Italy Tours & Vacations for First Timers

Ratings of Zicasso's Service

How Zicasso WorksCustom Italy Tours

  1. Describe your dream Italy vacation.

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

  3. Book the trip when you are satisfied.

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.

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.

Italy Family Vacation for First Timers

Italy Family Vacation for First Timers

9 Day Custom Tour

From $2,470

Immerse yourself in Italy with unique and interactive experiences at every turn. Travel through Italy’s heartland with stops in bustling, metropolitan cities and countryside estates before walking the cobblestone avenues of ancient gladiators, sailing down gentle waterways, and basking in the Tuscan sunshine. The architectural and artistic masterpieces, colorful frescoes, and gorgeous mosaics will give you something to take your breath away before you master the art of Italian cuisine and learn the techniques behind the perfect pizza, creamy gelato, and chocolate delights. Cathedrals, castles, museums, and monuments are waiting to be explored, and expert guidance in addition to customized experiences at each location make this luxurious, 9-day adventure through Italy the perfect family break.

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Gorgeous view of the Calabria, Italy coastline

Best of Southern Italy & Sicily Tour

Best of Southern Italy & Sicily Tour

14 Day Custom Tour

From $3,845

Capture the essence of history, culture, and cuisine during your customizable, highlights tour of Southern Italy and Sicily. Indulge in the alluring splendor of Italian heritage that is featured in colorful towns around the Amalfi Coast and within the elegantly-preserved architecture of Palermo. The majesty of ancient Greek temples at Agrigento reveals the remarkable depths of heritage, which are emphasized by artifacts that are displayed in galleries like the National Archeological Museum of Naples. From walking the excavated streets of Pompeii to strolling beneath luxurious, Baroque adornments in Lecce, your Southern Italy and Sicily tour embraces grandeur and immerses you in unrivaled beauty.

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Capri Island in the Bay of Naples, Italy

Amazing Italy Tour to Amalfi Coast, Capri, Positano and Rome

Amazing Italy Tour to Amalfi Coast, Capri, Positano...

10 Day Custom Tour

From $2,835

Embark on this 10-day luxury tour of the Amalfi Coast, Capri, Positano, and Rome that combines modern comforts with historic Italian delights. A picturesque canvas of seaside towns inhabited with warm indigenous hospitality and vibrant beach culture, the Amalfi is Italy’s meridian of relaxation and beauty. Sip champagne and dine on seafood at one of the many gourmet restaurants along the crystal blue seashore and find yourself enjoying gelato at “The Terrace of Infinity” in Ravello, perched upon the jagged cliffs that overlook the Mediterranean. Travel back through ancient civilization and visit the marvels that define Rome, Capri, and the Amalfi Coast.

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Boat sailing on Tiber River with Saint Peter's Basilica in Rome, Italy

Highlights and Hidden Treasures of Italy Tour: Rome, Florence, Venice

Highlights and Hidden Treasures of Italy Tour: Rome,...

10 Day Custom Tour

From $2,815

Embrace the wonderment of Rome, Florence and Venice as you enjoy the highlights of these iconic cities on this 10-day itinerary. From lavish gardens to the impressive museums, romantic cafes to private corridors, you have the key to the picturesque treasures of Italy.

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Best of Italy for First Timers

Best of Italy for First Timers

7 Day Custom Tour

From $1,920

Soak up the essence of Italy during this once-in-a-lifetime trip. Discover hidden gems around every corner of Italy’s charming cities, stroll along cobblestone streets while taking in the smell of roasting espresso beans and freshly wood-fired pizza, and hear the sounds of church bells as they ring across the piazza. In Italy, you will explore ancient sites, bask in world-renowned artistic masterpieces, and taste local delicacies such as artisan olive oil and regional wines from the many vineyards that dot the rolling hills. Experience three very different and unique regions in Italy on this luxurious, 7-day excursion that will leave you with vivid and lasting memories.

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San Giovanni Battista church in Riomaggiore,  Cinque Terre, Italy

Culture and Coastal Treasures of Northern Italy

Culture and Coastal Treasures of Northern Italy

10 Day Custom Tour

From $2,855

Northwest Italy is yours to explore on this tailored tour that leads from the rich city of Turin to the spectacular coastline of the Cinque Terre and the magic metropolis of Milan. Every step of the way, you will treat yourself to the tantalizing flavors of Italian cuisine and witness the breathtaking unspoiled backdrops of Italy’s countryside while learning more about the local culture and heritage.

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Reviews of Zicasso's Referral Service

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

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.

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

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Reviewed By Ashley P.

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 Honeymoon Trip, Florence, Rome, Truffle Hunting, Food...
"[The travel planners] did a great job gauging our tastes

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Reviewed By Amelia J.

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.

Southern Italy Travel Review: Herculaneum, Amalfi, Hiking...
"From the moment first contacted the travel company, we

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Reviewed By Bari B.