Old Town Varena on the coast of Lake Como, Italy
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8 Day Italy Itineraries & Vacation Packages

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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 In 3 Simple Steps

  1. 1

    Describe your dream 8 day Italy itinerary.

  2. 2

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

  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.

Catania Cathedral in Sicily, Italy

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.

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Colorful Vernazza on the Mediterranean in the Cinque Terre, Italy

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.

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Piazza del Campo with gothic town hall building and tower in Siena, Italy

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.

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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.

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Alpine hut in Italy that produces and sells artisan cheese

Encounter a side of unseen Italy on this eight-day Gastronomic Traditions of Italy Tour in undisturbed Abruzzo. Medieval castles overlook valleys of lush vines. The Apennine Mountains form extraordinary backdrops to historic hillside towns. Fishermen use ancient techniques along the coastline. Farms produce an abundance of flavorful cheeses, and vineyards make inspiring wines. Your custom-tailored Italy tour immerses you in historical culture where the mountains meet the eastern shore.

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Town of Positano on the Amalfi Coast, Italy

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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A villa and vineyard in Piedmont, Northern Italy
Pleasures of Piedmont Tour: Wine, Truffles & Celebration

8 Day Custom Tour

Dynamic pricing from $2,859

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.

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Panoramic view of Lake Garda, Italy
True Flavors of Northern Italy: Food & Wine Tour of Veneto

8 Day Custom Tour

Dynamic pricing from $2,859

The marvels of the wine and food are at your fingertips during your custom-tailored 8-day Northern Italy food tour dedicated to the splendor of farm-to-table cooking and soil-to-bottle vineyards. Sip a glass of indulgent wine with a view of the snow-capped peaks of the Dolomite Mountains. Wander the cobblestone streets of a Renaissance city adorned with shining frescoes and olive-grove aromas. The cuisine of the region explains much of its heritage and landscape.

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Beautiful landscape in Tuscany, Italy

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.

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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

Dynamic pricing from $2,859

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.

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Vatican Dome of San Pietro Basilica and the Sant'Angelo bridge over Tiber river in Rome, Italy.
8-Day Rome and Neapolitan Coast Tour

8 Day Custom Tour

Dynamic pricing from $2,859

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.

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Medieval Castle Rocca Calascio at sunset in Abruzzo, Italy
Heart and Soul of Italy Tour: Umbria to Abruzzo

8 Day Custom Tour

Dynamic pricing from $2,907

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.

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We Work With the Best Italy Travel Agents for 8 Day Tours

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More About 8 Day Italy Itineraries

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.

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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. During this time, the weather is great for the beaches, sightseeing, wine tasting, food tours, and more. Fall, particularly September and October, are also lovely times, when Italy is quieter and the fall colors are on show.

Your ideal experiences also affect the best time of the year to visit Italy for your vacation. Skiing in the Dolomites is exceptional in December, while enjoying the sun-washed beaches of Sicily is best in May. Rome is brilliant in April, while Florence is stunning in September.

From wine tasting to Roman-ruin exploration and coastal sightseeing, find the best time for your experience. As a family, couple, senior, or adventure traveler, we share ideas to help ...

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How to Plan a Trip to Italy: Frequently Asked Questions
Skyline highlighting the architecture of Rome, Italy
How to Plan a Trip to Italy: Frequently Asked Questions

As you plan your trip to Italy, consider our tips with the following answers to the most frequently asked questions.

From dreaming of the sunflower fields in Tuscany to searching the ruins of Rome for ancient treasures, you can book a vacation in Italy using our ideas as inspiration. Enjoy the pleasures of La Dolce Vita or alpine panoramas, lounging on golden beaches, or embracing rolling vineyards. It is all about finding the information you need to plan the right trip for you.

Whether you are designing a first-time Italian vacation as a couple or returning to the Mediterranean jewel with family, we share how to plan a stress-free trip.

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Top 15 Things to Do in Italy
The Roman Forum in Rome, Italy
Top 15 Things to Do in Italy

From immersive tours of ancient Rome to the intricacies of artisanal crafts, Italian gastronomy to breathtaking national parks, the top 15 things to do in Italy let travelers unravel the country’s beauty and culture.

You can witness more Unesco World Heritage Sites than in any other country or sample the enticing flavors of celebrated Italian 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 top 15 things to do in Italy for a majestic and authentic experience that brings Italian culture and unique experiences to the forefront.

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7 Best Places to Visit in Italy
A farmhouse sitting in sunny fields in Tuscany.
7 Best Places to Visit in Italy

Italy practically overflows with must-see destinations, and deciding which to explore can be overwhelming.

The country inspires with ancient cultural riches and unique style, as well as enchanting natural beauty. With endless majesty stemming from the dramatic coastline, beautiful lakes, and rolling hills, it is no wonder we find inspiration throughout the country.

Here are the destinations you must see to discover the essential Italy and savor the simple pleasures offered by Italian life.

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