ITALY
Italy has a serious outdoors problem: nobody talks about it.
The outdoor infrastructure in Italy is quietly world-class and almost entirely overlooked by international travelers who come for the art and the pasta and leave without ever lacing up a boot. The Dolomites are among the most dramatic mountain landscapes on earth, with a via ferrata network that lets you climb sheer rock faces with the kind of exposure that would be headline news anywhere else. The Alta Via routes traverse the range over multiple days through terrain that makes the Alps feel approachable by comparison. In winter, the same mountains host skiing that competes with anything in Austria or Switzerland, usually with better food and fewer queues.
The Apennines running down the spine of the country are a different proposition entirely: quieter, wilder, and almost entirely off the international radar. The Abruzzo region in particular, with its national park protecting one of the last wolf and Marsican brown bear populations in Europe, is the kind of destination that stops experienced travelers cold when they first encounter it. The coastline of Calabria and the interior of Sicily carry a roughness and an authenticity that the more celebrated parts of the country have largely traded away.
We design Italy itineraries around that version of the country. The multi-day Dolomite traverse that earns the mountain hut dinner. The sea kayaking route along a coastline with no road access. The truffle hunt in Umbria that ends at a table in someone's farmhouse rather than a restaurant. Italy rewards the traveler who comes looking for more than the itinerary that everyone else is running, and there is considerably more here than most people ever find.
Itinerary inspirations
Each of these itineraries is a starting point — a canvas awaiting your colors. We’ll tailor every detail, from rhythm to route, until your journey feels unmistakably yours.
Ways to explore
Think of these as a glimpse of what’s possible. Together, we’ll design a journey that reflects your style and spirit.
BEYOND THE BEATEN STRADA
Venture beyond the well-trodden routes to uncover Italy’s quiet brilliance — the shepherd’s trails of Abruzzo, the Etruscan paths of Umbria, the silent ridgelines of the Dolomites. Here, hiking and biking blend with fine wine, rustic feasts, and nights under the stars — where beauty feels both ancient and immediate.
CULINARY IMMERSIONS
Step into kitchens where recipes are heirlooms and taste is the measure of time. From pasta-making with nonnas to private truffle hunts and farm-to-table dining in vineyard estates, Italy’s culinary soul reveals itself one course at a time — warm, generous, and profoundly rooted in place.
ART & ARCHITECTURE
Walk through living history, from Florence’s Renaissance masterpieces to Baroque splendor in Rome and sleek modernism in Milan. Whether with a private guide unlocking museum doors after hours or through intimate design ateliers, every encounter deepens your connection to Italy’s enduring creative pulse.
COASTAL ESCAPES & ISLAND ADVENTURES
Cruise the Amalfi Coast, dive the crystalline waters of Sardinia, or sail through Sicily’s Aeolian Isles. Each coastal journey is a study in contrast — rugged cliffs, pastel harbors, and tranquil coves — where la dolce vita plays out to the rhythm of the tides and the scent of sea salt and lemon.
Where you'll stay
We don't book beds. We select base camps. Every property here was chosen because it earns its place in the landscape and adds something to the journey that a different property simply couldn't. Some are remote. Some are remarkable. Most are both.
BORGO SANTO PIETRO
A 300-acre organically cultivated estate in the Val di Merse region of Tuscany, 40 minutes south of Siena, where medieval pilgrims once stopped to heal and rest. Twenty-two individually styled rooms and suites in a 13th-century villa, a Michelin-starred restaurant, holistic spa, organic skincare range Seed to Skin, and a working farm whose output appears on the table each evening. A Michelin-starred treehouse restaurant built around a magnificent oak, and a spa team that takes biodynamic cultivation as seriously as the kitchen does. The kind of Tuscan property that makes leaving feel like a minor tragedy.
RELAIS SAN MAURIZIO
A former monastery transformed into a serene luxury retreat, featuring Michelin-starred dining, vineyard panoramas, and a tranquil spa set among Barolo country.
IL BORRO TOSCANA
A privately owned medieval hamlet turned luxury estate, where organic vineyards, artisan workshops, and refined farm-to-table cuisine create an immersive Tuscan lifestyle experience rooted in heritage and sustainability.
