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Italy Tours & Vacations for First Timers

Ratings of Zicasso's Service

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.

How Zicasso Works

  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.

Ratings of Zicasso's Service

Sample Itineraries

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

Umbrian Hills in the Midday Sun, Italy

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.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

Gorgeous view of the Calabria, Italy coastline

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.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

Capri Island in the Bay of Naples, Italy

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

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.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

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

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

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.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

The Colosseum, the most recognizable symbol of Rome and the largest amphitheater of antiquity

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.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

San Giovanni Battista church in Riomaggiore,  Cinque Terre, 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.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

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.
Helpful Content

Reviews of Zicasso's Referral Service

4.88 stars based on 4533 reviews. See all our reviews.

Review photo submitted by christine G.
Italy Travel Agent Review: Luxury 10-Day Family Trip, Venice,...

"[Our travel planner] built us a fantastic itinerary that...

Reviewed By christine G.

Review photo submitted by Gabriel G.
Travel Review: Luxury Italy Family Vacation, Capri Venice,...

"Our travel planner was on top of every little detail, which...

Reviewed By Gabriel G.

Review photo submitted by ahmed j.
Travel Review: Italy Trip, Amalfi Coast, Capri, Venice,...

"Giulio was excellent and was very quick to respond to my...

Reviewed By ahmed j.

Review photo submitted by Albert A.
Italy Travel Review: Venice, Florence, Pienza, Tuscany,...

"I would recommend this travel company to my friends"

Reviewed By Albert A.

Review photo submitted by Josh R.
Italy Travel Agent Review: Venice, Cortina, Dolomites, Lake...

"The staff was wonderful work with, immediately responsive,...

Reviewed By Josh R.

Review photo submitted by Lilian P.
Italy Family Trip Review: Matera, Capri, Pompeii, Sorrento,...

"We could not be happier with our experience"

Reviewed By Lilian P.