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.

Take a break from Florence’s museums and escape to a trio of the most charming towns in Tuscany’s UNESCO-listed Val d’Orcia region. Taste prized red wine varietals like Nobile di Montepulciano and Brunello di Montalcino, stroll through medieval squares in Pienza, and sample authentic Tuscan fare on this all-inclusive tour that takes the planning and guesswork out of a day in wine country.

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.

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.

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.

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 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.

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.

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.

We provides the only dog friendly deluxe small group escorted tour in Italy. This itinerary was created for one single reason - to provide all pets and pet parents the services, care, experiences and support they need and deserve while enjoying a memorable vacation. Our deluxe escorted tour is the only one on the market providing a luxurious vacation including visits to world-famous destinations, wine tastings and cooking classes also designed for your dog! We provide first class transportation, private English speaking guides, skip-the-line entrance tickets, dog sitters, unique experiences, cooking classes, winery visits and tastings, pet cooking classes, gourmet lunches and dinners also for your little one!

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.

For those who love Italian wine and food. Thanks for the luxurious Mercedes Benz Minivan, in a completely private tour! Is also incredible knowledgeable about Italy and will have to be ready to answer anyway and give you interesting tips along the way! In addition, it´s also good to highlight we know to make this experience super value one!

Explore the beautiful Val d’Orcia just outside of Florence on this private full-day tour. Drive through the rolling countryside to visit the picturesque towns of Montepulciano, Pienza, and Montalcino. Sample wines from local vineyards and sit down to a delicious lunch made with fresh ingredients from the region. Discover the Tuscany that appears in movies and on postcards during this tour and admire the beautiful landscapes.

The UNESCO-listed countryside of the Val d’Orcia is some of the most scenic in Tuscany, but it’s easy to get lost when visiting this rural area on your own. Skip the hassle of navigating with this private tour that takes in the rolling hills and beautiful hill towns. Stop to visit Pienza and Montepulciano with a guide, learning about the famed culture and cuisine of these two historic villages.

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.

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.

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.

Experience this great FullDay Tour from Rome exploring the Southern Tuscany towns and countryside and see: • Montepulciano • Pienza • Chianciano Included: - Wine Tasting - Pecorino Cheese - EVO Oil Tasting Local tour guide included in Private option. Pickup and dropoff your accommodation. Private or Shared Tour available options. Worry-Free and Safe Private Tour Experience, operated only with: • Expert Professional English-Speaking Drivers • Selected local Expert Licensed Tour Guides • Welcoming by private licensed fully-insured air-conditioned comfortable Vehicles

A fantastic journey to discover the wonders of Italy. Exploring and visiting the oldest and most beautiful villages in Italy, the most historic, most beautiful cities of art and the Renaissance. The traditions of the peoples, delicious wine tastings and the tasting of the gastronomy of typical products in the different regions. Discover the best on a 10-night private and relaxing tour with departure and return to Rome, with driver, tour guide and luxury vehicle available for at least 10 hours a day. You will be amazed by visiting the enchanting cities of Rome, Montepulciano, Pienza, Siena, San Gimignano, Pisa, Genoa, Milan, Verona, Venice, Florence and Orvieto. It will be an unforgettable journey! exploring and comparing the various historical sites, rich in art, culture and tourist attractions that will remain forever in your heart. Prepare to admire and photograph in these 10 days of the itinerary, the largest cathedrals, museums, galleries, monuments, palaces, squares and most suggestive panoramas.

Spend the day away from Rome and travel to southern Tuscany and Pienza to visit a farm on this all-day tour. The small town of Pienza is known for its wine production and its food, especially pecorino cheese. Also visit a sheep farm where you will learn about cheese production.

An unforgettable journey exploring and visiting the oldest villages in Italy, the charm of Tuscany, the most important and Renaissance cities of art. The history and traditions of the peoples, the tastings of fine wines and delicious tastings of the gastronomy of typical products in the different regions. Discover the best in a private tour, comfortable and in complete relaxation, of 8 nights with departure and return to Rome, with driver, tour guide and luxury vehicle available for at least 10 hours a day. You will be amazed by visiting the enchanting cities of Rome, Bagnoregio, Pienza, Montepulciano, Siena, San Gimignano, Pisa, Florence, Venice and Orvieto. It will be a fantastic trip! Exploring and comparing the various historical sites, rich in art, culture and tourist attractions that will remain forever in your heart. Prepare to admire and photograph in these 8 days of the itinerary, the largest cathedrals, museums, galleries, monuments, palaces, squares and breathtaking panoramas.

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.

Born from a "dream of love and an idea of beauty", Pienza, the ideal city of the Italian Renaissance, is still today an intact testimony of an illustrious architectural project, commissioned by Pope Pius II Piccolomini and made concrete by the great Florentine architect Bernardo Rossellino. Built in a very limited period of time (1459-1462), the city of Pio is the result of a single master plan marked, by the will of the great humanist pope who gave it the name, by design criteria of harmony and aesthetic perfection still today. clearly visible in the small urban center that was Corsignano in the Middle Ages.