Umbria Food and Wine Tour with Chef Walter

La Dolce Vita in Verde: A Food & Wine Tour of Umbria

8 Days & 7 Nights in Gubbio, Umbria

The Stone City's Secret: A Food & Wine Immersion

Home Base-Gubbio

Leave the USA on May 11, 2027

Tucked in the rolling hills of central Italy lies Umbria—the "Green Heart of Italy"—a land of ancient stone towns, truffle-filled forests, and a culinary soul yet to be fully discovered. This journey offers not merely a tour but a chef inspired gastronomic adventure that serves as a pilgrimage for the palate.

Taste the Land

Join a truffle hunting tour in Norcia, where you can hunt for black truffles with a trifolao. Savor world-class salumi, hand-roll umbricelli pasta, and taste peppery olive oil fresh from a centuries-old mill. Each delectable bite embodies the rich story of the Umbrian culinary experience.

Drink the Tradition

Umbria’s volcanic soil yields remarkable Sagrantino wines, ranging from the crisp whites of Orvieto to the powerful, mysterious Sagrantino of Montefalco, each displaying unique depth and elegance.

Live the Dream

Imagine long, laughter-filled lunches at family-run farmhouses, golden sunsets over vineyards, and a glass raised high as stories are shared—creating a connection to the land that runs deep.

Come to Umbria with an empty stomach and an open heart—and leave enchanted by the taste of Italy’s undiscovered soul.

Preliminary Program

Day 1 – Wednesday: Benvenuti a Gubbio!

Your journey begins in the shadow of Monte Ingino, where Gubbio's ancient stone walls rise like a fairy tale from the Umbrian hills. The air carries the scent of wood smoke and roasting chestnuts as you arrive in this perfectly preserved medieval gem.

Arrival & Orientation — Settle into your accommodations and soak in the timeless atmosphere of this 2,000-year-old city. Welcome Aperitivo in Piazza Grande — Raise your first glass of Prosecco in one of Italy's most dramatic squares, suspended on massive medieval arches with views stretching across the valley. Welcome Dinner in Gubbio — Gather around a candlelit table for your first taste of authentic Umbrian cuisine—umbricelli al tartufo, slow-roasted meats, and local Sagrantino wine.

Day 2 – Thursday: Gualdo Tadino + Fossato di Vico

Hidden Gems of the Umbrian Countryside. Today we venture into two of Umbria's charming small towns, where life moves leisurely and every corner reveals centuries of history.

Breakfast — Fuel up with fresh pastries, local honey, and expertly pulled espresso. Culture and History Walk — Stroll the quiet streets of Gualdo Tadino, home to the Museo Civico and the stunning Rocca Flea fortress, then uncover Fossato di Vico's ancient Roman roots.

Lunch — Enjoy a midday meal at a local trattoria, sampling handmade pasta and seasonal vegetables. Break — Return to Gubbio for some rest or a gentle stroll through its winding alleys. Wine Tasting — Sample the region’s finest labels at a boutique cantina, understanding the stories behind each bottle. Cooking Class — Roll up your sleeves to master the art of torta al testo, the ancient flatbread made on a stone griddle with wild greens and sausage.

Day 3 – Friday: Matelica, Marche

Where Umbria Meets Le Marche. As we cross into Le Marche, discover Matelica—a town brimming with elegant palazzos, Renaissance art, and celebrated Verdicchio wine. Breakfast — Start your day with a traditional Italian colazione. History and Culture Walk — Explore the beautifully preserved medieval center, including Matelica’s Duomo and the Piersanti Museum's hidden treasures. Lunch — Indulge in Le Marche’s unique flavors, perfectly paired with the crisp, mineral-driven Verdicchio di Matelica. Break — Enjoy a moment to relax. Winery Tasting — Visit a family-run estate and savor the region’s signature white wines, known for their elegance and longevity. Free Evening to Relax in Gubbio — Return to your welcoming home and cherish a peaceful evening at your own pace.

Day 4 – Saturday: Gubbio

The Stone City from Above. Ascend Monte Ingino via funicular, taking in sweeping views over the terracotta rooftops to the Basilica of Sant'Ubaldo—the heart of Gubbio’s cherished festival. Breakfast — Begin with a hearty meal to fuel your discoveries. Guided History and Culture Walk — Wander through the medieval heart of Gubbio: the Palazzo dei Consoli, the Roman Theatre, and the legendary Fountain of the Mad. Lunch — Relish a rustic meal in a family-run osteria. Break — Time to rest, reflect, or watch life unfold from a sun-kissed piazza. Wine and Olive Oil Tasting — Savor Umbria's liquid gold—peppery, vibrant olive oil alongside robust local wines. Cooking Class — Discover the secrets of umbricelli, the thick pasta that holds Gubbio's richest sauces.

Day 5 – Sunday: Assisi + Spello

In the Footsteps of Saints. Journey to Assisi, the esteemed hometown of St. Francis, where pilgrims have sought peace for centuries. Breakfast — Morning nourishment before a day of spiritual and cultural exploration. Mass in the Assisi Basilica — Attend Mass in the stunning Basilica of St. Francis, surrounded by Giotto's luminous frescoes (if applicable). Lunch — Enjoy a meal in Assisi's historic center. Visit Spello — Explore this flower-clad hill town, known for its Roman gates, medieval towers, and breathtaking frescoes at Baglioni Chapel. Dessert Tasting — Delight in pinoccate (pine nut cookies) and other Umbrian sweets. Dinner in Gubbio — Return home for a warming evening meal.

Day 6 – Monday: Montefalco

The Balcony of Umbria. Perched high above the vineyards, Montefalco provides panoramic views of the Umbrian valley—and the bold Sagrantino, the region’s most powerful red wine. Breakfast — A cheerful morning. History and Culture Walk — Explore Montefalco's circular medieval walls, Museo Civico, and the church of Sant'Agostino. Lunch — Enjoy a hearty midday meal paired with the local ruby-red wines.

Break — Rest and prepare for an afternoon of tasting. Wine Tasting with Local Cuisine — Uncover the full-bodied, tannic Sagrantino di Montefalco and its rare sweet counterpart, Sagrantino Passito, complemented by artisan cheeses, cured meats, and fresh bread.

Day 7 – Tuesday: Perugia

Umbria's Vibrant Capital. Perugia bustles with youthful energy, fueled by its renowned university and chocolate tradition. Today we will explore its Etruscan roots, Renaissance palaces, and irresistible confectionery shops. Breakfast — A full day begins with energy. History and Culture Walk — Meander down Corso Vannucci, admire Fontana Maggiore, and delve into the subterranean Rocca Paolina. Lunch — Enjoy a lively meal in Perugia's historic center. Break — Recharge before an afternoon of shopping. Shopping for Ceramics & Local Crafts — Explore artisan workshops for hand-painted ceramics, textiles, and leather goods. Chocolate Tasting — Visit the birthplace of Baci Perugina and sample Italy’s most famous chocolate kiss. Farewell Dinner in Gubbio — Toast to new friendships and unforgettable memories with a final glass of Sagrantino.

Day 8 – Wednesday: Arrivederci, Gubbio!

As morning light catches the stone walls for one last time, say goodbye to the city that welcomed you like family. Breakfast — Enjoy a final Italian breakfast. Departure — Our driver will take you to the bus station for your journey to Rome's FCO Airport, Termina

Arrivederci, Gubbio. Until we meet again.