Luxury Italy Vacations 2024/2025

For many of us, Italy is high on the list of dream vacation destinations. Boasting dramatic landscapes in the Dolomites as well as the beautiful Tuscan countryside, you’ll also find plentiful vineyards, charming cities and fabulous food. Not to mention the fascinating culture and architecture just waiting to be explored in cities like Rome. With all this and more, it’s no surprise that Italy is a favorite for honeymooners and family vacations alike.

Italy

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.

So, whether you’re hoping to sink your toes into the sand on a relaxing Italy beach vacation or would like to try one of our unique tours, our travel experts will create the personalized 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.

view all tours

Meet Our Italy Experts

Our team of specialists are waiting to help you book your next adventure. Contact us today to start planning your personalized trip.

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

From the best time to visit to the best Italy destinations, read here for answers to some of your burning vacation questions.

  • When is the best month for a vacation to Italy?

    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.

  • Where are the best Italy beach vacations?

    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.

  • How do I book my Italy vacation?

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

  • Do you offer ski vacations in Italy?

    Yes! We offer Italy ski vacations 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.

  • Where are the best destinations for a honeymoon in Italy?

    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.

  • What if I want to book an Italy family vacation?

    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.

  • Where do your luxury Italy vacations fly from?

    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.

  • How much do your vacations to Italy cost?

    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 new Insider Hosted Journey in Italy

Explore our new Insider Hosted Journey in Italy

Discover Italy

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.

Call us on 212 660 0228 to start planning your holiday

Tuscany, Italy
Plan Your Italian Trip Today

Our team of travel specialists are waiting to help you book your next adventure

PLAN YOUR TRIP
Boat next to beach on Sicilian shore
Beach Holidays in Europe

Peruse our list of the best European Beach Vacations

READ MORE

Explore Our Expert Travel Guides

Honeymoons
Honeymoons

Whatever you have in mind for your honeymoon, Italy has it all. Embark on a luxurious, personalized post-wedding trip with Scott Dunn…

  • A luxury honeymoon in Italy that is unique to you
  • Experiences curated by local experts
  • Luxury honeymoons by award-winning specialists
  • Bespoke support from a dedicated team of travel experts
Explore
The Best Wine Regions in Italy
The Best Wine Regions in Italy

Fine food and even finer wine - for those passionate about either, there surely is no more idyllic location on earth than the sun-kissed rolling landscapes of Italy.

Explore
Family Vacations in Italy
Family Vacations in Italy

Each region of Italy offers something unique and exciting for families. Now it’s time to find out where a Scott Dunn family vacation in Italy will take yours...

  • Luxury family vacations to Italy that are personalized to you
  • Access to unique experiences
  • Seamless service and 24/7 support
  • Award-winning luxury travel provider
Explore

Why Scott Dunn?

Why SD and In the Know Icons_Unique
Unique to You
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.

Why SD and In the Know Icons_Service
Seamless Service
Seamless Service

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

Why SD and In the Know Icons_Collection
Carefully Curated Collection
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.

Why SD and In the Know Icons_Luxury
Luxury in Every Sense
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.