Explore Umbria with Us
Private Day Experiences
Private Day Experiences
Private Day Experiences
Easy to say yes to and effortless to love. Perfect for first-timers and curious explorers.
- Wine tasting + village walk
- Lake Trasimeno afternoon
- Artisan workshop
- Yoga + nature experience
Enjoy a slow, beautiful day — done right filled with small moments and big Umbria energy.
Insider Experiences
Private Day Experiences
Private Day Experiences
Hosted by locals and designed for connection. Where stories, food, and place come together.
- Private Montefalco wine experience
- Truffle hunt + lunch
- Hilltop towns + tastings
- Farm-to-table hosted lun
Go deeper. Feel more. Remember longer.Not touristy. Just incredibly personalized.
Signature Experiences
Private Day Experiences
Signature Experiences
Our most exclusive, unforgettable journeys. For travelers who want it all.
- VIP Day in Umbria
- Multi-day wine & culture immersion
- Chef-hosted private experiences
- Art, wellness & wine combined days
Rare access. Zero compromises.
Once-in-a-lifetime, without the cliché.
Our Favorite One-Day Immersion Experiences
Strada Del Sagrantino
Strada Del Sagrantino
Strada Del Sagrantino
Strada del Sagrantino Wine Day – boutique tastings, lazy vineyard lunch, optional olive oil/chocolate stop.
Tartufo My Love
Strada Del Sagrantino
Strada Del Sagrantino
Truffle Hunting + Farmhouse Feast – forage with dogs, cook + eat your finds, paired with local wines.
From Olive to Oil
Strada Del Sagrantino
From Olive to Oil
Olive Oil Immersion – grove walks, mill visit, tasting + cooking class.
Chocolate & more
Di Borgo In Borgo
From Olive to Oil
Perugia Foodie Crawl – cafés, street food, chocolate tasting, sunset aperitivo.
Di Borgo In Borgo
Di Borgo In Borgo
Di Borgo In Borgo
Medieval Town Hop – Assisi, Spello, Gubbio with artisan shops, frescoes, gelato + aperitivo built in.
Trasimeno Vibes
Di Borgo In Borgo
Di Borgo In Borgo
Lake Trasimeno by Boat – island hop + fish lunch, optional Cortona wine stop.
Insider Experiences
Cooking Classes
This isn’t just a cooking class. It’s your Italian fantasy, brought to life.
Step into a real Umbrian kitchen and learn to make fresh pasta by hand — guided by a local chef or nonna who’s been perfecting these recipes for generations.
Sit down to a long, unforgettable meal, celebrating with your favorite people over the dishes you’ve just created, paired with local wine and the best olive oil you’ve ever tasted.
From the earthy aroma of fresh truffles to the simplicity of ingredients sourced just steps away, this is the Italy most travelers never experience.
Come hungry. Leave with skills, stories, and memories that stay with you long after you’ve gone home.!
Cooking classes starting at $120 per person (minimum 2 guests)
Truffle Hunting
Embark on an unforgettable truffle-hunting adventure in the captivating woods of Umbria, Italy. Discover the time-honored tradition of truffle hunting, steeped in reverence for nature, before venturing into the sacred realm of the forest.
During the hunt, gain insights into the mystical allure and culinary significance of truffles. Our journey is a fusion of ancient traditions and gastronomic delights, where every step brings us closer to nature's bounty and Umbria's rich heritage.
After the exhilarating hunt, indulge in a gastronomic feast at the farm paired with wine tasting.
Join us in celebrating the decadence of Italian cuisine and the timeless allure of truffles, where every meal is a symphony of flavor and heritage.
Olive Oil Tasting
In the rolling hills of Umbria, olive oil is more than a staple—it is a living expression of the land. For centuries, families have cultivated olive groves that blanket the region’s slopes, producing oils celebrated for their freshness, balance, and character. An olive oil tasting here invites you to slow down and experience these traditions firsthand.
During a tasting, you’ll explore how climate, soil, and olive varieties shape each oil’s flavor. From delicate and buttery to vibrant and peppery, every bottle reflects a different corner of the Umbrian countryside. Guided by sight, aroma, and taste, you’ll learn to recognize quality, appreciate subtle nuances, and discover why freshly pressed extra-virgin olive oil is considered one of Italy’s greatest culinary treasures.
Whether drizzled over crusty bread or paired with local dishes, Umbrian olive oil captures the essence of the region—simple, authentic, and deeply rooted in its landscape. This tasting is not just about sampling oils; it’s about connecting with a tradition that has defined Umbrian culture for generations.
Explore more about Strada dell'Olio
Explore Off-the-beaten-path Umbria
Wander through local Borghi, connect with artisans, and delve into Umbria's traditions. Every moment is a brushstroke on the canvas of Italy's rich cultural tapestry.
We create personalized tours using our guides and private drivers, Drive, ride a Vespa or bike to visit the nearby villages like Cortona where they filmed "Under the Tuscan Sun",
Drive to Perugia, Assisi, Orvieto, or Siena and Pienza through the stunning countryside called Val d'Orcia.
While visiting the quaintest off-the-path villages, you'll learn about regional culture, traditions, and cuisine. You'll taste the unique Umbrian dishes offered by the restaurants that only locals know.
Wine Tasting
Are you ready for an authentic Umbrian wine adventure? Explore stunning wineries, taste exceptional vintages, and uncover the craftsmanship behind every bottle. Delight your palate with the finest wines this region has to offer.
We recommend visiting Viandante del Cielo, where you can wander terraced vineyards, explore the winery and barrel cellar, and finish with a tasting paired with local Lake Trasimeno dishes.
Di Colle In Colle: Rooted in a deep connection to Umbria, the Maccarelli family has transformed its love for the land into a thoughtful, organic project on the hills of Passignano sul Trasimeno and Tuoro sul Trasimeno. High-altitude vineyards and centuries-old olive groves thrive in a unique environment shaped by biodiverse woods, mineral-rich soils and the moderating influence of Lake Trasimeno, giving rise to wines of freshness, character and elegance, as well as refined extra virgin olive oil. Blending tradition with innovation and sustainability, the family’s modern winery and welcoming relais reflect a young, dynamic vision—one that celebrates authenticity, experimentation and a genuine sense of place.
MadreVite offers a natural winemaking experience with reds like Gamay del Trasimeno and Sangiovese, and whites such as Trebbiano Spoletino and Grechetto.
Cantina Berioli combines tradition and innovation with 12 hectares of organic vineyards, producing exquisite reds, whites, and dessert wines from handpicked grapes.
Cultural Events and Historical Festivals
Experiencing a local festival or fair in Italy is a must, from medieval parades and Renaissance costumes to patron saint celebrations. Umbria’s events often feature horseback games, flag tossing, and full village transformations, plus incredible local food celebrating seasonal harvests.
MAY
Calendimaggio, Assisi: Medieval-themed parades, singing, and dancing as rival city teams compete for the Palio prize.
Corsa dei Ceri, Gubbio: Thrilling candle-carrying race up Mount Ingino honoring Saint Ubaldo, followed by music, dance, and local treats.
JUNE
Infiorata, Spello: Streets bloom with vibrant flower carpets for Corpus Christi, paired with concerts and cultural events.
Renaissance Festival, Acquasparta: Processions, jousts, games, and culinary contests celebrate Renaissance history.
Infiorata, Città della Pieve: Floral artworks and musical performances honor Saint Luigi Gonzaga and kick off summer festivities.
Mercato delle Gaite, Bevagna: Medieval market, artisan workshops, and tavern competitions bring the past to life.
Festival dei Due Mondi, Spoleto: Opera, theatre, music, and exhibitions from international artists fill historic venues.
JULY
Umbria Jazz, Perugia: Ten days of world-class jazz concerts across the city’s squares and indoor venues.
Trasimeno Blues: Blues festival at Lake Trasimeno with daily live performances at stunning locations.
Palio delle Barche, Passignano sul Trasimeno: Rowing contests, flag-throwing, and celebrations reenact historic noble battles.
AUGUST
Palio dei Terzieri, Città della Pieve: Medieval horse race among three historic districts, culminating in the Ferragosto “Lancio della Sfida” ceremony.
Cruise the Trasimeno Lake
Spend a day on the lake, swimming and sunbathing, exploring the islands, and enjoying an aperitivo at sunset.
Rent a boat or book a private cruise
Rent a Stand Up Paddle or a kayak
Enjoy water sports like Kite!
Golf
Lamborghini – 9 & 18 holes | Green fees: €30–40
Ferruccio Lamborghini’s 9-hole course near Panicale spans 45 hectares of scenic Umbrian countryside with vineyards and forests. Features include a covered driving range, illuminated practice areas, and a modern clubhouse with bar, pro shop, billiards, and gym.
Antognolla – 18 & 9 holes | Green fees: €55–60
Designed by Robert Trent Jones Jr., Antognolla offers dramatic fairways, lakes, and panoramic views of a medieval castle. Its challenging layout suits all levels, with the signature 18th hole providing a thrilling finish.
Perugia Golf Club – 18 & 9 holes | Green fees: €50–60
Just 6 km from Perugia, this Par 72 course features gently rolling fairways and a historic clubhouse from 1921. Facilities include a restaurant, swimming pool, driving range, and full practice areas, perfect for a complete golfing experience.
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