Pienza Tours and Activities

Take a Tuscany tour from Rome and see the best of the captivating Val d’Orcia region, near Siena. With a local guide at your side, discover countryside where historic hilltowns perch on sun-drenched hills and Tuscan farms dot the landscape. Visit the wine towns of Montepulciano and Montalcino, and enjoy free time to explore Pienza, a UNESCO World Heritage Site.  Wine tasting and lunch at a farm is included.

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 wine country of fabled Tuscany on this action-packed guided day trip from Rome. Ride aboard a luxury minivan with your small group and knowledgeable driver – tour escort hearing about the history of Tuscany and about its legendary wine production. Visit the hilltop towns of Montepulciano and Bagno Vignoni and indulge in some tastings along the way. Visit the enchanting hill-town of Pienza, a UNESCO World Heritage-listed site. This is a small-group tour ensuring plenty of attention from your driver-tour escort.

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.

Journey to the origins some of Italy’s most celebrated ‘vino’ on a private, full-day tour designed for wine lovers and connoisseurs. Visit the medieval town of Montalcino for a gourmet lunch and tasting of famed Brunello di Montalcino wine. Continue through Tuscany’s World Heritage-listed Val d’Orcia region to reach Montepulciano, known for its Nobile di Montepulciano wine, and taste this prized elixir at a winery. Learn about the area’s history and winemaking heritage from a private guide, and meet local producers for an immersive tasting experience. Price is per group, with a maximum of either three or eight passengers, depending on season and vehicle type.

Leave the planning and driving to someone else on this daylong winery tour specializing in Brunello di Montalcino—a wine produced in the vineyards around the town of Montalcino. Visit historic wine cellars and vineyards, have lunch in a winery in the hill town of Montalcino itself, and visit a winery in the nearby Nobile di Montepulciano area for good measure.

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.

Discover Tuscany’s renowned wine country on a day trip from Florence with a small group. Led by a driver-tour escort, venture to the town of Montepulciano by minivan and stop at a rustic wine cellar to taste the area’s vino di nobile blends. Then head to Montalcino area to sample three Brunello di Montalcino wines. Top off your day with a stroll to Pienza, a beautiful Renaissance hill town and home to the famous Pienza Pecorino cheese. Numbers are limited to eight people to keep this experience as intimate as possible.

Experience the sights and flavors of Tuscany on a full-day tour from Florence that takes you through the Val d'Orcia region to the elegant Renaissance architecture of Montepulciano. Explore the history of Montalcino’s imposing fortress and the jewel-box village of Pienza, savoring the bounty of the Val d’Orcia region with tastings of local wines and specialty foods along the way.

As a native of this area, my idea for these photography workshops emerged from my familiarity with both the land and the people who make it memorable. Photographing the local landscapes is very fulfilling: this is one of Italy’s most photogenic areas. However, having the chance to photograph the people who live and work here is what makes your experience with me unique. At the same time, you will learn to use your camera in different situations, as taking a photo of a landscape requires different skills than photographing a farmer milking his sheep. The light is different, the framing is different, the subject is different. My experience as a photographer and background as a storyteller and reportage photographer feed into my workshops, and you will go home not only with landscape photography but also with the stories that your images narrate. My best advice? Take one of my workshops at the beginning of your holiday, so that you can practice what you learned in the days that follow.

Escape the hustle and bustle of Rome for a day, and indulge in a luxurious trip to Tuscany, when you book this private tour. Meet your guide directly at your accommodation, and travel through the scenery in a Wi-Fi-equipped Mercedes. Your first destination is the Montepulciano wine region. Visit a celebrated local winery, go for a tour of its cellars, and then taste numerous different bottles, alongside an array of snacks. Then, head for lunch in the town of Montepulciano (own expense) before continuing onward to Pienza.

Taste your way through Tuscany with this full-day wine tour of Montalcino, Pienza, and Montepulciano from Siena. Visit the charming town of Pienza and stop for one wine tasting each in Montepulciano and Montalcino.

Travel through the Val d'Orcia region of Tuscany with the benefit of your own private guide on this full-day tour from Florence. Receive personalized attention as you visit picturesque towns including Montepulciano, Pienza, and Montalcino. Stop into a winery, go wine tasting, and stroll through streets lined with centuries-old buildings in a region that has been designated a UNESCO World Heritage Site.

Taste your way through some of Tuscany’s finest wine regions and most charming medieval villages on this private, full-day tour from Florence. Drive through the scenic Orcia Valley and visit the birthplaces of prized Brunello di Montalcino and Nobile di Montepulciano red wines. Whether you want to explore the medieval villages, tour historic wine cellars and vineyards or savor a farm-fresh lunch, a private driver and guide will customize the itinerary to create a perfect day in the Tuscan countryside. Price is per group, based on a maximum of 7 passengers per vehicle.

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.

Exchange bustling Rome for Tuscany’s countryside on this private day trip. Learn about this historical wine region and travel by rolling hills, vineyards, and hilltop villages to visit the medieval towns of Montepulciano and Pienza, with their Renaissance piazzas and churches. Enjoy lunch at a trattoria and finish with wine tastings at a winery of your choice. A customizable itinerary, air-conditioned minivan transport, and Rome hotel pickup and drop-off included.

Benefit from a private full-day tour of Tuscany with round-trip transportation from Siena. Have free time during your visits to Montalcino, Pienza, and Montepulciano, and have the option to stop for lunch, and wine or cheese tastings in the countryside. Travel in comfort in an air-conditioned private vehicle with hotel pickup and drop-off included.

When your cruise ship docks in Rome, visit southern Tuscany to sample the region’s renowned wines and food with the ease of a private full-day tour to the towns of Chianciano and Montepulciano. Relax with round-trip transportation by private luxury vehicle and hear commentary from your local guide. Stop into the tasting rooms of an olive oil producer and winery to try a variety of extra-virgin olive oils, wines, and chocolate.

Escape the bustle of Rome for a full-day tour in the southern countryside of Tuscany. Visit the historic town of Pienza and taste local flavors including pecorino cheese. Continue to the medieval town of Montepulciano and see Renaissance palaces and charming squares. Stop at a wine cellar to taste a variety of local wines including Rosso di Montepulciano.

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.

Discover the natural beauty of Italy's Val d'Orcia on this private tour that introduces you to the postcard-perfect scenery of rolling hills and vineyards. You'll visit the towns of Montepulciano, Pienza, and Montalcino; tour a winery; and enjoy included wine tastings and a Tuscan lunch for a well-rounded experience in this UNESCO World Heritage–listed valley.

Escape the bustle of the city and journey to Italy’s most celebrated wine districts during this scenic day trip to Tuscany. Visit family-run wineries and learn about centuries of wine-making traditions while strolling through the picturesque towns of Montalcino, Pienza, and Montepulciano. Tours are fully customizable, allowing you to choose between wine tastings and sightseeing visits, with add-ons like savory Tuscan lunches.

This small group tour discovers the medieval villages of Tuscany. On the way to Siena, you'll have the chance to visit Tivoli, a wonderful village in the suburbs of Rome and Orvieto with its wonderful Cathedral. After visiting Siena, it's time to discover San Gimignano, a place of great wine cellars and old palaces and Volterra, major centre of the Etruscans. Included is an excursion to the Chianti Valley with wine tasting and the walled town of Lucca. On the last day, discover Pienza, the gate of entry to the Val d'Orcia, Montepulciano and Montalcino with its fortress and places to taste Montalcino red wine. The tour ends returning to Rome. Departures on May 6th, July 8th, August 5th and October 7th are also available with tour director in Portuguese.

Travelling in Val d'Orcia is an unforgettable experience. Your eyes become dazzled by the beauty of the colours of this land, unsurprisingly a UNESCO World Heritage Site. This tour has been created for you to discover the most painted corner of Tuscany, made of enchanted landscapes, tree-lined avenues. Sunrises and sunsets of extraordinary, unique colours in the world are one great addition when wandering the road from Montepulciano to Montalcino through Pienza, considered one of the most amazing routes of Italy.