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ITALY

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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.

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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.

A cross-border journey from Venice to the coves of the Adriatic: gondolas, yachts, and medieval romance.

ITALY & CROATIA
VENICE & CROATIAN ISLES

10 nights
from $17,400 per person, excl. flights

Traverse Italy from the peaks to the sea. Dolomites hiking, Tuscan villas, and coastal cruising in timeless style.

ITALY
ALPINE TO AMALFI

12 nights
from $13,600 per person, excl. flights

An exploration from Rome to Ravello. Private art tours, exclusive estates, and curated indulgence throughout.

ITALY
GRAND ITALIAN ODYSSEY

14 nights
from $22,800 per person, excl. flights

Alpine yoga, forest bathing, and spa sanctuaries among soaring limestone spires and wildflower meadows.

ITALY
SACRED PEAKS & STILLNESS

7 nights
from $8,400 per person, excl. flights

Circle Western Europe’s highest peak in alpine elegance. Epic trails by day, boutique lodges by night.

FRANCE, ITALY, SWITZERLAND
TOUR DU MONT BLANC

9 nights
from $7,400 per person, excl. flights

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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.

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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.

HOTEL CARUSO

An 11th-century palazzo perched 365 meters above Ravello, with 50 rooms, frescoed salons, terraced gardens, and an infinity pool at the cliff's edge that the hotel describes as suspended between sea and sky, which for once is not an exaggeration. The Belvedere Restaurant serves Campanian cuisine with views that make concentration difficult. The hotel's traditional wooden boat, Ercole, runs a complimentary daily tour along the coast for guests, which is a reasonable argument for spending at least one afternoon on the water. Jackie Kennedy stayed here. The view hasn't changed.

HOTEL DE RUSSIE

Built in 1818 on Via del Babuino between Piazza del Popolo and the Spanish Steps, with a discreet façade that conceals a 0.7-acre garden designed by Giuseppe Valadier, full of palm trees, citrus plants, climbing roses, and the occasional glimpse of ancient ruins. Two Michelin Keys, 122 rooms, and a cocktail bar, the Stravinskij, where the list of former regulars includes Picasso, Stravinsky, and Fellini. Le Jardin de Russie serves under the garden's canopy when the weather cooperates, which in Rome between May and September is most of the time. The kind of hotel that has been doing this long enough to make it look effortless.

BORGO DEI CONTI

On the edge of Umbria’s verdant valleys, Borgo dei Conti weaves gothic stonework and refined design into a timeless estate. Each suite juxtaposes antique finishes and contemporary elegance. Think infinity-pool sunsets over olive groves, artisan dinner tables beneath frescoed ceilings, and private gardens meant for slow mornings and tête-à-tête evenings. It’s luxury that feels intimate.

ADVENTURE,
ELEVATED.

Italy will feed you, challenge you, and occasionally terrify you on a via ferrata at 9,000 feet. Sometimes all in the same day. Let's build that trip.

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