OFF-THE-BEATEN-PATH ADVENTURES

Uncover sides of Italy that elude the everyday guide. From journeys that take you to remote regions steeped in Italian history to unique, private tours of iconic sites and landmarks, you can walk where few have tread, and follow the path less traveled.

UNIQUE, EXCLUSIVE JOURNEYS

With unsurpassed knowledge, our Italy specialists unlock access to extraordinary experiences. Whether tasting authentic balsamic vinegar at a family-run estate in Modena or sailing privately between secret Italian islands, these moments redefine ‘once-in-a-lifetime.’

AUTHENTIC CULTURAL IMMERSION

Peel back the layers of local life and become more than just a visitor. We will guide you to medieval hilltop towns across Tuscany and introduce you to artisans who share their timeless techniques. Here, culture isn't observed, it's experienced, one moment at a time.

CURATED CULINARY EXPERIENCES

Embark on a gastronomic journey that broadens your culinary horizons. Unearth centuries-old wine secrets, taste traditional delicacies, and savor flavors that tell the regional stories of Italy’s cherished cuisine. Every bite is an adventure, every sip a revelation.

PRIVATE TOURS AND INSIDER ACCESS

Step into museums for private tours led by specialists with deep knowledge. Roam halls that host Europe’s greatest works of art alongside expert curators, unveiling the stories behind every brush stroke and chisel mark and tracing centuries of Italian craftsmanship.

LUXURY STAYS AND TRANSFERS

From stunning villas to boutique accommodations, each stay is a chapter in your journey, and your transfers are as sensational. Cruise between cities in chauffeur-driven vehicles, glide across waters on private yachts, or cross the countryside aboard a luxurious train.

SPRING

Explore the best of Italy without the crowds

Mar, Apr, and May

From the stunning canals of Venice to Rome's timeless ruins, discover Italy's iconic destinations during spring, before the summer crowds arrive.

• Glide through Venice's canals bordered by charming, wisteria-draped palazzos.
• Explore Florence’s Uffizi and Accademia when crowds are few and far between.
• Create seasonal Tuscan dishes with spring ingredients and sip regional wines.
• Wander through the Roman Forum and the Colosseum on exclusive, private tours.
• Discover the Sistine Chapel and Vatican Museums alongside a local historian.

SUMMER

Immerse yourself in Italy’s hidden gems

Jun, Jul, and Aug

From Bologna's culinary treasures to Sardinia's crystal-clear waters, experience the lesser-known wonders and popular spots during Italy's vibrant summer.

• Explore Bologna's medieval porticos and lively markets on private food tours.
• Trek the ancient paths connecting the five pastel-colored villages of Cinque Terre.
• Cruise along the Amalfi Coast, where dramatic cliffs meet the azure Mediterranean.
• Join an expert truffle hunter on an early-morning expedition through Tuscan forests.
• Sail through Sardinia's Maddalena archipelago to hidden and pristine beaches.

FALL

Experience Italy’s lakeside beauty

Sep, Oct, and Nov

From the dramatic Alps to gorgeous waters, discover Northern Italy's stunning lake district when the mountains burst with color and summer crowds thin out.

• Glide across Lake Como's glistening waters, seeing fall colors paint the shoreline.
• Journey into the Valtellina Valley to sample the region's robust Nebbiolo wines.
• Cruise Lake Maggiore at sunset, when the alpine peaks catch the day's last light.
• Master the art of Northern Italian cuisine in a cooking class using fall ingredients.
• Ascend breathtaking Monte Isola, following ancient paths through olive groves.

WINTER

Discover the festive Christmas atmosphere

Dec, Jan, and Feb

From twinkling Christmas markets to midnight mass at St. Peter's Basilica, experience Italy's enchanting festivities and time-honored holiday traditions.

• Explore vibrant Christmas markets dotting major cities and quiet country towns.
• Unearth the history of Rome on a private tour of the Colosseum and Roman Forum.
• Marvel at the Vatican Museums' masterpieces in peaceful winter solitude.
• Learn the art of Italy's celebrated Prosecco wine in warm, historic Veneto cellars.
• Hunt for prized white truffles in the misty Tuscan woodlands with an expert forager.

ROME

With over 2,000 years of history on display, Rome offers an unparalleled look into ancient and Renaissance eras. From private viewings of the Sistine Chapel to after-hours Colosseum tours, explore the city’s unique charm.

CINQUE TERRE

Comprised of five pastel-colored cliffside villages, Cinque Terre provides a one-of-a-kind glimpse into traditional Italian coastal life. Explore a picturesque, rugged coastline and enjoy exclusive cooking classes, sunset cruises, and more.

FLORENCE

From Michelangelo's David and Brunelleschi's Duomo to works by da Vinci, Botticelli, and Raphael found in world-renowned galleries like the Uffizi and Accademia, Florence showcases astonishing Italian art and architecture.

VENICE

Floating on over 100 islands, Venice's maze of canals creates an atmosphere unmatched anywhere else in the world. From intimate gondola rides to private tours of St. Mark's Basilica, discover the breathtaking city and its history.

TUSCANY

With its sun-dappled rolling hills, quaint hilltop towns, and abundance of Medieval architecture, Tuscany epitomizes the romantic essence of rural Italy through its postcard-perfect landscapes and renowned wine regions, like Chianti.

Take the first step toward your unforgettable journey

How Zicasso works

Here's how we create life-enriching experiences

1.

Share your travel dreams

Zicasso specializes in custom tours, vacations, and safaris tailored to your interests and preferences. From private African safaris to culinary experiences in Europe, submit a trip request to share your ideas and travel style.

2.

Meet your travel specialist

To ensure a personalized experience, we'll carefully handpick and introduce you to two of our top travel specialists, each with unsurpassed destination knowledge and local insight aligned to your luxury travel dreams.

3.

Design your perfect journey

Compare the expertise of two specialists with itineraries crafted exclusively for you. You can refine these further and choose your preferred proposal. Our unique process ensures a more creative, personalized, and expertly crafted trip.

This was the best trip ever! My wife and I visited Italy for the first time this September and it was a once-in-a-lifetime experience, thanks to Zicasso's travel company.

Matt P, verified Zicasso traveler

We booked our honeymoon trip to Italy using Zicasso’s travel company and we were thrilled! They were able to get tours, hotels, and travel completed for us exactly to our style and needs.

Nicholas C, verified Zicasso traveler

Zicasso's travel company is a top-notch travel company in every respect. Their communication, knowledge, friendliness, and expertise were apparent in every step of our trip plan.

Laura B, verified Zicasso traveler

The travel company was amazing. All the accommodations and activities were above and beyond. It was all organized so well and Zicasso’s travel agent was knowledgeable and very caring.

Carol M, verified Zicasso traveler