Luxury Italy Vacations and Tours 2025/2026
Stretch out along the Mediterranean sea, amble through vibrant cities, indulging in culinary traditions, and ski the dramatic peaks of the Dolomites on a luxury vacation in Italy with Scott Dunn.
- Private tours for honeymooners and families alike
- 5-star collection of hotels and resorts
- Experts in all types of holidays – from city breaks to beach trips
- 24/7 access to expert support
If you’re ready to discover this nation’s rich history, a tour of Florence, the birthplace of the Renaissance, offers many treats for visitors. Meanwhile, for a combination of cosmopolitan cafe culture, charming boutiques and romantic gondola rides, let Venice, the city of water, capture your imagination.
Dreaming of an Italy vacation by the sea? The stunningly beautiful Amalfi Coast stands out for its rugged cliffs, brightly colored houses, hillside lemon groves and olive trees - all tumbling down to a sparkling aquamarine sea. The enchanting island of Sicily is another magical destination, replete with art, history, breathtaking views and, as always in Italy, superb food.
Chasing adventure? Northern Italy delivers with dramatic peaks, world-class skiing, and après ski to Michelin-starred dining Alpine-style. Visit the Dolomites for a ski network of 12 resorts, 460 lifts, and more than 760 miles of runs to explore. Enjoy luxury resorts slopeside as a couple or bring the whole family to enjoy expert-led excursions and ski safaris across scenic vistas.
So, whether you’re eager to wander Italy’s storied cities or ready to venture into the hills on a privately guided tour, we’ll shape it all into one seamless experience. Our travel experts curate every detail, connecting destinations for the bespoke break you’ve always wanted.
The Best Tours in Italy
Ever dreamed of spending your days in sun-drenched Italy sampling delectable wines from beautiful countryside vineyards? Or taking in the breathtaking colors of the ocean from Positano, Aperol Spritz in hand? Whatever Italy luxury tour you’d love to try, we know the best Italy vacation spots, and our experts can craft you a trip that truly exceeds expectations.
Top Hotels for Luxury Italy Vacations
At Scott Dunn, you’ll have your pick of the very best luxury hotels in Italy, all tried and tested by our travel experts. Whether you’re searching for a laidback Italy coast vacation, top-class service at 5-star hotels, or want to rest your head at a beachside resort, we’ll find the perfect choice for you.

Family Vacations in Italy
We can design your Italy family vacation around activities for every age - from hands-on pizza making in Naples to skiing the Dolomites or uncovering Rome’s past on guided history tours. Whatever the region, whatever the season, there are experiences that bring everyone together.
Top Things to Do in Italy
What Our Guests Have Said
Key Information About Italy
- Best time to visit: Year-round
- Flight time: 8.5 hours from the East Coast, 13+ hours from the West Coast
- Time difference: +6 hours EST, +9 hours PST
- Currency: Euros
FAQs About Your Luxury Italy Vacation
-
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.
Explore Our Expert Travel Guides

Our team of travel specialists are waiting to help you book your next adventure.
Call us on 858 345 1764 to start planning your vacation
More Guides and Inspiration
Why Scott Dunn for Italy Vacations?

Unique to You

- We listen to your travel goals and craft unique trips that are personalized to you.
- We’re with you every step of your life’s travel journey, from honeymoons to family trips and beyond.

Seamless Service

- Global offices in the UK, US, Singapore, and Hong Kong for 24/7 seamless service.
- We offer flexibility if your plans change so you can book with confidence and peace of mind.

Carefully Curated Collection

- We’ve curated an elevated collection of accommodation, experiences, and guides.
- Committed to fostering close global relationships to continue bringing you unique experiences.

Luxury in Every Sense

- We deliver a sense of luxury that matters most to you.
- Awarded Condé Nast Traveler’s Top Travel Specialists in the World 12 years in a row.