Florence is famous for its breathtaking art, stunning architecture, and delicious food. But if you’re a wine lover, there’s something even more exciting—Tuscany’s incredible wine regions are just a short trip away! Whether you are looking for a day wine tour from Florence or a full multiday experience. We can take you to sip the best wines, explore charming vineyards or enjoy the freshness of the Tuscan countryside.
1. Chianti – The Most Famous Wine Region Near Florence
If you’re wondering, “What are the best wine regions near Florence?” The answer is Chianti! Located between Florence and Siena, Chianti is the heart of Tuscany’s wine culture. What is the best way to explore it? Book a wine tour with one of our private drivers so you can forget about driving and focus on enjoying.
Why visit Chianti?
- Taste world-renowned Chianti Classico and its different wine categories, known for their deep flavours and smooth finish, ancient history, and privileged terroir.
- Visit small family-run wineries and learn the secrets of Tuscan winemaking.
- Enjoy Picnics in the vineyard’s countryside, immersed with cypress trees, olive groves, and medieval castles.
Chianti is just 35 km (21 miles) from Florence, which means that in around 30 minutes from the city, you can visit one of our stunning offers of wineries.
At Giro, we work with beautiful wineries across the region, some based in Greve in Chianti, San Casciano, and Lamole. Each offers a truly unique and breathtaking experience.




2. Montepulciano – Home of the Boldest Tuscan Reds
If you love full-bodied red wines, Montepulciano is the perfect destination. Located about 120 km (75 miles) from Florence, this famous medieval town is on top of a hill and is renowned for its bold and structured Vino Nobile di Montepulciano, a rich and elegant wine made from Sangiovese grapes.
Why visit Montepulciano?
- Tour historic wine cellars built into ancient stone buildings.
- Sip some of the best-aged red wines in Italy.
- Taste some of the most delicious traditional Tuscan dishes, fabulous cold meats and cheeses.
- Walk through a gorgeous Renaissance town with incredible views of the Tuscan countryside.
Our private drivers from Florence can access Montepulciano, making it an excellent choice for a day trip to visit one of the best wine regions near Florence or an overnight stay. (Our team can arrange this bespoke trip in a one-on-one Consultation.
Also, if you are very curious about the region and want to deep-dive into your wine knowledge, we have this multiday trip just for you. Be quick; we have limited spaces available!



3. San Gimignano
While Tuscany is best known for its reds, the medieval town of San Gimignano is famous for something different—Vernaccia di San Gimignano, one of Italy’s best white wines and the first DOC in Italy. Located about 60 km (37 miles) from Florence, this UNESCO-listed town is a must-see.
Why visit San Gimignano?
- Try Vernaccia, a crisp, refreshing white grape variety with delicious acidity and minerality perfect for warm Tuscan days.
- Explore the town’s famous medieval towers and charming streets.
- Indulge in the Italian vibe of one of Tuscany’s most charming and vibrant towns.
Contact us for more information. We have a selection of wineries in San Giminiano that you can explore.



Other best wine regions near Florence to explore that are worth staying over a night are the following; we can help you program a visit if you’d like:
- Montalcino, try the incredible Brunello di Montalcino wine and get lots of it with its idyllic panoramic views.
- Bolgheri discover the wines from the Tuscan coast and savour its beautiful minerality, acidity and freshness
- Cortona, if you are a Syrah lover, this medieval region will blow your mind.
Best Time to Go Wine Tasting Near Florence
If you want the best wine-tasting experience, visit Tuscany in spring (April-June) or fall (September-October). The weather is perfect, not too warm and you’ll see the most beautiful vineyards. Fall is also harvest season, the views are stunning with the colours changing making it an exciting time to visit.
Book an Unforgettable Wine Tour from Florence
The easiest way to explore these incredible wine regions is by having the best advice. Don’t deal with the mess of the long lines and packed streets. Book a one-on-one consultation with us. We can take care of restaurant reservations for you and plan the whole day for you just to chill and indulge in the best wineries, tasting the most extraordinary meals in one of the most beautiful places in the world, Tuscany