Luxury Italy Tours & Vacations

Ratings of Zicasso's Service

How Zicasso WorksCustom Italy Tours

  1. Describe your dream tour.

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

  3. Book the trip when you are satisfied.

Italy is a beacon, beckoning to those in search of an immersive cultural experience. Be provided with the most exclusive access, from Milan’s fashion week to private dining experiences hosted by top-tier chefs. Elevate the quintessential Italian vacation to an entirely different level with Zicasso’s luxury Italy tours, where your travel dreams will be made a reality.

Sample Itineraries

Get inspired with our sample trips below. You can have any trip tailor made for your private travel. Any number of days.
Any departure date. Any experience you want.

Bridge Tevere Ponte Vittorio Emanuele II in Rome, Italy

7-Day Luxury Tour of Italy: Rome, Florence, Venice

7-Day Luxury Tour of Italy: Rome, Florence, Venice

7 Day Custom Tour

From $4,195

The fascinating cities of Rome, Florence, and Venice will immerse you in enchanting history, gorgeous artwork, and captivating architecture during your luxurious, custom-tailored tour of Italy. Rich culture decorates the walls of the Uffizi Gallery with images that were painted by da Vinci and Botticelli, and ancient ruins reveal the daily lives of Romans and emperors in Rome. The beauty of the Grand Canal retains a sense of prestige that is lined by palaces and churches that are adorned with marble. Your luxury tour embraces the majestic ambiance, slowly unveiling the grandeur of many of Italy’s most iconic cities.

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Royal Italian Vacation: Luxuries of the Italian Riviera and Amalfi Coast

Royal Italian Vacation: Luxuries of the Italian Riviera...

8 Day Custom Tour

From $4,795

Kings and queens, emperors and aristocracy once roamed the cobblestone-framed loggias and marbled hallways of preserved villas and opulent palaces across Italy. Follow in the footsteps of Bourbon royalty and witness the lavish collections of nobility in the Genoese Republic. Bask in the sunlight on private boats for views of the coastline and delight in the culture of secluded towns carved into the sloping maritime mountains. Your custom tailored tour immerses you in the luxuries of the faded aristocracy, indulging in the grandeurs of castles and the antique rooms of remarkable palaces overlooking Italy’s shimmering shoreline along the Mediterranean Sea.

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VIP Tour of Sicily: Beauty, Culinary & Luxury Experience

VIP Tour of Sicily: Beauty, Culinary & Luxury Experience...

11 Day Custom Tour

From $6,595

Treat yourself to the luxury and romance of Sicily, from the crystal clear azure sea to the inspiring ancient ruins scattered across the hillside; the splendors of the island await. Baroque palaces decorate historic cities. Private vineyards overtake the hillside of a secluded island getaway. Cobblestone streets lead to remote vistas with immaculate views of the countryside. You can indulge in the pure essences of the cuisine and bask in the alluring flavors of celebrated vineyards on your custom tailored luxury Sicily tour.

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Enticing Flavors of Italy Tour: Private Cooking Courses, Wine & Olive Oil Tasting

Enticing Flavors of Italy Tour: Private Cooking Courses,...

8 Day Custom Tour

From $4,795

Your custom tailored Italy tour of private cooking courses, wine, and olive oil tasting takes you through the sites and flavors of Italy, exploring illustrious dishes every step of the way. The enticing aroma of fresh pasta emanates from a small restaurant in an antique building. Wander a medieval town with a chef as your guide, stepping into historic cheese and butcher shops to find the perfect ingredients to use for cooking. Michelangelo’s David stares down at you from a stunning perch etched in brilliant marble and eternalized in a gallant pose. The Colosseum lights up the night with powerful arches standing as a reminder of Rome’s continuous history.

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Luxury Italy Vacation: Rome, Florence & Venice in a Week

Luxury Italy Vacation: Rome, Florence & Venice...

8 Day Custom Tour

From $4,555

Together, these three cities are calling you to join them, and there are an infinite number of reasons to answer with this 8-day tour. Rome is beckoning, singing to you the triumphs of her past and the incomparable splendor of her present. Florence is begging, enticing you with her world-class art scene and spectacular shopping. Venice is waiting, promising the treasures of a city that is truly unlike anywhere else on Earth.

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Medieval city of Matera in Southern Italy during a sunset tour

Exclusive Southern Italy Vacation: Sorrento, Matera, Ostuni

Exclusive Southern Italy Vacation: Sorrento, Matera,...

12 Day Custom Tour

From $7,195

Embrace the soul of Italy found in history, culture, and cuisine on your custom-tailored Italy that will take you away from the beaten path to explore rugged coastlines, pristine beaches, historical towns, and archeological treasures. Stretch your legs along the Amalfi Coast and expand your understanding of ancient heritage found along the peninsula dating back to the Greeks. Uncover brilliant Baroque architecture and charming fairytale homes, the splendor of Capri and the charm of contemporary caves. The distinctive spirit of Southern Italy takes you from the Tyrrhenian Sea to the Adriatic on an immersive scenic tour of villages, customs, and scenery.

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Sforza castle in Milan.

High-End Northern Italy Tour: Venice, Lake Garda, Milan

High-End Northern Italy Tour: Venice, Lake Garda, Milan...

11 Day Custom Tour

From $6,045

North Italy captivates visitors with its lush countryside and elegant cities, and this 11-day tour of Venice, Lake Garda, and Milan will offer you a splendid balance of natural beauty as well as the thrills and culture of big-city life. From active walking tours of the many renowned cities and towns you visit to the sublime surrender of a leisurely day, this tour ensures an unforgettable Italian visit.

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St. Peter's Square at Christmas, Vatican City

Exclusive Christmas in Italy Tour: Rome, Florence, Milan

Exclusive Christmas in Italy Tour: Rome, Florence,...

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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Luxury Italy Family Vacation

Luxury Italy Family Vacation

16 Day Custom Tour

From $9,595

From the pleasures of high culture to the joys of adventure, this is an Italian excursion that 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 your skin will glory in the soft sun and gentle breeze on the shores of the Med. Be you father or daughter, brother or mother, sister or husband or wife, there is something in Italy just for you.

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Reviews of Zicasso's Referral Service

4.88 stars based on 4471 reviews. See all our reviews.

Italy Travel Review: Venice, Florence, Tuscany, Cinque Terre,...
"Our tour guides in each city were extremely knowledgeable,

...

Reviewed By Ashley P.

Couple's European Vacation Review: England, France, Italy,...
"Our Itinerary included a myriad of daily activities that

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Reviewed By Bruce R.

Luxury Italy Travel Review: Sicily, Siracuse, Greek Temples...
"Getting things done, arranging the best, and satisfying

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Reviewed By Gerald H.

Italy Family Vacation Review, Trastevere Rome, Naples, Pompeii,...
"Our travel designer coordinated a tour guide with about

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Reviewed By Tim C.

Family Vacation to Italy Review: Florence, Rome & Sorrento...
"We were blown away by the knowledge of each of our tour

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Reviewed By Caitlyn C.

Italy & Sicily Family Travel Review: Mozzarella Making...
"...we felt like VIP the entire time."

Reviewed By Christina M.