
Italy Luxury Tours & Adventures
Bespoke journeys through Italy’s most enchanting landscapes, rich history, and timeless elegance.

Luxury Travel to Italy
Private Trip to Italy as authentically as it gets
No matter how many times you go, Italy is a place that will stir the soul. The hum of an Alfa Romeo driving by, the sun-kissed terraces of the Amalfi Coast. It’s a place that speaks for itself, but why book your trip with us? Because it’s all in the details. Picture a sommelier-led tour of Rome’s hidden enoteche, a private table at Sarah Cicolini’s Appio-Latino, or a luxury picnic amid Sicily’s 2,000-year-old ruins. In the wild North, explore the Dolomites’ pale hills, chasing mountain air and star-filled skies. Whether you’re with family, friends, a partner, or on your own, we craft a travel experience that’s as unique as you are—not just a repeat of what’s been done before. We get there before you do and make sure everything is perfect.
Italy Sample Itineraries
Think of these luxury Italy journeys as just the beginning—a glimpse of what’s possible. Your adventure will be shaped, refined, and woven together like the finest Italian tapestry, crafted to reflect your rhythm, your curiosities, and your style. No two journeys are ever the same, because no two travelers are.
15 days: Dolomites to the Amalfi Coast
Explore Italy’s finest—from the alpine beauty of Cortina d’Ampezzo to Asolo’s medieval charm. Indulge in Capri’s luxury, Sorrento’s coastal allure, and Rome’s timeless history. A journey of culture, elegance, and breathtaking landscapes.
7 days: Rome, Florence and Tuscany
Discover Rome in style with a Vespa tour, luxury shopping, and iconic landmarks. In Florence, immerse yourself in Renaissance masterpieces. Retreat to Tuscany for a truffle hunting experience and the serene elegance of Borgo Pignano.
Where to go in Italy
Cortina D’Ampezzo
Cortina d’Ampezzo, the “Queen of the Dolomites,” enchants with alpine beauty and world-class skiing. Enjoy elegant boutiques, gourmet dining, and a lively après-ski scene. Stay at Faloria Mountain Resort, where luxury meets mountain charm. From thrilling slopes to serene spa retreats, Cortina offers an unforgettable escape.
venice
Venice captivates with its labyrinthine canals and faded palazzos, telling tales of a rich past. Beyond the crowds, intimate workshops and centuries-old craftsmanship reveal the city’s true soul. From Tintoretto’s masterpieces to the rhythm of hand-operated looms, authenticity thrives in hidden corners. To explore Venice is to uncover layers of artistry, tradition, and timeless beauty.
You can’t go wrong with Rome—a timeless masterpiece, eternally captivating and unmistakably Roman. For centuries, it has inspired travelers and stood as the heart of empires and cultures. Whether it’s your first visit or your fifteenth, Rome always leaves you wanting more, making it the perfect start or end to any Italian journey.
Rome
Capri
Visit the Gardens of Augustus with views of the island's rugged coastline and the Faraglioni, three iconic rock formations that rise from the sea. Take a chairlift to the top of Monte Solaro for breathtaking views of Capri and the surrounding coastline. Visit the charming town of Anacapri, explore the ruins of Villa Jovis and indulge in the island's delicious cuisine.

Travel to Italy
Recommended Stay
10 days
Best Months
Sept-Jun
Starting Price per Person per Day
$1,200+
From the Travelogue
Travel Entries That Inspire
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"Casewit spoke to the impact and importance of exploring the world outside your comfort zone. She inherited her love of travel from her trailblazing mother."
Travel+Leisure
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"The best part of hiking in Mallorca is the medieval villages you come across and the panoramic views, says Sarah Casewit.
The Zoe Report
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"For Sarah Casewit, who was born and raised in Morocco, the ritual of Atay Bi Nana is a way to remain connected to her roots and childhood memories."
Forbes