Sorry New York and Chicago: this is where pizza comes from. You may have heard of Neapolitan-style before, but you haven’t really tasted it until you explore each ingredient’s origin story, smell the fresh mozzarella and San Marzano tomatoes, and feel the elasticity of dough in your hands. Add that to the dreamy beaches, the Greek, Roman, Arab and Spanish influences, and the monumental wines of Sicily. This is Italy seen through a local’s eyes and foodie’s heart.
The Italy lesser-seen comes with unforgettable access to superb wines, volcano hikes, street-art walks, private boat rides, Greek theaters and a whole lot of pizza. In between exploring Mt Etna with a local volcanologist, learning the history behind the region’s most admirable medieval sites and gazing across lush Mediterranean vistas, you’ll get a hands-on look at what goes into making Sicily's unforgettable regional dishes.
Our Sicily and Naples is an adventure as flexible as you need: a journey of history and culture, romantic escape, family adventure, a master class in wine.
May, June, September and October offer warm and pleasant temperatures, ideal for outdoor exploration. July and August are busier, and warmer.
More art and history, more wine, more regional cuisine—or extra days in Tuscany, the Amalfi Coast or Campania, Piedmont, whatever suits your tastes.
Whether you want to explore deeper in Sicily—or explore farther afield in Rome, Tuscany, the Amalfi Coast, Piedmont and beyond—we’ll help craft your ideal experience.
Authentic, lovingly curated accommodations—we’ll relax and unwind under the gaze of a volcano in Sicily, and feel like we’re part of the vibrant story of Naples
In Sicily, even post offices are palaces. You’ll feel that fully, entering this magnificent, palatial former post office from 1920 in the perfect spot in historic Siracusa. It’s a joy to stay here. Sprawling rooms are decked with fine Italian designs, lounges have expansive views of the Mediterranean coastline.
Set at the foot of Mt Etna, your hotel is a luxurious mansion dating from the early 1700s. The chic rustic feel benefits from wood beam ceilings in its alluring interiors—the perfect place to set up while exploring the area’s best wineries and a hike up an active volcano.
Filled with antiques, modern art and Liberty stained glass, this 19th-century, neoclassical villa is the perfect spot right in the historic center of Naples.
We can plan a custom, private departure for any group size. Our custom trips are perfect for a couple wishing to travel on their own, a family, or a multi-generational group. If you’re looking to travel on one of our group departures on a private basis, a minimum number of travelers may apply.
Yes, we can craft an unforgettable milestone celebration or company retreat for groups as large as 40 or more.
Our level of curation, care, and in-country connections. We handle everything, overseeing your experience from beginning to end with the highest levels of ownership and responsibility. We support you every step of the way with comprehensive itineraries, detailed day-by-day descriptions, insider destination info, and 24/7 dedicated support.
Preferably six to nine months in advance and earlier for holiday travel. We stay in unique, in-demand boutique and luxury hotels where advance reservations are important to secure the best accommodations possible. We can help with last-minute travel planning, however availability may be limited.
We curate your MO/AD Private Departure to ensure the experiences are authentic, immersive, and included in your trip price. Your itinerary typically includes accommodations, airport transfers, private transportation for all day trips and excursions, privately guided tours with local guides, exclusive VIP access and activities, and meals as detailed in your itinerary.
MO/AD Private Departures typically cost $750 to $1,500 per person, per day, and vary by destination, time of year, number of people in your group, and types of activities you prefer.
MO/AD Private Departures do not include roundtrip airfare to/from your destination, travel insurance, gratuities for local guides, hotel incidentals, and any activities and meals not included in your itinerary.
After learning more about you, your interests, preferred style of travel, dates, and budget, we will present you with initial ideas and examples of what we can plan for you. In order to design a detailed itinerary and check availability, there is a $500 non-refundable planning deposit due. This will be applied to your final trip cost. Once your itinerary is perfect, we require a 25% non-refundable confirmation deposit to start confirming all of your arrangements. Many of our local partners and hotels require additional advance deposits to secure the best accommodations. The balance of your trip cost is due 90 days prior to travel.
US citizens do not require a visa to enter Italy as tourists for stays up to 90 days. The only requirement is a valid US passport. We recommend that your passport is valid for six calendar months beyond your planned departure date from Italy.
See our Terms & Conditions for complete details about our policies regarding your MO/AD Private Departure booking.