10 best Tuscany wine tours from Florence
Last updated on February 10th, 2026.
Tuscany and wine go together like peanut butter and jelly.
But with an extensive catalogue of Tuscany wine tours to choose from, knowing which one to join can be overwhelming.
Instead, this travel guide listing the 10 best Tuscany wine tours from Florence does all the hard work for you. It includes some of the top Tuscan wine tours and wine tasting in Tuscany packages to book.
One of the biggest advantages to joining any of these wine tours from Florence is that no car is needed.
Transport is included and some tour operators include pick up/drop off from their hotel/hostel in Florence.
Booking an Italy wine tour in Tuscany is an ideal way to get outside Florence and to sample some the region's delicious wines.
Sip and savor wine in some of the most beautiful places in Tuscany and all within close reach of Florence.
A must-book experience for all wine lovers visiting Tuscany, use this post to help plan your Italy trip.
The wine regions in Tuscany
A region made for wine lovers, there are several notable wine regions in Tuscany. Some of the most notable include:
Chianti
Chianti is probably the most famous wine region in Tuscany. It’s known for its red wines made primarily from Sangiovese grapes. The Chianti Classico subregion is highly regarded among wine lovers.
Brunello di Montalcino
Home to the Brunello di Montalcino wines, they’re made exclusively from Sangiovese Grosso grapes. The wines are known for their complexity, structure and aging potential.
Bolgheri
Located near the coast, Bolgheri is known for its Super Tuscan wines. They often blend traditional Sangiovese with international varieties like Cabernet Sauvignon and Merlot.
Maremma
The Maremma region in southern Tuscany produces both red and white wine varieties. Its climate and terroir contribute to the production of high-quality wines.
Carmignano
Carmignano is one of the oldest wine-producing areas in Tuscany. The wines often blend Sangiovese with Cabernet Sauvignon.
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Half day Tuscany wine tours from Florence
Small group wine tasting tour
Bid arrivederci to Florence for a few hours on this small group wine tasting tour to Tuscany.
The tour takes visitors to the enchanting Chianti Classico wine region. Guests will visit two wineries and sample the wine along with food pairings like cheese, salami and bruschetta. Visitors also get the chance to try the olive oil produced on the estate’s farm.
Learn more about the techniques used to produce wine and get an up close and personal tour of the wine cellars.
With a duration lasting around 4.5 hours, it makes an ideal half-day wine tour from Florence.
Vintage Fiat 500 Chianti Classico wine tour
Tour the rolling green hills of the Tuscany countryside on this superb Vintage Fiat 500 Chianti Classico wine tour.
The 3-hour vintage Fiat 500 tour includes a private driver and wine and food pairings at a family-run Chianti farm. Guests are also invited to an olive oil tasting, all of which is produced on the farm.
Group wine tasting and vineyard visit
Swap the crowded streets of Florence for a half-day wine tasting and vineyard visit in Chianti.
Sample some of Italy's most famous wines on this picturesque Chianti day trip. Walk the vineyards and tour the cellars to learn how grapes become wine, before sampling the Italian Chianti wines.
One of the best Chianti wine tours, the 5-hour tour is completed by a traditional lunch set amidst the Tuscan landscape.
Full day Tuscany wine tours from Florence
Tuscany Vespa wine tour
Add a twist to your Tuscan wine tour by joining this unique Tuscany Vespa wine tour with lunch and wine.
The tour offers visitors the chance to ride a Vespa through the tranquil and scenic roads of the Chianti region.
After spending some time visiting the medieval town of San Gimignano, guests will be treated to an authentic Tuscan meal. This will be followed by a tasting of some locally made wines.
Children (6-11 years) are welcome to join the Vespa tour (naturally as passengers). Younger passengers (0-5 years) can ride along in the fun ape (Italian tuk tuk).
Any visitors that don’t feel comfortable riding their own Vespa can join one of the expert guides. A regular driving license is adequate to operate a Vespa.
Map of Italy
Chianti Food and Wine Safari
Explore the wilderness of the Tuscan countryside in a unique and seriously cool customized 4WD jeep.
This Chianti wine and food tasting safari transports guests from Florence to the spectacular landscape of Monti del Chianti.
The itinerary includes a visit to two top Tuscan wineries where guests will enjoy signature wines and a rustic lunch.
In between the visits, the safari will tantalize guests with an off-road adventure through the region’s terrain. Explore ancient woodlands and rolling hills, surrounded by cypress trees, farms and churches.
Lasting around 7 hours, this food and wine safari is one of the most unique Tuscany wine tours from Florence.
Tuscan bike tour with winery visit
Get on your bike (literally) by booking this Tuscan bike tour with a winery visit.
The 22m (35km) bike ride takes cyclists from Florence through the Tuscan hills and on to the town of Fiesole. Situated to the northeast of Florence, Fiesole promises some of the best views of the city.
Continuing by bike through the Tuscan hills, the next stop is a traditional family-run trattoria. Here, cyclists get to rest and indulge in a traditional 3-course Tuscan meal.
On the return to Florence, the tour will pause at a family-run Chianti vineyard. Guests will see where the wine is made and stored before moving onto see the olive oil storage room. Tasting both the wine and the olive oil is included in the itinerary.
Lasting around 7 hours, it ticks the box for being one of the more unique Tuscany wine tours from Florence.
Tuscany wine tour
Created especially for 18-to-39-year-olds, this Tuscany wine tour is ideal for solo travelers or for small groups of friends.
The tour includes a visit to two wineries and tastings of 9 types of wine. An expert sommelier will discuss how the wines are produced along with their unique flavor profiles.
Tastings of other regional products, such as aged balsamic vinegar and extra virgin olive oil, are also included.
Lasting around 7 hours, visitors also have the chance to spend some time visiting the medieval village of San Gimignano.
Private Tuscany wine tours from Florence
Private Tuscany wine tour
Enjoy a bespoke wine tasting Tuscany experience on this private Tuscany wine tour from Florence.
A knowledgeable sommelier will take visitors to three different estates including small family-run and organic estates in Tuscany. Here, visitors will get to sample top-rated regional wines as well as homemade olive oil.
The 8-hour tour also includes a traditional Tuscan lunch made with fresh local produce paired with local wines.
Make your own wine in Tuscany
Fulfil your dreams of becoming a winemaker on this private tour in Chianti Tuscany. Suitable for private tours or small groups, the trip includes a visit to 3 different wineries.
Ideal for anyone wanting to learn to be a master winemaker, it’s one of the best Tuscany wine tours.
The tour lasts around 7 to 8 hours and comfortable walking shoes are recommended.
Tuscany wine and olive oil tour with meal
Lose yourself in the fairytale Chianti landscape on this Tuscany wine and olive oil tour with meal from Florence.
The tour transports visitors from the busy streets of Florence to the peaceful green hills and rambling vineyards of Chianti. Here, visitors will discover centuries-old tradition and extraordinary wines.
Learn more about the production and aging techniques of Chianti Classico before enjoying a wine tasting at two local wineries.
Also included in the tour itinerary is a visit to an ancient olive oil mill. Find out more about harvesting olives and oil production before getting to taste the end product.
The icing on the cake is a typical Tuscan lunch served in the rustic setting of one of the wineries.
What are your thoughts on this list of the best Tuscany wine tours from Florence? Is there any tour that stands out? Let me know in the comments below.
Disclosure: This post may contain affiliate links, which means I may receive a commission if you click a link and purchase something that I’ve recommended. Thank you for your support.
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Wow you've got me vacation-day-dreaming!! 🍷😍 Thank you so much for the amazing resources and all the detail you've included!
I'm happy to read that! It's the best region to book a wine tour here 🙂
Wine tours in Tuscany? Sign me up! Exploring vineyards and trying out new wines sounds like the perfect vacation activity.
It's the best region to do any of these wine tours 😀
I am a wine lover and I love tuscany for its wines. I have been on my wine tours and loved each one of them—especially, Chianti and Brunello di Montalcino wine tours. Your post rekindled my old memories. Now I am aching to return.
That's great to read! I know you will really enjoy coming back and trying any of these tours 😀
I love tasting different wines and visiting vineyards. These sounds like an amazing tours.
They are great fun and a great way to see the Tuscany countryside
Booking a wine tour sounds like a lovely way to discover some lovely new wines. The Fiat tour sounds like fun especially with the olive oil tasting too!
It's a good one and with the classic Fiat 500 too 🙂
I love your opening statement! While I am not a wine drinker per se, I am not opposed to embarking on a wine tour in Italy in the future. As a result, I will be saving your wine tour suggestions for future use.
Thank you! Tuscany is a beautiful region and one that is perfect for enjoying its ambience. You can still enjoy the food and the scenery 🙂
Oh a wine tour is a lovely thought! There are so many beautiful vineyards across Italy...it would be such a stunning experience to visit and stay at one.
That is also a great idea. Some have accommodation options too 🙂
This travel guide simplifies the daunting task of choosing a Tuscany wine tour by listing the top 10 options from Florence. It's a great resource for wine enthusiasts looking to experience the best of Tuscan wine culture without the hassle of organizing transportation. With transport included and convenient pick-up and drop-off options from Florence accommodations, these tours offer a stress-free way to explore the region's renowned vineyards and indulge in exquisite wine tastings. Cheers to a memorable Tuscan adventure!
Thank you, I'm glad you liked it
Oohhh these all sound so amazing! I love Florence and their wines and wine tours are just incredible!
I agree! It's the perfect region to join a wine tour
Wow I knew Italy was wine country but I didn't realise there were so many regions and different wine tours you can do. As wine lovers my parents would love this x
There are some really great tours! And they take the hassle from having to rent a car
I have a friend who is Italian, and ever since she spoke about Florence many years ago, it is somewhere I have always wanted to visit
Hope you visit one day
Going on a wine tour seems like such a fun, adult holiday to take part in! What a fantastic list of places.
It's a lot of fun! The Vespa tour is suitable for families too 🙂
A wine tour in Tuscany sounds idyllic. I love the scenery around the region, it always feels to laid back. And of course, it would be great to taste the wines too!
It's the perfect region to try one and it also makes the perfect day trip from Florence 🙂
These Tuscany wine tours sound amazing! As an Italian, I'm proud to say that Tuscany is not only known for its stunning landscapes but also for its delicious food and wine. These tours offer a fantastic opportunity to explore the beauty of Tuscany and indulge in its culinary delights. Grazie for sharing these wonderful options! 🇮🇹
Prego Ambra! I agree that Tuscany is such a beautiful region and a must see to try the delicious wine and food 🙂
A tasting tour through Tuscany wine country would be amazing! I've been in love with Italian wines for years, so this would be a dream for me.
There are some really great tours and no car is needed 😀