Luxury Holidays in Italy 2026/2027

Italy is notorious for its gorgeous year-round travel, that’s why we recommend basing the best time 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 Autumn when the cities are quieter, but for iconic Italian beach holidays, it’s all about spending the summer by the coast.

Learn more on our best time to visit page.

When it comes to Italian beach holidays, Puglia and Sicily are top of our list. Puglia is ideal for relaxation and perfect for pairing with an Italy road trip and touring around the historical towns of Alberobello, Ostuni, Lecce and Monopoli.

The southern coast is where Sicily’s beaches make their name. Soak up this treasure trove of history and culture while enjoying the beach. We recommend staying in Noto or Modica (famous for their chocolate), as well as pairing it with a few nights in Taormina upon arrival.

Yes! Our travel experts are well-placed to craft your dream Italian lakes holiday. We recommend visiting them from Spring to late Summer.

Lake Garda is perfect for those who want non-motorised water sports, like kayaking, and enjoy heading out for day hikes in the foothills of the nearby Dolomites – families with teens love this trip. Lake Como is our go-to place for couples. It holds a quieter, more intimate space, boasting gorgeous gardens and historical villas to wander around.

Yes! We offer Italy ski holidays in the Dolomites, a fantastic area for all travellers. 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 holidays 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 holiday 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 London to Rome, which takes roughly around 2.5 hours, and to other major airports in Italy. However, we can also book from Manchester to Naples, Venice, and Verona, which all have between 2.5 – 3 hours flight time.

You can book your holiday to Italy today by submitting an enquiry online or by calling the number listed below.

The best region for your luxury Italy holiday 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-centre Italy trip. Shorter trips work well for Italian city breaks, while longer holidays allow you to combine destinations such as Florence, Rome, Tuscany and the Amalfi Coast.

Italy's excellently connected rail network makes travelling 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 holiday runs smoothly.

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