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.
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 $3,575
Capture the splendor of the past and experience the importance of heritage during your custom-tailored UNESCO tour of Italy that immerses you in the majesty of culture from the historic canals of Venice to the excavated streets of Pompeii. With 51 designated cultural and natural landmarks, Italy will enchant you with a breathtaking heritage that is represented in its mouthwatering cuisine, prestigious, marble palaces, staggering ancient artistry, and alluring Renaissance masterworks. Your luxury tour will reveal a treasure-trove of history that is unlike anywhere else in the world, bringing the marvels of the past to the forefront.
11 Day Custom Tour
Dynamic pricing from $5,000
Immerse yourself in the unparalleled Italian mastery of artisanal crafts, fashion, cars, food, and wine. Your personalized 11-day Italy tour celebrates the intricate details of artisan studios specializing in glassblowing, silk, wine-making as well as the handcrafted marvels of world-renowned luxury brands of extravagant cars and couture fashion. Whether sampling Parmesan cheese inside the factory, mixing aromas to create a personalized perfume, or hearing the first roars of a Ducati straight off the assembly line, you will have exclusive access to the diverse world of products made in Italy.
10 Day Custom Tour
Dynamic pricing from $3,575
Italy is like a treasure chest brimming with art, architecture, and innovation. Experience artistic brilliance with insightful guides accompanying you on an Italy tour personalized to your favorite inspirational masterpieces. Medieval villages overtake hillsides. Ancient arenas continue to permeate the skyline. Frescoes and mosaics retain their bright colors and continue to tell stories through the ages. From Rome to Milan, Florence to Venice, the masters of Italy crafted detailed works that have withstood the tests of time, filling every moment of your luxury Italian tour with a wealth of excellence, wonder, charm, and prestige.
16 Day Custom Tour
Dynamic pricing from $12,475
From the pleasures of high culture to the joys of adventure, this 16-day luxury Italy family vacation offers something for all ages. Taste buds will revel in the joys of Bologna, eyes will feast upon the immaculate detail of the Sistine Chapel, and the beauty of the Mediterranean sunlight will shine brightly. No matter your preference, there is something in Italy for everyone in the family.
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More About Florence, Venice, and Milan 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 tour.
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 trip. 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 you ...
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 trip 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 tour as a couple or returning to the Mediterranean jewel with family, we share how to plan a stress-free trip.
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.
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.
Renaissance grandeur, cultural luxury, and unique beauty combine in Venice. Antique palaces line the fabled waterways while gondolas glide down quiet canals. Locals indulge in traditional cuisine served in quintessential Venetian taverns, and artisan glassblowers demonstrate their skills coveted in the Venetian Lagoon for centuries. Whether interested in the romance of the islands or the fabulous art, the historic neighborhoods, or the prestige of the former Republic, our Venice Travel Guide has more information to help you explore further and enjoy your trip.
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