Pisa to San Gimignano

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Chianti Classico Wine Tour and San Gimignano Visit Half Day

Tuscany... What Else? Discover the Magic of Chianti & San Gimignano! Leave the chaos of the city behind and immerse yourself in the timeless charm of the Tuscan countryside. Spend half a day among rolling hills, vineyards, and medieval villages — exploring the flavors, stories, and landscapes that make Tuscany one of the most beloved destinations in the world. -Wine Tasting Experience: Visit a welcoming family-run winery, where you’ll enjoy a tasting of five exceptional Tuscan wines, including the iconic Chianti Classico, the prestigious Super Tuscan, and the elegant Vernaccia di San Gimignano. Learn the basics of winemaking, uncover centuries-old traditions, and hear the legend of the Black Rooster, symbol of the Chianti. -Visit to San Gimignano: Continue to the medieval village of San Gimignano, a true open-air museum. Stroll through its narrow cobbled streets, admire the famous towers, and browse traditional shops and artisan boutiques that still preserve the charm of bygone times.

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Chianti Classico Wine Tour and San Gimignano Visit Half Day

5 hoursFree Cancellation

5.0

(1)

from US$200

Price varies by group size

Truffle hunting tour and wine tasting experience

In the heart of Chianti, 3 unforgettable Tuscan experiences in one perfect day: 1) Exciting truffle hunting adventure 2)Delicious fresh truffle pasta lunch 3)Exclusive Chianti wine tasting in a typical cellar winery Join us and discover the secrets of this ancient tradition! Enjoy a scenic drive through the rolling Tuscan hills, surrounded by vineyards and olive groves, to meet your expert truffle hunter. • Before the hunt, learn the rules and discover how truffle dogs are trained. • Then follow the hunter and his loyal dog into the woods for an authentic truffle hunt—an experience to remember! • Afterwards, relax in a charming wine cellar and savor a Tuscan lunch featuring truffle pasta and local specialties. Taste 3 premium Tuscan wines, including the renowned Chianti and Super Tuscan, with an expert introduction. Best time for this unforgettable adventure: from May to October. Tuscany... what else?

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Truffle Hunting with Lunch and Chianti Tasting from Pisa

8 hoursFree Cancellation

from US$352

Price varies by group size

This private tour blends Tuscany’s history, culture, gourmet flavors, and stunning scenery for an unforgettable experience that captures the essence of the region. • Explore Tuscany on a private, full-day tour through historic towns, rolling hills, and breathtaking landscapes. • Start in Volterra, the “City of Vampires” from Twilight, wandering ancient Etruscan streets and medieval architecture full of mystery. • Enjoy a three-course lunch at a charming family-run organic farm, featuring fresh local ingredients and a guided tasting of Chianti wines, extra virgin olive oil, and balsamic vinegar—a true Tuscan culinary experience. • Continue to San Gimignano, the "Medieval Manhattan" famous for its iconic towers. Stroll cobblestone streets, admire artisan shops, and don’t miss the world-renowned gelato.

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Volterra & San Gimignano:Tour, Lunch & Chianti Wine Tasting

8 hoursFree Cancellation

5.0

from US$305

Price varies by group size

San Gimignano view (Original photo of our tours)

Experience the best of Chianti from its historic hill towns and rolling landscape to its storied wineries in a single day with this private driving tour. Save hours with a dedicated driver, leaving you time to fit in visits to both San Gimignano and Monteriggioni. Break up your sightseeing with a wine-tasting lunch at a Tuscan farm and cap off your day with a Chianti winery tour and tasting.

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PRIVATE TOUR "Sweet Hills of Chianti and San Gimignano" with Lunch & 2 Tastings

8 hoursFree Cancellation

5.0

(2)

from US$294

Price varies by group size

Florence San Gimignano and Siena from Pisa with Free Photography

This tour offers a unique opportunity to explore three iconic Tuscan cities—Florence, San Gimignano, and Siena—in just one day from Pisa. Experience Florence's Renaissance charm at Piazza del Duomo and Ponte Vecchio, the medieval allure of San Gimignano's Piazza del Duomo and Torre Grossa, and the Gothic splendor of Siena's Piazza del Campo and Cathedral. Enjoy free photography for 30 minutes to capture your memories. With convenient transportation between cities and expertly planned stops, this tour maximizes your time while providing a rich cultural experience. It's a perfect blend of history, architecture, and breathtaking scenery, ideal for travelers seeking to see Tuscany's highlights in a single day

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Florence San Gimignano and Siena from Pisa with Free Photography

14 hoursFree Cancellation

from US$1 157

Price varies by group size

San Gimignano + Lunch&Wine private tour by van from Lucca or Pisa

Medieval towers but also the best ice cream of the world! If your dream is to discover all the hidden corners of a Tuscan city, this is your tour. I will pick you up with my professional van, and I will drive you through the hills of Tuscany until we will arrive at our destination. At every attraction, our driverguide will stop the van trying to offer you an exclusive and comfortable experience. Then, our driverguide will explain you everything he knows: it will be like watching the view from the eyes of a local. San Gimignano is a perfect example of Medieval village in the heart of Tuscany. You will be amazed by how this place can transport you in a very old age! One of the most important moment in a tour in Tuscany must be a good meal: let us organize you a special lunch tasting with some tuscan specialties, like finocchiona or pecorino cheese. Don't worry, we have always some surprises for you during our city tour!

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San Gimignano + Lunch&Wine private tour by van from Lucca or Pisa

6 to 8 hoursFree Cancellation

5.0

(6)

from US$938

Per group

Volterra and San Gimignano: a taste of medieval Tuscany!

9 hoursFree Cancellation

5.0

(31)

from US$1 033

Per group

Likely to Sell Out

Travel to the capital of the ancient Etruscan empire on a half-day tour from Pisa to Volterra. After journeying through the rolling green hills and valleys of the Tuscan countryside, explore Volterra’s many layers of history on a tour of highlights including the ancient Roman theater, Medici fortress and Bishop’s Palace. Learn about the area’s traditional alabaster industry on a factory tour, and admire a modern cultural gem with a visit to the open-air amphitheater created by famed Italian opera singer Andrea Bocelli.

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Volterra, Bocelli's Theatre and San Gimignano Tour by Minivan

8 hoursFree Cancellation

5.0

(1)

from US$398

Price varies by group size

Likely to Sell Out

Make traveling beyond Pisa city limits simple—and discover some of the historic and cultural highlights of the Tuscan countryside—on this full-day, small-group tour. Round-trip transit from Pisa makes getting into nature simple. Head first to San Gimignano, a UNESCO World Heritage Site town known for its medieval towers. Then, pair your visit with a Chianti winery stop, where you'll enjoy a tutored wine tasting, accompanied by a light lunch.

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San Gimignano and Winery Experience with Light Lunch from Pisa

7 to 8 hoursFree Cancellation

4.8

(13)

from US$198

Price varies by group size

Bella Toscana - San Gimignano plus 2 Chianti Wineries and lunch

Visit the historic town of San Gimignano and discover a hidden gem— local wineries where the views are almost as good as the wine. Enjoy wandering through two wineries, take in views of the vineyards and the surrounding rolling countryside, and learn about how wine is made. Then taste some of the local wine with your hosts, and visit the cellars where wine is kept in wooden barrels to age.

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Bella Toscana - San Gimignano plus 2 Chianti Wineries and lunch

8 hoursFree Cancellation

5.0

(13)

from US$439

Price varies by group size

Likely to Sell Out

Explore two charming Italian towns, Siena and San Gimignano—without having to rent a car or tackle public transport—on this full-day trip from Pisa. Travel through the picturesque Tuscan countryside to your first stop, San Gimignano, and enjoy free time to shop, eat, or explore. Continue to Siena—known for its well-preserved medieval architecture—and choose whether to wander historic streets, sample gelato (own expense), or visit one of its UNESCO World Heritage-listed monuments. End the day back in Pisa.

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From Pisa or Lucca: Siena and San Gimignano Small Group Tour

9 to 10 hoursFree Cancellation

4.7

(25)

from US$169

Price varies by group size

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Book a day trip from Pisa to see the medieval skyline of San Gimignano, defined by its surviving stone towers. A walk through the UNESCO–listed historic center and the Piazza della Cisterna reveals the history of the rival merchant families who once competed to build the tallest structures. Let a guide handle the highway transit and parking logistics, while you explore the local saffron shops or sample the world-famous Vernaccia white wine. Many tours include a stop in the nearby fortress town of Monteriggioni. Excursions provide an effortless way to reach this hill town, ensuring a day of seamless sightseeing.

Pisa to San Gimignano

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