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

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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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

Choosing the best time to visit Italy for a luxury vacation is less about finding the “best” time and more about deciding which of Italy’s many beautiful faces you wish to see. Each season reveals a different facet of its soul, offering a unique range of experiences, flavors, and moods. 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 experts understand these subtle seasonal nuances...

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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...

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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

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 5964 reviews.

Italy Tour Review: Cinque Terre, Positano, 15-Day Trip

The trip was very well planned by Zicasso's travel company and all of the stops and pick-up points, cars, trains, boats, etc., were there and reliable. We had a fantastic time.

Reviewed By Jeffrey C.

Italy Trip Review: Amalfi Coast, Capri, Naples, Rome, Pompeii,...

I am writing to express my immense gratitude to the entire team at Zicasso’s travel partner for curating the most spectacular trip to Italy for my family. From start to finish, the level of service was beyond impeccable and truly set a new standard for what we consider luxury travel.

The planning process was an absolute pleasure. Communication was one of their greatest strengths; our contact was consistently available and responses to our questions were nearly instantaneous. This travel company made us feel like we were their only clients. They took the time to understand the different ages and interests within our family, and built a bespoke itinerary that perfectly balanced history, leisure, and unique local experiences.

This was genuine white-glove service in every sense of the word. From the moment we landed, every detail was flawlessly executed. Private drivers were waiting for us, guides were engaging and knowledgeable, and our accommodations were magnificent. We never once had to worry about a single logistic, allowing us to be fully present and enjoy our time together.

If you are looking for a travel partner that offers unparalleled personalized service and flawless execution for a trip to Italy, look no further. Thank you for giving our family memories we will cherish forever.

Reviewed By Christopher L.

Italy Travel Review: Rome, Ravello, Amalfi Coast, Positano,...

My husband and I were thrilled with our recent trip to Italy that Zicasso’s travel designer put together. We began by attending a family friend’s wedding, held in Ravello, on the Amalfi Coast. Due to my husband’s mobility issues, we were met by a driver and headed to the Amalfi Coast. The driver was first class and the trip was very comfortable.

After the wedding festivities, we were able to have the most wonderful experiences visiting the towns of Amalfi and Positano, and our base for one week was in beautiful Sorrento. We attended a cooking class and enjoyed eating what we prepared. We had in-depth learning opportunities in Naples and Sorrento. Every guide we had spoke excellent English and was so knowledgeable. We especially enjoyed Pompeii! A super-fun day was had on the small group tour of Capri. The crew was fantastic and very accommodating in consideration of my husband’s mobility issues.

From beginning to end everything went well. The use of a messaging app was great for making sure everyone was on the same page.

The only thing that was a disappointment was the pizza in Naples. It wasn’t the best.

The hotel in Sorrento was phenomenal - it couldn’t have been better. The view of Mt. Vesuvius from our balcony helped create memories we will have forever. The hotel in Rome was also very nice. It was right in the middle of the main attractions.

We are very happy with our experience with this travel company and would not hesitate to recommend it!

Reviewed By Anne F.

Italy, Greece Trip Review: Vatican City, 2 Weeks

Zicasso had two travel companies provide their itinerary of what we wanted to do on our two-week trip to Italy and Greece. We chose this company because we felt they put together a nice itinerary that clearly defined what we would expect day to day. We were a little apprehensive about choosing a travel agent we had not heard of, but the communication from them prior to our trip settled our nerves. We were not disappointed because it ended up being the trip of a lifetime.

Reviewed By Thomas W.

Italy Family Trip Review: Venice, Florence, Rome, Naples,...

Our trip was a family one, two grandparents over 70, two parents and one adult son, one teenage girl, and one younger girl, 12. Three of us had been to Italy while the others had not. We wanted as complete a trip as we could in 14 days, so we included all the traditional places, Venice, Florence, Rome, and Naples/Pompeii. We spent three days in each and one day in Ferrara. While it was a lot for 14 days, we did not feel rushed.

What I like about Zicasso is they give you options to pick the best fit for your trip—we worked with two other agencies before we picked Zicasso’s travel partner. This travel partner took the time to understand our needs: three hotel rooms, all different in sizes, and tours and timing. Very important was the degree of coordination before the trip with the travel agent; she was available and knowledgeable, and took the time to adjust our needs. One of the best things about this travel partner was they used a van for all the travel, except from Rome to Naples. This was a much better option than the train for seven people and baggage.

During the trip, we were met on time by every driver and every guide. The hotels were excellent and the whole trip went well. When we had a delay on the train, the driver knew it and adjusted our pick-up.

Reviewed By Fred S.

Italy Tour Review: Wine Tour, Cooking Classes, Local Cuisine,...

Zicasso’s travel company was wonderful in planning our trip on short notice and in line with our requests and preferences. Their suggestions of what to do and where to stay were perfect. And when we accidentally got off on the wrong island, the travel company quickly got us new ferry tickets to get to the right place. It was all seamless.

Reviewed By Sherry G.