Milan, Italy
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Milan, Florence, and Rome Itineraries

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Ancient charm, Renaissance charisma, and regal elegance rise from culture and tradition during a Milan, Florence, and Rome itinerary. Capture the wonder of Michelangelo’s David, wander through the breathtaking engineering of the Colosseum, and witness the aged grandeur of da Vinci’s Last Supper. Zicasso travel specialists have used their local expertise to plan trips tailored to each traveler’s preferences and desires. Use our sample itineraries as inspiration before planning your perfect personalized trip.

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Tailor Made Itineraries

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

The Cathedral of Santa Maria del Fiore in Florence at sunset.

Italian Vacation of a Lifetime: Venice, Milan, Florence, Rome

12 Day Custom Tour

From $3,379

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.

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David is a marble statue by Michelangelo at the Academy of Fine Arts in Florence, Italy

Italian Renaissance Tour: In the Footsteps of Michelangelo & Da Vinci

8 Day Custom Tour

From $2,195

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.

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Italy - Florence - San - Lorenzo - Basilica

Leonardo da Vinci 500 Year Tribute Tour

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.

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Gallery of Victor Emmanuel II, an architectural monument, one of the tourist attractions of Milan, a dream for shopping lovers

High-End Fashion Shopping Tour of Rome, Florence, and Milan

10 Day Custom Tour

From $5,995

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.

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St. Peter's Square at Christmas, Vatican City

Exclusive Christmas in Italy Tour: Rome, Florence, Milan

10 Day Custom Tour

From $5,995

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. Discover the beauty of Pisa in December as seen from the top of the Leaning Tower and absorb the splendor of a New Year’s Eve performance at the famous La Scala Theater in Milan. Your customizable tour immerses you in Italian culture and illuminates the deep-rooted connection between ancient tradition and Christian heritage embodied in Italy’s art, architecture, cuisine, and customs.

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The ruins of the Roman Forum, Rome, Italy.

Tour of Italy: Milan, Lake Como, Venice, Tuscany & Rome

16 Day Custom Tour

From $4,395

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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Reviews of Zicasso's Referral Service

4.89 stars based on 4217 reviews.

Travel Review: Luxury Italy Trip, Lake Como, Venice, Milan...
"It is absolutely worth the money!!"

Reviewed By Megan D.

Anniversary Trip to Northern Italy Review: Private Sailboat...
"We could not have planned something so perfect without...

Reviewed By Anna H.

Travel Review: Italy Group Vacation, Milan, Lake Como, Venice,...
"All the accommodations were centrally located and well-appointed"

Reviewed By Jean Y.

Northern Italy Travel Review: Milan, Lake Como, Lake Maggiore,...
"The travel designer was extremely good to deal with, very...

Reviewed By Michael P.

France & Italy Travel Review: Luxury 19-Night Tour of...
"It was truly the trip of a lifetime. Thank you, Devaki,...

Reviewed By Michael B.

Travel Review: Italy, Venice, Florence, Pisa & Rome,...
"...the service was top notch."

Reviewed By Chris I.