The 14 Most Popular Wine Tours In Pisa

Pisa isn’t just about its famous Leaning Tower; it’s also a gateway to some of Italy’s most renowned wine regions. While many travelers flock to Florence or Siena, Pisa offers unique opportunities to explore Tuscany’s vineyards and taste authentic, locally-produced wines. We especially love the Chianti Half-day Wine Tour from Pisa because it combines the scenic beauty of the Tuscan hills with a personal touch — small groups, organic wines, and a chance to sample olive oil and cheese at a family-run winery. For those with a full day, the San Gimignano and Winery Experience offers a perfect mix of medieval charm and wine tasting in one memorable trip. Whether you’re after a quick sip or a comprehensive day in Tuscany, Pisa’s wine tours have something for all.

Quick Overview

Our list features a variety of wine tours in Pisa, from half-day tastings to full-day excursions, private experiences, and food-focused outings. You can enjoy intimate visits to family wineries, explore UNESCO-listed towns like San Gimignano, or combine city highlights with wine tasting. Prices range from budget-friendly options around $40, to premium private tours costing over $400. If you’re a serious wine lover or simply want an authentic taste of Tuscany, these experiences deliver a genuine connection to the land and its wines. Now, let’s look at each tour in detail.

1. Chianti Half-day Wine Tour in the Tuscan’s Hills from Pisa

This half-day wine tasting tour whisks you from Pisa into the heart of the Chianti region, famous for its red wines. It’s a relaxed experience lasting around 4 to 5 hours, with a small group for a more personal touch. You’ll visit a family-run organic winery with traditional methods, tour the vineyard and cellar, and sample Chianti wines along with organic olive oil, cheese, and local cured meats. The owners are eager to share their passion, making this a genuine experience. What sets this tour apart is its focus on organic production and the warm, welcoming atmosphere — no corporate vineyards here. Guests love the passionate guides and the stunning Tuscan countryside views. It’s perfect for travelers seeking authentic, well-paced wine tasting without sacrificing quality.

Bottom Line: A friendly, intimate half-day experience ideal for those wanting a deep dive into organic Tuscan wine with beautiful scenery and local produce.

2. San Gimignano and Winery Experience with Light Lunch from Pisa

For those interested in combining history and wine, this full-day tour covers two highlights: the medieval town of San Gimignano and a Chianti winery. Departing from Pisa, the 7 to 8-hour trip includes a guided visit to San Gimignano, UNESCO World Heritage Site, known for its towers and narrow streets. Then, you’ll head to a local winery for a tutored wine tasting paired with a light lunch. The small-group format ensures a relaxed experience, and the inclusion of transportation makes it effortless. Reviewers particularly appreciate the knowledgeable guides and the chance to explore beyond typical tourist spots. The combination of medieval charm and wine makes this a top pick for culture and wine enthusiasts alike.

Bottom Line: A comprehensive day combining Tuscan history and wine, suitable for travelers who want to see two iconic sights in one trip.

3. Pisa guided tour and Wine tasting with Leaning Tower ticket (option)

If you’re only in Pisa and want to maximize your visit, this 2-hour guided walking tour offers a good overview of Piazza dei Miracoli’s monuments, plus a wine tasting nearby. You can upgrade to skip the line and climb the Leaning Tower of Pisa — a memorable experience. The tour includes fascinating facts about the Pisa Baptistery, Camposanto, and Duomo, with a relaxed wine tasting afterward. The reviews mention the guide’s engaging manner and the quality of the wine, though some wish the tower climb was included. This tour is perfect for those short on time but still craving a taste of local wine while soaking in Pisa’s iconic sights.

Bottom Line: A quick, informative tour that combines Pisa’s landmarks with a relaxing wine tasting — ideal for time-conscious travelers.

4. Authentic Full dinner & Wine Experience with a Sommelier in Pisa

For those seeking a more immersive evening, this 3-hour dinner and wine experience is a true taste of Tuscany. Led by a friendly sommelier, you’ll enjoy over 15 authentic products — from local cheeses and cured meats to regional wines, pizza, and gelato. The setting is intimate, limiting guests for a more personalized experience. Guests rave about the knowledgeable host and the variety of wines paired with delicious food. It’s perfect for foodies and wine enthusiasts who want to combine culinary delights with authentic storytelling. The only caution: it’s a sit-down experience, so expect a relaxed pace and a focus on quality.

Bottom Line: A flavorful, cozy evening for those wanting a full sensory experience of Tuscany’s cuisine and wine.

5. Tuscan Wine Tour in Pisa by van

This 6-hour guided tour takes you off the beaten path into a hidden 18th-century wine cellar. Led by the vintner himself, it includes a tour of the vineyard, wine tasting, and regional dishes. What makes it stand out is the behind-the-scenes access and the chance to see how wine is made from start to finish. The reviews highlight the personal touch and the authentic atmosphere. It’s suitable for those who want a more in-depth look at Tuscan winemaking beyond just tasting. It’s a good value for the quality of experience, especially for travelers interested in learning the craft.

Bottom Line: An immersive, behind-the-scenes tour ideal for curious wine lovers wanting to understand Tuscany’s winemaking process.

6. Ramble Through The Rolling Hills Of Chianti with lunch & wine tastings

This private full-day tour takes you through the picturesque Chianti countryside, passing cypress-lined roads, medieval villages, and vineyards. Highlights include a visit to San Gimignano, tasting homemade pasta, and sampling top-quality wines at a farm. The itinerary features a drive through the famous “Wine Road”, with stops at a traditional estate. At around $289 per person, it offers both scenic beauty and a culinary experience. Guest reviews praise the passionate guide and the delicious local foods. The tour is suited for travelers wanting a luxurious, personalized experience that combines sightseeing, wine, and food.

Bottom Line: Perfect for those seeking an elegant, full-day escape into Tuscany’s scenic and flavorful landscape.

7. Guided tour in San Miniato and wine tasting!

This 4-hour small-group tour explores San Miniato, a charming medieval village famous for its truffles and wines. The highlight is the wine tasting at top local wineries, where you can enjoy finest wines in a relaxed setting. The guide, Sara, is praised for her enthusiasm and knowledge, making this tour stand out. It’s ideal for travelers interested in combining history, local culture, and wine. Budget around $105 per person, making it an accessible and memorable experience.

Bottom Line: A charming, focused visit combining San Miniato’s ambiance with a quality wine tasting.

8. PRIVATE TOUR: Full-Day in Volterra & San Gimignano with Wine Tasting

This full-day private experience explores two of Tuscany’s historic towns, Volterra and San Gimignano, with a custom itinerary. It includes a Tuscan lunch with around five wines and hotel pickup and drop-off. The trip is perfect for those who want flexibility, privacy, and a curated experience. Reviewers mention the enchanting scenery and the quality of the wines. It’s suitable for couples, families, or groups seeking a personalized adventure with delicious food and wine.

Bottom Line: An exclusive, customizable day for those wanting a private, comprehensive Tuscan experience.

9. Tuscany and Wine Tasting Tour from Pisa

This 9-hour tour offers a broader look at Tuscany, with visits to Volterra, Bolgheri, and Castiglioncello. It includes a winery stop with a tasting lunch, plus free time in Bolgheri’s quaint streets. The drive takes you through some of Tuscany’s most scenic landscapes, with enough flexibility to explore towns at your own pace. The review highlights the well-paced itinerary and the variety of sights. Suitable for travelers wanting a full day exploring Tuscany’s coast and countryside with wine.

Bottom Line: Ideal for those wanting a comprehensive, scenic overview of Tuscany’s diverse regions with wine included.

10. Wine Tasting with Local Bites in Pisa near the Tower

This short, one-hour experience offers a relaxed way to enjoy four wines paired with local cold cuts and cheeses. Located just a short walk from the Leaning Tower, it’s perfect for a quick wine fix. Reviewers appreciate the “knowledgeable host and delicious snack platter.” It’s an excellent choice if you’re looking for a casual, no-pressure tasting close to Pisa’s main attractions.

Bottom Line: Great for a quick, authentic sip of Tuscany in a cozy, central setting.

11. Private Florence and Chianti Wine countryside from Pisa Including Wine Taste

This 9-hour private tour combines a guided visit to Florence’s top sights with a Chianti wine tasting at a local estate. The trip offers a personalized experience with detailed commentary, making it suitable for those who want an in-depth look at Florence and the Chianti region. Guests liked the small-group intimacy and the chance to enjoy local wines with a scenic backdrop. It’s perfect for travelers who want a private, luxury experience blending city and countryside.

Bottom Line: The best choice for those who want to combine city sightseeing with premium wine tasting in a private setting.

12. Pisa: Winery Tour and Wine Tasting with Local Food Pairing

This 2-hour tour offers an affordable way to experience Tuscany through a guided winery visit and tasting. Guests enjoy three wines, including IGT Costa Toscana Rosso and Merlot, paired with local food. The reviews mention Georgia’s personable approach and the quality of the wines. It’s well suited for budget-conscious travelers wanting a taste of Tuscany’s winemaking secrets.

Bottom Line: A quick, inexpensive way to enjoy local wines paired with regional flavors.

13. Chianni: wine and oil tasting with lunch or dinner

This 2-hour experience combines tasting four Tuscan wines and organic extra virgin olive oil along with a Tuscan meal. It’s an excellent choice for foodies seeking a full sensory experience in a relaxed setting. Reviewers love the authenticity and quality of the food and wine — a true taste of Tuscany.

Bottom Line: Perfect for those wanting a combined wine and olive oil tasting with a traditional Tuscan meal.

14. Soiana: Vineyard & Cellar Tour with Wine Tasting near Pisa

This 1.5-hour guided tour offers a family-led winery experience near Pisa, where you can explore vineyards, visit the cellar, and taste five wines paired with bread and EVO bruschetta. The reviews emphasize the personal approach and the chance to learn about both traditional and innovative winemaking. It’s ideal for travelers who want a short, informative visit at a family-run estate.

Bottom Line: A compact, authentic experience for wine lovers eager to learn from local producers.

How to Choose Your Perfect Wine Tour in Pisa

Picking the right wine experience depends on your interests, budget, and available time. If you want a quick taste and to see Pisa’s landmarks, the Guided tour in Pisa with wine tasting is ideal. For a full immersion into Tuscany’s landscape and food, the Ramble Through The Rolling Hills Of Chianti or the private Full-Day in Volterra & San Gimignano are excellent choices.

Those seeking a romantic dinner and wine pairing should consider the Authentic Full Dinner & Wine Experience. Budget travelers can enjoy the Wine Tasting with local bites, which offers quality without a hefty price tag.

Think about how much time you have — whether a quick hour or a full day — and what experience level you desire, from casual tastings to behind-the-scenes winery visits. Booking early is advisable, especially in peak season, to secure your spot.

In summary, Pisa offers a range of wine tours that cater to different tastes and schedules. Whether you prefer a short and sweet experience close to the city or a comprehensive journey through Tuscany’s countryside, these tours promise authentic flavors, expert guides, and a chance to connect with Italy’s most celebrated wine regions. For the best experience, consider your interests and book well in advance — Tuscany’s wines wait for no one.