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 $7,800

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 $3,600

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 $3,600

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 $3,600

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 $3,600

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 $3,600

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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 $3,600

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 $3,600

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 $3,600

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 $3,600

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 $3,600

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 $3,700

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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.

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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

From spring's awakening in Roman gardens to winter's snow-dusted alpine peaks, each season reveals different facets of Italy's magnificent character.

The essence of timing in Italy lies in understanding when morning mist lifts from Tuscan vineyards, when truffle season perfumes Umbrian forests, and when Venice's canals shimmer with golden light instead of tourist crowds. True luxury travel transcends weather predictions, embracing instead the pace of Italian life, with its harvest festivals, Easter processions, carnival celebrations, and quiet moments when locals reclaim their beloved piazzas.

Our destination specialists understand these subtle seasonal nuances, crafting journeys that align with Italy's natural and cultural routines for experiences that feel authentically It...

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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

The allure of Italy lies in its iconic landmarks and the sensory experiences you can uncover when exploring the top things to do in Italy, all woven through sunlit piazzas, vineyard-clad hills, and whispered histories.

Italy reveals itself through curated moments, whether private viewings of Renaissance masterpieces, truffle hunts in misty forests, or gondola rides through Venice’s moonlit canals. We distill Italy’s essence into transformative experiences to immerse you in la dolce vita, while honoring the nation’s profound cultural legacy.

Extraordinary travel begins with a human touch, and our destination specialists design every journey with care, insight, and personal attention. As you consider a visit to Italy, use the following information to guide yo...

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

The essence of the best places to visit in Italy lies not in crowded piazzas, but in secrets whispered by the marble of a Medici palace, the citrus-kissed breeze off Capri’s cliffs, the way golden hour gilds Venice’s canals.

From ruins in Rome to Venetian waterways, Tuscan wine estates to famous landmarks in Florence, the top places to go in Italy will give you a remarkable vision of the country.

Extraordinary travel begins with a human touch, and our destination specialists design every journey with care, insight, and personal attention. As you consider a visit to Italy, use the following information as a guide before connecting with our travel experts to help you plan your trip.

Read More    >

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Italy Vacation Review: Cinque Terre, Lucca, San Gimignano,...
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