Old Town Varena on the coast of Lake Como, Italy

8 Day Italy Itineraries

Ratings of Zicasso's Service

Uncover discoveries long held to legend as you venture to Italy for an experience unlike any other. From ancient monuments and tantalizing mythology to winding vineyards and a thriving culture, an 8-day Italy itinerary has so much to offer. Enjoy the luxury of expert guidance as you plan your trip of a lifetime with Zicasso’s travel specialists.

How Zicasso Works

  1. Describe your dream 8 day Italy itinerary.

  2. We match you with top travel specialists 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.

Elephant fountain in Catania, Sicily, Italy

8 Day Luxury Tour of Sicily Highlights: Taormina, Syracuse, Agrigento, Palermo

8 Day Custom Tour

From $4,795

A marble balcony overlooks the azure water of the Mediterranean Sea. Snow caps the conical summit of Mount Etna. Baroque churches create an elegant and lavish atmosphere along the streets of hillside towns. Gold-trimmed walls reflect endlessly into the collection of mirrors hanging in the dining hall of a lavish palace. Your luxury tour of Sicily highlights takes you through the majesty of the island’s past in the comforts of contemporary five-star hotels. Take in Greek ruins and stunning panoramas, ancient markets, and private tours, showing you how plush history can be.

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 on the promontory of Punta San Vigilio, Lake Garda, Italy

Adriatic to Mediterranean: Explore Venice, Lake Garda & Cinque Terre Tour

8 Day Custom Tour

From $2,195

Let Italy enchant you with its long tradition of beautiful cities and elegant towns set in the dream-like landscape between the Adriatic and Mediterranean. Marble palaces offer insight into the former prestige of noble families as storybook castles protect the shores of a glassy alpine lake while mountain outcroppings preserve the beauty of medieval fishing villages that overlook the sea. Your custom tailored tour will immerse you in the traditions of Venice, Lake Garda, and Cinque Terre, as you indulge in the cuisine, marvel at the sites, and wander along the cobblestone streets and meandering trails. Embrace the grandeur of Italian heritage and bask in the luxury.

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

Green rolling hills in the Tuscany landscape

Tuscany Tour for Lovers: Siena, Cortona, Volterra, San Gimignano and Certaldo

8 Day Custom Tour

From $2,195

Medieval city walls and historic towers make each town in the Tuscan countryside feel like a fairytale, and you will feel like royalty. On your custom tailored Tuscany tour for lovers, each day takes you to the intimate villages and enchanting landscapes, from lush valleys to glistening seaside. Taste the traditions of elegant, regional cuisine and savor the treasured company of your partner. You will find the charms of history and the enchantment of sunsets over castle walls, sipping wine in a piazza, sharing gelato, and discovering all the different ways that Tuscany is for lovers.

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

Gran Sasso mountain lake, Campo Imperatore, Italy

Soulful Italy: Umbria, The Marches, and Abruzzo Tour

8 Day Custom Tour

From $2,195

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.

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

Alpine hut in Italy that produces and sells artisan cheese

Gastronomic Traditions of Italy Tour: Cheese Making, Olive Oil Pressing & More

8 Day Custom Tour

From $2,195

Encounter a side of unseen Italy in the undisturbed region of Abruzzo. Medieval castles remain strong, overlooking a valley of lush vines. The Apennine Mountains form extraordinary backdrops to historic hillside towns. Fishermen continue using ancient fishing techniques along the coastline. Shepherds traverse the undulating landscape, faithfully following their flock. Farms produce an abundance of flavorful cheeses, and vineyards make inspiring wines. Your custom tailored Italy tour immerses you in historical culture set in a divine landscape where the mountains meet the eastern shore.

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

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.

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.
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Every Time
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A villa and vineyard in Piedmont, northern Italy


Pleasures of Piedmont Tour: Wine, Truffles & Celebration

8 Day Custom Tour

From $2,195

In Italy, you can stand in an ancient cave-turned-wine-cellar and taste wine with roots dating back to the Roman Empire. Your handcrafted Piedmont Italy tour of wine and truffles takes you around Piedmont, filling each day with the sumptuous flavors of the region, from food to history. The eclectic aromas of the Truffle Festival mix with the enthusiastic calls of the crowd, each person aching to taste the unique concoctions created simply for the event. A sea of vineyards traipses over the hillside and the pleasurable flavors of the countryside can be as rich or delicate as an award-winning restaurant in the city.

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

Panoramic view of Lake Garda, Italy

True Flavors of Northern Italy: Food & Wine Tour of Veneto

8 Day Custom Tour

From $2,195

The cuisine of a region explains much of its culture, tradition, and respect for the landscape. Sip a glass of indulgent wine with a view of the snow-capped peaks of the Dolomite Mountains, just before you sit down to a gourmet meal. Wander the cobblestone streets of a Renaissance city adorned with shining frescoes as the aromas of olive groves and grapevines sweep across the landscape that connects the foothills to the lakeshores. The marvels of the wine and food in Veneto are at your fingertips during your custom tailored tour dedicated to the splendor of farm to table cooking and soil to bottle vineyards.

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

Tuscany landscape with vineyards and cypress trees in Italy

Tuscany Tour of Charming Villages, Ancient Towns & Unforgettable Landscapes

8 Day Custom Tour

From $2,195

There are few greater moments than sitting on a hillside at a quiet café with a view overlooking the red-tiled roofs of a historic city. You can hear the bells of the cathedral chime at dusk. The aromas of freshly cooked pasta and rich locally grown wine add to the unforgettable ambiance. Images of Renaissance statues and oil paintings decorate the fantasy. Your custom-tailored Tuscany tour to Florence, Siena, and Arezzo turns dreams into realities, taking you through the treasured hills and medieval towns of, where every moment is luxurious, illuminating, and unforgettable.

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 Alberobello with trulli houses among green plants and flowers in the Apulia region of southern Italy.

Off-the-Beaten-Path Puglia Discovery Tour

8 Day Custom Tour

From $2,195

This 8-day tour of Puglia is a great way to venture off the beaten path in one of Europe's most visited tourist destinations. This tour is an immersive exploration of the Italian region that time forgot, from the rural countryside to the scenic seaside. A blend of active and leisure time on this tour makes sure that you are able to fully enjoy this unforgettable journey in one of the most idyllic vacation destinations on the planet.

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

Vatican Dome of San Pietro Basilica and the Sant'Angelo bridge over Tiber river in Rome, Italy.

Rome and Neapolitan Coast Tour

8 Day Custom Tour

From $2,195

On this handcrafted 7-day tour, witness the Italian heritage that shines through iconic monuments and contemporary restaurants that preserve the country's culinary roots. Allow yourself to marvel at the country's phenomenal art and architecture and appreciate the mesmerizing landscapes of each iconic destination.

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

Church of San Biagio in Montepulciano.

Heart and Soul of Italy Tour: Umbria to Abruzzo

8 Day Custom Tour

From $2,235

The pristine side of Italy will be yours to explore on this 8-day tour of the Umbria, Marche, and Abruzzo regions. Despite the many attractions of Italy's interior, the countryside remains relatively untouched by the millions of tourists that visit each year. As you take in your environment through leisure and guided explorations, the imagination will come to life as you enjoy an introduction to rural Italy's heart and soul.

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

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