Portofino, Italy
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Luxury Italy Tours & Vacations

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.

Explore Our Trip Ideas

Let these itineraries inspire your personalized travel experience

Val d'Orcia in Tuscany, Italy

12 Day Trip IdeaFrom $11,700

Best of Italy Vacation in 12 Days

Venice, Lake Garda, Florence, Rome, Amalfi Coast +5 more
Vineyards in Langhe region of Piedmont, Italy

9 Day Trip IdeaFrom $8,800

Luxury Italy Wine Tour of the Top Regions

Piedmont, Lombardy, Chianti 
The coast of Sorrento in Italy

12 Day Trip IdeaFrom $11,600

Italian Adventure to Rome, Amalfi Coast and Sicily

Rome, Sorrento, Capri, Amalfi, Positano +4 more
La Morra surrounded by vineyards

10 Day Trip IdeaFrom $9,600

Italy Honeymoon Indulgence: Romance, Food, and Wine

Bologna, Florence, La Morra 
Saint Peter Basilica in Rome at Christmas

14 Day Trip IdeaFrom $13,300

Christmas in Italy: 14-Day Luxury Celebration

Venice, Rome, Siena, Florence 
Family on a luxury yacht in Sardinia, Italy.

16 Day Trip IdeaFrom $15,600

Luxury Italy Family Vacation

Milan, Venice, Sardinia, Bologna, Florence +3 more

How Zicasso Works

Here's how we create life-enriching, luxury travel experiences

  1. 1.Share Your Travel Dreams

    Zicasso specializes in custom tours, vacations, and safaris tailored to your interests and preferences. From private African safaris to culinary experiences in Europe, submit a trip request to share your ideas and travel style.

  2. 2.Meet Your Travel Specialists

    To ensure a personalized experience, we'll carefully handpick and introduce you to two of our top travel specialists, each with unsurpassed destination knowledge and local insight aligned to your luxury travel dreams.

  3. 3.Design Your Perfect Journey

    Compare the expertise of two specialists with itineraries crafted exclusively for you. You can refine these further and choose your preferred proposal. Our unique process ensures a more creative, personalized, and expertly crafted trip.

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

11 Day Trip IdeaFrom $9,900

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

Venice, Lake Garda, Milan, Verona, Mantova 
Medieval city of Matera in Southern Italy during a sunset

12 Day Trip IdeaFrom $11,700

Exclusive Southern Italy Vacation: Sorrento, Matera, Ostuni

Sorrento, Capri, Herculaneum, Paestum, Matera +7 more
Inlet and beaches in the Maddalena archipelago in Sardinia, Italy

21 Day Trip IdeaFrom $20,500

Fully Immersive Tour of Italy: Highlights and Hidden Gems

Venice, Bologna, Cinque Terre, Siena, Sorrento +2 more
Runway model in a red dress at a fashion show. Credit: Ahmad Ardity

10 Day Trip IdeaFrom $16,100

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

Milan, Tuscany, Florence 
Photo courtesy of Museo Lamborghini

10 Day Trip IdeaFrom $9,800

Prestige & Passion of Italy Tour: The Italian Racing Tradition

Emilia-Romagna, Modena, Bologna, Maranello 
The dome ceiling inside Santa Maria del Fiore in Florence, Italy.

10 Day Trip IdeaFrom $9,800

Italy: The Gold Standard Tour

Tuscany, Bologna, Florence, Ponte Vecchio, Uffizi Gallery +2 more

4.9

Reviews of Zicasso's Luxury Italy Tours & Vacations

Based on 6092 verified traveler reviews.

gregg P.
Italy Travel Review: Vatican, Rome, Wine Tasting, 9 Nights

We had a wonderful experience, from planning our trip with Zicasso's travel designer to experiencing all Italy had to offer. She and her team worked with us when we needed to have them step in on hotel accommodations at our beach resort.

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Barbara M.
Italy Travel Review: Heritage, Local Cuisine, 10 Nights

The hotels were in great locations within the city to be able to walk and see all the sites. The drivers we had were very professional and courteous. I would have liked to have a better platform to track the trip and the destinations. I have used a trip plans app before and it’s easy to use. I felt like the communication with our travel guide was minimal, but our overall trip was beautiful and memorable, and we will definitely be traveling again soon.

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jack A.
Italy Tour Review: Cooking Class, 1-Week Trip

Zicasso's travel designer listened to our desires and implemented those wishes. The trip was flawless. The accommodations, transportation, and guides were spot-on and within budget. We will certainly use the travel company for future trips.

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WIlliam D.
Italy Travel Review: Taormina, Syracuse, Catania, Militello, Ragusa, Aci Castello, Modica, Mount Etna, Private Tour, Cooking Class, Boat Ride, 9 Nights

This was a superb trip that allowed us to combine personal visits to Taormina and Syracuse with a pre-planned group meeting in Catania. Planning and communication were excellent, supported by an app that let us easily view our itinerary, complete with phone numbers for the drivers, hotels, and the tour operator contacts.

The hotels were perfect! They were wonderfully located, with impeccable service in Taormina and Syracuse. Our excursions were private and diverse, and allowed us to combine culture, foodie interests, and free time. The guides were top-notch, knowledgeable, and flexible.

We especially loved seeing the smaller towns of Sicily; Militello, Ragusa, Aci Castello, and Modica. We even arrived in one small town during their annual festival.

We had a dedicated driver for our trip who was, himself, a treasure; always on time, always ready to adjust to changes, and a delightful personality.

This was such a good experience that we have selected Zicasso's tour operator to book another Italy trip next year.

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Karen+ D.
Italy Vacation Review: Tuscany, Cooking Class, 4 Nights

This was a girls' trip of a lifetime! It was perfect from the start of planning until the end of the trip. Zicasso's travel experts were so flexible in planning and giving options. The experiences were all so unique, special, and local. We would never have been able to create this on our own. Also, during the trip, they were available 24/7 for any recommendations or help. I cannot say enough good things! This is my second time using Zicasso and I have told all my friends!

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Tarif S.
Italy Tour Review: 1 Week

We received great communication from Zicasso's travel specialist and wonderful hotel, tours, transportation, and guide arrangements.

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