Luxury Vacations in Italy 2026/2027

Italy is notorious for its gorgeous year-round travel, that’s why we recommend basing the best month to visit Italy not off the weather, but rather on the experiences you want. If you’re looking for city escapes to Rome, Florence, and Venice to soak up the nation’s long history and vibrant culture, we recommend the spring and fall when the cities are quieter, but for iconic Italy beach vacations, it’s all about spending the summer by the coast.

Learn more on our best time to visit page.

If you’re dreaming of long sandy beaches for your Italy beach vacation, the southern regions of Puglia and Sicily are our favorite. Puglia is perfect for pairing with an Italy road trip and touring around the historical towns of Alberobello, Ostuni, Lecce, and Monopoli, while Sicily’s beaches will have you languidly lounging out on the sand, enjoying one of the best luxury beach hotels in Italy.

For a slightly different take, though still as popular, the Amalfi Coast boasts smaller, rocky, cliffside beaches that make for fun exploration and adventurous diving. Then, if you prefer to stay in the north, there are some truly lovely beaches on the Tuscan coast in the Porto Ercole area.

You can book your Italy vacation today by submitting an inquiry online or by calling us at the number listed below.

Yes! We offer Italy ski holidays in the Dolomites, a fantastic area for all travelers. Regardless of your ski competency, there are slopes and activities for everyone. Stay in a rustic refugio on a ski safari or at luxurious ski hotels like the Rosa Alpina or Hotel Tyrol.

Italy is a great destination for family vacations and is one of our specialties! From stunning luxury hotels with kids clubs to impeccably curated itineraries brimming with activities to satisfy the whole family, we’re equipped to handle it all.

We especially love a family vacation to one of Italy’s beaches. Puglia’s a friendly option for all ages, but older families will love exploring Sicily’s craggy rocks off-season. You can find out more in our Italy family guide.

We commonly book direct flights from Los Angeles to Rome, which takes roughly 13 hours. Onto the East Coast, we book direct flights to Rome from Chicago, Boston, Washington D.C., and New York, which takes around 8.5 hours or more.

Our luxury Italy vacations start at around $4,600 per person, but on average sit between $7,000 and $10,000 per person depending on the itinerary. View our sample tour itineraries to get an idea of what our luxury vacations to Italy include.

The best region for your luxury Italy vacation depends on the experiences you're looking for. For lounging on sandy beaches, Puglia and Sicily in the south are musts, but for history and buzzy cities, Florence, Rome and Venice towards the north offer firsthand insight into Italy’s modern daily life.

We recommend spending between 7 to 10 days exploring Italy if you are planning a multi-center Italy trip. Shorter trips work well for Italian city breaks, while longer vacations allow you to combine destinations such as Florence, Rome, Tuscany and the Amalfi Coast.

Italy's excellently connected rail network makes traveling between its major cities quick and comfortable. Exploring the countryside and smaller villages is best by car, either self-driving or with a private driver. Scott Dunn can arrange all transport as part of your itinerary so your vacation runs smoothly.

Yes. Every Italy vacation we create is personalize made, whether you'd like to combine Florence, Rome and Venice, pair Tuscany with the Amalfi Coast, or explore several regions on one multi-center Italy trip.