Our journey begins in Rome at midday, where we gather for a relaxed welcome lunch at one of my favourite neighbourhood trattoria’s. Over plates of handmade pasta and glasses of wine, we ease into the rhythm of the week. From there, our private transfer carries us to Umbria’s rolling hills, where a restored farmhouse becomes our sanctuary.

As dusk settles, we gather on the terrace for a private chef-prepared welcome dinner. Expect a candlelit, multi-course feast shaped by the autumn harvest, earthy roasted flavours, and wines that mirror the season. Together we’ll toast to the days ahead, with each guest receiving a small seasonal gift as we set our intentions under the Umbrian stars.

The day begins gently, with breakfast al fresco in the courtyard: flaky cornetti, warm bread still fragrant from the oven, bowls of seasonal fruit, strong espresso, and fresh-pressed citrus juice.

By mid-morning, we slip into the Umbrian forest alongside a local truffle hunter and his loyal dogs. It’s a grounding, sensory experience, learning how to read the earth, follow instinct, and discover nature’s most elusive treasures.

Our efforts are rewarded with a long, truffle-laced lunch at the winery itself. Each course is shaped by what we’ve just unearthed, paired perfectly with the vineyard’s own wines, savoured beneath the shade of olive trees.

The afternoon is yours: lounge poolside, nap in the quiet, or sink into solitude with a journal. As the golden light returns, we gather with my friends Luisa and her family at their Olive Oil farm closeby to take apperitivo and a light dinner on thier working farm.

After a slow Italian breakfast to awaken the senses, we set off for Deruta, one of Umbria’s most beloved hilltop towns, famed for its centuries-old ceramic artistry. Here, you’ll step into the studios of local artisans, discover their techniques and stories, and have time to browse handmade treasures to bring home.

From there, the journey continues to a sister-run dairy farm nestled in the countryside, where tradition and sustainability thrive side by side. You’ll be guided through their cheesemaking process before gathering in the garden for a long-table lunch, a rustic feast of cheeses, charcuterie, wine, and seasonal delights, all with sweeping valley views.

The afternoon invites rest and stillness back at the farmhouse, or, for those with energy, a gentle wander through the medieval town of Todi. As the day closes, we gather once more, this time for an Italian BBQ feast overlooking the rolling hills.

This morning begins gently, with a morning Pilates class among the olive trees, free time to journal, rest, or stroll through the olive groves. After breakfast, we journey to a dreamy flower farm tucked into the rolling hills. There, we’ll walk the rows with the grower, learn about seasonal blooms, and create our own bouquets from what’s thriving in the fields. It’s a morning rooted in nature, creativity, and soft connection. Lunch is served right on the flower farm, a joyful, garden-to-table celebration of what’s in season, infused with florals and the freshest produce.

Return to the farmhouse for rest, a swim, or a quiet corner.

Tonight, we roll up our sleeves and embrace the fun: it’s pizza night! Our in-house chef will guide us through dough-making and toppings before we gather for a laughter-filled evening, with our own handmade pizzas shared under the stars.

After a light breakfast we set off toward Montefalco’s wine country for a truly unforgettable experience. My dear friend Wendy will welcome us into her kitchen and vineyard for an intimate cooking class. Together, we’ll prepare a traditional Umbrian menu, sip wine, and learn recipes passed down through generations.

The reward for our efforts? A long, laughter-filled lunch savoured among the vines, a celebration of connection, creativity, and shared joy.

Later, we return to the villa and ease into a slower rhythm. As evening settles, we gather for a relaxed dinner of rustic charcuterie boards and regional wines, simple, soulful, and full of flavour.

After an optional morning walk and breakfast, we set off for the rolling hills of the Val d’Orcia, a region that feels like stepping into a painting. Our first stop is Pienza, a postcard-perfect town filled with flower boxes, linen dresses, handmade ceramics, and artisan shops. You’ll have time to wander, shop, and soak in its timeless charm.

For lunch, we’re welcomed at a family-run, farm-to-table restaurant perched above the valley. Here, we’ll indulge in a three-course feast of fresh pasta, the dairy fresh from the farm, and organic wine, all set against one of the most breathtaking backdrops in Italy.

The afternoon is yours back at the villa whether you choose to read, swim, nap, or simply reflect.

As the sun dips low, we gather for a farewell dinner, a sunset celebration brimming with warmth, a hand curated menu, and memories shared under candlelight.

We’ll share one final breakfast together warm bread, strong espresso, and lingering conversation before goodbyes. Our private transfer will return us to Rome, but no one leaves empty-handed. We part with full hearts, new friendships, and the flavours of Italy still lingering. My hope is that you carry a little piece of this place home in the way you cook, gather, and move through the world.