Milan, Florence, and Rome Itineraries

Ratings of Zicasso's Service

Zicasso’s unique process connects you to the best travel specialists around the world. When you plan your dream vacation to Italy with Zicasso you will make discoveries that will last a lifetime.

How Zicasso Works

  1. 1.

    Describe your dream tour.

  2. 2.

    We match you with up to 3 top travel specialists. They compete to plan your trip.

  3. 3.

    Book the trip when you are satisfied.

Ratings of Zicasso's Service

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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Why Travelers Choose Us

Benefits of Using Zicasso

Plan Your Trip with
Top Travel Specialists
We connect you with the best boutique tour companies to plan your dream trip.
Your Itinerary Tailor-Made
Just for You
Travel with a personalized itinerary and experiences designed for you.
Travel Worry-Free
Every Time
24/7 support and local assistance for every moment of your vacation.

Helpful Content

Reviews of Zicasso's Referral Service

4.89 stars based on 130 reviews.

Travel Review: Luxury Italy Trip, Lake Como, Cernobbio,...
"Overall, the entire trip went without a hitch from start...

Reviewed By Andre O.

Travel Review: Italy Trip, Rome, Florence, Milan, Lake Como,...
"My husband and I had the most wonderful vacation in Italy."

Reviewed By Karen R.

Luxury Italy Vacation Review: Milan, Florence & Rome...
"This was definitely one of the most fun AND most educating...

Reviewed By Kevin G.

Travel Review: Italy & Switzerland, Milan, Lucerne,...
"The trip was good and the travel company did their job...

Reviewed By Ang K.

Review: Italy Luxury Trip, Milan, Rome, Florence, Tuscany,...
"The private drivers/transfers were very friendly and professional."

Reviewed By Christopher E.

Travel Review: Italy, Milan, Venice, Florence, Rome, Capri,...
"Our trip to Italy was our first overseas...the itinerary...

Reviewed By Greg B.