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

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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

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    Describe your dream Italy vacation.

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

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    Book the trip when you are satisfied.

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Tailor Made Itineraries

Get inspired with our sample trips below. Let our travel specialists customize a trip just for you.

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.

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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.

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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

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

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.

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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

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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Fishing Village in Cinque Terre in Riomaggiore, Italy.

Culture and Coastal Treasures of Northern Italy

10 Day Custom Tour

From $2,745

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.
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24/7 support and local assistance for every moment of your vacation.

Featured Articles

Italy Travel Guide
Florence, Italy
Italy Travel Guide

From Roman ruins to the Tuscan countryside, there is something for every traveler in Italy.

Our Italy Travel Guide provides helpful tips and inspiration from must-see destinations and top activities to the best time to visit. Discover traditional food and wine, inspirational culture, and amazing cities on a personalized vacation.

For more information on how to make your dream journey a reality, get connected with a top travel specialist by filling out a Trip Request.

Read More    >
Best Time to Visit Italy
Summer Tuscany scenery with red poppy flowers and grain fields surrounding cute Vitaleta chapel and Pienza on the hill in Italy
Best Time to Visit Italy

The best time to visit Italy is in the spring and early summer months, from March through June when the weather is ideal for outdoor activities, and the crowds disperse. September through early November are also excellent months for a visit.

Your travel goals, preferences, who you are traveling with, and what you would like to see and do will also affect the best time for your visit. You may wish to plan a skiing vacation on the powdery slopes of the Dolomites with your family or bask on a pristine Sicilian beach with your loved one.

Travelers can immerse themselves in the culinary culture, heritage, and gorgeous scenery year-round, with wine tasting, Roman ruin exploration, and coastal sightseeing always available for your vacation.

Read More    >
Top 15 Things to Do in Italy
Forum ruins in Rome, Italy.
Top 15 Things to Do in Italy

From immersive tours of ancient Rome to the intricacies of artisan crafts, gastronomy to national parks, Italy has an endless number of things to do.

You can witness more UNESCO World Heritage sites than any other country in the world or sample the enticing flavors of celebrated wines. Art, architecture, gastronomy, history, and heritage highlight the depth of Italy’s quintessential allure with a range of experiences that stretch from the Dolomite Mountains in the north to the shores of Sicily’s Lido Mazzaro in the south.

Discover the essential things to do in Italy for a majestic, authentic, and unique experience.

Read More    >

Reviews of Zicasso's Referral Service

4.89 stars based on 4514 reviews.

Italy Vacation Review: Venice, Florence, Rome, Tuscany,...
"Michela planned a fantastic adventure for our family."

Reviewed By Alvin Y.

Italy Family Trip Review: Rome, Sorrento, Capri, Pompeii,...
"Marcella went above and beyond to answer my many questions...

Reviewed By Francesca P.

Italy Family Vacation Review: Amalfi Coast, Sorrento, Capri,...
"Alessandro was extremely responsive and that was much appreciated."

Reviewed By Denise B.

Vacation Review: Italy, Amalfi Coast Tour, Pompeii, Leaning...
"The travel company was an absolutely phenomenal tourist...

Reviewed By Monte M.

Review: Luxury Italy Tour, Rome, Amalfi Coast, Positano,...
"From day one I felt I had a partner in designing our trip."

Reviewed By Kylah E.

Italy Anniversary Travel Review: Naples, Pompeii, Sorrento,...
"Laura, Veronika and the team at this travel agency were...

Reviewed By Joe L.