Pisa
Wine Tasting & Winery Tours

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Our most recommended Pisa Wine Tasting & Winery Tours

From Florence: Pisa, Siena, San Gimignano, Chianti Day Trip with Siena Cathedral and Lunch

1. From Florence: Pisa, Siena, San Gimignano, Chianti Day Trip with Siena Cathedral and Lunch

Your day begins early in the morning with a tour of Pisa, where you will admire the stunning Cathedral, the Baptistery, and the Monumental Cemetery. Take photographs next to the celebrated Leaning Tower. Continue to a winery in the foothills of San Gimignano, where you will enjoy a typical Tuscan lunch with wine tasting. After lunch, explore one of the most famous medieval hilltop villages in Italy, San Gimignano. Discover the maze of cobbled streets, picturesque piazzas, and local artisan shops. Next, admire a panoramic view of the Chianti countryside, followed by a stop in Siena. Here, a specialist guide will lead you on a walk through the city's historical center. Skip the ticket line to see the interior of the magnificent cathedral, and pass through the shell–shaped Piazza del Campo, where the Palio horse race is held twice a year. You will then return to Florence.

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From Florence: Pisa, Siena, San Gimignano, Chianti Wine Tasting Full-Day Trip with Lunch

2. From Florence: Pisa, Siena, San Gimignano, Chianti Wine Tasting Full-Day Trip with Lunch

Discover UNESCO World Heritage Sites and taste Chianti wines on a full-day trip from Florence. Visit Pisa, San Gimignano, and Siena, and savor a traditional Tuscan lunch.  First, head to Pisa to marvel at the Piazza dei Miracoli, Pisa Baptistery, Pisa Cathedral, and, of course, the famous Leaning Tower of Pisa. Continue to a wine villa in the Chianti countryside. Enjoy a tour of the estate and learn about its history in the medieval chapel before your first tasting of Chianti Classico on the panoramic terrace. Next, relish a typical lunch accompanied by two of the estate's products, a "Riserva" and an IGP wine. After lunch, relax a while in the villa's luscious gardens before going to the medieval town of San Gimignano.  Then, follow the scenic roads to Siena for a tour of the city's monuments and piazzas. Visit Piazza del Campo — the site of the Palio di Siena horse race — and admire the cathedral's exterior in Piazza del Duomo. After some free time, return to Florence.

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From Florence: Tuscany Day Trip with Optional Lunch and Wine

3. From Florence: Tuscany Day Trip with Optional Lunch and Wine

Begin your journey of Tuscany at Florence’s central train station, where you will be greeted by your guide who will take care of you throughout the day.  Head straight to Siena, Italy’s most picturesque medieval city, whereupon arrival your guide will take you on a walking tour. Look up to admire the lovely terracotta roofs adorning the buildings and marvel at the magnificent Gothic and Romanesque architecture of the main cathedral.   Next, head to the hilltop town of San Gimignano, a UNESCO world heritage site, famous for the tower houses built in the Middle Ages. Enjoy free time here to see its splendid squares, palaces, churches, and magnificent towers. The last stop on your Tuscan excursion is a visit to Pisa and its iconic leaning tower. Take a stroll through the Piazza dei Miracoli and see other marvelous monuments, before driving back to Florence. Best of all, choose from either a small-group or private guided experience to make your trip special. Choose the lunch option to enjoy a homemade lunch paired with an informal wine tasting at a traditional wine estate in the Chianti wine region. Savor 4 regional wines at lunch and learn about their unique production techniques. Feast on an organic, farmhouse meal while you overlook the rolling vineyards under the Tuscan sun.

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From Pisa or Lucca: Half-Day Tuscany Chianti Wine Tasting

4. From Pisa or Lucca: Half-Day Tuscany Chianti Wine Tasting

Explore the glorious hills of Tuscany on a 4-hour tour of a picture perfect landscape just moments from the city centers of Pisa and Lucca. Following a pick-up from either city, travel to the picturesque countryside surrounding Pisa and stop at the winery. The owner will give you an insight into the various methods that go into producing the wines and extra-virgin olive oils of the estate. After a short introduction, go to the cantina to see where the wine is aged. Then, enjoy tastings of the delicious wines. Relax on the transfer back to your hotel, enjoying views of the Tuscan landscape along the way. Departures: From Pisa (your selected hotel or a close meeting point) From Lucca (your selected hotel or a close meeting point)

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From Florence: Private Full-Day Jewels of Tuscany Tour

5. From Florence: Private Full-Day Jewels of Tuscany Tour

Be seduced by the eternal charm of Tuscany’s jewels on this 12-hour tour. What are Tuscany’s jewels? The beautiful cities and villages, as well as art and the historical monuments that call this unique region of Italy home. Falling in step with the more ‘human’ way of life in Tuscany, this relaxed tour begins when you want it to. You determine the pick-up time from your centrally-located Florence hotel. You will also enjoy the transportation, which is provided by a private vehicle operated by an English-speaking driver. After pick-up, you will drive through the Tuscan countryside until your first stop, Siena, is reached. Siena is a medieval city known for its artistic treasures, which have been recognized by UNESCO. In Siena you will visit the shell-shaped Piazza del Campo. Here you will find the Palazzo Comunale flanked by the Torre del Mangia. Every year the famous Palio takes place here. You will also have free time to visit the cathedral, built in the Middle Ages and admire the splendid buildings and narrow streets. From Siena, you will enjoy a drive through Chianti territory on your way to Monteriggioni. The drive boasts a panoramic view of the vineyards and olive groves. Monteriggioni is a small 13th-century town which is still surrounded with its original town walls. Here you will take a walk within the restricted perimeter of the walls, which have eleven towers with spectacular views. This is a Tuscan gem that will transport you back in time. Only a short distance away, in a pleasant country estate you will be served a typical Chianti-region lunch. You will also enjoy a guided tasting of Chianti and Vernaccia wines. After lunch you will leave the estates and go to San Gimignano, another beautiful town and UNESCO world heritage site. Famous for its signature medieval town planning, it is called the “Manhattan of the Middle Ages”. On a stroll through the town center you will discover the Piazza della Cisterna, the Dome, the Palazzo del Podestà and the Church of Saint Agostino. Your final stop will be at the famous town of Pisa, which is also a UNESCO world heritage site. In the Piassa dei Miracoli the masterpieces in marble rise from the green lawn, including the famous Leaning Tower of Pisa, the magnificent Baptistery, the stunning Cathedral and the Monumental Graveyard Tuscany is a one-of-a-kind region of boundless natural and cultural beauty. This small, personalized tour is an authentically Tuscan experience.

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Pisa Cathedral Guided Tour & Wine Tasting + Leaning Tower

6. Pisa Cathedral Guided Tour & Wine Tasting + Leaning Tower

Your informative guide will take you to the Piazza dei Miracoli, discovering its monuments which are known as “miracles” because of their incredible beauty and uniqueness. Be dazzled by this marvelous square which is dominated by the Cathedral where you will visit the interior, which is typical of the distinctive Pisa Romanesque architecture. Admire the celebrated Leaning Tower, the round-shaped Baptistery surrounded by its suggestive columned arcades and its “Camposanto”, originally a cemetery, an extraordinary quadrangular cloister. The commentary of your guide will be particularly focused on the Leaning Tower, one of the wonders of the world. Be enthralled by the history and the leaning structure of the Tower which stirs the imagination of all visitors. After about 1 hour of guided tour in the Square, you will have a wine tasting near the Leaning Tower, where a local expert will explain everything about the local wines. With this tour you'll have the opportunity to climb the Leaning Tower as well, if option selected. Remember that all tourists have to go to the proper left-luggage office to hand in bags/luggage before starting the visit. Kids under 8 are not allowed inside the tower.

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Florence: Pisa, Siena, San Gimignano, and Chianti Experience

7. Florence: Pisa, Siena, San Gimignano, and Chianti Experience

Your day starts in the morning with a free tour of Pisa, where you will have time to admire the magnificent cathedral, the baptistery, the monumental cemetery and the famous Leaning Tower. Afterwards, you'll move on to a typical winery in the Chianti Hills on the slopes of San Gimignano. There you will enjoy a typical Tuscan lunch accompanied with a good local wine tasting. Following lunch you will discover one of the most beautiful medieval villages of San Gimignano, or the "Medieval Manhattan, where you can explore the maze of cobbled streets, small squares and many local craft stores. Your exciting day continues with a panoramic view of the true Chianti countryside before arriving in Siena, where if desired, your professional guide will let you discover the most important squares, from Piazza del Campo to the cathedral, passing through the most beautiful contrade that characterizes this city. At the end of the guided tour, you can choose to have some free time to enjoy a cup of coffee or a pan forte (a typical local cake), and to go shopping in the typical local stores. Your return to Florence will have a magnificent sunset as a backdrop, which will make for a perfect ending to an unforgettable day spent in Tuscany.

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Florence: Full-Day Pisa and Tuscany Tour

8. Florence: Full-Day Pisa and Tuscany Tour

After an early wake up and a short train ride from Florence, you will arrive in Pisa. Once there you can learn about the city from your tour leader, including the story of how it became famous. After a short tour, you will be set free to explore the renowned "Piazza dei Miracoli", or field of miracles, at your own leisure. Declared a UNESCO World Heritage site, this piazza has much more to offer than just the leaning tower. You can strike your final poses with the tower before jumping back on the train to Florence where you will have free time to grab a quick bite. You will then meet your tour leader again for an exciting afternoon in Tuscany. In the afternoon, you will discover olive groves and cypresses as you follow the winding roads that welcome you to the Chianti area. You can let your tour leader drive you into the heart of Tuscany, as they share stories and legends set in the nearby Medieval castles. In 1 hour you will be living the Mediterranean dream: a glass of wine in your right hand, a bruschetta in your left hand and the breathtaking views of the rolling before you. The winemakers will guide you through their old cellars, while sharing all the secrets of the ancient art of wine making. Your second stop will be a local family run farm, where you will find out that small wine producers can make amazing wine too. Whilst at this second winery, you can learn the process of picking, making and bottling these famous wines. During the day, you can taste up to 8 different types of wine, balsamic vinegar and extra virgin olive oils paired with snacks. At the conclusion of your day, you will return to Florence at approximately 6:30PM.

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Tuscany: Siena, San Gimignano, Chianti, and Pisa Tour

9. Tuscany: Siena, San Gimignano, Chianti, and Pisa Tour

Head to Siena on a journey through quaint Chianti vineyards, arriving just as the townspeople begin to rise. The guided walking tour begins with a jaunt along Siena's narrow medieval streets, passing such curios as to the world's oldest bank, the Piazza del Campo – home of the famous 600-year-old Palio horse race, and continuing with a visit to the town's spectacular Cathedral before taking a short break. A fleeting drive ends at a family-run wine farm nestled in the Tuscan countryside. Enjoy a traditional regional lunch of delicious homemade produce fresh from the farm, including fresh pasta, cured meats, crisp salad leaves, and rich cheeses served with local wines including Vernaccia, Chianti, and Vin Santo. Once that feast has been given time to digest, depart for San Gimignano, a UNESCO World Heritage Site famous for its medieval town-planning that's made its name as "The Manhattan of the Middle Ages." Stroll along cobbled stone streets and small market squares, then embark on a trip through the enchanting countryside, spying hilltop hamlets and rustic churches on the way to Pisa. The tour's ultimate stop takes in the Field of Miracles; an opulent green tract dominated by the area's dazzling white buildings, including the Leaning Tower of Pisa. Please note that the order of the visits may change.

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Florence: Pisa, Siena and San Gimignano Small Group Day Trip

10. Florence: Pisa, Siena and San Gimignano Small Group Day Trip

Visit three of the most famous and fascinating towns in Tuscany. Enjoy the comfort of a small group tour and learn from your expert English-speaking tour leader. First, discover the nearby town of Siena. Its historical center is considered a UNESCO World Heritage Site. Marvel at Piazza del Campo and the majestic Siena Cathedral. After a short drive through the enchanting countryside, stop in a small, family-owned winery. Enjoy an exquisite lunch of Tuscan appetizers, pasta, and desserts paired with local wines. Next, explore San Gimignano, also known as the town of towers. Discover the fourteen medieval skyscrapers which still remain perfectly preserved. Enjoy the last stop of the day in Pisa. Visit the Square of Miracles, where you can find the iconic Leaning Tower. Spend some time snapping pictures of the famous Italian symbol. After your full-day visiting three of Tuscany’s highlights, return to Florence.

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What people are saying about Pisa

Overall rating

4.4 / 5

based on 1,085 reviews

Great trip to see a lot in a relative short time. Tuscan country side, Old towns and good food. Our guide Manolo was great, with a lot of information about Tuscany and Florence and on the way back he went past everyone to answer any questions they might had. Loved it!

Amazing immersion in the Italian history, art and cuisine. Perfect combination of sight seeing in 3 "must see" places in Tuscany, complete taste of the incredible food and wine from Tuscany and enjoyable and entertaining guide with Alessandro.

Very good guide (Lavinia), she knows a lot about the area and the history. Speaks perfect English and is very easy to understand and understand. The driver (Emiliano) is skilled and drives like a gentleman.

Great group experience, enough time to walk around and enjoy. Would have liked more time at Pisa, maybe Pisa should be a bit longer, just a suggestion.

The guide was perfect Our guide Lavina was so helpful and understanding ❤️