Luxury Italian Vacations
Private Luxury Italian Packages
Experience Italy Beyond the Guidebooks. At 58 Stars Travel we book experiences that make you feel Italian. We bring authenticity by curating the best guides who know the most popular sites and the small hole in the wall places that others can only dream about.

Our Most Beloved Italian Destinations

Embark on a journey to the heart of Italy with our specially curated vacations to the country’s most beloved cities. From the ancient streets of Rome to the serene canals of Venice, the vibrant art scene of Florence, and the bustling markets of Milan, Italy’s cities are treasure troves of culture, history, and unparalleled beauty.
Our exclusive, customized travel itineraries are designed to offer you an immersive experience into Italian life, allowing you to explore the iconic landmarks, savor the exquisite cuisine, and engage with the rich traditions that make each city uniquely enchanting.
Whether you’re seeking romance, adventure, or the pure joy of discovery, our vacations promise to fulfill your dreams of an authentic Italian getaway. Let us guide you through Italy’s most popular cities, where every corner tells a story and every moment is a chance to feel Italian at heart.

Rome
Revel in the eternal luxury of Rome, where ancient history and contemporary luxury blend seamlessly, offering an exquisite escape into a world of unparalleled cultural richness and gourmet delights. Wander through its storied streets to uncover exclusive boutiques, Michelin-starred dining, and private tours of the Vatican’s treasures.

Florence
Experience the cradle of the Renaissance in Florence, where art, architecture, and artisanal craftsmanship converge to create a uniquely luxurious voyage through history. Immerse yourself in sumptuous accommodations that offer breathtaking views of the Arno River, and exclusive access to the city’s renowned museums and galleries.

Tuscany
Indulge in the rustic elegance of Tuscany, with its rolling hills, vineyard-clad landscapes, and villas, offering a serene retreat into Italy’s heartland of gastronomy and fine wine. Enjoy personalized wine tours, gourmet cooking classes, and horseback riding through picturesque countryside, all tailored to your tastes.

Amalfi Coast
Embrace the epitome of Mediterranean luxury along the Amalfi Coast, where dramatic cliffs meet the azure sea, and chic resorts offer sublime relaxation and breathtaking views. Explore quaint fishing villages, indulge in fresh seafood delicacies, and set sail on private yachts to secluded beaches for an unparalleled experience.

Sicily
Discover the diverse beauty of Sicily, an island adorned with ancient ruins, baroque cities, and luxurious seaside resorts, all set against the backdrop of Mount Etna’s majestic presence. Delight in exclusive culinary tours, private archaeological excursions, and stays in exquisite hotels that embody Sicilian elegance.

Venice
Lose yourself in the romantic allure of Venice, where luxurious palazzos, enchanting gondola rides, and lavish celebrations make every moment an unforgettable celebration of life. Experience the city’s legendary art and music scene with VIP access to private galleries and performances in historic venues.

Milan
Step into the world of high fashion and sophistication in Milan, Italy’s cosmopolitan heart, where luxury shopping, avant-garde design, and vibrant nightlife await. Stay in iconic designer hotels, enjoy bespoke shopping experiences, and dine at exclusive rooftop restaurants with panoramic city views.

Lake Como
Retreat to the tranquil luxury of Lake Como, where glamorous villas and lush gardens line the crystal-clear waters, offering an idyllic escape into Italy’s most picturesque landscapes. Charter a private boat to explore hidden coves, visit historic estates, and relax in spa resorts that offer treatments inspired by the natural beauty of the region.

Puglia
Immerse yourself in the understated elegance of Puglia, where luxury meets the untouched beauty of Italy’s southern charm. Here, amidst ancient olive groves and azure coastlines, exclusive resorts and private villas offer a serene escape into a world of exquisite cuisine, rich history, and bespoke experiences, promising an unforgettable retreat into Italy’s hidden gem.

“I love Europe. It’s one of those places that I find something new every time I’m there and will continue to explore it throughout the rest of my life!”

“I love traveling which led me to become a travel advisor. Exploring new cultures, seeing new places…nothing can beat it!”

My goal is to help you discover new worlds by challenging your senses, enriching your mind, and inspiring your soul.

“Sharing my travel experiences brings me great joy, and I love conveying my excitement to clients as we plan their next adventure.”
Let’s talk about where you want to go. We’ll craft your itinerary from there.
Italian Vacations: FAQ
Absolutely, tours in Italy offer unparalleled opportunities to experience the country’s rich history, stunning architecture, and world-renowned cuisine through the eyes of local experts. They provide unique insights and access to hidden gems that might otherwise be missed, making them a valuable addition to any Italian vacation.
The best way to vacation in Italy is by blending planned experiences, like guided tours and museum visits, with spontaneous adventures, allowing for leisurely exploration of its charming streets, local markets, and breathtaking landscapes. Embracing both the iconic sights and the everyday Italian lifestyle will give you a deeply enriching and authentic experience of Italy’s diverse regions.
Hiring a private tour guide in Italy can greatly enhance your experience, offering personalized insights into the country’s rich history, culture, and local secrets. A private guide can tailor the tour to your interests, help you navigate the language barrier, and provide access to experiences that aren’t available to the general public, making it a worthwhile investment for those seeking a deeper understanding and enjoyment of their Italian adventure.
While many Italians in tourist areas speak English, having a translator or learning basic Italian phrases can enrich your vacation, facilitating smoother interactions and a deeper connection with the local culture. For a more immersive experience or in less touristy areas, a translator or a translation app can be invaluable in ensuring clear communication and enhancing your overall experience.
The ideal length for a vacation in Italy varies depending on your interests and the regions you wish to explore, but a period of 10 to 14 days is recommended to truly experience the diversity of the country. This timeframe allows for a leisurely exploration of Italy’s major cities, such as Rome, Florence, and Venice, along with time to discover the charm of smaller towns and the breathtaking countryside, ensuring a well-rounded and fulfilling Italian adventure.
The best places to vacation in Italy include the historic cities of Rome, Florence, and Venice, where art, culture, and history come alive. The picturesque Amalfi Coast and the stunning landscapes of Tuscany offer breathtaking scenery and exquisite cuisine. For those seeking a blend of beaches, ancient ruins, and vibrant local life, Sicily and Sardinia are unmatched. Each destination offers its own unique charm, promising an unforgettable experience tailored to every traveler’s desires.
Absolutely, a food tour in Italy is highly recommended as it offers a delicious pathway to understanding the country’s rich cultural heritage and regional diversities. Guided by local experts, you’ll explore authentic flavors, learn the stories behind traditional dishes, and discover hidden culinary gems that you might not find on your own. It’s a perfect way to immerse yourself in the Italian way of life and savor the true essence of its varied gastronomy.
Yes, using public transportation in Italy is a practical and efficient way to explore cities and many regions. Italy’s extensive network of trains, buses, and metro systems in larger cities offers a cost-effective and convenient option for getting around, allowing you to experience the country like a local. It’s especially recommended for visiting major urban centers where parking can be difficult and traffic heavy. Plus, it provides a unique opportunity to immerse yourself in the Italian way of life.
Renting a car in Italy can be a great option if you plan to explore the countryside or visit regions less accessible by public transport, such as Tuscany, the Amalfi Coast, or Sicily. It offers flexibility to travel at your own pace and discover off-the-beaten-path gems. However, be mindful of driving in cities where traffic can be challenging and parking scarce. For city visits, public transportation and walking might be more convenient, and for those preferring not to navigate the streets themselves, hiring a driver or using a private car service can offer a stress-free alternative.

Your Journey, Our Assurance: Worry-Free Travel
Choosing to plan your luxury family vacation through 58 Stars Travel Agency means having a partner to help oversee your trip – even when things don’t go according to plan.
When you choose to book your own travel arrangements, the responsibility for every aspect of your trip – from flights and accommodations to activities and contingencies for unforeseen events like adverse weather, flight cancellations, or missed connections – falls squarely on your shoulders. But when you entrust us with planning your journey, this burden is lifted. With us as your dedicated point of contact throughout your vacation, you gain the advantage of having a single source of support and expertise.
When it comes to booking your flights, we have established direct connections with airlines, enabling us to effortlessly manage any adjustments or enhancements to your travel plans. Our established relationships and access to airline resources make it possible for us to resolve issues swiftly and efficiently.
We possess intimate knowledge of the resorts, airlines, and the intricate details of your trip, allowing us to offer expert advice on every aspect of your travel experience. Our personal connections with suppliers and partners at your destination ensure that you receive the finest treatment and the most enriching experiences.
In the lead-up to your trip, we liaise with suppliers to verify that all arrangements are in order and to preemptively address any potential issues. We provide you with a comprehensive list of emergency contacts, all of whom we have personally vetted, so you can have confidence in the quality of service you’ll receive. Rest assured, we select these partners based on our trusted relationships, not just anonymous online reviews.