Luxury Italy Vacations and Tours 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.

Depending on the type of honeymoon in Italy you’re looking for, there are a few Italy honeymoon destinations we recommend.

For a more active honeymoon, head to the Dolomites for mountain vistas and hiking and biking adventures, then pair with a city stay in Venice and an Italian lake break at Lake Garda for stunning views.

If you’re looking for glamor and ultimate luxury, then head to the Amalfi Coast where you can indulge in private boat trips to Capri and relax by the crystal-clear waters. However, if you’re a newlywed seeking a bit of privacy, trendy Milan coupled with a tranquil, secluded stay in Lake Como is just the ticket.

Italy family vacations are our specialty! 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 cultural hubs. Rome is fantastic for all ages while you explore ruins with an archaeologist, indulge in delicious food markets, and see iconic landmarks. The Tuscan countryside is perfect for those with older kids, who will adore wandering the hilltop villages and cooking classes at the boutique hotels.

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.