Top Umbria Private Sightseeing Tours - page 2

Umbria’s capital city, lively Perugia offers a range of attractions, from Etruscan–era fortifications and the Rocca Paolina (a medieval fortress and present-day cultural hub) to annual jazz and chocolate festivals. On this private walking tour, get a first-hand experience of the city’s charms, see its major sights, and learn about its long history.

Embark on an exclusive journey through the heart of Italy where cultural richness, picturesque landscapes and historical wonders come together. Your adventure begins as you depart from the iconic city of Rome, leaving behind the hustle and bustle for the tranquility of Assisi. Explore the UNESCO World Heritage site, the Basilica of Saint Francis, soaking in the serenity of this sacred town. Next, venture to the enchanting town of Orvieto, perched atop a volcanic plateau. Marvel at the captivating Duomo, a masterpiece of Italian Gothic architecture, as you wander its narrow streets. This private day trip is a voyage through time, allowing you to uncover the layers of history and spirituality that define these remarkable destinations. Immerse yourself in the magic of Assisi and the allure of Orvieto on this exclusive day trip from Rome. Let the beauty of these historical gems captivate your senses, creating memories that will linger long after your return.

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.

Discover the rich layers of history in Assisi on this 75-minute self-guided walking tour. Journey through ancient Roman ruins, medieval churches, and Renaissance landmarks as you explore the city’s transformation from a battleground to a beacon of peace. You'll trace the footsteps of saints like Francis and Clare, hear of WWII resistance efforts, and visit iconic sites including the Basilica of San Francesco and the Roman Temple of Minerva. Along scenic streets and hidden corners, the tour reveals how devotion, rebellion, and resilience shaped this UNESCO World Heritage site and its enduring spiritual legacy.

Perugia, the capital of Umbria, is a city of infinite cultural facets, as well as one of the Italian cradles of medieval and Renaissance art. Together we will be able to explore the Noble Collegio del Cambio and discover the secrets of the Renaissance art of Perugino, one of the most appreciated artistic personalities of his time. But there is much more on the horizon ... such as the Umbria Jazz festival and the renowned Eurochocolate event. It will be an exciting experience to explore the secret environments of Rocca Paolina together!

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.

Combine tours of Assisi and Spello with personalized attention on this private tour. With a guide leading you on a thoughtful itinerary, you'll get to know the best of both towns. Learn about the history and culture of each town through commentary tailored to your interests while viewing the Renaissance paintings and 14th-century frescoes.

Of all Italian hill towns perhaps Orvieto is the most photogenic and easiest to walk around. Largely pedestrianized and flat, it is easily covered on foot. The medieval streets and alleyways have both imposing palaces and quaint, modest townhouses. Orvieto is full of surprises: round that corner, you catch sight of the imposing Gothic facade of the cathedral for the first time; at the end of an alleyway is the entrance to a Renaissance courtyard; over there is the entrance to an ancient Etruscan tomb. Your photography teacher has lived here for 15 years and knows the place intimately. He has taught photography for 20 years and has been a pro since graduating from photography college in 1977. From the city walls, there are stunning views of the surrounding countryside with vineyards, olive groves, and picturesque villas and farms across two regions, Tuscany and Umbria.

Discover the timeless charm of Orvieto on our engaging 2-hour external tour, led by a knowledgeable local guide. Stroll through the picturesque streets as our guide shares fascinating stories and insights about the city's rich history and medieval heritage. From the iconic Duomo to the great Tower of the Moor and St. Patrick's Well, immerse yourself in the beauty and culture of this enchanting Italian town. With panoramic vistas that will take your breath away and tales of knights, noble families, and medieval battles, Orvieto is a destination like no other. Book your tour today and experience the magic of Orvieto with us.

This unforgettable excursion will give you the chance to leave the beaten path and take an inside look at Francis' real way of life. He took Jesus' message of simplicity and non-materialism to heart and challenged the decadence of the Roman Church. It will be an authentic experience for those travelers who are not in a hurry and have time to listen to the silence.

Filled with historic architecture and steeped in tradition, discover the peaceful and picturesque town of Assisi on this sedate walking tour. Uncover art and ancient Roman temples, see the medieval castle of Rocca Maggiore and explore the basilica of St. Francis—the patron saint of animals—and then the basilica of Santa Chiara, where his tomb lies.

Discover the history and highlights of the Basilica of Saint Francis of Assisi on this guided tour. Learn how Saint Francis started a huge cultural revolution that continues to inspire, plus explore the city of Assisi and see its landmarks of Christianity such as the Basilica of St. Clare, as you take in beautiful panoramic views.

Maximize time in Umbria with a private walking tour of Todi, a hilltop town in the Tiber Valley. Learn about the town’s history, including its prosperity during the Middle Ages, as you see landmarks including the Cathedral of Saint Mary. Skip the hassle of navigating and follow your local guide.

Take a break from the bustle of Rome and visit two medieval hill towns in a single day with this private day trip with a dedicated driver. Save time with hotel pickup and head directly to Civita di Bagnoregio to visit the timeless clifftop village at your own pace. Then continue on to Orvieto, where you’ll have free time to visit the magnificent cathedral and other landmarks, plus shop for souvenirs and relax over lunch (own expense).

Extra-virgin olive oil produced on the hillsides of Umbria is so prized that it is known as “green gold”. With this experience, connect with a local farming family to visit their organic olive estate and explore the world of Umbrian olive oil. Stroll through the groves to see how olive trees have been cultivated for centuries, then learn to recognize premium olive oil with a guided tasting of both oil and wine.

The handsome medieval hill town of Perugia is a maze of winding alleys and stairs, where it’s easy to get lost for a first-time traveler. With this walking tour, skip the hassle of following a map and guidebook and take in the city’s old town in just two hours with a local guide. Admire highlights like the cathedral, Fontana Maggiore, and Palazzo dei Priori and learn about the city’s role in Italian history.

Our drivers with luxury cars speaking English Italian Spanish have a special permit to arrive in front of your cruise. Sit back and reacquaint yourself with the journey. Port permit is included in the price Beware of imitations . many drivers do not have a permit and you will be dropped off at the stop free bus (15 minutes from the port in the sun or rain)

Discover Umbria in a unique way, traveling aboard a Vespa 125 through the enchanting views of the Monte Subasio Regional Park. The itinerary begins in Bevagna with a brief briefing about the operation of our Roadbook (self-guide) and our wasps. After that you will be ready to derive towards Spello, a picturesque medieval village. Continuing, enjoy a panoramic climb through olive groves, villages and woods. You will stop for a lunch surrounded by nature. Your adventure culminates with a visit to Assisi, before returning to the valley.

San Francesco was an extraordinary man and in this tour we will get to know the places where he lived and where he rests today. Together we will go to the discovery of a man and an extraordinary city.

Spoleto is known all over the world for the scenic Piazza Duomo, one of the venues of the famous Festival dei Due Mondi and for the imposing Rocca Albornoziana which, together with the Ponte delle Torri, can be considered among the most interesting monuments of Umbria. In this tour you can discover the beauties of this unique city in the world in 2 hours

Today we'll visit Perugia, the capital of Umbria. It is worth visiting not only for the beauty of its hilltop setting, but also for its fine old buildings. Before it came under Roman rule, ancient Perusia was one of the 12 cities of the Etruscan federation and considerable sections of the Etruscan walls, which extended for 2,800 meters around the town, have been preserved. Perugia is known to the art world as the center of the Umbrian School of Painting in the 15th and 16th centuries and its leading members, Pietro Vannucci and Bernardino Betti both worked here. Lunch in typical restaurant after the guided tour of Perugia. During our time in Perugia, we’ll take a visit to Perugina Chocolate House, located inside the renowned Perugina chocolate factory. A magic place to taste fine chocolate and enjoy a rich collection of pictures, labels, posters, gift boxes and special old machines to produce the chocolate and its most famous product the “bacio”.

A wealthy young man renouces his wealth in a public square, a teenage girl escapes through a door of the dead by moonlight, and a cycling champion hides forged documents in his bicycle frame. This self-guided audio walking tour of Assisi traces these stories through the actual streets where they happened. The tour covers about 3km, mostly downhill, with stories at every stop from a Roman amphitheater buried under medieval houses to the internet-age saint buried in his jeans and sneakers. Start whenever you like, pause for truffle pasta or shopping, and pick up right where you left off. This walking tour allows you to discover the city and ends conveniently at the Basilica of Saint Francis which you can then enter and experience at your own pace. Over 20,000 travelers have explored with your audio walking tours, and a full refund guarantee means there's nothing to lose. If you want to understand Assisi rather than just photograph it, this is your walk.

The highest waterfall in Europe, the Marmore Falls is one of Umbria’s most famous sights and a popular day trip from Assisi. With this tour, learn how the ancient Romans engineered these falls more than 2,000 years ago and spot native flora and fauna as you stroll along the Ring of the Nymphs and Meeting of the Waters trails with your guide.

We will leave from Piazza Italia to walk to Rocca Paolina, an imposing Renaissance fortress. Once we have reached the historic center of Perugia, we will be able to take a coffee break with a good espresso or a cup of hot chocolate. We are in the so-called "City of Chocolate"! The most popular tourist points of interest in the city where you prefer to linger the most. Some of the most characteristic corners are via dell'Acquedotto, one of the most famous streets in the center, or the Arco Augusto, the oldest of all the walls. After a walk we will stop in front of the Fontana Maggiore, considered one of the most beautiful in Italy. Finally, we will conclude the tour by observing the buildings that overlook the square, among which the Cathedral and the Palazzo dei Priori stand out.