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Luxury Italy Tours & Vacations

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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.

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    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.

Royal Palace of Caserta in Naples, Italy

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

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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View of Taormina with Etna volcano in Sicily, ital

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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Val d'Orcia in Tuscany, Italy

Best of Luxury Italy for 2022-2023

12 Day Custom Tour

From $7,195

Your 12-day luxury Italy highlights tour immerses you in elegant art, pristine nature, and the legendary dolce vita. You will celebrate history and heritage with exclusive tours that take you away from crowds from the Vatican Museum to Tuscany’s hilltop towns. From islands in the Venetian Lagoon to the Amalfi Coast’s panoramas, you will find flavor, glamour, and a zest for life during your Italy tour specifically designed for you.

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Discover the endless charm of the Tuscan countryside near Florence

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

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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Magnificent view of the Colosseum, Rome, Italy

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

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

Exclusive Southern Italy Vacation: Sorrento, Matera, Ostuni

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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Why Travelers Choose Us

Benefits of Using Zicasso

Plan Your Trip with
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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.
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Levizzano Rangone in the Province of Modena, Italy. Photo © Quart1984 CC BY-SA 4.0

Best Of Luxury Emilia Romagna in Two Weeks

12 Day Custom Tour

From $3,175

Mouthwatering food and wine, remarkable history, and natural beauty immerse you in luxury on this 12-day best of Emilia Romagna tour. Tour through scenic country streets in a pristine Ferrari. Sample the culinary prowess of notable chefs in Italy’s most notable food region. Explore the surreal ideas of a master filmmaker. From medieval arcades to stunning gardens, gilded mosaics to Michelin-starred restaurants, you can embrace endless grandeur and timeless style as you discover it all.

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Sforza Castle Castello Sforzesco is one of the symbols of Milan, Italy.

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

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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Gondolas on the Grand Canal, Venice, Italy

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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Runway model in a red dress at a fashion show. Credit: Ahmad Ardity

Italy in Vogue: Exclusive Access to Milan Fashion Week & Italian Style

10 Day Custom Tour

From $9,895

Blend high fashion and exclusivity on this 10-day Italy tour that includes insider access to Milan Fashion Week. Showcasing some of the most iconic works of Italian fashion houses specializing in everything from haute couture to fine jewelry, this tour explores the fashion realms of Armani, Fendi, Ferragamo, Prada and the famed jeweler Bulgari in Milan, Florence, Tuscany, and Rome. Go behind the scenes of the world of Italian fashion and style, and get unparalleled access to world-renowned luxury couturiers and their private collections on this exclusive Zicasso experience.

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Bridge Tevere Ponte Vittorio Emanuele II in Rome, Italy

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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Italy: The Gold Standard Tour

10 Day Custom Tour


Succumb to the beauty and savor the wealth of culture on your 10-day Italy tour. This Italian journey sets the gold standard. From gilded palaces and gold-plated art to the golden rolling hills of Tuscany, this trip offers some of the most authentic and luxurious experiences Italy has to offer. It's a treasure hunt for the finest Italian travel experiences, especially in food, wine, art, and natural beauty.

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Prestige & Passion of Italy Tour: The Italian Racing Tradition

10 Day Custom Tour


Journey through Italy's Motor Valley on this 10-day luxury tour celebrating the region of Emilia-Romagna. High performance and craftsmanship blend as engineers turn into artisans as you visit the home of the world’s most revered motor brands: Maserati, Ducati, Ferrari, Lamborghini, and Pagani while enjoying the traditional food, wine, and culture that overflows in Italy.

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Reviews of Zicasso's Referral Service

4.89 stars based on 4167 reviews.

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

Reviewed By Michael P.

Italy Vacation Review: Rome, Ravello, Cooking Class, Truffle...
"Guilio was attentive and listened to what we wanted to...

Reviewed By Kathleen G.

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

Reviewed By Jean Y.

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

Reviewed By Michael B.

Italy Luxury Travel Agent Review: 15-Day Honeymoon Trip,...
"We are truly happy with our honeymoon"

Reviewed By Travis A.

Italy Travel Agent Review: Luxury 10-Day Family Trip, Venice,...
"[Our travel planner] built us a fantastic itinerary that...

Reviewed By christine G.