Tours and Trips in Montepulciano

Dating back to the Etruscan era, the medieval settlements of Montepulciano and UNESCO-listed Pienza are considered among Tuscany's prettiest hilltop towns - but reaching them from Rome without your own vehicle is a challenge. On this tour, visit both towns in comfort by air-conditioned minivan and enjoy free time to explore the historic streets at your leisure. Admire uninterrupted views over the Val d'Orcia, with round-trip travel from your Rome hotel included.

Explore southern Tuscany with your own private guide on a full-day wine and food tour from Siena. Visit Pienza, Val d'Orcia, Montalcino, and more as you take in small towns, a 14th-century monastery, and sample Brunello di Montalcino, the famous wine of the region. Ride in comfort in a luxury Mercedes vehicle with a private guide who shares the best of the region.

Delve into Tuscany's history and culture on a full-day private tour of Siena, Montalcino and Val d'Orcia. Depart early from Florence to take your time as you visit lovely towns, see stunning architecture, savor delicious food and wine, and learn about the places you visit from your informative driver-guide. In the Val d'Orcia region, you can enjoy the ambiance of towns such Pienza or Montepulciano. Your driver-guide customizes the tour itinerary to best suit your interests.

Come to discover italian typical flavors and taste the popular tuscan wine in the best wineries.

Enjoy a true taste of the Tuscany on a 3.5-hour dinner and wine tasting experience at a villa in the Florentine hills. Departing from Florence, a guide will lead the way to a 17th-century estate where you'll tour the grounds and learn the winemaker's secrets. In the private cellar, sip and swirl four limited-edition blends before topping off the night with a sumptuous 4-course Tuscan meal in the gardens. Your evening will conclude with drop-off back at your hotel in central Florence.

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.

Spend a day exploring the UNESCO listed Val d'Orcia region on a 10-hour tour from Rome.  Your Tuscan adventures begins with hotel pickup, followed by a comfortable drive past medieval castles and hilltop villages. Stop for private guided visits in the villages of Montepulciano and Pienza. Round out your day away from the busy city with a wine and bruschetta tasting at one of the region's most popular wineries.

Discover some of the highlights of Tuscany on this day trip from Florence by coach. Visit historical hill towns Pienza, Montalcino and Montepulciano; admire the gorgeous, vineyard-covered scenery of Orcia Valley (Val d'Orcia); and enjoy cheese and wine tastings as you stop at local wineries and other venues. It's a great day out in the Italian countryside.

Experience the best of Tuscany - cheese and wine, of course! - on this private tour from Siena. You'll admire fabulous scenery in the Val d'Orcia, learn about cheese making during a tour at an organic dairy farm, visit the World Heritage-listed town of Pienza, and enjoy tastings of the region's renowned Brunello wine during a cellar tour at a winery in the hilltop town of Montalcino. With a privately guided tour, enjoy a more personalized experience.