Day Trips from Siena to Montepulciano

Taste your way through Tuscany with this full-day wine tour of Pienza and Montepulciano from Siena. Visit the charming town of Pienza and stop for one wine tasting each in Montepulciano. You also enjoy plenty of free time to explore each village on your own.

Discover Tuscany's stunning landscape, culinary delights and UNESCO-listed sites on a day trip to Montepulciano and Pienza from Siena. Led by a local guide, admire the architectural gems of the Val d'Orcia region and stop at a dairy farm for lunch and samples of salty Pecorino cheese. Conclude your trip in the scenic hill town of Montepulciano, with an optional visit to a winery. Group size is limited to eight people, ensuring personalized attention from your guide.

Explore Tuscany beyond Florence or Siena with a full-day wine tour. Get picked up at your hotel for a small-group tour to visit local wineries and relax over lunch in the town of Montepulciano. Learn about how wine is made and taste regional specialties including Brunello. Meet the people behind the wine without the hassle of a rental car or navigating between wineries.

Explore the Val d'Orcia Region of Tuscany on a private, full-day tour. Stop in Montepulciano to soak up the history of the medieval town and visit a winery where you taste the region’s wines. Sit down for a traditional Tuscan lunch before continuing on to Pienza, a fifteenth-century village filled with antique shops and known to be the birthplace of Pecorino cheese. Finally stop in Montalcino and tastethe sought after Brunello di Montalcino wines while you admire the vineyards and olive groves.

Optimize your travel time with this private transfer that breaks up the trip from Siena to Rome with stops in Orvieto and Civita di Bagnoregio to sightsee, shop, and dine. Enjoy hassle-free pickup at your hotel or other accommodation in Siena and enjoy views of the Tuscan countryside as you head south. Stop for free time to explore Orvieto and Civita before drop-off at your final destination in Rome.

Follow us inside the rolling Tuscan landscape, amidst wine, art, Middle Ages, Renaissance and history visiting Cortona and "the secret underground cellars" of Montepulciano. You will taste the best wines of our Region and meal with a typical tuscan lunch. The beautiful and untouched landscape is the absolute protagonist in Val d' Orcia. This area of Tuscany boasts of endless rolling hills covered with grain or sunflowers, a rich green valley which encompasses the Orcia river. First we will explore the South of Tuscany and visit the Medieval town of Cortona. Later we'll visit the "Underground Wonders" of Montepulciano (The Historic Cellars of the city) where you will find gigantic oak barrels, in which the famous Vino Nobile di Montepulciano DOCG “rest”. In Montepulciano we'll have also a first and a second wine tasting experience in two differerent cellars, with a delicious tuscan lunch. (Pecorino cheese, bruschettas, ham, cold cuts, always with the best wines of our Region).

The hills south of Siena are home to some of Tuscany’s most prestigious wines, but navigating the country roads to visit the local wineries on your own can be a challenge. With this tour, leave the driving to a professional and visit three historic wineries in Montepulciano and Montalcino for tours, tastings, and lunch. Break up your cellar visits with a stop in Pienza for a pecorino cheese experience.