional Tuscan meal at a castle.

Savor the taste of local olive oils and prestigious Chianti wines during a visit to one of the region’s most renowned wineries.

All the while, enjoy the stunning scenery and the thrill of zipping through the countryside on a Vespa. Don’t miss out on this unforgettable adventure!

This tour was definitely worth the money! We rode the Vespa’s for a long amount of time, the tour included a sandwich and then a full wine tasting and dinner at the end.

The tour guides were great as well. Overall great day and would recommend it to anyone looking to experience the Chianti countryside!

Philip_G (Read More Review on Viator) ⭐️⭐️⭐️⭐️⭐️

Important Note: Single- or double-seater Vespas are available. A valid driver’s license is required, but a motorcycle license is not. Passengers between 12 and 18 years old are permitted.

Why You Will Love This Tour:

Florence to tuscany wine tasting tour
  • Children from age 12+ can join this tour as a passenger on the Vespa.
  • Experience the thrills of riding a single- or double-seater Vespa on a scenic hillside, with stops along the way for photo opportunities and a guided visit to one winery.
  • A yummy typical Tuscan meal is included in the price of this tour.

Discover the alluring Tuscan countryside like never before with small group tours on Vespa!

Savor the essence of Italy and choose from a morning or afternoon tour to indulge in the aroma of world-renowned Tuscan wine.

Perfect for wine lovers and anyone seeking a unique Italian adventure!

5. Chianti Wine Tour with Tuscan Lunch, Visit to San Gimignano and Organic Wineries

Torre Grossa San Gimignano

Tour Overview:

  • Tour Type: Explore the beautiful Chianti wine cellar and vineyards on a day trip, with a guided visit to San Gimignano (for a group of max 16 travelers).
  • Guest Rating: 5 Stars from over 500 travelers
  • Tour Sights & Stops: San Gimignano’s first winery, San Gimignano 1300 museum, second winery, and Piazzale Michelangelo
  • Departure Point: Curtatone Firenze
  • Length: approx 8 hours
  • Check Tour Price on Viator

Take in the essence of Tuscany on a Chianti Wine Tour, savoring the world-renowned flavors of Italian wine.

The itinerary features organic wineries where you can enjoy tastings alongside a traditional Tuscan lunch.

Explore the charming medieval village of San Gimignano, with its stunning hilltop location and renowned museum, San Gimignano 1300. Stroll the quaint squares before journeying on to the second winery.

Winery in Tuscany Italy

Lastly, visit Piazzale Michelangelo, where you can gaze at Michelangelo’s replica Statue of David as it stands proud at the plaza’s center.

We loved this trip! It was the perfect way to spend the day in Tuscany. Our guide, Christian, was wonderful! He was friendly and taught us so much about Florence/Tuscany.

The two wineries we visited were outstanding, we enjoyed our visit to San Gimignano, and the lunch was delicious.

Everywhere you looked there were breathtaking views. This is a must do in our opinion!

Emma_L(Read More Reviews on Viator) ⭐️⭐️⭐️⭐️⭐️

Important Note: Hotel pickup and drop-off are not included.

Why You Will Love This Tour:

  • The place offers accessibility for wheelchairs and strollers, as well as the availability of infant seats.
  • A vegetarian option is available and can accommodate any specific dietary requirements travelers may have.
  • A private tour can be arranged at request.

Indulge in Italian wine amidst the stunning hilltop medieval village of San Gimignano, through the Chianti Wine Tour with Tuscan Lunch.

Experience a world-champion gelato and relish the most breathtaking panoramic view of the surrounding landscape.

Perfect for travelers searching for an authentic Tuscan experience.

6. Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa, and Lunch at a Winery

San Gimignano in Tuscany

Tour Overview:

  • Tour Type: This tour is more of a sightseeing tour, however, it does include lunch and wine tasting at a winery.
  • Guest Rating: 5 Stars from over 11500 travelers
  • Tour Sights & Stops: Siena, San Gimignano, Pisa and Lunch at a Winery
  • Departure Point: Piazza della Stazione
  • Length: approx 11-12 hours
  • Check Tour Price on Viator

Experience the allure of Tuscan wine country on a day trip from Florence!

Begin your adventure exploring the stunning medieval city of Siena and taking in its grand cathedral before basking in the serenity of the Chianti hills.

A sumptuous 3-course lunch, showcasing the finest in local Tuscan cuisine, awaits, along with an indulgent wine tasting in a Tuscan winery.

Your journey continues with a stroll through charming San Gimignano and culminates at Pisa’s Cathedral Square, a UNESCO World Heritage Site that boasts the iconic Leaning Tower of Pisa.

Leaning tower of Pisa Italy

This day trip is an exceptional way to explore Tuscany’s beauty, history, and world-renowned culture.

Highly recommend this tour… The tour was a ton of fun, be prepared for some walking but each town you visit is so different in history and character that alone we would never have been able to learn or discover.

The wine/lunch add-on is 100% worth it, we left with 6 bottles of wine and the food was delicious. The farm is such an extraordinary and beautiful place.

We also did the Pisa tower add-on, the climb is doable and the view from the top is really something. We watched the sunset from the top and it was very memorable.

VictoriaG(Read More Reviews on Viator) ⭐️⭐️⭐️⭐️⭐️

Important Note:

-Hotel pickup and drop-off are not included.
-There is an admission fee to enter the Siena Cathedral.
-Wine tasting is only available on tours that include lunch.
-Visitors looking to explore the Leaning Tower should book their tickets in advance to secure guaranteed entry
-While visiting the Leaning Tower of Pisa, please note that children under 8 years of age are not admitted.
-Unfortunately, due to uneven surfaces, individuals with walking disabilities or those using wheelchairs are discouraged.

Why You Will Love This Tour:

  • Indulge in a sumptuous farm-style lunch, with vegetarian and gluten-free options readily available.
  • Operates regardless of the weather conditions.
  • Explore two of the world’s most stunning and culturally significant UNESCO World Heritage Sites!

Embark on a wondrous day trip through the charming Tuscan wine region, where you’ll visit three enchanting locations.

The Tuscany Day Trip from Florence offers stops in the stunning cities of Siena, San Gimignano, and Pisa, with a delightful winery lunch for good measure.

Discover the heart of Italy’s wine country while tasting some of the finest vintages.

7. E-Bike Florence Tuscany Ride with Vineyard Visit

E-Bike Wine Tasting Tour from Florence

Tour Overview:

  • Tour Type: Tour a vineyard on the outskirts of Florence conveniently and efficiently on an e-bike.
  • Guest Rating: 5 Stars from over 480 travelers
  • Tour Sights & Stops: San Domenico Fiesole, Chiesa di Santa Maria Assunta, Agriturismo Poggiopiano, Piazzale Michelangelo
  • Departure Point: Via San Gallo
  • Length: approx 4-7 hours
  • Check Tour Price on Viator

This E-bike Florence Tuscany ride with a vineyard visit is a must-do for travelers seeking a taste of Italian wine in Tuscany.

Immerse yourself in the experience as you ride an electric bike to a countryside vineyard in Fiesole, an ancient hill town above Florence.

Indulge in a wine-tasting session and purchase a picnic of authentic Tuscan products at a bespoke vineyard.

To top it off, relish in the romantic views of the city from the stunning Piazzale Michelangelo.

This journey promises a truly unforgettable experience.

Can’t beat this tour! Would recommend as your first tour in the area so you know your way around Florence.

Awesome views with vineyard visit. Shipped some delicious wine back to the states…

You won’t regret taking this tour!!! John was awesome.

Eric_R(Read More Reviews on Viator) ⭐️⭐️⭐️⭐️⭐️

Important Note:

– Must know how to ride a bike.

– Not recommended for children aged 1 year and below.

– Children aged 7-12 are ineligible to participate in this activity while children weighing less than 22kg and aged between 1 to 7 years are required to ride in child seats.

Why You Will Love This Tour:

Ebike wine tour in tuscany from florence
  • Explore your own pace with this self-guided tour! Rent an E-bike and receive a GPS device for your independent exploration.
  • Experience the flavors of Chianti without embarking on a long day trip.
  • Relish a glass of wine while purchasing a picnic basket filled with typical Tuscan delicacies at a charming boutique vineyard.

Discover the charming vineyards around Florence with the e-bike Florence Tuscany ride – now it’s easier than ever with e-bikes!

This allows easy exploration of Italian wine territory in picturesque Tuscany for an unforgettable experience!

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

Vintage Fiat Wine Tour from Florence

Tour Overview:

  • Tour Type: A self-drive wine-tasting experience in a group with a tour leader in his own Fiat – driving a vintage Fiat 500 from the 1960s.
  • Guest Rating: 5 Stars from over 400 travelers
  • Tour Sights & Stops: 15th-century Renaissance villa and wine estate in the heart of Tuscany
  • Departure Point: Via Corbinaie
  • Length: approx 4 hours
  • Check Tour Price on Viator

Indulge in a once-in-a-lifetime experience while visiting Tuscany – explore the rolling hills, picturesque vineyards, and enchanting olive groves on a guided tour in a vintage Fiat 500!

Embark on a journey through the luscious Tuscan countryside as you drive from Florence to a 15th-century Renaissance villa & wine estate.

Experience a 1.5-hour tour of a prestigious Super Tuscan wine estate. Explore vineyards, cellars, and savor local wines.

Indulge in a light lunch in the wine cellar and unwind on the beautiful grounds.

We had an absolutely amazing time on this excursion. Bella and her father were wonderful hosts and clearly love their Fiat 500 family.

The cars were so much fun to drive and we spent so much time driving through Tuscany that you felt like you were back in the old days of Italy.

Everything was very relaxed, fun, energetic and as professional as it gets.

The lunch and wine tasting was a blast. We learned so much history and tasted some great wines.

We even left with a bottle of wine because it was that good…

Do yourself a favor and book this excursion. If we ever make it back to Florence, I’m booking this again!

Shawn_R(Read More Reviews on Viator) ⭐️⭐️⭐️⭐️⭐️
Wine Tasting Tours in Tuscany

Important Note:

  • The minimum age is 18 years to drive. Bring your driver’s license.
  • Familiarity with operating manual gears is a must.
  • Each booking must have a minimum of two people.
  • We recommend that the designated driver in your group spits out the wine rather than swallowing it.
  • There is a fuel surcharge

Why You Will Love This Tour:

  • Sit down in the wine cellar to enjoy a yummy light lunch of crostini, meats, and cheeses. 
  • Discover the acclaimed Super Tuscan wines of the region during an immersive 1.5-hour tour at our esteemed wine estate.

Soak up the charm of this delightful Italian region, sample the incredible cuisine, and savor the sensations of a self-drive vintage Fiat 500 tour that will stay with you forever!

9. Florence Sunset Wine & Food Tour with Eating Europe

Florence Wine Tour

Tour Overview:

  • Tour Type: For those who have limited time, but still want to taste some of the Chianti wines right in Florence.
  • Guest Rating: 5 Stars from over 400 travelers
  • Tour Sights & Stops: Florence
  • Departure Point: Piazza Santo Spirito
  • Length: approx 3.5 hours
  • Check Tour Price on Viator

If you’re a traveler looking to taste some exquisite Italian wine while in Tuscany, the Florence sunset wine & food tour with Eating Europe is just what you need!

You’ll get to visit Florence’s Official Wine Windows, as well as a secret centuries-old wine cellar, where you’ll savor delicious artisanal cheese and freshly sliced cured meats made by local producers.

But that’s not all! You’ll also learn to make a perfect Negroni, Florence’s most famous cocktail, and sip on the best Tuscan wines, from Chianti Classico to Super Tuscans.

Best Florence wine tours to taste Chianti wines

As you end the day, indulge in a real gelato and learn the difference between the “fake” ones, all while being treated to great storytelling.

This was a great walking tour. Our guide was excellent. Good for adults of any age. There was plenty of wine and food. We thoroughly enjoyed ourselves!

Cheryl_H(Read More Reviews on Viator) ⭐️⭐️⭐️⭐️⭐️

Important Note: Hotel pickup and drop-off are not included.

-A minimum of 2 guests is required for this activity. If this requirement is not met, it will be rescheduled or provide reimbursement.

Why You Will Love This Tour:

  • Discover the captivating tradition of wine windows in the charming city of Florence.
  • Experience the marvels of Tuscan “cucina povera” – the exquisite craft of zero-waste cuisine, in perfect harmony with the sublime indulgence of Super Tuscan fine wine.
  • Experience the charm of a historic Trattoria, where tradition meets innovation. Witness the master chef skillfully tossing and perfectly plating pasta, capturing the essence of culinary excellence.

This is one of the best Florence wine tours if you don’t have time for a full day trip.

You’ll be able to Visit Florence’s Official Wine Windows, sampling 14 different wines from 6 different tasting locations – after that, enjoy a Negroni cocktail demo and drinking session, all served with cheese and freshly sliced cured meats.

Book this tour today and let your adventure begin!

10. Full-Day Tuscany Wine & Food Tour with Guide

Wine Tasting Tours from Florence

Tour Overview:

  • Tour Type: Experience the authentic essence of the Tuscan wine region on a captivating small-group tour departing from Florence.
  • Guest Rating: 4.9 Stars from over 400 travelers
  • Tour Sights & Stops: 3 Wine Estates
  • Departure Point: Piazzale Montelungo
  • Length: approx 8 hours
  • Check Tour Price on Get Your Guide

Discover the charm of Tuscany’s wine scene on this magnificent Tuscany Wine & Food Tour with Guide.

Indulge in an exquisite experience of visiting three remarkable organic wineries, where you’ll be treated to a delectable lunch paired with tantalizing local wines, balsamic vinegar, and olive oil.

Immerse yourself in the art of winemaking as you explore the farm and cellar, unveiling the secrets behind the wine’s creation.

To top off this enchanting journey, sit down to a delightful light lunch, featuring the winery’s own exceptional wines and delectable products.

Embark on this captivating adventure and let your senses be captivated by the enticing flavors of Tuscany’s renowned wines.

This tour was one of the highlights of our trip! 10/10 recommend. Sofia and Irene were wonderful guides.

All three wineries were amazing and all very unique. The individuals at each winery were very knowledgeable.

The wines were excellent! This tour far exceeded expectations. You will not regret doing it!

GetYourGuide traveler – United States (Read More Reviews on Get Your Guide) ⭐️⭐️⭐️⭐️⭐️

Important Note:

– Hotel pickup and drop-off are not included.

– Not suitable for children under 12 years – Pets are not allowed – Bring passport or valid ID

Why You Will Love This Tour:

Best Wine Tour from Florence to Tuscany
  • Satisfy yourself with the flavors of locally produced wines, exquisite olive oil, and rich balsamic vinegar through tastings at three enchanting wineries.
  • Enhance your experience with a small group tour, offering intimacy and engagement for an unforgettable journey.
  • Explore Greve, renowned as the quintessential village that best embodies the essence of the region.

This remarkable small-group tour takes you on a journey from Florence, where you will discover three authentic wineries. This tour promises an exquisite taste of Italy’s finest!

11. Tuscany Wine Tour (For 18 – 39 Year Olds)

Wine Tasting Tours in Tuscany for Young Adults

Tour Overview:

  • Tour Type: This tour is specifically for young adults aged 18 to 39 years old.
  • Guest Rating: 5 Stars from over 380 travelers
  • Tour Sights & Stops: 2 Wine Estates plus San Gimignano
  • Departure Point: Parcheggio Oltrarno
  • Length: approx 7 hours
  • Check Tour Price on Viator

Indulge in a captivating full-day social wine-tasting tour for 18 – 39 year olds, immersing yourself in the heart of the Tuscan countryside.

Explore 2 unique wineries, each offering a tantalizing array of regional varietals like the renowned Chianti Classico and the esteemed Super Tuscan.

Delve into the artistry of traditional winemaking methods, as knowledgeable guides illuminate the intricacies of each glass.

Don’t miss the opportunity to wander through the marvels of San Gimignano, a beautifully preserved medieval village that adds an extra touch of magic to your extraordinary wine-filled expedition.

Top things to do in San Gimignano Tuscany Italy

A great day for wine tasting!

The tour was very organized, nice bus to transport us, amazing views and great staff.

Would definitely use the company again for other excursions in Europe.

Carly_S(Read More Reviews on Viator) ⭐️⭐️⭐️⭐️⭐️

Important Note: :

– Hotel pickup and drop-off are not included

– Minimum age is 18 years old, kids are not allowed.

– This tour/activity can accommodate a maximum of 40 travelers. – Not recommended for pregnant travelers

Why You Will Love This Tour:

  • An enthusiastic wine producer will guide you in discerning distinct flavors and honing your palate.
  • Indulge in the flavors of four distinct wine varieties, including the renowned Chianti Classico, Brunello of Montalcino, and Super Tuscan wines.
  • San Gimignano boasts a splendid selection of shops that offer a diverse range of locally crafted goods and produce.

Experience the Tuscan Wine Tour, a delightful 1-day excursion that indulges travelers with a selection of seven exquisite Italian wines.

Perfect for younger wine enthusiasts seeking to discover and appreciate the essence of Italian winemaking.

12. Montalcino, Orcia Valley, Pienza, and Montepulciano – Wine- and Cheese-Tasting Guided Tour

Montepulciano, Italy

Tour Overview:

  • Tour Type: Full-day trip for those who want to combine a Brunello wine tour from Florence with a bit of sightseeing
  • Guest Rating: 4.5 Stars from over 300 travelers
  • Tour Sights & Stops: Montalcino (visit to a wine cellar/museum), Pienza, Val d’Orcia, and Montepulciano plus a visit to a winery.
  • Departure Point: Piazzale Montelungo
  • Length: approx 11.5 hours
  • Check Tour Price on Viator

Join this sightseeing plus wine and cheese tasting tour, designed for travelers eager to savor the best of Italian wines in the scenic Tuscany region.

Delight in visits to the charming hill towns of Montalcino, Montepulciano, and the UNESCO World Heritage site of Pienza.

Indulge in the taste of renowned regional wine varietals, including the esteemed Brunello and Vino Nobile, accompanied by delectable local cheese.

This tour includes a visit to a wine cellar/museum in Montalcino, where you’ll explore the fascinating wine cellars and savor a delightful tasting of the world-famous Brunello wine.

wine tasting tuscany tours from florence

The tour also includes a visit to a winery in Montepulciano with a tasting of the “Vino Nobile” and some tastings of Pienza’s pecorino cheese.

This tour was perfect for us because we wanted to experience the Tuscany region without renting a car or committing a few days.

Our tour guide, Elisabeth, and driver, Sergio, were wonderful people…

We had a wonderful time and highly recommend this to anyone looking to visit and experience several sights of Val d’Orcia in one long day-trip.

Airi_W(Read More Reviews on Viator) ⭐️⭐️⭐️⭐️⭐️

Important Note:

– Hotel pickup and drop-off are not included.

– Please arrive at the tour departure location 20 minutes prior to the scheduled start time.

Why You Will Love This Tour:

  • Experience a delightful one-day tour aboard a comfortable coach bus.
  • Embark on a journey to explore renowned filming locations that have become popular tourist destinations.
  • Explore the charming hill towns of Montalcino, Montepulciano, and the World Heritage-listed Pienza, a delightful trio that promises a truly enchanting experience.

Experience the ultimate wine and cheese tasting adventure on the Montalcino, Orcia Valley, Pienza, and Montepulciano guided tour from Florence.

This one-day excursion offers round-trip transportation for added convenience, allowing travelers to indulge in the exquisite flavors of Italian wine in the beautiful region of Tuscany.

Experience the allure of Tuscany in an engaging and memorable way!

13. Val D’Orcia: Cheese and Wine Tasting Tour from Florence

Best Wine tasting tour from florence to tuscany

Tour Overview:

  • Tour Type: Visit the Val D’Orcia Valley on this day trip from Florence and explore the towns of Montalcino, Pienza, and Montepulciano on a round-trip bus tour.
  • Guest Rating: 4.4 Stars from over 200 travelers
  • Tour Sights & Stops: Val D’Orcia, Pienza, Montalcino, Montepulciano with 2 wine tasting stops.
  • Departure Point: Piazzale Montelungo Bus Terminal 
  • Length: approx 11.5 hours
  • Check Tour Price on Get Your Guide

Embark on a captivating Cheese and Wine Tasting Tour from Florence to the splendid Val D’Orcia region of Tuscany, a paradise for wine enthusiasts.

Indulge in a sensory journey as you visit a renowned wine estate in Montalcino, where you’ll be treated to an exclusive tour of the wine cellars and have the pleasure of savoring the world-famous Brunello.

Immerse yourself in the charm of Montepulciano as you explore a prestigious winery and delight in the distinctive flavors of the “Vino Nobile.”

Tasting wine in Chianti region of Tuscany from Florence

To make your experience even more delightful, relish in enchanting tastings of Pienza’s exquisite pecorino cheese.

The experience was perfect! I was worried about how long the day would be, but it was such and easy day! Comfortable transportation and the winery’s were spectacular!

Our guide was funny, easy going, and very knowledgeable! And our driver was stellar! I highly recommend this experience!

GetYourGuide traveler – United States(Read More Reviews on Get Your Guide) ⭐️⭐️⭐️⭐️⭐️

Important Note:

– Hotel pickup and drop-off are not included.

– Pets are not allowed – Large or big bags are discouraged

Why You Will Love This Tour:

  • Experience the ultimate comfort of a roundtrip journey by GT Coach on a one-day tour.
  • Indulge in a glass of wine as you explore the historic winery’s underground cellar, where the aged bottles rest beneath ancient walls.
  • Free visit of Montalcino, Pienza, Montepulciano

This exceptional one-day roundtrip coach tour offers travelers the opportunity to indulge in the captivating beauty of Tuscany while savoring two splendid wine tastings.

Get ready to discover the essence of Italian wine in the heart of Tuscany, with free visits to explore Montalcino, Pienza, and Montepulciano.

14. Horseback ride, visit to S.Gimignano, Tuscan lunch, wine tasting, Chianti winery

Torre Grossa San Gimignano

Tour Overview:

  • Tour Type: Join a small group full-day tour that includes one hour of horseback riding, a delightful lunch, wine tasting, and sightseeing in the picturesque town of San Gimignano.
  • Guest Rating: 5 Stars from over 190 travelers
  • Tour Sights & Stops: San Gimignano + Chianti Winery
  • Departure Point: Via Curtatone
  • Length: approx 8 hours
  • Check Tour Price on Viator

Embark on a captivating horseback ride through olive groves and picturesque Tuscan landscapes, immersing yourself in the charm of the region.

Traverse the stunning medieval village of San Gimignano, perched atop a hill, and delve into its rich history while visiting the renowned San Gimignano 1300 museum.

Satisfy yourself with an authentic Tuscan lunch, savoring the flavors of the region.

Then, elevate your wine knowledge with a guided tasting class, where you’ll learn about the nuances and complexities of Tuscan wines in an engaging and immersive environment.

best Tuscan Wine Tour from Florence

An extraordinary journey that combines adventure, culture, and the exquisite taste of Italy’s finest wines awaits you in the heart of Chianti.

This was such an amazing experience! Small, lovely group, relaxed pace, friendly and knowledgeable guide – Michael.

The town was charming and gorgeous. The wine tasting was excellent and the food was too.

Views all along the way were some of the prettiest I’ve ever seen. My favorite part of our Italian vacation.

Aimee_B(Read More Reviews on Viator) ⭐️⭐️⭐️⭐️⭐️

Important Note:

– Hotel pickup and drop-off are not included.

– Infants (0-6 yo) are not allowed to horse ride but can participate in the tour – Kids (older than 6 yo) are allowed to horse ride if they are taller than 1.10 meters – Not recommended for pregnant travelers

Why You Will Love This Tour:

  •  Experience a scenic one-hour horseback ride with abundant opportunities to capture stunning photos along the way.
  • Indulge in an authentic Tuscan wine pairing lunch featuring three delightful courses at a picturesque winery in Chianti.
  • Exploring the charming beauty of San Gimignano while enjoying world-champion gelato

Experience a delightful one-day tour in Tuscany, featuring a horseback ride, a visit to the charming S. Gimignano, a delectable Tuscan lunch, and an exquisite wine tasting at a renowned Chianti winery.

Indulge in the perfect blend of adventure, culinary delights, and a chance to savor authentic Italian wine amidst the picturesque beauty of Tuscany.

15. Wine Tasting and Dinner in the Vineyards of Chianti

Tuscan Wine Tour from Florence

Tour Overview:

  • Tour Type: Embark on a delightful half-day tour, traveling in an air-conditioned coach or minivan with a cozy dinner capacity of 20-25 participants.
  • Tour Sights & Stops: Chianti Wine Estate
  • Departure Point: Villa Costanza
  • Length: approx 5.5 hours
  • Check Tour Price on Get Your Guide

Experience the enchantment of wine tasting and dinner amidst the picturesque vineyards of Chianti, a must-do for travelers eager to delight in the essence of Italian wine in Tuscany.

Begin your journey by immersing yourself in the charming estate, relishing in its exquisite wines.

As you continue to explore the farm’s wineries, make sure you are carrying a glass with you and indulge in a variety of wine tastings along this charming wine route.

After the tastings venture into the serene vineyards, where a captivating evening awaits.

Under the gentle glow of candles and torches, serenaded by sublime music, indulge in a delightful array of local dishes, savoring the farm’s fresh products and pairing them with exquisite wine.

Let this extraordinary experience immerse you in the true essence of Tuscany’s culinary and viticultural heritage.

We were so glad we found and booked this experience. We only had 2 nights in Florence and this was well worth it.

The scenery at the winery was spectacular. We loved the idea of eating in the vineyard and the experience as a whole was better than we even thought it would be.

The food was fantastic and served feasting platter style for each table and was more than enough.

We got to try a few reds and white’s from the winery as well as a desert wine to finish and these were all very good nice. Plus they were quite generous pours with the tastings.

GetYourGuide traveler – Australia(Read More Reviews on Get Your Guide) ⭐️⭐️⭐️⭐️⭐️

Important Note:

– Hotel pickup and drop-off are not included.

– Pets are not allowed – This tour is not suitable for wheelchair users – If the weather turns inclement, dinner will be relocated to the restaurant within the estate.

Why You Will Love This Tour:

  • Bask in the warm glow of candles and torches while relishing farm-to-table cuisine in a charming open-air dinner setting. All are accompanied by a soft melodic backdrop, creating the perfect ambiance to delight your senses.
  • A delightful journey of wine tasting at the exquisite wineries nestled on the estate, followed by a visit to the farm’s charming historic chapel.
  • A vegetarian or celiac menu is available upon request

Embark on a mesmerizing half-day tour through the scenic vineyards of Chianti and engulf yourself in the delightful combination of wine tasting and dining.

Satisfy your senses with an array of delectable local dishes and fresh produce, paired elegantly with exquisite wines sourced directly from the farms of this captivating Italian region.

This enchanting journey is tailor-made for travelers yearning to discover the essence of Italian wine amidst the picturesque landscapes of Tuscany.

FAQs About Wine Tours of Tuscany From Florence

Tasting wine and checking out vineyards in Tuscany.

Here are some answers to some of the most commonly asked questions about the best wine tours of Tuscany from Florence.

1. How far is Florence from the Tuscany wine region?

The wine region of Chianti is an ideal day trip from Florence. It is a 30-kilometer (20 mile) drive to reach the rolling hills of the Tuscan countryside.

2. Is Chianti worth visiting?

Chianti is an idyllic destination for wine enthusiasts, particularly if you choose to stay in Florence. Its allure as an Italian wine region makes it highly recommended for a memorable visit.

3. Can you walk to wineries in Tuscany?

The easiest way to get around in Tuscany is either via rental car, bus, or by tour. If you love being more active you might like to explore the region on a bicycle.

4. Is Tuscany and Chianti the same?

They are not the same. Chianti is a stunning, mountainous area within the Tuscany region. It is located close to Florence.

5. Do you need a car in Chianti Italy?

Yes, it is not easy to get around without a car – you can easily rent a car in Tuscany.

If you are doing wine-tasting we recommend a tour so you can enjoy as much wine as you want.

Final Thoughts on Florence Tuscany Wine Tours

Tuscany is one of the best places in Italy to experience great wine and beautiful scenery all in one place.

By taking a wine tour from Florence, travelers can taste the area’s delicious wines without having to worry about having to drive.


Don’t have time to read the whole article? The best choice is this 1/2 day small-group tour:
Small-Group Wine Tasting Experience in the Tuscan Countryside

In addition to sampling amazing wines, travelers will also enjoy stunning views of iconic vineyards, charming castles, and olive groves as they journey through Tuscany.

Whether you’re a connoisseur or just looking for an incredible experience, a wine tour from Florence is sure to be an unforgettable adventure.

So get your Tuscan holiday started with a visit to one of the region’s many vineyards and make sure you raise a glass of local vino and soak up the Mediterranean beauty of it all!

Make sure to book your stay in one of the best neighborhoods in Florence for an unforgettable experience.

Hungry for some Florence authentic delicacies? Check out our recommended Florence cooking classes here.

If you’re headed to Florence with kids, find a list of things to do in Florence with kids here.

And if you are heading to other destinations in Italy, you will find our Italy blog posts helpful.

More Blog Posts About Tuscany:

Best Wine Tasting Tours From Florence
Best Tuscany Wine Tours From Florence
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Jolene Ejmont

Originally from South Africa, now living in Australia, Jolene is a wife and a mother to three beautiful daughters. Together with her family, she is embarking on a journey towards changing her current stress-filled life to one focusing on her dreams and her passion for travel. She wants to share her stories in the hope to inspire you to chase your own dreams!