Custom Italian Vacation

Didn't find your Dream Travel Package?
Let Our Italy Experts Tailor your Ideal Vacation

Menu Close Menu

Custom Luxury Vacations


Customize My Dates

Indulge in the sheer decadence of Italy’s breathtaking views, delectable cuisine, world class wines, and unparalleled sightseeing by personalizing a custom luxury vacation package. Once home to kings, sovereigns, and families of reigning dynasties, Italy still boasts many stunning palaces and medieval castles. Set against the backdrop of Italy’s rolling hills, endless skies, and cliffside views, these remnants of days gone by remind us that the elegance and nobility of Italia still reigns supreme. Every custom luxury vacation package we curate is customizable, personal, and reminiscent of Italian royalty. 

Help Me Plan My Luxury Trip to Italy

What To Expect From a Luxury Trip To Italy

There is no better way to fully immerse yourself into Italy’s lap of luxury than by letting our expert staff of native Italians plan your getaway. At Trips 2 Italy we prioritize your personal needs and wishes to craft a completely unique and tailored luxury experience. From air travel and private ground transportation to luxury accommodations in historic Italian cities, along with reservations at elegant dining establishments, we leave no detail unfinished. Our goal is to help our guests fully relax and soak up the tantalizing views, cuisine, and cultural experiences that Italy has to offer.

Each custom luxury vacation package includes an itinerary that is curated specifically to cater to your every desire. Each day is planned to bring new opportunities that allow our guests to experience the rich, lively, colorful world of Italia.

Whether you prefer intimate, private expeditions to some of Italy’s most romantic and secluded wineries or comprehensive, guided tours of iconic museums and historical sites, we can customize a getaway that is uniquely yours. It is our hope that at the end of your dream vacation, you and your travel companions feel as though your trip was fit for royalty.

Where To Visit On Your Trip To Italy

For luxury travel there is no country better than Italy. With 20 regions to choose from and a widely varied geography, there is literally something for everyone.

For a truly luxurious and once in a lifetime getaway, visit the infamous Italian Riviera. This section of Italy’s coastline, nestled within the Ligurian Sea, has long since been a hot spot for royalty, famous actors, award winning musicians, and more. With sparkling sapphire waters and unbelievable coastal views, the Italian Riviera is home to some of Italy’s most amazing travel destinations, such as Portofino and Cinque Terre. For an equally impressive beach retreat, consider the Amalfi Coast, home to charming Positano and the famed Blue Grotto on the Isle of Capri.

Adventurous outdoor enthusiasts will love our luxury ski vacations. Throughout the Dolomite mountains and the famed Italian Alps are a number of ski resorts, ranging in style from quaint and cozy to elegant and luxurious. With generally less tourists than the neighboring countries of Switzerland, France, and Austria, skiing in Italy provides an incredible experience in a hidden jewel of the Alps.To rest, recharge, and relax, consider a wine and food tour of Italy’s rolling hills of Tuscany. The heart of Italy’s wine production, Tuscany features incredible world class wines, rustic regional cuisine, and some of the best countryside views one could imagine. Your visit to Tuscany can include tours of local wineries, hands-on cooking classes, or simply scenic drives through the Tuscan hillside. With sprawling vineyards as far as the eye can see and winding roads, a luxury vacation to Tuscany promises picture perfect memories.

Help Me Plan My trip to Italy

Of course, there is always classic Italy – the history filled streets of Rome, the fairytale like canals of Venice, and the inspiring beauty of Florence. Planning a luxury vacation to any of these quintessential Italian locales means taking a walk through Italy’s rich cultural history. Your custom itinerary can be personalized to include stays in some of the cities’ best luxury villas as well as excursions to some of these iconic destinations’ most famous experiences, such as the ancient Roman Colosseum, gondola rides through Venice’s Grand Canal, and strolls to the Piazza della Signoria in Florence.

No matter where in Italy you choose to travel, Trips 2 Italy can arrange a vacation that includes all of the exciting experiences you’d expect with a touch of elegance and unparalleled class.

Why Trips 2 Italy?

Trips 2 Italy has been creating custom vacations for 15 years. Our team is made up of passionate, knowledgeable, and experienced travel experts who specialize in Italian getaways. We understand that when it comes to planning a luxury vacation, it is of the utmost importance that the experience be stress free and personal, because no two trips are like. We pride ourselves in providing luxury travel that is exquisite in every detail, including exclusive activities, locations, and experiences that are off the beaten path. We plan luxury travel in a way that only true Italians can. Whether you are celebrating a wedding or anniversary or are just looking to treat yourself to an amazing getaway, we promise that your custom luxury vacation package will be all that you’d expect.
Call Tommaso and his Team of Travel Experts! 

Let them help you plan the Italian vacation you've always dreamed of.


Italy Custom Tours and Vacations

Your Italian Vacation Starts Here