Rialto Bridge over the Grand Canal in Venice, Italy

Escorted Tours of Italy

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Italy’s charm is abundant. Ancient remnants are integrated into daily life, local identities produce remarkable customs and cuisines, and renowned culture continues to inspire. All of these are must-sees, but gaining access to them all is the hardest part. With Zicasso’s experts and our personalized escorted tours, you will experience the perfect Italian vacation your way.

How Zicasso Works In 3 Simple Steps

  1. 1

    Describe your perfect escorted tour of Italy.

  2. 2

    We match you with top travel specialists to plan your tour.

  3. 3

    Book the trip when you are ready.

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Tailor Made Itineraries

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

Rolling hills in the Tuscan countryside

Rolling Tuscan Countryside Tour 2022-2023

7 Day Custom Tour

From $1,920

Italy’s countryside is teeming with hilltop towns that are speckled across the breathtaking region of Tuscany, which you will explore on this handcrafted 7-day tour. Under the Tuscan Sun, you will appreciate the endless beauty of the emerald hills that roll from Montepulciano in addition to admiring the ancient architecture of the cultural heritage sites in San Gimignano. From town to town, you can find beauty in every charming destination against the beautiful countryside backdrop.

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Roman Colosseum at dusk

Best of Rome, Florence, and Venice Vacation

10 Day Custom Tour

From $2,735

Authenticity and luxury will evoke the beauty of Rome, Florence, and Venice during your custom-tailored 10-day Italy tour. The charms of Italy will be found as you visit these three cities that have inspired epic poems, lavish songs, and enchanting stories. From the myth of Romulus and Remus to the legend of Murano glass, the glories of the Tuscan countryside to the historic streets of Rome, the picturesque piazzas of Florence, and the opulent canals of Venice, you will enjoy a collection of highlights that you will savor.

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Turin, Piazza San Carlo

Escorted Tour of Piedmont, Liguria & Lake Como

8 Day Custom Tour

From $2,195

Sapphire blue waters and the charms of the best resorts in Italy await you in its incomparable northwest. The scenery here is breathtaking, the weather sensational, the culture rich and the food divine. In Piedmont, Liguria and Lake Como, you’ll find history and romance, delicacy and grandeur. You’re sure to find a great time in Italy – and you might just find a new part of yourself.

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Villa Rufolo in Ravello on the Amalfi Coast, Italy

Best of Southern Italy Tour

13 Day Custom Tour

From $3,557

Your best of Southern Italy 13-day tour is tailored to show you the splendor of the seaside, countryside, and charming towns set across the historic landscape. From the quiet streets of Pompeii, you can still see the zenith of Mount Vesuvius lingering in the distance. The Blue Grotto in Capri glows with a distinctive light shining beneath the water. The ancient glories of Rome emanate from the Colosseum, and the villas decorate the countryside that once belonged to celebrated emperors. A remodeled restaurant hides in an ancient cave, where locals have resided for thousands of years.

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Town of Positano on the Amalfi Coast, Italy

Basil & Chocolate: Indulging in Italian Riviera and Umbrian Countryside Tour

8 Day Custom Tour

From $2,195

The charm of the Italian Riviera emanates from contemporary luxuries hidden within the serene seaside villages. The enchantment of Umbria rises from the medieval streets, bucolic hills, and overlooked towns that burst out of iconic vineyards. Your custom tailored tour combines the majesty of land and sea to take you on a remarkable journey through ancient city walls and continued traditions, tranquil hiking trails and opulent marinas. A statue of Neptune adorns the cliff that overlooks the Mediterranean as a powerful waterfall erupts from an emerald forest. Unwrap the wonder of the Riviera and Umbrian regions to enjoy pebbled beaches and perfect panoramas.

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Impressive panoramic view of the city of Siena

Escorted Art, Food, and Culture Tour of Italy

10 Day Custom Tour

From $2,745

From awe-inspiring art to luscious landscapes, from the Trevi Fountain to Siena’s Campo to Florence’s unforgettable Duomo, this is a tour that will take you past your wildest dreams and beyond the places that tourists usually go. You’ll be moved, you’ll be inspired, you’ll be captivated: whatever you long to do and whoever you long to be, you can find it on this marvelous tour of Italy.

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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.

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 Trip Review: Venice, Como, Tuscany, Florence, Rome,...
"Cameron’s attention to details and knowledge of unique...

Reviewed By Madison S.

Luxury Italy Trip Review: Venice, Florence, Volterra, Venetian...
"Chiara was very responsive to our needs and a great communicator."

Reviewed By Carl P.

Luxury Italy Trip Review: Rome, Porto Ercole, Florence,...
"Dominick listened to our needs and what we like on a couple...

Reviewed By Alice J.

Italy Travel Review: Florence, Venice, Vatican, Lake Como...
"Our trip was to Italy was wonderful under the guide of...

Reviewed By Palak S.

Italy Vacation Review: Shopping in Milan, Pompeii Excavations,...
"Start to finish, the outright best travel planning experience...

Reviewed By Jim M.

Travel Review: Italy Group Vacation, Milan, Lake Como, Venice,...
"All the accommodations were centrally located and well-appointed"

Reviewed By Jean Y.