From Rome’s monumental heritage to the quiet beauty of the Tuscan countryside, the artistic treasures of Florence, and the sunlit shores of the Amalfi Coast, Italy reveals a different character at every turn.
This private journey brings together celebrated landmarks, distinctive places to stay, and opportunities to discover Italy beyond the familiar. Explore the Colosseum and, where available, its historic Arena Floor; discover the slower rhythms of Cortona; experience Florence through its Renaissance masterpieces and culinary traditions; and see the Amalfi Coast from the water.
The difference lies in how each destination is experienced. From specialist knowledge and access opportunities to local encounters and time left deliberately unplanned, every element can be shaped around your priorities. Exceptional accommodation, private transportation, and selected experiences come together in a journey that balances cultural discovery with the freedom to enjoy Italy at your own pace.
A richer experience of Italy, shaped around what matters most to you.
Your Journey, Your Way
Each sample itinerary draws on our firsthand knowledge of Italy and the experiences we believe are worth your time. Use it as inspiration for a private journey designed around your interests, priorities and pace. Your Travel Designer will help you select the right destinations, accommodations and experiences, bringing them together in a journey that feels entirely your own.
Day 1-4
Rome rewards those who look beyond its monumental landmarks to discover the stories, details, and perspectives that make the Eternal City endlessly fascinating.
Explore the Colosseum, Palatine Hill, and Roman Forum with a private specialist who brings ancient Rome to life. A visit incorporating the Colosseum’s historic Arena Floor offers a particularly vivid perspective on the setting where gladiatorial contests once took place.
The city’s character also emerges through its legendary Seven Hills, whose contours have shaped Rome’s history and landscape for centuries. Panoramic viewpoints, elegant piazzas, secluded courtyards, and neighborhoods where daily life unfolds away from the busiest monuments offer other ways to discover the Eternal City.
Between its extraordinary landmarks, Rome invites you to slow down: linger over lunch, discover a neighborhood trattoria, or take time to appreciate the city’s everyday rituals. Its appeal lies as much in these quieter pleasures as in the grandeur of its past.
Day 4-6
After the energy of Rome, Cortona offers a welcome change of pace. Set above the Tuscan countryside, this hilltop town invites you to wander through medieval streets, pause in sunlit piazzas, and take in sweeping views across a landscape shaped by generations of farming and winemaking.
Explore artisan boutiques, discover the town’s historic character, and enjoy the pleasures of Tuscan cooking and local hospitality. Here, the experience is less about ticking off sights and more about allowing the atmosphere of a place to unfold.
Two nights create room to enjoy Cortona without treating it as a brief stop between destinations. There is time to discover the town itself, appreciate the surrounding countryside, and, if you wish, explore some of the region’s celebrated food and wine traditions.
Day 6 -9
Florence is a city where artistic genius is woven into its streets, palaces, and public squares. From the masterpieces of the Uffizi Gallery to the enduring beauty of the Ponte Vecchio, its extraordinary artistic legacy offers countless opportunities for discovery.
With an expert private guide, explore the works and stories that shaped Florence’s place in European art and culture. Beyond the celebrated museums, the city reveals another dimension through the workshops and traditions of the Oltrarno, where artisan craftsmanship remains part of its identity.
Florence is also a place to savor. Depending on your interests, a private market visit and cooking experience can introduce you to the ingredients and traditions behind Tuscan cuisine. Time beyond the historic center offers another perspective on the city, through its cafés, independent shops, and neighborhood life.
With three nights, there is room to appreciate Florence’s artistic riches without making every day a succession of appointments.
Day 9-12
The Amalfi Coast offers a striking change of scene: dramatic cliffs, pastel-colored villages, deep-blue waters, and terraces overlooking the Mediterranean. Here, the pleasure of travel lies not only in the places you visit, but in the time you have to enjoy them.
Discover the character of coastal towns such as Positano and Amalfi, pause for a leisurely seaside lunch, or explore the traditions behind the region’s celebrated lemons. Depending on your preferences, a boat excursion along the coastline can offer a different perspective on its villages and dramatic scenery, while a hands-on culinary experience can introduce you to the flavors and traditions of southern Italy.
There is also room to do very little. Enjoy a long lunch, return to your hotel for a quiet afternoon, or watch the changing light over the sea from your own terrace. Three nights allow the coast to be more than a final stop: it becomes an opportunity to slow down and enjoy Italy at a different rhythm.
There Is More to Discover
For those who wish to continue exploring Italy, this journey can open the way to further discoveries. Spend more time among Tuscany’s vineyards and historic towns, explore Venice’s waterways and artistic heritage, or extend your stay along the coast with additional time on Capri.
Your Travel Designer can help determine which destinations and experiences would complement the journey, creating a continuation that reflects your interests and the way you prefer to travel.
Explore our sample itineraries for further inspiration. Each offers a different perspective on Italy — and a starting point for a private journey designed around you.
The most rewarding journeys begin with thoughtful design and genuine local expertise. Discover Italy through bespoke private experiences and the trusted local relationships that open doors few travelers ever encounter.
Every journey begins with understanding what matters most to you. We design journeys through careful listening, trusted insight, and a deep understanding of the country we call home.
Go beyond the expected through long-standing local relationships that open doors to authentic experiences, exceptional places, and meaningful connections few travelers ever discover.
Luxury is not about excess, but meaningful experiences and refined comfort. Every journey blends thoughtful service with a deep connection to Italy's places, people, and traditions.
