Top Umbria Holidays

This experience combines a tour of the Madonna del Latte winery just outside Orvieto with generous wine tastings. Take a guided walk through the vineyards and learn about the winery’s growing methods. Then, head to the wine and barrel cellars, the latter of which was carved into tuff-stone thousands of years ago. After the tour, taste five house-made wines.

Escape the crowds in Assisi and head to the scenic hillsides for a wine tasting overlooking the Umbria Valley. Connect with a local winemaking family and take a stroll through the estate’s vineyards and olive trees to enjoy the views. Then relax over an al fresco wine tasting featuring four different organic wines served with a selection of bruschette, extra-virgin olive oil, local cheeses and cold cuts.

Orvieto is known for its prestigious white and red wines, produced in the area’s rolling vineyards. Learn more about the history and production of local vintages with this tour and tasting at a family-run winery. Visit the vineyard and wine cellar, plus the unique barrel room that is set in an ancient Etruscan cave. End by tasting five wines paired with artisanal goat cheese sourced from a nearby organic farm.

This experience combines a tour of the Madonna del Latte winery just outside Orvieto with generous wine tastings. Take a guided walk through the vineyards and learn about the winery’s growing methods. Then, head to the wine and barrel cellars, the latter of which was carved into tuff-stone thousands of years ago. After the tour, taste four house-made wines and local cheeses and cold cuts from nearby producers.

While on vacation, it’s sometimes nice to pack in more than one activity per day. This guided tour of a local Perugia winery paired with wine and local food product tasting is comprehensive but takes just a few hours, so you can enjoy yourself and then head to the day’s next adventure. Choose from multiple departure times to suit your schedule and enjoy tastings of wine and local products included.

Discover Cortona on a private, fully curated luxury e-bike journey blending breathtaking Tuscan landscapes, culture,and authentic local experiences.Ride premium e-bikes along serene, scenic routes with a professional local expert who brings the region to life with stories, history, and insider knowledge far from crowded paths.Pause to admire charming corners and hidden views, feeling the rhythm of the rolling hills and medieval streets. The journey culminates at a refined, private winery where the owner welcomes you for a curated Tuscan lunch with no overlapping. Savor seasonal appetizers highlighting the finest local products, a thoughtfully prepared first course, dessert or gelato and coffee,paired with at least three glasses of Syrah from different vintages to reveal depth and character.Designed for couples, families, and discerning travelers, this is a seamless, immersive, and unforgettable way to experience Cortona—where every detail is crafted for comfort, privacy, and discovery.

Head to the Umbrian countryside for a day of fresh Italian food and cooking at an organic agriturismo (farm stay). Taking place at Il Fontanaro, this experience includes tastings of the farm’s award-winning olive oil and wine, a tour of the cellars, and a fresh pasta cooking class -- created with ingredients that you pick yourself from the garden.

This tour offers a unique combination of elite art and Umbrian lifestyle. Unlike the classic excursions, we take you to the beating heart of wine culture: Torgiano. We will visit the MUVIT, defined by the New York Times as the best wine museum in Italy, and the MOO, for an immersive journey through archaeology and the millennial history of oil. Accompanied by a certified Instructor and Guide, you will ride safely among the open-air sculptures of Brufa to the Tiber cycle path. The grand finale is a sensory experience at the Bar Context: tasting of oil, wine and local products with Jazz background and an exclusive gift. Choosing Renty Bike means experiencing authentic Umbria where the culture of the great museums meets the pleasure of vinyl.

Discover the world-class wines of Umbria, lesser-known but just as delicious as their Tuscan cousins. With this wine tour, visit 2 family-run wineries cellars to sample Sagrantino Montefalco DOCG, Montefalco Rosso, and other prestigious wines during informal guided tastings led by winemakers and sommeliers. Break up your tastings with a leisurely lunch featuring organic Umbrian specialties—served with local labels, of course!

Explore a historic underground tufa cellar in Orvieto city center showcasing antique winemaking tools, old barrels and a collection of vintage bottles. Then enjoy a relaxed wine tasting, just few steps from the Duomo church. The tasting features three wines from the Umbria, each presented with tasting notes, labels, grape varieties, production methods, and interesting facts. Among the wines presented is the traditional sweet wine Vin Santo. Each wine can be paired with local specialties such as cured meats, artisanal cheeses, and typical Umbrian cookies

Discover organic olive oil in Umbria! Tour our olive grove, learn about cultivation, enjoy a tasting of oils, wines, bruschette, local cheeses, cured meats, and traditional desserts

While bike tours cover a lot of ground, they can wear travelers out regardless of fitness level. This small-group tour saves you the trouble by traveling on pedal-assisted e-bikes along the backroads and country roads of the Olive Path Trail, which connects Spello to Assisi and the Umbrian Valley. Highlights include visiting the hilltop towns of Spello and Collepino, and stopping for lunch and olive oil and wine tastings at a local winery.

Discover the wine of Assisi during a tasting session, then finish on a high note with a picnic amid panoramic vineyards. Taking place at the SAIO Assisi “cantina” just outside the city, the 2-person experience starts with an intro to the estate’s wine and continues with a self-guided stroll through their vineyards to a lookout point; postcard-perfect views, a picnic of local produce, and your favorite wine awaits.

This exclusive private wine tour takes you from Cortona to the heart of the Chianti Classico Black Rooster, an iconic wine area rarely reached from this part of Tuscany. Travel in comfort with a local professional driver and enjoy a personalized journey through one of Tuscany’s most celebrated wine landscapes. The experience includes visits to three carefully selected Chianti Classico DOCG wineries, where you will enjoy guided cellar tours and premium wine tastings. Each winery offers a different perspective on the Black Rooster tradition, allowing you to discover the diversity, history, and craftsmanship behind authentic Chianti Classico wines. A traditional Tuscan lunch is included, perfectly paired with local wines and seasonal products, for a complete and immersive Chianti experience. Designed for travelers seeking authenticity, privacy, and high-quality wine experiences, this tour combines culture, scenery, and exceptional flavors in a relaxed and exclusive setting.

Immerse yourself in the natural beauty and abundance of Italy’s Umbria region on this private excursion. Visit a winery for a guided tour and wine pairing with locally cured meats in the cellar. Next, visit a traditional olive oil mill and see the process from olive to oil. Finally, sample locally produced Extra Virgin Olive Oils, and taste different varieties. This private tour is ideal for foodies and anyone looking for an authentic Italian experience.

Discover the authentic heart of Umbria riding a Vespa among the rolling hills of Bevagna and Montefalco. Follow the exclusive Roadbook, an intuitive Guide that will take you along scenic routes, safe and away from traffic, discovering hidden roads and unforgettable views. Live a unique experience among medieval villages, vineyards and breathtaking landscapes, with the freedom to explore at your own pace. The tour also includes a stop at a historic local winery, where you can taste fine wines and typical local products. An authentic and fun way to immerse yourself in the true essence of Umbria.

Starting from Assisi we go to explore the enchanting hills of Montefalco on a guided cycling tour through picturesque vineyards and breathtaking countryside. This immersive experience includes a visit to a renowned Sagrantino wine cellar in Bevagna, where you can savor local wines and delicacies in one of the most famous Montefalco cellars. With a duration of approximately 5 hours, this tour is designed for small groups of 2 to 8 participants, ensuring an intimate and personalized adventure. The journey covers 35 km with a moderate difficulty level, perfect for both novice and experienced cyclists. E-bike rental, helmet, and technical material are provided for your convenience. - Guided cycling tour through Montefalco's scenic vineyards - Visit to a famous Sagrantino wine cellar with tasting options - Suitable for small groups of 2 to 8 people, fostering a personal experience - Includes e-bike rental, helmet, and technical support material

Join this small-group experience to sample the wines of Umbria in a Perugian cellar alongside curated food pairings. Keep costs down by booking this group tour, but still have plenty of personal attention and lots of wine. You also hear about the local history and culture as you sample wines in an atmospheric setting.

On board the tuk tuk you will discover the colors and lights of Spello with a comfortable and fun vehicle! A tasting of local wine and oil will make this fantastic experience unique in an enchanting setting like Spello. A perfect trip for the whole family to enjoy! We will tell you the history, the principles and our methods of production and refinement, making you passionate about the wonderful Umbrian territory where you can take beautiful photos in memory of this fantastic experience

A guided tour led by people who work closely with wine on a daily basis. from the vineyards to the ageing cellar. The wine and extra virgin olive oil are certified organic.

Many short wine tours only visit a small part of a winery. This guided tour, on board electric off-road cars, offers the chance to cover more ground in less time as you drive through vineyards and olives groves to reach an ancient vineyard, dating from 217 B.C. Visit the cellar, learn about the wine-making process, and sample the wines.

The Assisi wine region is one of the most diverse in Umbria, producing a wide selection of red, white, and rosé wines. On this tour, gain a fascinating insight into Assisi’s winemaking history as you visit one of its oldest organic wineries. After exploring the winery and vineyards, enjoy a guided tasting of Assisi DOC and Umbria IGT organic wines, plus extra-virgin olive oil.

Try an innovative way of wine tourism. There is no need to drive around for hours looking for wineries that are often far from home. You can have a wine tasting directly in the comfort of your own home! All the labels in our portfolio are directly selected by us. The selected wineries are the result of trips, cellar visits, and stories told directly by the producers. The wines come from little-known wineries that are not easily found everywhere.