Tuscany’s wine scene is alive and well in Pisa, where several standout tours make wine tasting both easy and memorable. The Chianti Half-Day Wine Tour is our favorite – it’s efficient, well-organized, and takes you straight to the heart of Tuscan wine country. Small-group tastings offer personal attention, while the combination wine and olive oil experiences show off the best of local flavors.
We particularly love the day trips that include Siena and San Gimignano stops – they blend wine education with cultural exploration. The Tuscan Wine Tour by shuttle is another smart choice, offering great value and visits to multiple vineyards without the hassle of driving.
Let’s explore our carefully selected wine tours around Pisa.
Key Points
- Chianti Half-Day Wine Tour from Pisa offers a scenic journey through the Chianti hills, featuring wine tastings, lunch, and knowledgeable guides.
- Chianti wine and oil tasting experience in Pisa provides a personalized 2-hour session with 4 Tuscan wines and organic olive oil.
- Pisa Cathedral Guided Tour includes a wine tasting session led by a local expert, with flexible cancellation and payment options.
- Small Group Pisa Day Trip visits Siena and San Gimignano, offering a wine tasting at a local vineyard in an air-conditioned minivan.
- Tuscan Wine Tour by Shuttle accommodates up to 15 travelers, with an English-speaking driver/tour leader and local snacks, boasting a 5.0 overall rating.
Chianti Half-Day Wine Tour in the Tuscans Hills From Pisa
For those visiting Pisa, the Chianti Half-Day Wine Tour in the Tuscan Hills provides an immersive experience into the rich wine culture of the region.
This highly-rated tour boasts a 99% recommendation rate from 103 reviews. The small-group adventure departs from the meeting point in Pisa, taking guests on a journey through the scenic Chianti hills.
Along the way, participants enjoy wine tastings, a delectable lunch, and insights from knowledgeable guides. Travelers praise the tour’s friendly staff, informative nature, and the opportunity to learn about Chianti wine traditions.
With free cancellation and infant seats available, this tour is a must-do experience for those seeking an authentic Tuscan adventure.
Read our full review: Chianti Half-Day Wine Tour in the Tuscans Hills From Pisa Review
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Chianni: Wine and Oil Tasting With Lunch or Dinner
The Chianni wine and oil tasting experience offers visitors a chance to explore the rich flavors of Tuscany’s renowned viniculture and olive oil production.
Lasting 2 hours, the tasting includes 4 Tuscan wines and organic extra virgin olive oil, paired with local delicacies like pecorino cheese, bruschetta, Tuscan ham, and homemade lasagna.
The intimate group size is limited to 8 participants, ensuring a personalized experience led by knowledgeable hosts.
Flexibility is key, with the option to choose between lunch or dinner and free cancellation up to 24 hours in advance.
Consistently praised by reviewers for its quality and welcoming atmosphere, this tasting is an ideal way to savor the tastes of Tuscany.
Read our full review: Chianni: Wine and Oil Tasting With Lunch or Dinner Review
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Small Group Pisa Day Trip to Siena and San Gimignano Including Wine Tasting
Departing from Pisa, this small group day trip whisks travelers to the historic medieval towns of Siena and San Gimignano, culminating in a wine tasting at a local vineyard.
With a maximum of 8 travelers, the tour provides an intimate experience, exploring Siena’s Piazza di Campo, Duomo, and Battistero before visiting the iconic towers of San Gimignano.
The air-conditioned minivan ensures close access to the monuments, though some guests noted limited time at each site and a lack of detailed guidance.
Read our full review: Small Group Pisa Day Trip to Siena and San Gimignano Including Wine Tasting Review
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Pisa: Cathedral Guided Tour & Wine Tasting & Optional Tower
What better way to experience the iconic sights of Pisa than through a guided tour of the Cathedral, followed by a wine tasting and the option to climb the legendary Leaning Tower?
This 2.5-hour experience takes visitors on a journey through Pisa’s Piazza dei Miracoli, where they’ll explore the Cathedral’s interior, the Baptistery, and the Camposanto.
Led by a multilingual licensed guide, the tour delves into the history and architectural significance of the Leaning Tower.
Afterward, guests participate in a wine tasting session conducted by a local expert, learning about the region’s acclaimed vintages.
With flexible cancellation and payment options, this tour offers a well-rounded and convenient way to discover Pisa’s renowned landmarks.
Read our full review: Pisa: Cathedral Guided Tour & Wine Tasting & Optional Tower Review
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Tuscan Wine Tour in Pisa by Shuttle
This Tuscan Wine Tour by shuttle offers visitors a chance to savor the finest wines of the region while exploring the picturesque countryside around Pisa.
Priced from €149.00 per person, the tour accommodates up to 15 travelers and departs at 10:00 am with pickup from the bar at the big parking of Via Pietrasantina.
Along with the best Tuscan wines, the tour includes a selection of local snacks like salami, cheese, frittata, and Tuscan bread.
An English-speaking driver/tour leader accompanies the group throughout the experience.
The tour is wheelchair and stroller accessible, and infants can sit on laps.
With a 5.0 overall rating across 6 reviews, this tour promises an exceptional Tuscan wine experience.
Read our full review: Tuscan Wine Tour in Pisa by Shuttle Review
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Florence: Siena & San Gimignano Day Trip With Lunch & Wine
Regularly, visitors to Florence seize the opportunity to embark on a captivating day trip that whisks them away to the enchanting medieval towns of Siena and San Gimignano.
For $88.43 per person, travelers can enjoy a 9-hour excursion that includes a guided tour of Siena, a tasting at an organic winery, and free time to explore the historic streets of San Gimignano.
With an overall rating of 4.6/5 based on 367 reviews, this tour offers exceptional value, knowledgeable guides, and comfortable transportation.
Dietary restrictions can be accommodated, and a 3-course Tuscan lunch with wine pairing completes this immersive Tuscan experience.
Read our full review: Florence: Siena & San Gimignano Day Trip With Lunch & Wine Review
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Private Florence and Chianti Wine Tour Review
A private Florence and Chianti wine tour offers visitors an immersive experience, exploring the rich history and renowned vineyards of the Tuscan region.
The full-day trip from Pisa includes visits to Florence’s top sights, like the Duomo and Ponte Vecchio, along with a guided tour of the Uffizi Gallery.
Travelers can admire masterpieces by renowned artists before heading to a local winery for a tasting of four regional blends.
The small-group tour, limited to seven people, provides personalized attention from the knowledgeable guide.
While some guests were disappointed by the lack of a visit to Leonardo da Vinci’s house, the overall experience earns positive reviews for its informative and enjoyable activities.
Read our full review: Private Florence and Chianti Wine Tour Review Review
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Pisa Chianti Hills E-Bike Guided Tour + Wine Food Tasting
Setting out on a Pisa Chianti Hills E-Bike Guided Tour + Wine Food Tasting presents an opportunity to take in the picturesque Tuscan landscape.
The 32 km loop route explores ancient villages, the renowned Teatro del Silenzio, and Lajatico, the hometown of Andrea Bocelli. Participants can enjoy wine and olive oil tastings at local wineries and an optional Italian lunch.
The tour includes e-bike rental, a certified local guide, and exclusive discounts at nearby shops and wineries. With flexible booking and free cancellation, this 5-5.5 hour experience offers a well-rounded exploration of the Pisa region for participants aged 14 and above, priced from $154.76 per person.
Read our full review: Pisa Chianti Hills E-Bike Guided Tour + Wine Food Tasting Review
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From Pisa or Lucca: Half-Day Tuscany Chianti Wine Tasting
Exploring the renowned Chianti wine region from either Pisa or Lucca, this half-day wine tasting tour offers a captivating glimpse into the heart of Tuscany’s viniculture.
Over 4 hours, you’ll sample wines from local, organic producers, learn about their production methods, and enjoy scenic vineyard views.
The tour includes transportation, a guided winery visit, tastings of red and white wines, and lunch.
With a 4.8/5 overall rating from 125 reviews, this experience promises an immersive and memorable journey through Tuscany’s celebrated wine culture.
Free cancellation and the option to reserve now and pay later make this tour convenient and flexible.
Read our full review: From Pisa or Lucca: Half-Day Tuscany Chianti Wine Tasting Review
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Wine and History: Visit Pisa and Lucca, From La Spezia
Pisa and Lucca, two historic cities in Tuscany, beckon visitors to uncover their rich cultural tapestry and indulge in the region’s renowned winemaking traditions.
The “Wine and History: Visit Pisa and Lucca, From La Spezia” tour offers a captivating 12-hour experience that combines sightseeing and wine tasting. Guests will explore the iconic Leaning Tower of Pisa, the charming streets of Lucca, and enjoy a guided tour of a local winery with tastings.
This small-group tour, rated 4.6 stars, is priced at $68.43 per person, making it an accessible and enjoyable way to take in Tuscany’s enchanting blend of history, architecture, and world-class wines.
Read our full review: Wine and History: Visit Pisa and Lucca, From La Spezia Review
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Pisa: Authentic Food & Wine Tour With a Sommelier
Visitors enjoy Pisa’s culinary delights with the Authentic Food & Wine Tour led by a certified sommelier. This 3.5-hour small-group experience introduces top-quality local products from family-run farms and wineries.
Guests savor artisanal cheese, charcuterie, and award-winning pizza, complemented by a guided tasting of Tuscan wines. They’ll also indulge in cecina, a traditional Tuscan chickpea pancake, and gelato from one of Italy’s best gelaterie.
The tour prioritizes authenticity, allowing participants to hear stories behind iconic Tuscan bottles. With a maximum of 10 guests, the experience ensures an intimate and immersive exploration of Pisa’s renowned food and wine scene.
Read our full review: Pisa: Authentic Food & Wine Tour With a Sommelier Review
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Siena, San Gimignano Chianti Wine From Pisa by Minivan
A day-long excursion from Pisa whisks travelers on an immersive journey through the stunning Tuscan countryside, revealing the picturesque medieval towns of Siena and San Gimignano alongside celebrated Chianti wine tastings.
This small-group tour provides pickup, allowing guests to relax and soak in the rolling hills and historic architecture. In Siena, visitors explore the iconic Piazza del Campo, home to the renowned Palio horse race.
Next, they discover the medieval towers and charming alleyways of San Gimignano. The experience culminates with a tasting at a renowned Chianti winery, where participants savor the region’s renowned vintages.
This 12-hour adventure offers an immersive glimpse into Tuscany’s cultural and culinary delights.
Read our full review: Siena, San Gimignano Chianti Wine From Pisa by Minivan Review
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Florence: Tuscany Highlights Bus Tour With Winery Visit
This Tuscany highlights bus tour offers travelers a well-rounded exploration of the region’s iconic cities and picturesque countryside.
Departing from Florence, the full-day excursion visits the medieval towns of San Gimignano, Siena, and Pisa, allowing ample time to discover their historic architecture and local culture.
The highlight is a stop at a family-run winery, where guests can enjoy an optional wine tasting.
With round-trip transportation, a knowledgeable driver, and flexible cancellation policy, this tour provides a convenient and customizable way to experience the best of Tuscany.
At $126.33 per person, it’s a budget-friendly option for making the most of your time in the region.
Read our full review: Florence: Tuscany Highlights Bus Tour With Winery Visit Review
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Frequently Asked Questions
Are There Any Discounts for Group Bookings?
Many wine tour companies offer discounted rates for group bookings. Customers can often save a significant amount per person when booking as a group rather than individually. Discounts typically increase as the group size grows.
What Is the Maximum Group Size for the Tours?
The maximum group size for the tours typically ranges from 6 to 20 participants. Larger groups may be accommodated, but the overall experience and personal attention may be affected. It’s best to inquire about the specific group size policies.
Can I Customize the Tour Itinerary to My Preferences?
Most wine tour operators allow customers to customize the itinerary to their preferences. This gives them the flexibility to visit their preferred wineries and tailor the experience to their tastes and interests.
Are There Any Vegetarian or Gluten-Free Options for the Food?
Yes, most wine tour operators offer vegetarian and gluten-free options for the food. They’ll work with you to accommodate any dietary needs and ensure you have an enjoyable experience.
Can I Purchase the Wines I Tasted During the Tour?
Most wine tour providers allow visitors to purchase the wines they’ve tasted during the tour. This gives them the chance to bring home their favorite wines and share the experience with friends and family.
The Sum Up
Pisa offers a variety of wine tours that allow visitors to explore the region’s rich wine heritage. From half-day Chianti tours to full-day excursions to nearby towns like Siena and San Gimignano, there’s something for every wine enthusiast. These tours provide opportunities to taste local wines, learn about the winemaking process, and take in the picturesque Tuscan countryside.