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

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

Uncover discoveries long held to legend as you venture to Italy for an experience...

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.

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
Catania Cathedral in Sicily, Italy

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

Places Visited: Taormina, Catania +4 more
Places Visited: Taormina, Catania, Syracuse, Noto and Ragusa, Agrigento +1 more

8 Day Custom Tour

From $6,235

Colorful Vernazza on the Mediterranean in the Cinque Terre, Italy

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

Places Visited: Venice, Murano +19 more
Places Visited: Venice, Murano, Burano, Torcello, Padua +16 more

8 Day Custom Tour

From $2,859

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

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

Places Visited: Siena, Cortona +4 more
Places Visited: Siena, Cortona, San Gimignano, Volterra, Grosseto +1 more

8 Day Custom Tour

From $2,859

Gran Sasso e Monti della Laga National Park, Italy

Soulful Italy: Umbria, The Marches, and Abruzzo Tour

Places Visited: Umbria, Ascoli +5 more
Places Visited: Umbria, Ascoli, Marche, Abruzzo, Gran Sasso National Park +2 more

8 Day Custom Tour

From $2,859

Alpine hut in Italy that produces and sells artisan cheese

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

Places Visited: Ortona, Pescara +5 more
Places Visited: Ortona, Pescara, Chieti, Guardiagrele, Pennapiedimonte +2 more

8 Day Custom Tour

From $2,859

Town of Positano on the Amalfi Coast, Italy

Basil & Chocolate: Indulging in Italian Riviera and Umbrian Countryside Tour

Places Visited: Levanto, Bonassola +15 more
Places Visited: Levanto, Bonassola, Framura, Monterosso, Corniglia +12 more

8 Day Custom Tour

From $2,859

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A villa and vineyard in Piedmont, Northern Italy

Pleasures of Piedmont Tour: Wine, Truffles & Celebration

Places Visited: Milan, Alba +2 more
Places Visited: Milan, Alba, Turin, Piedmont 

8 Day Custom Tour

From $2,859

Panoramic view of Lake Garda, Italy

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

Places Visited: Venice, Verona +4 more
Places Visited: Venice, Verona, Lake Garda, Bassano del Grappa, Padua +1 more

8 Day Custom Tour

From $2,859

Beautiful landscape in Tuscany, Italy

Tuscany Tour of Charming Villages, Ancient Towns & Unforgettable Landscapes

Places Visited: Florence, Siena +1 more
Places Visited: Florence, Siena, Arezzo 

8 Day Custom Tour

From $2,859

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

Places Visited: Polignano a Mare, Alberobello +5 more
Places Visited: Polignano a Mare, Alberobello, Turi, Puglia, Gioia del Colle +2 more

8 Day Custom Tour

From $2,859

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

8-Day Rome and Neapolitan Coast Tour

Places Visited: Rome, Vatican City +3 more
Places Visited: Rome, Vatican City, Naples, Pompeii, Capri 

8 Day Custom Tour

From $2,859

Medieval Castle Rocca Calascio at sunset in Abruzzo, Italy

Heart and Soul of Italy Tour: Umbria to Abruzzo

Places Visited: Florence, Umbria +7 more
Places Visited: Florence, Umbria, Assisi, Corciano, Borgo Solomeo +4 more

8 Day Custom Tour

From $2,907

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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

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 tour.

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
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 trip. 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 you ...

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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 trip 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 tour as a couple or returning to the Mediterranean jewel with family, we share how to plan a stress-free trip.

Read More    >
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.

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

From ancient ruins in the capital city of Rome to glistening canals in Venice, you can explore the best places to visit in Italy for inspiring travel ideas.

Italy enchants with ancient cultural riches and unique style, as well as enchanting natural beauty, from the colorful seaside Amalfi Coast towns to the golden hills of Tuscany. With endless majesty stemming from the dramatic coastline, beautiful lakes, and rolling landscapes, you can immerse yourself in the storied beauty as you explore the top places to visit.

Discover essential experiences and savor the pleasures of Italian life on a trip to the best places to go in Italy.

Read More    >

Reviews of Zicasso's Referral Service

4.89 stars based on 5257 reviews.

Italy Vacation Review: Florence, Bologna, San Gimignano,...
"This is the second Italian adventure our Zicasso travel...

Reviewed By TRACEY U.

Italy Tour Review: Rome, Florence, Tuscany, Cinque Terre,...
"In general, the trip was fantastic! I worked with a Zicasso...

Reviewed By Thomas B.

Italy Tour Review: Syracuse, Taormina, Palermo, Cooking...
"Our trip was extremely well organized and all the tour...

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Italy Luxury Travel Review: San Gimignano, Venice, Tuscany,...
"We had a great trip. There were no surprises in the organization."

Reviewed By Mark W.

Italy Tour Review: Venice, Rome, Florence, Pisa, Cinque...
"In a word, Zicasso's travel agent was extraordinary. She...

Reviewed By Janice F.

Italy Trip Review: Rome, Florence, Tuscany, Chianti, San...
"We could not say enough good things about every part of...

Reviewed By Emily H.