The Roman Forum in Rome, Italy
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Italy Tours & Vacations for First Timers

Ratings of Zicasso's Service
<p>Embrace the treasures of Italy to discover the culture and explore iconic monuments on the perfect itinerary for a first-time visitor. Explore medieval hilltop towns or lounge on celebrated Mediterranean beaches, visit the Vatican Museum after hours or learn how to steer a gondola in Venice. Use our sample itineraries to find and enjoy the experiences that matter to you before speaking with a travel specialist to plan your perfect trip.</p>

Embrace the treasures of Italy to discover the culture and explore iconic monuments...

Embrace the treasures of Italy to discover the culture and explore iconic monuments on the perfect itinerary for a first-time visitor. Explore medieval hilltop towns or lounge on celebrated Mediterranean beaches, visit the Vatican Museum after hours or learn how to steer a gondola in Venice. Use our sample itineraries to find and enjoy the experiences that matter to you before speaking with a travel specialist to plan your perfect trip.

How Zicasso Works In 3 Simple Steps

  1. 1

    Describe your dream Italy vacation.

  2. 2

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

  3. 3

    Book the trip when you are satisfied.

Ratings of Zicasso's Service
Umbrian Hills in the Midday Sun, Italy
Italy Family Vacation for First Timers

9 Day Custom Tour

Dynamic pricing from $3,217

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

14 Day Custom Tour

Dynamic pricing from $5,007

Capture the essence of history, culture, and cuisine during your customizable, 14-day highlights tour of Southern Italy and Sicily. Indulge in the alluring splendor of heritage featured in colorful towns around the Amalfi Coast and within the elegantly-preserved architecture of Palermo. 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

10 Day Custom Tour

Dynamic pricing from $3,695

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

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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The Colosseum, the most recognizable symbol of Rome and the largest amphitheater of antiquity
Best of Italy for First Timers

7 Day Custom Tour

Dynamic pricing from $2,501

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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Fishing Village in Cinque Terre in Riomaggiore, Italy.
Culture and Coastal Treasures of Northern Italy

10 Day Custom Tour

Dynamic pricing from $3,575

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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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.

How Zicasso Works In 3 Simple Steps

  1. 1

    Describe your dream Italy vacation.

  2. 2

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

  3. 3

    Book the trip when you are satisfied.

Reviews of Zicasso's Referral Service

4.89 stars based on 4960 reviews.

Italy Travel Review: Positano, Rome, Florence, Venice, Verona,...
"Thanks to Eleonora and her staff @ the travel agency, our...

Reviewed By Pamela W.

Italy Family Trip Review: Rome, Capri, Ischia, Positano,...
"It was a trip we will never forget."

Reviewed By Erica B.

Italy Family Vacation Review: Venice, Florence, Tuscany,...
"The travel company was very attentive to our needs, and...

Reviewed By Brad W.

Italy 50th Anniversary Trip Review: Rome, Pompeii, Positano,...
"Zicasso transformed our 50th-anniversary vacation into...

Reviewed By Victor H.

Italy Luxury Family Tour Review: Naples, Sorrento, Capri,...
"The travel agency did an excellent job in assembling all...

Reviewed By Gerald N.

Italy Honeymoon Review: Venice, Rome, Florence, Amalfi Coast,...
"Our honeymoon was amazing and went very smoothly due to...

Reviewed By Rachel A.