10 best Tuscany wine tours from Florence
Leaving the hustle of Florence behind for a few hours and drifting into the gentle hills of Tuscany was one of the highlights of our trip to Italy.
If you’re in Florence and want a day out of the city, a wine-tour day-trip is ideal: vineyards, olive groves, historic estates, local producers, authentic Tuscan lunch and a bit of escapism.
In this post you’ll find the top wine regions near Florence worth visiting, what to look for when booking a wine tour, and our top 10 best Tuscany wine tours from Florence.
By the end you’ll have everything you need to recommend the perfect wine-tour (or choose one for yourself) that aligns with your sustainable, authentic travel values.
Why choose a wine tour from Florence?
Florence is the perfect place to base yourself when going on a wine tour in Italy. This is why we loved it:
- Ease of access: Many tours depart directly from Florence, so you don’t need to hire a car or navigate unfamiliar roads (and all of you can drink).
- Scenic change of pace: A few minutes outside the city and you’re surrounded by vineyards, olive trees, hilltop villages.
- Local flavour and learning: It’s not just tasting wine; it’s walking vines, hearing the vintner’s story, understanding terroir, local food pairings.
- Authenticity over tourist-factory: Instead of generic big-bus tours, there are smaller operators, boutique estates, lush views and meaningful tastings.
If this is your first time in Italy, check out our guide to the 5 best places to visit.
What are the top wine regions to visit from Florence?
Tuscany is full of gorgeous wine regions just a short drive from Florence, each offering its own mix of scenery, culture, and of course, incredible wines. Here are our top three:
Chianti & Chianti Classico
Chianti & Chianti Classico is the obvious place to start.
Nestled between Florence and Siena, it’s perfect if you want a manageable trip without spending too long on the road. The Chianti Classico region is the historical heart of the Chianti region.
This region is famous for its Chianti Classico wines, mostly Sangiovese-based, which are smooth and versatile.
Most tours take you to a couple of charming wineries, offer several tastings, and include a lunch featuring local cheeses, breads, and olive oil. Most tours go here because it’s so accessible.
It’s ideal if you want countryside views, good wine, and a taste of authentic Tuscan life without straying too far from the city.
Brunello di Montalcino & Montalcino region
If you’re willing to venture a bit further, the Brunello di Montalcino & Montalcino region is a real treat.
This is where you go if you want a more indulgent day – bold Brunello wines, quiet countryside, and stunning views of the Tuscan countryside.
As it’s a bit further away you’ll need to do a full-day tour, giving you time to really soak up the scenery and savour each tasting.
Couples especially love this area for a romantic day out, complete with some of the region’s most iconic wines.
San Gimignano, Vernaccia, and the Super Tuscan regions
For something a little different, head to San Gimignano, Vernaccia, and the Super Tuscan regions.
Here you’ll find crisp, refreshing white wines like Vernaccia di San Gimignano, alongside modern Super Tuscan blends.
The rolling vineyards are paired with charming hill towns and medieval architecture, so there’s plenty of culture alongside your wine.
This is a great choice if you want variety – perfect for couples or friends with different tastes, or anyone who wants a break from the usual red‑wine scene.
What should I look for in a wine tour?
Not all wine tours are created equal, so it’s worth knowing what to look for before you book.
Tour duration and departure point: Half-day tours (around 4–5 hours) are perfect if you want a quick escape from Florence. Full-day tours (6–10+ hours) give you time to explore wine regions like Montalcino, visit more wineries, and enjoy a leisurely lunch. Always check that pickup and drop-off are convenient – either from your hotel or a central Florence meeting point.
Group size: Smaller groups offer a more personal experience, with more chances to ask questions and get behind-the-scenes insights. Avoid large coach tours that feel rushed; the best tours focus on local, family-run wineries rather than just ticking off stops for a photo.
Wineries visited: Look for tours that include family-run estates, organic or biodynamic practices, and local food pairings. Skip tours that feel like gift shops with pushy sales tactics – the best experiences let you taste and learn without pressure. Sometimes fewer wines at a premium estate are far more enjoyable than rushing through many stops.
Transport and sustainability: Comfortable transport is essential, especially in summer, so check that vans or minibuses are air-conditioned. For a more eco-friendly experience, pick tours that keep groups small, support local producers, and focus on regional ingredients.
Cost and inclusions: Always check what’s included: tastings, lunch, transport, guide. Be aware of hidden extras like wine shipping, optional add-ons, or large-group surcharges.
What to avoid: Avoid massive bus tours with 40+ people, wineries that feel purely commercial, or itineraries cramming too many regions into one day, which leave little time to enjoy each stop. The best tours give you space to relax, taste, and really soak in Tuscany.
Our 10 best Tuscany wine tours from Florence
Here are 10 highly-rated tour options.
We’ve covered a range of regions and tour types, and trawled the reviews to ensure they’re high quality, sustainable and give you the best Tuscany wine tour from Florence experience.
All depart from Florence and can be booked via major platforms.
| Tour name | Duration | Why we liked it | Reviews (out of 5) | Cost (per person) |
|---|---|---|---|---|
| Small-Group Wine Tasting Experience in the Tuscan Countryside (Chianti region) | 4 hrs | Best budget half-day option: This tour into the hills of the Chianti Classico region takes you to two well-rated wineries, offers both olive oil and wine tastings plus local specialties like balsamic vinegar, cheese and bruschetta. It has a maximum of 25 people, which is reflected in the lower price point. It’s ideal if you want countryside scenery, vineyard walks and a stress-free half-day escape. | 4.9 | £80 / €91 |
| Brunello and Nobile, Wine Lover Tour Montalcino and Montepulciano (Montalcino and Montepulciano regions) | 4 hrs | Best private option: this private tour will take you to the Montalcino and Montepulciano regions and two small, family owned vineyards. You’ll enjoy lunch at one and a cheese and meat board at another, as well as walks around the local areas and towns. | 5.0 | £312 / €355 for 2 people; £78 / €89 for 8 people |
| From Florence: Tuscany Wine & Food Tour with Guide (Chianti region) | 8 hrs | Best full-day option: This tour covers three authentic wineries, includes a full Tuscan lunch, and gives you time to learn about the landscape and winemaking traditions beyond a simple tasting. The longer duration allows for a more relaxed pace, and you get some free time in Greve in Chianti. It has a maximum of 25 people, which is small but enables you to have a full day tour at an accessible price. | 4.9 | £131 / €149 |
| Tuscany Wine Tour: 2 Wineries & San Gimignano from Florence (Chianti and Vernaccia regions) | 7 hrs | Best option for a wide range of wines: This combines countryside vineyards with a stop at the medieval village of San Gimignano. You visit two different wineries and sample 8 regional wines, plus balsamic vinegar, olive oil and truffle oil, making it ideal if you want wine plus a village stroll. 25 people maximum. | 4.9 | £170 / €193 |
| Florence: Chianti Wineries Tour with Wine Tasting (Chianti region) | 5.5 hrs | Cheapest option: This well-paced tour into the Chianti region, visits two wineries – one family-run, one larger commercial – which allows you to compare. It’s ideal for couples or solo travellers looking for a mid-day tour with countryside views. | 4.5 | £43 / €49 |
| From Florence: Small-Group Tuscany Wine & Oil Tour with typical Tuscan meal (Chianti region) | 7 hrs | Best budget full-day option: Visit two wineries plus an olive-oil mill and enjoy a traditional lunch. Ideal if you want to enjoy broader local produce as well as wine, and want a short-day escape outside Florence. 20 people maximum will join, and there’s an option to pay a supplement and upgrade to a smaller 8 person bus. This is our best budget option for a full day tour. | 4.6 | £62 / €71 |
| Wine-Tasting at a 12th-Century Castle in the Tuscan Countryside (Chianti region) | 5 hrs | Best small group option: For a more premium option, this small-group experience (maximum 15 people) takes you to a 12th-century villa in Chianti, offering wine tastings in historic surroundings and a traditional lunch. It’s a charming choice if you’re after something a little more upscale and atmospheric. | 4.9 | £124 / €141 |
| Taste of Chianti: Tuscan Cheese, Wine & Lunch from Florence (Chianti and Val d’Orcia regions) | 7-11 hrs | Best option for seeing the countryside of Tuscany: This tour is in a 4WD vehicle which means you’ll get off the beaten path and into the Tuscan countryside more than other tours. It includes a three-course Tuscan lunch, and covers wine, cheese and olive oil tastings (note that a vegetarian option is not available). 27 people maximum. | 4.8 | £116 / €132 |
| Small-Group Vernaccia di San Gimignano Wine Tour (Chianti region) | 7 hrs | Best premium option: A great pick if you’d like a change from the typical red-wine focus: this tour visits boutique wineries in the San Gimignano region, tastes white Vernaccia alongside reds, and includes a two-course lunch and estate visits. It’s capped at 8 people, so one of the smaller tours available. Ideal for couples wanting variety and a quieter wine experience. | 4.8 | £255 / €290 |
| Florence: Chianti Wine Region Vespa or Fiat Topolino Tour (Chianti region) | 6.5 hrs | Best adventure option: Ride a vintage Fiat Topolino or drive your own Vespa through the Chianti hills, with stops a medieval village, a villa and a winery for tastings. If you’re comfortable with a bit of fun and less conventional transport, this adds a fun twist to the wine-tour format. | 4.8 | £91 / €103 |
Tips for enjoying Tuscany wine tours from Florence
A few tried-and-tested tips to help you have the best possible day in the Tuscan hills:
- Book early. If you’re visiting in spring or summer, grab your spot well in advance.
- Check the lunch menu. Veggie and vegan options (and other dietary requirements) are available but state this at booking and again when you start the tour to ensure you’re fully catered for.
- Pace yourself. Between the Brunellos, Chiantis and Super Tuscans, it’s easy to lose count. Bring plenty of water.
- Go green where you can. Smaller tours visiting family-run, organic, or biodynamic estates not only have a lighter footprint but tend to feel more personal – you’ll often meet the winemaker themselves.
- Turn it into a mini-getaway. If time allows, stay overnight in a vineyard guesthouse instead of heading back to Florence. Watching the sun set over the hills – glass in hand – is about as Tuscan as it gets.
Conclusion
A wine tour from Florence is about far more than just tasting wine – it’s about stepping into a landscape, an age-old tradition, and finding a slower, richer travel moment.
Pick a tour that suits your time, your pace and your style. With the links above, you have actionable options to book now and enjoy a truly memorable Tuscany wine day-trip.
If you’re interested in a trip to Italy then check out our 10 day itinerary, taking in the top places to visit in Italy.
Here’s to countryside views, clinking glasses and discovering the heart of Tuscan wine country!
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