Receive exclusive specials,

and the FREE Perillo Traveler Magazine in your email!
escortRomance & Honeymoon

These vacation packages are meant for independent travelers. A great way to see Italy including a combination of some pre-planned activities and some free time to explore on your own.

We covered the most popular and interesting itineraries you look for and selected the hotels, day tours, and transportation for you. 

This way, you can check off all the must-sees and still have time to go back to your personal favorites, or explore each city as you wish.  Not only does this make seeing Italy easy and fun, it's also a great value!

Take a look at our trip ideas below- these packages can be scheduled on a date of your choosing.

If they don't quite cover what you're looking for, you can create your very own custom Italy Vacation itinerary!  If you have any questions at all, feel free to chat with us.  Our agents are just a call away and are happy to help you plan your perfect trip.


Rome (3 nights), Positano (3)

Can't choose between a city vacation and a seaside break - you don't have to. You can experience both on this Romantic Journey to Rome and Positano.
Visit the highlights of ancient Rome with your private guide including the Colosseum and Roman Forum, and enjoy some time on your own to explore the Eternal City.
Then head to the Amalfi Coast, the most enchanting coastline in the world where you can dine on a fresh seafood and enjoy ocean views from your hotel room. From your hotel in Positano, have our expert captain take you on a leisurely cruise around the famed island of Capri by private boat. Throughout the day you will have the opportunity to stop and swim, visit Capri and Anacapri, and experience the beauty of the unique coastline.

Rome (3 nights), Florence (3), Venice (2)

A perfect itinerary for your first time in Italy! We've taken care of selecting wonderful 4* hotels, transfers and 1st class train tickets between cities. All you have to do is enjoy yourself as you visit the must-sees of each city on our hand-selected day tours, and have some free time to explore on your own with this independent tour of Italy.

Venice (2 nights), Florence (3), Rome (3)

Embark on the ultimate Italy adventure - an impeccable itinerary tailored for your inaugural visit to this enchanting country! Sit back and relax as we handle every detail, from hand-picking delightful 4-star accommodations to arranging seamless transfers and securing first-class train tickets for your travels between iconic cities.
With our meticulously curated day tours, you'll uncover the essence of each destination, exploring must-see landmarks. Immerse yourself in the rich history and culture of Italy with expert-guided excursions, and enjoy free time to wander and discover at your own pace during this independent tour.

Santa Margherita Ligure (3 nights), Como (3)

Explore the beautiful Italian Riviera from Santa Margherita Ligure, then relax in the iconic Lake Como area.
Under the guidance of your private local expert, discover the authenticity of charming Santa Margherita Ligure with its elegant palaces and exquisite gardens, the elegance of picturesque Portofino with it colorful houses and unique boutiques, and the stunning abbey at San Fruttuoso, a tiny untouched village considered a pearl of rare beauty. Then it is off to another natural water wonder - Lake Como. Walk through the historic center of Como to visit its main sights with your knowledgeable guide and take a cruise to admire the Alpine mountains and some of the most elegant villas from the water.

Enjoy some time at your leisure in each destination and feel free to select one of our day tours that best suits your interests: from food tours and cooking classes to hiking excursions to Cinque Terre or visits to magnificent villages on Lake Como.


Rome (3 nights), Florence (3), Venice (2)

This is the luxury way to see Italy for the first time! We've taken care of selecting wonderful 5* hotels and your private transfers between cities. All you have to do is enjoy yourself as you visit the must-sees of each city on our hand-selected private day tours, and have some free time to explore on your own with this independent tour of Italy.

Rome (6 nights)

Discover the secrets and delights of Rome with your private expert guide and stay at one of our handpicked luxury accommodations. Plus venture out to Pompeii and Tuscany to make the most of your week in Rome.
Visit the highlights of the archaeological center of Imperial Rome: the 2000-year-old Colosseum, the majestic Roman Forums and one of the seven Roman hills - the Palatine Hill.
Embark on a five-minute drive to another country—Vatican City, and tour the Vatican Museums with its impressive collection of art and the marvelous Sistine Chapel. Enter the fascinating St. Peter’s Basilica, by far the largest church in Christendom and see Michelangelo’s Pietà and Bernini’s seven-story bronze canopy.
Chauffeured by your private driver, travel to Pompeii, the famous ancient Roman city tragically destroyed after the eruption of Mt. Vesuvius in 79 AD and explore the preserved ruins.
Top your stay in Rome with full day excursion to the Tuscan countryside and experience the best towns in the Val D'Orcia area: Montepulciano, Pienza and Montalcino.


Venice (3 nights), Rome (3)
Experience the City of Water and the Eternal City, all in a once-in-lifetime adventure.
Built on more than 100 small islands, Venice has no roads, just canals lined with Renaissance and Gothic palaces. Follow your guide along the canals and through the narrow streets, learn about the history of this floating city and cross the most famous of the 400 bridges in Venice - The Rialto Bridge. Crown your day in Venice with a gondola ride to see the city from the water!
Travel to Murano, a small island world-famous for its glass and visit a traditional glass factory for an unforgettable firsthand experience: a live glass blowing demonstration! Then move on to Burano, famous for its centuries old tradition of lace-making and for its coloruful houses.
Board the fast train to Italy’s Capital City, Rome and get ready to be in awe as you visit its must-sees: from the 2000-year-old Colosseum and the Roman Forums to the Vatican Museums with its impressive collection of art, the stunning Sistine Chapel, and the fascinating St. Peter’s Basilica.

Florence (6 nights)

Make your self at home in a luxurious way and dig in to the famous and beloved culture of Tuscany for a week!
Under the guidance of your private city expert, walk through Florence’s historic center, visit the imposing Duomo and view Michelangelo’s masterpiece, the David. Travel to the fascinating medieval towns of Siena and San Gimignano with your private chauffeur driver. Spend a half day in Pisa and visit its iconic Leaning Tower and the impressive Cathedral. Top your stay in Florence with a private cooking class at a Florentine signora's beautiful country home to taste some Tuscan delicacies and local wines!