Luxury Italy Holidays 2025/2026

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, the Amalfi Coast is top of our list. Brimming with stunning coastlines, luxury hotels and breathtaking views, it never disappoints. For an added touch of glamour, you can hop aboard a private boat to Capri - our other favourite Italy beach destination - for some island delights, like underwater grottos and upscale shopping and dining

Yes! Our travel experts are well-placed to craft your dream Italian lakes holiday. We recommend visiting during the shoulder seasons in May to June and September to October.

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. We also highly suggest exploring the nearby romantic villages of Bellagio, Varenna and Menaggio.

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.

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

For a classic combination of countryside and coast, Tuscany and the Amalfi coast offer a romantic combination at a nice balanced cost – great for just after a big wedding. However, more active couples will love Lake Garda and the Dolomites for an intimate dose of stunning lake views and mountain vistas paired with some hiking and biking adventures.

Italy family holidays 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 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 Singapore to Milan and Rome, each with a flight time of approximately 12 hours. There is also a choice selection of airlines offering 1-stop transits from Singapore to Italy, which take around 15 to 16 hours to complete.

Our Italy luxury holidays start at around $6,600 per person, but on average sit between $10,000 and $15,000 per person depending on the itinerary. View our sample tour ideas to get an idea of what our luxury holidays to Italy include.

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