Pisa, with its well-known Leaning Tower, is an excellent starting point for wine enthusiasts eager to delve into the rich collection of Tuscan vineyards.
Top Tuscan Wine and Food Tours from Pisa
Hand-picked tours — top pick first, then sorted by price.

Share your Pasta Love: Small group Pasta and Tiramisu class in Pisa
- Book your spot today!

Private Home-Made Pasta Cooking Class in Pisa.
- Book your spot today!

Pisa guided tour and Wine tasting with Leaning Tower ticket
- Skip-the-line access to the Leaning Tower, avoiding long waits
- Guided climb of the Leaning Tower with expert commentary

Pisa: Tower of Pisa Entry Ticket + Guided Tour & Wine Tasting
- 100% ticket guaranteeReceive tickets on time for the experience you’ve booked.
- Free cancellation*Get a refund if your plans change — most options up to 24h before.
- Instant mobile ticketShow your ticket on your phone — no printing needed, confirmed instantly.
While the city itself includes plenty of sights, a short drive can transport you to the heart of Italy's wine country, where the rolling hills of Chianti and beyond invite you to savor the flavors of this well-known region. These day trips promise a satisfying blend of culture and taste. Just a 30-minute drive from Pisa, the Chianti region features scenic vineyards and quaint towns like Greve in Chianti and Radda in Chianti. Many local wineries offer guided tours, often priced around €15 to €25 per person, which typically include tastings of fine Chianti Classico wines. As you wander through the sun-drenched vineyards, the earthy aroma of grapes mingles with the scent of cypress trees and olive groves. Listen closely, and you might hear the soft rustle of leaves or the distant clinking of glasses during a tasting session. To fully appreciate the local wine culture, consider visiting during the harvest season in late September to October, when the landscape comes alive with activity. For those planning to drive, be mindful that roads can be narrow and winding; opting for a guided tour can relieve the hassle of navigation while allowing you to savor the local delicacies, such as pecorino cheese and cured meats, that pair beautifully with the wines.

Chianti Classico: A Classic Choice
The Chianti Classico region is a must-see for its rich heritage and striking landscapes. Starting from Pisa, you can reach the pleasant town of Greve in Chianti in about an hour and a half by car. Here, visit the historic Castello di Verrazzano, where tours and tastings are priced at around €25 per person. Address: Via Citille 32, Greve in Chianti. The winery features guided tours daily, revealing the art of winemaking amidst spectacular views of rolling hills adorned with vineyards. As you stroll through the vineyards, the earthy aroma of grapes mingles with the fresh scent of olive trees, while the sound of rustling leaves creates a serene backdrop. For a more hands-on activity, consider visiting during the grape harvest season in late September to early October, when the wineries host special events and activities. Be sure to sample the Chianti Classico Riserva, aged for at least 24 months, which showcases deeper flavors of dark cherry and spice. If you prefer to avoid the weekend crowds, plan your visit on a weekday. Parking in Greve can be limited, so arrive early to secure a spot and take your time wandering around the town square, where you can find local artisan shops and the famous butcher, Antica Macelleria Falorni, well-known for its cured meats.
Map of Piazza dei Miracoli
Venture to Montepulciano
Montepulciano, known for its robust Vino Nobile, is another excellent destination. A two-hour drive from Pisa, this hilltop town combines medieval charm with vinous excellence. Visit Contucci Winery, located in the town center, where tastings are complimentary with a purchase. Address: Via del Teatro 1, Montepulciano. Open daily, it's a perfect spot to sip wines while enjoying panoramic views of the Tuscan countryside. As you walk through the cobblestone streets, take in the aroma of aging barrels mixed with the scent of the surrounding vineyards. The town is famous for its Renaissance architecture, with the grand Palazzo Comunale standing prominently in the main square. For those wishing to delve deeper into the local wine scene, many wineries offer guided tours for around €15 per person, which typically includes tastings of several vintages. Consider visiting during the annual Vino Nobile di Montepulciano Festival, held in late August, when the town comes alive with food stalls and live music. Parking can be limited, so arriving early or using public transport is advisable for a hassle-free visit.
San Gimignano's Vernaccia
An hour and a half drive from Pisa brings you to San Gimignano, famous for its white wine, Vernaccia. Try the well-known Tenuta Torciano, offering tastings and cooking classes starting at €30. Address: Via Crocetta 18, Ulignano. The estate is open from 10 AM to 6 PM, providing a pleasant combination of wine education and culinary experiences. As you approach San Gimignano, the medieval towers come into view, a striking silhouette against the rolling hills, each tower telling a tale of its past. The air is filled with the scent of grapevines mingling with the aromas of fresh herbs from nearby gardens. For a more in-depth tasting, consider booking the 'Vernaccia Visit' at Tenuta Torciano, where for €50, you can sample various vintages paired with local cheeses. Be sure to visit the nearby Gelateria Dondoli, known for its award-winning gelato, to refresh your palate after wine tasting. Keep in mind that weekends can be busy, so aim for a weekday visit for a quieter visit.
The Lesser-Known Maremma
For those seeking a less tourist-trodden path, Maremma has a particular blend of coastal scenery and fine wines. A two-hour journey from Pisa, visit Fattoria Le Pupille, known for its Morellino di Scansano. Tours and tastings cost around €20. Address: Strada Comunale di Vallemaggiore, Magliano in Toscana. Open Monday to Saturday, this vineyard provides a refreshing escape into nature. The landscape features rolling hills dotted with olive groves and vineyards, while the sea breeze carries the scent of wild herbs. During your visit, take time to wander the grounds, where you might hear the soft rustling of leaves and the distant call of birds. To enhance your tasting, try pairing their wines with local cheeses or cured meats, which can be arranged for an additional fee. Keep in mind that the best time to visit is during the harvest season, from late September to early October, when the atmosphere is especially lively. For those who wish to make a day of it, consider visiting nearby towns like Porto Ercole or Capalbio. Both are within a 30-minute drive and showcase the region's rich history and local dishes, providing a fuller sense of Maremma's offerings.
Tips for a Memorable Visit
To maximize your wine tour visit, consider booking in advance, especially during the high season. Renting a car is advisable for flexibility, but you can also join organized tours from Pisa, which typically start at €90 per person, covering transportation and tastings. Bring along a camera to capture the rolling hills and vine-laden slopes, and don't forget to check the weather to dress appropriately for outdoor visits. A light jacket might be necessary in the cooler months, particularly in September and October when the grape harvest is in full swing. While traversing the Chianti region, take time to savor the scents of ripe grapes and fragrant olive groves that fill the air. During tastings, pay attention to the rich aromas of oak and berry notes that characterize Chianti wines. If you have the chance, visit a local market in Greve in Chianti on Saturday mornings; the lively atmosphere, filled with vendors selling fresh produce and local cheeses, enhances the visit. Lastly, keep an eye out for the well-known cypress trees dotting the landscape—many are over a century old and add to the region's allure.
Local Insights
Locals often recommend visiting during the grape harvest in September for a chance to witness the winemaking process firsthand. Early spring and late autumn also offer pleasant weather and fewer crowds. For an authentic dining scene, try a traditional Tuscan meal at Osteria del Castello in the Chianti region, where a meal costs about €35 per person. Address: Piazza di Spaltenna, Gaiole in Chianti.
“Pisa is not just a gateway to art and architecture; it's the starting point for some of Tuscany's finest wine regions. The flavors of Chianti reflect the land, and a journey through its vineyards reveals the true essence of our culture.”
Frequently Asked Questions
5 platforms, one search for pisa
Booking.com, Hotels.com, Expedia, Agoda & Trip.com
Thousands of travelers compare prices before booking — you should too
Useful Resources
Official site providing information about Chianti Classico wines and the region's wineries.
Official site for Montepulciano, showcasing the town's wine, history, and attractions.
The official tourism site for Tuscany, offering details on attractions, wineries, and travel tips.







