Tailor Made Itineraries
Get inspired with our sample trips below. Let our travel specialists customize a trip just for you.

12 Day Custom Tour
Dynamic pricing from $4,399
This Italian vacation of a lifetime will take you on a 12-day journey through the most famous Italian cities as you will be wined and dined, and ultimately swept off your feet, immersing yourself in the wonders of Roman history and the romance of Venetian canals. Discover the iconic fashions of Milan and the graceful artistry of Florence. You set the pace and revel in the beauty of Italian splendor.

8 Day Custom Tour
Dynamic pricing from $2,859
The majesty of the Renaissance is at your fingertips, draped across the ceilings of elegant villas in Rome and crowning the skyline of Florence, along with hiding inside unassuming churches and ancient Abbeys in Milan. Your custom tailored tour of Italy will encompass the evolution of Italy ’s Renaissance, from its noted beginnings inside of a Paduan chapel to the jewels of the period that decorate the museum galleries. Wander through frankincense and polished marble halls and then take a lasting look at the Sistine Chapel’s splendor. Marvel at the Last Supper’s delicate features as you indulge in art and architecture that changed the trajectory of the Western World.

9 Day Custom Tour
Bring the Renaissance alive and embrace the ingenuity of the world's best artists and innovators with a custom-tailored tour of Italy that celebrates the 500th anniversary of Leonardo da Vinci's death. Renaissance experts will guide you on your private tours of celebratory exhibitions while luxury accommodations will immerse you in the luster of Milan, Florence, Vinci, and Rome as you follow in the footsteps of the renowned master. Trace the origins of Leonardo's genius that characterizes his long, illustrious, and inspiring career with viewings that are only available with this rare opportunity. Experience how elegant architectural marvels and captivating technological inventions combine to illustrate the unforgettable culture and beauty of Italy.

10 Day Custom Tour
Dynamic pricing from $7,795
Fashion will reign supreme as you indulge in the chic style inspired by history during your custom tailored tour to Italy. Reveal the fabulous and fierce designs of the ultimate fashion destination as you experience the designer streets and high fashion outlets with a personal shopper eager to uncover remarkable finds. Discover the captivating beauty of ancient Rome, the Renaissance flourish of Florence, and the artistry of Milan as the past and the future collide to inspire artists and stylists. From shoes to handbags, perfume to tailored suits, luxury, and elegance come first while the boutiques stay open on your exclusive shopping trip to Italy. Learn more as you browse some of our Italy itinerary options and handcraft your ideal vacation.

10 Day Custom Tour
Dynamic pricing from $7,795
Your customizable 10-day Italy Christmas tour immerses you in Italian culture and illuminates the deep-rooted connection between ancient tradition and Christian heritage embodied in the art, architecture, cuisine, and customs. From a graceful Christmas tree contrasting the powerful Colosseum walls to the vibrant display of lights accentuating Nativity scenes decorating the streets of Florence, Italy provides a holiday season brimming with welcoming, cheerful ambiance for all to enjoy.

16 Day Custom Tour
Dynamic pricing from $5,723
The birthplace of Michelangelo and Leonardo da Vinci. The civilization that built the Pantheon and the Sistine Chapel. The destination of fashion enthusiasts and religious pilgrims alike. Italy’s history and beauty is endlessly inspiring to every visitor. From the ancient ruins of Rome to the magnificent Renaissance in Florence and surreal decadence in Venice, this tour of Italy promises to astound you.
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More About Milan, Florence, and Rome Itineraries
From Roman ruins to the Tuscan countryside, there is something for every traveler in Italy.
Our Italy Travel Guide provides helpful tips and inspiration from must-see destinations and top activities to the best time to visit. Discover traditional food and wine, inspirational culture, and amazing cities on a personalized vacation.
For more information on how to make your dream journey a reality, get connected with a top travel specialist by filling out a Trip Request.
The best time to visit Italy is in the spring and early summer months, from March through June. During this time, the weather is great for the beaches, sightseeing, wine tasting, food tours, and more. Fall, particularly September and October, are also lovely times, when Italy is quieter and the fall colors are on show.
Your ideal experiences also affect the best time of the year to visit Italy for your vacation. Skiing in the Dolomites is exceptional in December, while enjoying the sun-washed beaches of Sicily is best in May. Rome is brilliant in April, while Florence is stunning in September.
From wine tasting to Roman-ruin exploration and coastal sightseeing, find the best time for your experience. As a family, couple, senior, or adventure traveler, we share ideas to help ...
As you plan your trip to Italy, consider our tips with the following answers to the most frequently asked questions.
From dreaming of the sunflower fields in Tuscany to searching the ruins of Rome for ancient treasures, you can book a vacation in Italy using our ideas as inspiration. Enjoy the pleasures of La Dolce Vita or alpine panoramas, lounging on golden beaches, or embracing rolling vineyards. It is all about finding the information you need to plan the right trip for you.
Whether you are designing a first-time Italian vacation as a couple or returning to the Mediterranean jewel with family, we share how to plan a stress-free trip.
The four meals and dishes of Milan that you should try during your trip characterizes the culinary influences of lavish sovereigns that ruled over a historic center of cultural exchange. Milan’s position as the capital of the Lombardy region has brought a variety of flavorful cuisine and a mixture of cultures into the center of the city’s gastronomy, dating back to the Celtic kitchen of pre-Rome while remaining renowned for world-class restaurants and cafés. Milan is filled with foodies that celebrate the heritage of local cuisine with a focus on forward-thinking techniques while respecting local customs.
Florence has a distinctive dining scene that separates it from all other Italian cities. You can find the typical flavors across the city to find how Florence emerged from a Roman settlement to a city of import in the Middle Ages.
The food reflected the cucina povera when households prepared meals based on available ingredients relying heavily on items discarded by the upper class. The extravagant dishes of the Medici court have not withstood the tests of time, but the flavorful cuisine of the Cucina Povera remains the prevalent style of cooking in Florence that you can enjoy during your Italy trip.
When visiting Rome, you have your choice of delectable cuisine from around the country, but authentic Roman flavors have evolved through centuries of social, political, and cultural changes that date back to the center of the ancient empire.
The city’s position as the former epicenter of an empire allowed the culture to absorb the gastronomic heritage from visiting merchants, immigrants, and political affiliates. Even with newer trends and growing international cuisine inside the city, food in Rome remains a source of pleasure that you can discover during your Italy tour.
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