Cathedral Santa Maria del Fiore in Florence, Italy
country flag

Italy Trip Planner

Ratings of Zicasso's Service
<p>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.</p>

Whether you are searching for the most delicious fare, the finest art, or the...

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.

Life-Enriching Travel Designed Just for You

  1. 1

    Trips curated by the world’s top destination experts

  2. 2

    Concierge-level service leading up to and during your trip

  3. 3

    Unique, exclusive experiences and insider access

Ratings of Zicasso's Service
View of Capri Island from Mount Solaro in Italy
Iconic Italy: Fast-Paced Exploration from Venice to Sicily

14 Day Custom Tour

Dynamic pricing from $4,937

Discover Italy's diverse history, pristine nature, and contemporary culture on this 14-day journey. From hiking Mount Etna to zooming around Rome on a Segway, witness this magnificent country from many different vantage points. Be immersed in Italy's renowned cuisine, discover the wines of Chianti and Sicily, and attend a cooking class in Florence.

View Custom Itinerary
Val d'Orcia in Tuscany, Italy
Best of Italy Vacation in 12 Days

12 Day Custom Tour

Dynamic pricing from $9,355

Your 12-day luxury Italy highlights tour immerses you in elegant art, pristine nature, and the legendary dolce vita. You will celebrate history and heritage with exclusive tours that take you away from crowds from the Vatican Museum to Tuscany’s hilltop towns. From islands in the Venetian Lagoon to the Amalfi Coast’s panoramas, you will find flavor, glamour, and a zest for life during your Italy tour specifically designed for you.

View Custom Itinerary
Gran Sasso e Monti della Laga National Park, Italy
Soulful Italy: Umbria, The Marches, and Abruzzo Tour

8 Day Custom Tour

Dynamic pricing from $2,859

Discover central Italy's hidden gems on this 8-day tour. Often overshadowed by Lazio and Tuscany, the regions of Abruzzo, Marche, and Umbria are stars in their own right. From the natural beauty of Gran Sasso National Park to small squares of towns like Ascoli Piceno, there is much to seek and enjoy on this journey. Book your memorable tour today.

View Custom Itinerary
The coast of Sorrento in Italy
Italian Adventure to Rome, Amalfi Coast and Sicily

12 Day Custom Tour

Dynamic pricing from $9,199

The wonders of Rome, the coastal Campania region, and Sicily come alive on this 11-day tour of Italy's southern half. From the Italian capital to the bustling port city of Palermo, enjoy a balanced itinerary that combines guided excursions, food tours, and ample free time to bask in all that is best of the regions you visit.

View Custom Itinerary
The Spanish Steps in Rome, Italy.
Honeymoon Highlights: Rome, Florence, Venice Tour

12 Day Custom Tour

Dynamic pricing from $4,291

Little is left to the imagination on this 12-day tour of Italy that is handcrafted to bring you as close to the country as possible. As you make your way through Rome, Florence, Venice, as well as the regions of Lazio, Tuscany, and Veneto, you will enjoy a unique balance of rural leisure and urban thrills. This tour is designed to maximize your enjoyment of this colorful corner of the Mediterranean world.

View Custom Itinerary
Vineyards in Langhe region of Piedmont, Italy
Luxury Italy Wine Tour of the Top Regions

9 Day Custom Tour

Dynamic pricing from $7,015

Embrace the marvels of Italian flavor and the splendor of Italy's scenery during this 9-day luxury Italy wine tour. You will have an immersive experience of the wine culture and Italy's fabulous history of wine consumption, which will reveal sumptuous vines, elegant tastings, and exclusive excursions. From regal estates to stately panoramas, you will wander through antique cellars, stroll through medieval towns, and sample the spirit of Italy through its illustrious wines.

View Custom Itinerary

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.
The ruins of Pompeii in Italy.
Family Trip to Italy: Nature, Ancient Temples, and Cuisine

12 Day Custom Tour

Dynamic pricing from $4,291

Bask in the splendor of La Dolce Vita from the Amalfi Coast to ancient Sicilian temples during your 12-day family Italy tour. Stroll cobbled lanes where ancient Rome presses against medieval walls. Wander the lush volcanic base of Mount Etna where grapevines thrive. Uncover ancient Greek theaters and recently excavated Roman mosaics. Your family-friendly tour reveals artistic splendor and as you celebrate the simple pleasures for which Italy is known.

View Custom Itinerary
Sun rising over Roman ruins in Italy
Hidden Beauty Tour of Rome, Venice, and Florence

9 Day Custom Tour

Dynamic pricing from $3,622

An exploration of the hidden gems of these iconic cities, this 9-day sample tour of Rome, Florence, and Venice presents travelers with a unique cocktail of national pride and regional charm. As you make your way from the bustle of landlocked Rome to the sunny facades of Venice, enjoy luxurious encounters with what is best of each city and form your own memories in cities that have inspired generations.

View Custom Itinerary
Rolling hills in the Tuscan countryside
One Week in the Tuscan Countryside Tour

7 Day Custom Tour

Dynamic pricing from $2,501

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.

View Custom Itinerary
Inlet and beaches in the Maddalena archipelago in Sardinia, Italy
Fully Immersive Tour of Italy: Highlights and Hidden Gems

21 Day Custom Tour

Dynamic pricing from $16,375

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.

View Custom Itinerary
Colosseum in Rome, Italy
Joys of Rome and Southern Italy Itinerary for Seniors

8 Day Custom Tour

Dynamic pricing from $2,595

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.

View Custom Itinerary
Cheese at the market is TuscanY, Italy

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.

View Custom Itinerary
Secluded Honeymoon in Lake Como and Portofino Itinerary

8 Day Custom Tour

Dynamic pricing from $2,859

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.

  Read More

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

7 Day Custom Tour

Dynamic pricing from $2,501

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.

  Read More

Exclusive Sicily Tour of Ancient and Contemporary Charm

11 Day Custom Tour

Dynamic pricing from $4,571

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.

  Read More

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

8 Day Custom Tour

Dynamic pricing from $6,235

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.

  Read More

Serene Days of Milan and Lake Como Tour

7 Day Custom Tour

Dynamic pricing from $2,634

Once dominated by massive glacier formations, the diverse terrain of the Alps and Northern Italy will be your to explore on this 7-day tour of Lake Como and Milan. Como provides you with a rustic introduction to the region, and panoramic views of the nearby lake and humbling trips into the mountains reveal a quieter side of Italy. Once you experience Lake Como, you will make your way to the exhilarating expanse of Milan.

  Read More

Iconic Florence and Venice Tour with Countryside Culture

12 Day Custom Tour

Dynamic pricing from $9,355

Enjoy the perfect balance of rural charm and urban thrills on this 12-day tour through Tuscany, Umbria, and Venice. Savory cuisine and local wines provide the refreshment. As you make your way through these regions, expert guides will make sure that you experience what is best of each destination, history, and culture you encounter.

  Read More

Show More(6 itineraries)

Life-Enriching Travel Designed Just for You

  1. 1

    Trips curated by the world’s top destination experts

  2. 2

    Concierge-level service leading up to and during your trip

  3. 3

    Unique, exclusive experiences and insider access

Reviews of Zicasso's Referral Service

4.89 stars based on 5157 reviews.

Italy Vacation Review: Rome, Sorrento, Amalfi Coast, Florence,...
"This team made sure nothing was missed, checked in regularly,...

Reviewed By Susan D.

Italy Tour Review: Venice, Florence, Rome, Sorrento, Food,...
"Zicasso’s tour operator exceeded all of our expectations....

Reviewed By Jacob H.

Italy Vacation Review: Venice, Lake Como, Florence, Tuscany,...
"The trip Zicasso planned for us was meticulous and executed...

Reviewed By Joseph A.

Italy Luxury Travel Review: Rome, Amalfi Coast, Puglia,...
"The trip was amazing. I would highly recommend our travel...

Reviewed By Douglas B.

Italy Travel Review: Rome, Venice, Milan, History, Local...
"I couldn’t have had a better trip than what the fabulous,...

Reviewed By Naureen A.

Italy Travel Review: Venice, Verona, Milan, Lake Como, Lake...
"We would definitely recommend using Zicasso to match you...

Reviewed By Jim F.