Top Assisi Holidays in 2026

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.

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.

Don't miss the opportunity to enjoy a walk in the Vineyard of Assisi and taste SAIO Assisi wines paired with exclusively local and handmade food specialties. The guided tasting let you know more about wine, the traditions and the history of this land. After the tasting let's enjoy a walk in the vineyards with a unique view on Saint Francis church just 800 mt from you,the whole city of Assisi, Santa Maria degli Angeli and Perugia on the background. The self guided-tour “Walk in the Vineyards” will guide you along the way discovering more about wine and viticulture and exploring the most panoramic area of the vineyards.

The medieval hill town of Assisi is rich in art and history, but most visitors don’t explore farther than the Basilica of St. Francis. With this walking tour, delve into both the UNESCO-listed church and the town’s other cultural treasures with the insights of a guide. Admire the basilica inside and out, plus visit the Basilica of St. Claire, the birthplace of St. Francis, Assisi’s spectacular Roman temple, and more.

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.

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

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.

Your own private table, set among certified organic vines and ancient olive trees, overlooking a 360° panorama of the Valley of Assisi. No crowds, no shared tables — just you, the Umbrian countryside, and a guided tasting of your estate wines, single-origin olive oil and aged balsamic paired with a seasonal menu rooted in centuries of local tradition. After lunch, the estate is yours to explore freely — vineyards, olive groves, and a dedicated app that brings every cultivar to life as you wander. What Makes This Experience Truly Exclusive Your own private table — no shared seating, ever Certified organic & biodynamic estate — Assisi DOC wines ️ 360° panoramic views over the Valley of Assisi Single-origin EVO oil & aged balsamic tasting alongside wines ‍‍ Hosted by the family and their team — personal, unhurried, genuine Post-lunch vineyard walk with dedicated app Always beautiful — indoor tasting room with panoramic windows as backup

Immerse yourself in the rich culinary heritage of Umbria with a hands-on cooking class that transforms you into a chef for the day. Under expert guidance, learn to craft traditional Italian dishes using age-old techniques and fresh, seasonal ingredients sourced directly from the land. Engage in practical sessions where you’ll master the art of preparing appetizers, pasta, second courses, and delectable desserts. Conclude your culinary journey by savoring your creations, paired with a selection of local wines, all in a warm and inviting atmosphere that celebrates the true essence of Umbrian gastronomy.

Talk with a professional sommelier about wine pairing and food. Our selection of products: Wines from Exceptional Years: Discover a range of fine wines, each representative of the best vintages. Our wines are selected to offer a complex and fascinating bouquet, which best expresses the unique character of the Umbrian territory. Cold cuts of absolute excellence: Delight your palate with a variety of artisanal cured meats, made with the best meats and perfectly seasoned. Each slice tells a story of tradition and passion, bringing the most authentic flavors of Umbria to the table. Supreme quality cheeses! The tasting experience: Our tasting is a sensorial journey designed to make you discover the most authentic and refined flavors of Italy and Umbria. We will guide you through the stories, traditions and peculiarities of each product. Each tasting will be an opportunity to appreciate the excellent quality and passion that lie behind these unique creations.

Travel through the green fields and vineyards of Umbria on a trekking bike, without the inhibition of glassed-in tour bus windows. You can focus on the scenery as your guide leads the way through Bevagna and listen to commentary on the area's medieval history. Visit an organic winery for a tasting and settle down for a provided picnic lunch in a scenic spot.

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

Join a certified sommelier and explore the boutique wineries in the hills surrounding Montefalco to meet with the winemakers and sample Sagrantino and other traditional wines from Umbria. Skip the hassle of trying to find these hidden wineries yourself with round-trip transportation from Assisi and visit two wineries for tours, tastings, and a family-style dinner featuring local specialties.