Enter the heart of Tuscany and discover medieval villages, ancient farming traditions, delicious local food and unforgettable landscapes. Driving past hills dotted with old vineyards and olive groves, we will reach the town of Castellina, visiting its historic square flanked by open galleries and wandering through its narrow streets. Just outside the village, in one of the area’s best-known vineyards, you will be guided through a short tasting of different wines of the Chianti area, as well as locally produced foods including extra virgin olive oil on Tuscan bread and lavender honey. Continuing along a scenic road we will pass the medieval village of Monteriggioni, as well as the unmistakable clay landscape of the Crete Senesi. From here we will pass along green rolling hills home with ancient villages along the route of 'Via Francigena'. After stopping at a local farm, you will be served a guided 2 course lunch-tasting of the renowned Rosso di Montalcino, Brunello and Supertuscan wines, as well as a selection of authentic products of the territory and a delicious homemade fruit pie. We will then visit local wine cellars, and take some free time to enjoy the beautiful surroundings. From there we will make a stop in the medieval village of Montalcino, and visit an imposing 14th century fortress that offers one of the most beautiful views onto Val d'Orcia. Finally, after another short drive, we will reach Montepulciano, perched high above the Val D'Orcia and Val di Chiana. Take some time to explore this town, renowned for its fine wine and elegant squares, before a visit to one of the many wine-cellars of the old town. Sample Menu - Appetizer: Selection of Bruschette - Main Course: Selection of local cold cuts and Cheeses - Tasting of 5 Tuscan wines including Supertuscan Sample Menu tasting - Tasting of 4 Tuscan wines including a Supertuscan - Bruschetta with extra-virgin olive oil and pecorino cheese with balsamic vinegar and chestnut honey

Explore the beauty of Tuscany in this tour from Florence to Siena, Castello di Monteriggioni, Chianti, and San Gimignano. Visit medieval towns and villages, and drive through idyllic vineyards, with the option to stop at an organic farm and winery for lunch. Meet your friendly guide at your accommodation and drive in an air-conditioned minivan to see the distinguished medieval architecture in Siena, like the seashell-shaped Piazza del Campo and Siena Cathedral before enjoying a scenic drive to Castello di Monteriggioni. Enjoy the small, fortified village and take a short stroll after lunch at one of the local restaurants. Travel along the Chianti wine road which is rich with castles and villages with a stop to admire a small medieval village surrounded by endless vineyards. Experience a unique dining setting while taking in an amazing Tuscan panorama with lunch at an organic farm in Castellina, with the lunch option. Journey to historic center of the picturesque medieval town of San Gimignano and see its ancient towers.

Amongst the vineyards and olive groves of Chianti, lie medieval towns and UNESCO heritage sites. Explore them all on a private, 8-hour tour of the Chianti countryside, Siena and San Gimignano. A truly private tour, you will begin your day with complimentary pick-up at your Florence hotel by chauffeured private vehicle. Your English-speaking driver is at your disposal for a maximum of 8 hours. Your first stop will be in Siena, a medieval town. Here you will meet with your private tour guide, who is at your disposal for a maximum of 2 hours. Your guide will take you through the historic city center, where you may admire the splendid palaces and other points of interest. Your tour of Siena will conclude in the Piazza del Campo, one of the most beautiful piazzas in the world. Here, you will find the Palazzo del Comune and have some free time to enjoy lunch. The journey to your next stop, San Gimignano, will take you through Chianti territory. Along the road you will find panoramic vistas, as well as lush vineyards and olive groves. Along the way to San Gimignano you may wish to stop and admire the fortified hamlet of Monteriggioni. This hamlet is a small jewel built in the 13th-century and still embraced by ancient walls. San Gimignano you will find is a UNESCO designated world heritage site. Here you will be given free time to take in the historically interesting medieval town planning, as well as the numerous towers. You will soon find out why this place is called the “Manhattan of the Middle Ages”. Touring this extraordinary region of Italy is a wonderful experience and the fact that this tour is entirely private makes it even more special.

Captivate all your senses on a full-day tour from Florence to the rolling hills of Tuscany. Visit medieval hamlets and historic towns, crammed with Renaissance pearls of art and architecture, and superb food and wine. Departing Florence, drive through the typical hils of the Tuscan countryside towards Siena. Known for its artistic treasures, and a listed UNESCO World Heritage Site, you will visit the shell-shaped Piazza del Campo to see the Municipal Palace and elegant Mangia Belltower rising above the square where the legendary Palio horse race takes place. Use your free time to visit the Cathedral, one of the most fabulous achievements of the 13th-15th centuries. Admire splendid buildings and ancient churches along narrow streets. Continue along scenic roads, passing the vineyards and olive groves of Chianti and on the top of the hill you can admire the 13th century hamlet of Monteriggioni, still surrounded by its original fortifications. Stop for a lunch of typical Chianti produce and wines at a local farm and winery. Next, visit San Gimignano, famous for its preserved medieval streets, and the stately towers which gave it the nickname “Manhattan of the Middle Ages.” End at the dazzling Piazza dei Miracoli in Pisa, where peerless marble masterpieces rise above the Cathedral, including the famous Leaning Tower and magnificent Baptistery. Sample Menu - Appetizer: Selection of local cold cuts, Tuscan “Bruschette”, Pecorino cheese, pickled vegetables, “Pappa al pomodoro” (Tomato soup) and omelette - Main Course: Fresh pasta with seasonal souce - Dessert: Cantucci biscuits and Vin Santo - Tasting of 3 Tuscan wines

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