No vacation to Florence, Italy would be complete without a thorough sampling of the wine this region is famous for. Thankfully, there are single-day tours from Florence into the Tuscan countryside where you can experience the true flavor of Italy.

Whether you feel like taking a short trip outside town for a meal along with wine tasting or you plan on an all-day adventure, the best wine tasting tours from Florence are once-in-a-lifetime. In addition to the wine tasting, many of these day tours from Florence offer tastings of local foods as well as scenic drives that are not to be missed.

If you’re planning a vacation to Florence, don’t miss out on the experience of an affordable wine tasting tour. Be sure to see our reviews of Florence food tours, Tower of Pisa tours and Uffizi Gallery tours.

Best Wine Tours From Florence

	Small-Group Wine Tasting Experience in the Tuscan Countryside	Tuscany Wine tour & San Gimignano from Florence	Tuscan Villas with vineyards, Cheese, Wine & Lunch from Florence
Departure:	Piazzale Montelungo, Florence	3 meeting points	Piazza dei Cavalleggeri, 50122, Florence
Duration:	4.75 hours	7 hours	9 hours
Start:	9:00 AM, 2:15 PM	7:30 AM, 9:45 AM, 10:30 AM	9:00 AM
Includes:	Small-group tour, Guided visit to 2 different wineries, 3 wines and olive oil tastings, transport by air-conditioned vehicle	Private air-conditioned minivan or coach, local expert leader, wine tasting at 2 wineries, tasting of traditional Tuscan products like olive oil, bruschetta, and more	Transport by air-conditioned 4x4 vehicle, professional guide, 9 samples of wine, 2 samples of olive oil, food tastings and lunch
	Tour Information & Booking	Tour Information & Booking	Tour Information & Booking

Quick Answer: The 7 Best Rated Wine Tasting Tours From Florence For 2025

1. 1. Small-Group Wine Tasting Experience in the Tuscan Countryside
   2. Tuscany Wine tour & San Gimignano from Florence
   3. Tuscan Villas with vineyards, Cheese, Wine & Lunch from Florence
   4. Small Group Pasta Making Class & Wine Tasting in a Tuscan Castle
   5. Tuscan Food and Wine Walking Tour
   6. Essence of Chianti Small Group Tour with Lunch and Tastings from Florence
   7. Chianti Wine Tastings Day Trip at Sunset from Florence

Out of the dozens, or maybe even hundreds, of day tours leaving Florence that feature a fun and educational wine tasting, these are our favorite. Not only can you enjoy the delicious wine, but you may also find authentic Italian cheeses, kinds of pasta, and more on your trip.

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Florence Wine Tasting Tour Reviews

1. Small-Group Wine Tasting Experience in the Tuscan Countryside

First off is the Small-Group Wine Tasting Experience in the Tuscan Countryside, providing fantastic insight into Tuscan history and the best food and wine you can imagine. With a professional guide to lead the way, you’ll learn from the very best, some of the history and fun stories behind this special Italian region.

I loved the fact that we got to choose between either a morning or afternoon tour start time, which made it very easy to fit into our busy schedules. We chose the morning tour with an intimate, small group that just made it feel more personal.

We asked our guide all kinds of questions as we cruised along the Chianti Wine Route, and he was able to answer each one with enthusiasm. We visited 2 of the best wineries in the famous Chianti Classico area, where we were able to see exactly how they made their legendary wines!

Cruising around winding roads, strolling through the breathtaking vineyards, and heading into the cellars – we did it all! The wines were incredible, and the owner at one of them helped us identify the tasting notes of each one, which was great for learning (and pretending I’m a pro next time I go out with friends!).

I absolutely loved the olive oil tasting at one of the vineyards, as well. I’ve admittedly never been much of an olive oil fan, but I now realize that’s because I just wasn’t trying the right ones! We also had some perfectly paired Tuscan snacks alongside the wines, like fresh cheeses, cold cuts, and bruschetta.

If you’re looking to learn more about beautiful Tuscany but don’t want to commit to a full day tour, I can’t recommend this one enough!

Tour Information & Booking

100% refund for cancellations within 24 hours of tour experience

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Other Florence Activities You May Enjoy

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2. Tuscany Wine tour & San Gimignano from Florence

Tuscany is known for its incredibly cuisine, rolling hills, and world-class wines. However, if you’re looking to explore the region the way it deserves, give the Tuscany Wine Tour & San Gimignano from Florence Tour a go. This 7-hour tour is super convenient, never lacking in incredible views, and indulgence in wine and food.

Starting out with a convenient pickup right from our hotel, the beautiful journey out to the countryside was as relaxing as it was enchanting.

We made our first stop at a lovely family-run winery in the charming Ulignano, where we tried 4 incredible wines and explored their estate. Led by our expert guide and their owner, we learned all about their Chianti, Super Tuscans, and Vernaccia di San Gimignano, complete with perfectly-paired local treats.

The second is right in San Gimignano, and offers some of the most stunning vistas of the Tuscan region – not to mention their wine is some of my favorite!

After checking out their estate and learning about the history of the area, we went right into their cellars, which was my favorite part! In the cellars, we did a thorough tasting of 3 different types of wine!

Pro tip: pick up a bottle or two of their rosé!

After these 2 exquisite wine tastings, it’s time to relax with a walking tour with your guide in the
Town of San Gimignano, which is one of my favorite medieval towns in all of Europe.

Stroll over the cobblestone streets while your guide regales you with tales about the surrounding towers, piazzas, artisan shops, and much more. The Piazza del Duomo and Torre Grossa were particularly impressive to me, and made for some fantastic photo ops!

Tour Information & Booking

100% refund for cancellations within 24 hours of tour experience

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3. Tuscan Villas with vineyards, Cheese, Wine & Lunch from Florence

Chianti is a famous region in Italy, especially known for the delicious, high-quality wine produced there. In this Taste of Chianti tour, you will be taken into the Tuscan countryside via an air-conditioned, 4 x 4, off-road vehicle.

Not only will you have access to some of the most beautiful landscapes and skylines in the country, but you can experience some of the food and luxury that Italy, especially Florence, are known for.

There are three stops on the Taste of Chianti day tour. Your first stop will be at a wine estate that is part of a historic villa in the countryside.

At this stop, you will go on a guided tour of the wine cellars. You will also have an opportunity to taste three different wines paired with cheeses along with two olive oils that are produced here. You’ll then have a tour of a local olive mill, arriving there through the underground tunnels from the villa. The gardens here are perfect for photos.

The second winery you will visit specializes in producing the wine that receives its name from this area of Italy. You will learn more about the process of winemaking as you taste several of them.

While on this trip, you may also visit one of the most famous butchers in Italy to sample or purchase some of their delicious cured meats. The main meal of the day will consist of two courses, a light appetizer precedes two separate pasta preparations and two glasses of wine.

Tour Information & Booking

100% refund for cancellations within 24 hours of tour experience

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4. Small Group Pasta Making Class & Wine Tasting in a Tuscan Castle

A 900-year-old Tuscan Castle sits nestled in the countryside surrounding Florence, Italy. During this small group tour, you’ll be able to explore the castle grounds as well as the vineyards and cellars.

A professional guide will accompany you on your tour around the castle and grounds, allowing you to experience the history of this location.

Not only will you learn about the wine and olive oil that is produced at this Tuscan Castle while visiting the cellars, but you’ll also be able to taste wines as well as olive oils while making your very own light lunch.

During this lunch, you will learn how to cook two different types of handmade pasta along with two sauces made from scratch.

If you’d like a more extensive cooking class, the four courses of the upgraded cooking class can give you a more thorough experience of making handmade pasta and more. After the tour and class, and before heading back to the provided transportation, you will have an opportunity to purchase many of the items produced at this Tuscan Castle.

While some items may only have seasonal availability, you may find saffron and honey offered in addition to the wine and olive oil.

Tour Information & Booking

100% refund for cancellations within 24 hours of tour experience

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5. Tuscan Food and Wine Walking Tour

Exploring delicious and traditional food in the area of Florence can be much easier on this Florence Gourmet Food Tour. This tour begins in central Florence and takes you around this historic city to experience the true taste of Italy.

In addition to the food, you will learn much about the gastronomic history of the Tuscan region from an experienced local guide.

Not only will you be able to sample some of the finest wine in Florence on this tour, but you will also have the opportunity to sample truffles, gelato, chocolate, and even olive oil.

Focaccia bread and a delicious glass of Chianti wine will finish up your tour.

This tour is relatively short and allows you to see many areas of Florence on your walks. While walking the city, you will have opportunities to take beautiful photographs, meet fellow tourists as well as locals, and learn more about what food means to those in Florence.

With a maximum of 12 people on the tour, you will get personalized attention on this walking tour of Florence, Italy.

Tour Information & Booking

100% refund for cancellations within 24 hours of tour experience

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6. Essence of Chianti Small Group Tour with Lunch and Tastings from Florence

 

If you want to not only taste some of the best wines Tuscany has to offer, but really do a deep dive into the history and culture of the famed beverage, look no further than this next tour.

The Essence of Chianti Small Group Tour with Lunch and Tastings from Florence is perfect if you’re a wine connoisseur or a complete newbie. Not only that, but you can count on scenic landscapes, plenty of local wines, and relaxed, leisurely discovery.

Thanks to a comfortable coach that picks you up in Florence and transports you right into the heart of Chianti Classico country, you don’t have to worry about any logistics or boring stuff.

The coach was plenty spacious and had big windows perfect for watching the rolling hills go by as our guide regaled us with interesting personal anecdotes and historical accounts of the region’s history. After a relatively brief ride, we made our first stop at the first of 3 boutique, family-operated wineries.

Each of the 3 has its own set of unique characteristics, though you can expect each one to supply you with generous tastings of their very best wines. They all come paired with treats like olive oil and fresh bread, cold cuts, cheeses, and a light lunch at one of the vineyards. There were plenty of veggie and gluten-free options available, as well, which plenty of members of my group appreciated.

About halfway through the journey back, we had some time to take a break and enjoy a stop at the charming village of Greve. We stretched our legs, soaked up the atmosphere, and even grabbed a few souvenirs. It felt like we were traveling back in time hundreds of years!

Tour Information & Booking

100% refund for cancellations within 24 hours of tour experience

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7. Chianti Wine Tastings Day Trip at Sunset from Florence

Next up, is the Chianti Wine Tastings Day Trip at Sunset from Florence, which is an immersive 5-hour experience you have to see to believe. The vibey late-afternoon adventure through Chianti’s timeless landscapes consists of breathtaking stops, intimate tastings, and a Tuscan dinner option. If you’re looking for a solid alternative to just going out to a restaurant to eat, this is the one.

Limited to a maximum of just 8 guests, this tour has a very exclusive, VIP feel to it – your local expert guide will show you plenty of hidden gems that most visitors don’t even know about. Instead of worrying about locating the meetup spot in time, your guide will come right to your hotel to pick you up.

Set off in your air-conditioned coach or car and admire the countryside views as your guide entertains you with plenty of stories about the region.

Our first stop was at the iconic Greve-in-Chianti village, where we stretched our legs and took a leisurely stroll around the town square and some boutique shops. After getting some photos at Montefioralle, we finally arrived at our first stop.

The family-operated vineyard was truly impressive in every aspect, from the views to their Chianti Classico and other Super Tuscans on offer. Our tasting was timed perfectly, lining up with the golden hour for a truly romantic, irreal experience where we snacked on some fresh bruschetta and cheese along with wine.

On the way back, we stopped in the amazing village of Badia a Passignano for even more photos and a little walking tour! This tour is one of the best you could take in Tuscany, trust me!

Tour Information & Booking

100% refund for cancellations within 24 hours of tour experience

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FAQs About Florence Wine Tours

Which wine regions can I visit on a wine tour from Florence?

The most popular regions accessible from Florence are Chianti (30-60 minutes), Montalcino (about 2 hours), Montepulciano (about 1.5 hours), and San Gimignano (about 1 hour). Chianti is the closest and most frequently visited, known for its Sangiovese-based wines, while Montalcino (home of Brunello) and Montepulciano offer different expressions of Tuscan winemaking traditions.

How long do Florence wine tours typically last?

Most day tours last between 6-9 hours, including travel time. Half-day tours (4-5 hours) typically visit fewer wineries and stay closer to Florence in the Chianti region.

How many wineries will I visit on a typical tour?

Most full-day tours include visits to 3-4 wineries. Some tours focus on depth rather than quantity, spending more time at fewer locations. Half-day tours usually visit 1-2 wineries.

What’s included in a standard wine tour from Florence?

Usually transportation from Florence (usually by van or minibus), winery visit fees, guided tastings, a tour escort or guide, and often a lunch at a winery or local restaurant. Some premium tours may include olive oil tastings, cooking classes, or visits to medieval towns.

How much do wine tours from Florence cost?

Prices range from:

• $60-100 for half-day group tours to Chianti
• $120-200 for full-day group tours
• $250-500+ for private or luxury tours Factors affecting price include tour size, meal quality, exclusivity of wineries, and additional activities.

Do I need wine knowledge to enjoy these tours?

Not at all. Tours welcome everyone from complete beginners to experienced wine enthusiasts. The tour guides and winery staff will be happy to explain wine terminology and wine making techniques.

What types of wine will I taste on Tuscan wine tours?

Primarily red wines made from Sangiovese grapes, including Chianti Classico, Brunello di Montalcino, and Vino Nobile di Montepulciano. White wines like Vernaccia di San Gimignano and dessert wines like Vin Santo may also be included. Most tours offer 3-6 wines per winery.

Is lunch included in wine tours?

Most full-day tours include lunch at a winery, local restaurant, or agriturismo (farm-stay). These lunches typically feature traditional Tuscan cuisine paired with local wines. Half-day tours may not include meals or just offer lighter snacks.

Should I book wine tours in advance?

Yes, especially during high season (April-October). Popular tours often sell out days or weeks ahead, particularly small-group tours to prestigious wineries.

What should I wear on a wine tour?

Smart casual attire is appropriate. Comfortable walking shoes are recommended as you may walk through vineyards or medieval towns with uneven streets. Layers are useful as cellar temperatures are cool even in summer.

Are Florence wine tours suitable for children?

Most standard wine tours are designed for adults. Some private tours can accommodate families with advance notice, but the experience is primarily centered around wine tasting. Several wineries have policies restricting children in production or tasting areas.

Can I buy wine during the tour?

Yes, all wineries offer their products for purchase, often at better prices than retail stores. Most tour operators allow reasonable purchases to be transported back to Florence. Shipping services are available at larger wineries for sending wine home internationally.

Do wine tours operate year-round?

Yes, tours run throughout the year, though the experience varies by season:

• Spring/Summer: Lush green vineyards and outdoor tastings
• Fall: Harvest activities (September-October) and changing foliage
• Winter: Fewer crowds and cozy tastings, though some smaller wineries may close

If I don’t drink alcohol is a wine tour still worthwhile?

Most wineries offer non-alcoholic options. The cultural aspect, stunning landscapes, historical information, and food components still make tours enjoyable for non-drinkers.