Old town of Cosenza with the Crathis river and historic buildings in Calabria, ItalyOld town of Cosenza with the Crathis river and historic buildings in Calabria, Italy

Italy Trip Planner

Ratings of Zicasso's Service

Whether you are searching for the most delicious fare, the finest art, or the grandest cities, Italy is full of experiences that will revitalize your senses. Zicasso’s Italian Trip Planner possesses a wide variety of authentic, Italian experiences, and our custom itineraries cultivate the opportunity for travelers of all ages and interests to find an Italian experience that is best suited for them. Inspiration starts here.

How Zicasso Works

  1. Describe your dream trip to Italy.

  2. We match you with top Italy trip planners to plan your vacation.

  3. Book the trip when you are ready.

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.

The medieval towers Asinelli and Garisenda in Bologna.

Fully Immersive Tour of Italy: Highlights and Hidden Gems

21 Day Custom Tour

From $12,595

The perfect balance of leisure and adventure is available on this 21-day tour of Italy. With destinations, such as Venice and Bologna, you will get a sound introduction to Italy's urban charm that can then be compared to the rustic countryside of Tuscany and the Costa Smeralda. No matter your preference, by the tour's end, you will be well acquainted with the culture and history of this unique Mediterranean world.

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

Beautiful town of Positano, Amalfi coast, Italy

Joys of Rome and Southern Italy Itinerary for Seniors

8 Day Custom Tour

From $1,995

Whether a lover of art and history, mythology or culture, you will find the majesty of it all as you tour Rome and the Amalfi Coast during your exclusive Italy itinerary for the senior traveler. The treasures of the Vatican span millennia with works displayed that are entangled with the past as the prestige of gladiatorial heroes emanates from the walls of the Colosseum.  The peak of Mount Vesuvius continues to linger above ancient Pompeii as lemon groves overtake the terraced ridges along the coast outside of Amalfi. Your customizable itinerary for seniors will embody the warmth of Italy and provide a masterful exploration of Rome 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

Louvre, Paris, France

Visit the Classic Cities of France and Italy

18 Day Custom Tour

From $4,945

History has many guises across France and Italy. From legendary art to vineyards, gondoliers to glorious domes, cliffside towns to cobbled lanes, these are two countries that take history into the modern-day. Explore the highlights of both on a private 17-day tour, where insider guides will help you unravel secrets from the past. Experience Rome, Florence, and Tuscany before Cinque Terre, Milan, and Venice. Then, fly to France for a visit to Paris, Burgundy, and Champagne. To discover other itineraries that might better fit your dream France and Italy vacation, take a look at our France and Italy page for more itineraries and tours.

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

cheese wheels parmesan, cheese dairies Tuscany, Italy

Flavors of the Vine & Countryside: Exploring Italy’s Slow Food Movement Tour

10 Day Custom Tour

From $2,745

Italy is made for indulgence. Your customizable Italy itinerary will treat you to the culture and cuisine of the north and allow you to experience geography’s influence on history.  Your journey will bring enticing food, wine, and art as you explore Piedmont, Emilia-Romagna, and Tuscany. Scour the woodlands in search of white truffle, and then bask in the beauty of the rolling hills while sampling a Brunello di Montalcino. Stroll through vibrant aisles in a local market and taste the decadent pasta made by your own hands. From rich chocolate to vibrant espresso, enchanting villas to medieval walls, your itinerary in Italy will satisfy your gastronomical and cultural desires.

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

Villa Balbianello in Lenno on Lake Como, Italy

Secluded Honeymoon in Lake Como and Portofino Itinerary

8 Day Custom Tour

From $2,195

Italy is the destination for a perfect honeymoon that combines enchanting history with the endless luxuries of the Italian Alps and Mediterranean Sea. Pastel colors drape over tower homes as elegant vineyards blanket the mountain terraces. Graceful villas clad with trompe l’oeil paintings overlook lakeshores and coastline. Sample the sweet flavor of Swiss chocolate and the succulent tastes of fresh Ligurian cuisine, and then wander hand-in-hand along the captivating esplanades and stunning boutique shops. Wander lavish olive groves and savor the secluded panoramic vistas during your unforgettable time together that will take you from Lake Como to Portofino during your custom tailored Italy itinerary.

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

Vineyard with trulli house in Alberobello, Puglia Region, Italy

Exploring the Rustic Charm of Puglia Itinerary: Mozzarella to Fairytale Homes

7 Day Custom Tour

From $1,920

The charms of the Puglia countryside are rustic and welcoming with locals eager to bring you into their homes, onto their farms, and through the rows and rows of vines of their wineries. Cities radiate with Baroque architecture set against the backdrop of rolling hills and the sapphire waters of the Adriatic Sea. Your 7-day Italy itinerary will offer a perfect week and in-depth exploration of Puglia, from sampling the celebrated cuisine to traversing the fairytale homes known as trulli. Bask in the golden sands of the shoreline and indulge in the culture of the often-overlooked region.

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.
Palace of the Normans in Palermo, Italy.

Exclusive Sicily Tour of Ancient and Contemporary Charm

11 Day Custom Tour

From $3,515

Experience the essential culture and remarkable history of Italy during this 11-day Sicily tour. This adventure immerses you in the hidden splendor of the island’s western edge. Indulge in secret splendor by sampling the customary flavors of diverse cuisine and basking in the elegant magnitude of glistening mosaics. Sample celebrated wines, witness preserved ancient architecture, and dig your toes into the golden sands of the Mediterranean coastline during this magnificent Sicily tour.

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

a vineyard in Burgundy France

Culinary Delights of Italy, France, & Spain Itinerary

17 Day Custom Tour

From $4,466

Sample the delicacies and uncover the secrets of Europe’s most authentic culinary scenes. Andalusian tapas, Parisian pastries, old-world Burgundy, contemporary Catalonia, and Italy’s best food region – Emilia-Romagna. Spread over 17 days, it’s a feast of traditional food markets, wine tasting and pairings, gourmet dining, local produce, and cooking with renowned chefs. From Mediterranean seafood to pasta in Bologna, this is a tour of indulgence and influences. Zicasso offers a variety of Spain, France, and Italy tours. Be sure to browse the trips reviews for Spain, France, and 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

Bridge Tevere-a-Ponte Vittorio Emanuele, Rome, Italy

Essence of Italy: Private Vacation Package to Rome, Florence & Venice

8 Day Custom Tour

From $4,795

There is nowhere on Earth that can boast the art of beautiful, bountiful Florence. There’s no city around that can claim the bountiful past that fills all the corners of Rome. There’s no other place where romance and magic are quite so present as in Venice. And there’s no other trip that can take you to Italy and make it feel so much like home.

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

Helpful Content
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
Poppies blooming on the rolling hills in Tuscany, 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.

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

4.88 stars based on 4500 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.

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France, Italy & Spain Trip Review: 13-Night Mother/Daughter...

"We stayed and viewed some of the most breathtaking scenes/sights/views...

Reviewed By Cynthia P.

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Italy Travel Agent Review: Venice, Cortina, Dolomites, Lake...

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

Reviewed By Josh R.

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Travel Review: Luxury Italy Family Vacation, Capri Venice,...

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

Reviewed By Gabriel G.

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Travel Review: Italy, Slovenia, Croatia, and Bosnia 3-Week...

"[Our travel planner was] always accessible during our trip...

Reviewed By Elliot A.

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Northern Italy Travel Review: Tuscany, Como, Artisan Tour...

"Our travel agent took the time to listen to our desires...

Reviewed By Kathy R.