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Siena Cathedral

Wine tasting & winery tours

Our most recommended Siena Cathedral Wine Tasting & Winery Tours

From Florence: Pisa + Siena with Wine Tasting in Chianti

1. From Florence: Pisa + Siena with Wine Tasting in Chianti

Start your tour with pickup from your hotel or another chosen location in Florence and set out on a tour to discover the Tuscany with stops in Pisa, a rural Tuscan farmhouse, and Siena. Stop in Pisa to admire Piazza dei Miracoli and the famous Leaning Tower. Visit the other buildings that surround the area, including the Baptistery and Cathedral. After visiting the square, head to the historic center of the city for a visit to its most famous monuments. Depart Pisa, driving through one of the most beautiful Tuscan wine roads. You can also request an extra stop at the famous San Gimignano village. Make your way to a Tuscan Farmhouse for wine tasting and lunch. Continue to the UNESCO World Heritage-listed historic center of Siena, known for its gorgeous architecture and beautiful main square – the Piazza del Campo. Visit Siena's Duomo and Baptistery, and wander through its charming narrow streets before returning to Florence.

From Florence: PRIVATE Siena and Chianti Classico Trip

2. From Florence: PRIVATE Siena and Chianti Classico Trip

What To Expect •Stop at: Siena, Tuscany. Siena is one of the most popular and visited places in Tuscany. It is known throughout Italy for its distinguished medieval architecture. Upon arrival, explore its rich history and art, through its notable local monuments such as the famous seashell-shaped Piazza del Campo and the outstanding Siena Cathedral. Many local shops fill the historic streets of Siena, a great opportunity for you to taste local food or buy some gifts! Duration: 3hrs •Stop At; Chianti wine Road, Tuscany. The SS222 road, better known as Chiantigiana, is one of the most beautiful roads in Italy. It passes along the entire Chianti region, from Florence to Siena. Driving on it is a great way to discover the area. You will take this scenic road going north, starting from Siena and reaching Castellina in Chianti. The area is rich with castles and villages. One example is the Castle of Fonterutoli, where you will stop to admire the small medieval village surrounded by endless vineyards, centuries-old woods, and green hills. Duration: 1hr •Stop At: Castellina In Chianti, Tuscany. This heavenly corner, hidden among the sinuous hills of Chianti, is worth a stop to visit the narrow stone streets and its characteristic historic center. Castellina also boasts a past rich in history, in fact, walking along the main road you can admire the mixed influences from Medieval and Renaissance styles. Duration: 1hr •Stop At: Organic Farm/Winery, Tenuta Casanova. (*optional) *OPTIONAL lunch at the Farm or Winery. Have lunch in a wonderful organic farm. While the owner will show you around the property, his wife will prepare a delicious and unforgettable lunch for your private group. The owner will show you to his cellar to admire his Super Tuscans and Chianti Classico wines -Craft Wine- and to the nearby Acetaia, a vinegar cellar, with old vinegar. Afterwards, experience a unique dining setting while taking in an amazing Tuscan panorama. You will taste organic specialties, such as the typical Lasagna with traditional sauces, crostini, local meats and cold cuts, legumes, seasonal vegetables, honey, and cheeses seasoned with an incredible aged balsamic vinegar. Wine will accompany this lunch every step of the wine. •Stop At: Panzano in Chianti, Tuscany. A visit in the picturesque Panzano is a must! As you take a few steps to reach Panzano’s medieval 11th century tower, you are truly immersed in another time. Enclosed by its fortified walls, you feel as if you’re returning to the Middle Ages. Take breathtaking pictures. Duration: 1hr • Stop at: Greve in Chianti, Tuscany. Experience the unforgettable town of Greve in Chianti, located in the heart of the Chianti Classico wine region, and home of the famous explorer Giovanni da Verrazzano. An unmissable visit is also due at the ancient and famous butcher shop, where you will have the opportunity to taste exceptional Tuscan snacks made with local cold cuts and cheeses!

Siena: Food and Culture Guided Walking Tour

3. Siena: Food and Culture Guided Walking Tour

Take a guided walk through Siena's history and food culture with a guide on this walking tour. Discover the medieval historic center and try some local specialties. Your experience begins at the main entrance of the Church of San Domenico. This is an important place for Siena and its people because it holds the relics of Saint Catherine, the Patron Saint of Italy. Walk through the medieval historic center and admire the charming architecture. Learn about the history of Siena from your guide along the way. Let the narrow alleys of the city lead you to the Piazza del Campo. Marvel at this shell-shaped square which is home to the majestic Palazzo Pubblico. Taste some "ricciarelli," a sweet local specialty, at your first food stop. Continue on to your next tasting at a local wine bar and try an Italian panino stuffed with your favorite ingredients and paired with a glass of wine. Afterward, admire the Gothic cathedral and the medieval pilgrims' hospital, which has attracted many pilgrims to Siena throughout the centuries. End your tour with some gelato at a local ice cream shop.

From Florence: Private GUIDED tour, Siena & San Gimignano

4. From Florence: Private GUIDED tour, Siena & San Gimignano

• Stop At: Siena, Tuscany. Experience Siena through the expert and knowledgeable lens of a professional tour guide! Siena is one of the most popular and visited places in Tuscany. It is known throughout Italy for its distinguished medieval architecture. Upon arrival, explore with your guide Siena’s rich history and art, through its notable local monuments such as the famous seashell-shaped Piazza del Campo and the outstanding Siena Cathedral. Many local shops fill the historic streets of Siena, a great opportunity for you to taste local food or buy some gifts! Duration: 3 hours • Stop At: Castello di Monteriggioni, Tuscany. Make a lovely stop in the small, fortified village, which is still surrounded by its original medieval walls. Located not far from Siena, Monteriggioni is a great spot for a short walk after lunch at one of the local restaurants. Duration: 2 hours • Pass By: Village of Fonterutoli, Siena. Fonterutoli has been an important village ever since the Roman times. The Via Romea passes here, and is still today traveled by pilgrims from all over the world. Location of the historic Mazzei family since 1435 (for 24 generations), the village of Fonterutoli maintains its medieval appearance intact. Stroll in the village to stretch your legs and take some beautiful photos. Duration: 30 minutes •Stop At: Organic Farm/Winery Tenuta Casanova, Tuscany. (*optional) *OPTIONAL lunch at the Farm or Winery. Have lunch in a wonderful organic farm. While the owner will show you around the property, his wife will prepare a delicious and unforgettable lunch for your private group. The owner will show you to his cellar to admire his Super Tuscans and Chianti Classico wines -Craft Wine- and to the nearby Acetaia, a vinegar cellar, with old vinegar. Afterwards, experience a unique dining setting while taking in an amazing Tuscan panorama. You will taste organic specialties, such as the typical Lasagna with traditional sauces, crostini, local meats and cold cuts, legumes, seasonal vegetables, honey, and cheeses seasoned with an incredible aged balsamic vinegar. Wine will accompany this lunch every step of the way. Each of the four main courses and desserts will be paired with a different and distinctive glass of wine. We will conclude with ice cream and balsamic vinegar or other desserts. (This option will slightly reduce your time to visit the cities of Siena and San Gimignano, and exclude the possibility to visit the fortress of Monteriggioni). Duration: 2 hours •Stop At: Historic Center of San Gimignano, Tuscany. The beautiful stronghold of San Gimignano is one of the most popular tourist attractions in Tuscany. San Gimignano is a treasure of medieval architecture, frozen in time at 1300 AD. Above all, it is famous for its ancient towers, which still stand out from its skyline, earning it the nickname Manhattan of the Middle Ages. This is the last destination of the day, before returning to Florence. Duration: 1h30m

From Livorno: Siena and Chianti Day Trip with Wine Tasting

5. From Livorno: Siena and Chianti Day Trip with Wine Tasting

Immerse in a day of exploring rolling hills, medieval art, grapevines, and Tuscan flavors. Visit the main square and Gothic cathedral in Siena. Explore the breathtaking landscapes of Chianti. Visit a winery and have a tasting of different wines. Start your private day tour from the port of Livorno. Discover Siena's artistic and cultural heritage. Learn about the annual Palio horse race held there that attracts huge crowds. This medieval city is also home to architectural masterpieces including the Palazzo Pubblico, located in Piazza del Campo, with its Torre del Mangia. Explore the stunning Siena Cathedral, one of the few remaining examples of Italian Gothic architecture. Then, travel through the stunning hills of Chianti, a region famous for its scenery and vineyards. Arrive at a local winery to taste some Chianti and learn about how their grapes are produced. After a guided tour, indulge in a rich sampling of wines and delicious local produce, followed by the opportunity to purchase these local products. After a full day in Tuscany, be taken back to the port by your driver, in time to board your ship.

Rome: Day Trip to Siena & San Gimignano with Wine Tasting

6. Rome: Day Trip to Siena & San Gimignano with Wine Tasting

Full day private tour – food and wine tasting included Enjoy a full-day journey from Rome, through the Chianti hills, to visit the cities of Siena and San Gimignano. Siena, a beautiful medieval city in Italy. You will visit the heart of Siena and the central square known as “Piazza del Campo”, known worldwide for the famous “Palio”, a horse race twice around the square in a medieval style every summer. Siena is famous not only for its wine but also for its sweets: the “Panpepato”, “Panforte”, “Ricciarelli”. Stop for a good Italian coffee and taste a typical sweet of Siena. Continuation to San Gimignano, a UNESCO World Heritage Site, known as “The City of the Hundred Towers” and it still maintains its original features and timeless charm. Furthermore, the name ‘San Gimignano’ is linked to one of the most historical Tuscan wines:” La Vernaccia di San Gimignano”. Arriving in San Gimignano you will explore its charming medieval streets, visit the old center of this wonderful city where the famous Chianti wine is produced. Stop for a wine tasting and local products in a beautiful wine cellar: 10 different types of wine, then visit the estate and learn about the processing of the grapes. Lunch at the restaurant of the estate. Departure for Rome about 4:00 pm.

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