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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Benefits of Using Zicasso

Plan Your Trip with
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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.

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

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

Embark on an unforgettable journey through Italy, a land where ancient wonders meet breathtaking natural beauty and culinary delights. From the sun-drenched vineyards of Tuscany to the historic streets of Rome, Italy offers diverse experiences for every luxury traveler.

Savor exquisite, regional cuisine in a charming trattoria, with flavors honed over centuries, or experience a private, after-hours tour of the Colosseum, feeling the echoes of ancient gladiators. Glide across the tranquil waters of Lake Como in a private boat, admiring elegant villas or taking part in an exclusive truffle hunt in the rolling hills of Umbria, culminating in a gourmet meal. These are just a few of the extraordinary moments that await you.

Extraordinary travel begins with a human touch, and our ...

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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    >

Reviews of Zicasso's Referral Service

4.9 stars based on 5894 reviews.

Italy, Greece Travel Review: Como, Bellagio, Wine Tour,...

The overall trip was great. The weather was terrific and the countries we visited had so much to see. Zicasso's tour company did a good job of balancing relaxation with fun. Each of the guides we had was so pleasant and shared so much information with us. They were very attentive to our needs.

Reviewed By Nisha V.

Italy Vacation Review: Florence, Rome, Truffle Hunt, Cooking...

Wow, where to begin. This trip was an absolute dream.

When I first spoke to Zicasso’s travel consultant, I told her my main travel concern: traveling with nine- and 15-year-old boys as a single mom in Italy. I was excited to take the trip with them, but I really needed something that was meticulously planned to take away the nerves of having to navigate alone with two kids. She listened and executed the most beautiful trip.

She planned activities that captured the attention and imagination of a fourth grader and a teenager. And the experiences were unique. Probably the highlight of the trip was a truffle hunt with the hunter and his dog in the countryside outside of Florence. My oldest wants to move to Florence and start hunting! We had a personalized cooking class, a private Vespa tour of Rome, and a delicious and informative art and food tour, among other amazing experiences. As we were sending photos back home, I got so many requests for our itinerary because it was so special and unique. Both boys were hard-pressed to choose which part they liked best.

The hotels she selected were beautiful, comfortable, and right in the heart of the cities and attractions we wanted to see. When we encountered a small hiccup (by our hotel, not our travel agent), I contacted her and she responded right away, getting us a free room upgrade and free dinner! We felt very taken care of.

Aside from the amazing activities and locations we saw, the trip was fantastic because everything was so seamless. We always had a private driver arranged, pre-booked train tickets, and even someone to make sure we made it on time for our flight home. I never had to worry about a thing. It was also telling that every tour guide we interacted with had only glowing things to say about our travel agent and her keen attention to detail and organization.

If you're planning on visiting Italy, this travel company is the travel agency you need to select. It takes any of the stress and guesswork out of the travel process, and all you have to do is show up and enjoy.

Thank you so much! You helped us make some amazing memories!

Stephanie

Reviewed By Stephanie S.

Italy 25th Anniversary Travel Review: Positano, Sorrento,...

This was possibly the best vacation we have ever taken. A fitting trip to mark our 25th anniversary, we will remember our days in Positano and Sorrento forever. Everything was perfect and the service and support were extraordinary.

Zicasso's travel specialist and the other people were always super-helpful and friendly. The hotels they chose for us in particular were exactly what we wanted. I can’t think of a single issue. Transport, transfers, etc., were perfect. The only bad part was that we had to return to normal life afterwards! We highly recommend our travel company to anyone! Grazie mille!

Reviewed By Mauro A.

Italy Trip Review: Amalfi Coast, Herculaneum, Vatican, Capri,...

We had a fantastic time and Zicasso's tour operator did an excellent job organizing every detail of our trip. Drivers and guides were always punctual, and the itinerary was perfectly balanced—full days, without ever feeling rushed.

Some real highlights for us were Herculaneum, the Pantheon, the Vatican, and our unforgettable Capri boat tour. Our guide brought Pompeii's history to life in a way that made it feel like stepping back in time and the Naples street food tour was delicious and nostalgic—her pizza fritta instantly took me back to the calzones I grew up with in Niles, Ohio. Our driver was with us for several days and made every transfer feel effortless.

There was a small hiccup at the very end with a trip planner, but it was minor compared to the overall quality of the trip. The organization, communication, and attention to detail throughout made this a truly memorable experience and we wouldn’t hesitate to book with this tour agency again. We had a fantastic time and the tour company did an excellent job organizing every detail of our trip.

Reviewed By James T.

Italy Vacation Review: Positano, Boat Tour, History, 16-Day...

I want to give a huge shoutout to Zicasso's trip coordinator. She was our coordinator through WhatsApp. She was always available, provided quick solutions and documents whenever we needed them. Given a few airline delays, we needed to adapt our itinerary rapidly and she always came in clutch.The itinerary was put together very fast, as we approached this travel company six weeks before our desired travel dates. We had an amazing time and all the activities were tailored to our interests. We would highly recommend them for any Italy travel.

Reviewed By Brad B.

Italy Tour Review: 9 Nights

It was very good and lived up to our expectations.

Reviewed By Sarpreet B.