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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24/7 support and local assistance for every moment of your vacation.
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

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 5986 reviews.

Italy Trip Review: Guides, 9 Nights

Zicasso's travel agent created an itinerary and experience that was simply perfect. Every hotel experience, guide, and driver was excellent. She was kind, patient, knowledgeable, and made the perfect suggestions. I loved working with her! Thank you to our agent, the tour operator, and Zicasso for a wonderful trip!

Reviewed By Anita L.

Italy Tour Review: Pompeii, Capri, 10-Day Trip

The trip was wonderful. Zicasso's travel agent and her staff planned the perfect 10-day trip. The accommodations, the drivers, the guides, and the restaurant recommendations were perfect. The communication was excellent and timely. They went above and beyond to make sure we were comfortable and happy. The staff were very attentive and flexible, even when we wanted some small changes, such as pick-up times for the drivers. They adapted and made it all work. This travel agent is absolutely terrific.

Reviewed By Marci M.

Italy Vacation Review: Tuscany, Siena, Rome, Amalfi, Capri,...

Our Italy trip with Zicasso’s travel partner was nothing short of spectacular! Referred by a friend who had an amazing experience, we decided to give it a try and were not disappointed. Our agent was fantastic, always ready with answers to our questions and providing excellent support throughout our journey.

In Tuscany, we visited beautiful wineries and enjoyed a delightful lunch with the vintners, who were incredibly warm and welcoming. Her attention to detail was evident when she adjusted our plans due to weather changes and even checked in on us when we were slightly delayed for a tour.

Siena was breathtaking and our hotel in Rome was perfectly located, allowing us to walk to all the major sites. One of the highlights was a small boat tour around Capri from Amalfi—perfect weather and stunning waters made it unforgettable. The cooking class on the Amalfi Coast, set on the side of a cliff, was exceptional and having personal tours just for the two of us was an unexpected and delightful bonus.

We can't express enough how much we enjoyed our Italy trip. The travel partner exceeded our expectations and we highly recommend them for a truly memorable experience!

Reviewed By Kent S.

Italy Anniversary Travel Review: Tuscany, Local Cuisine,...

Zicasso’s trip coordinator and her team did a fantastic job, not only in planning the trip to meet our needs and wants, but also in personalizing it as needed. They were also available as we needed them to adjust things, such as pickups, and even made some dinner reservations for us. With our budget, they set us up in excellent hotels that fit our desire for the trip to be a wonderful anniversary getaway. Her staff were also very helpful. We would strongly recommend them for a trip to Italy!

Reviewed By Rajesh J.

Italy Family Trip Review: Lake Como, Amalfi Coast, 2 Weeks...

Zicasso's travel planner and her staff did a perfect job for our family of six. She made our trip seamless!

Everything she planned was perfect and no detail was left out. I would use them again and again for my travels to Italy.

Reviewed By Sally F.

Switzerland, Italy Solo Vacation Review: Zurich, Lucerne,...

My first solo trip was something I had dreamed about for years. I wanted it to be more than sightseeing. I wanted adventure, comfort, safety, and freedom without the stress of planning it all alone. Through Zicasso, I was connected to two specialists and Zicasso's travel consultant stood out immediately. She delivered an itinerary that gave me everything I asked for and more: maximum cities, maximum fun, and maximum value, all without compromise.

Before deciding, I researched and compared tours, packages, and individual prices online. The travel consultant’s proposal came out on top for value and content. While the other agent offered fewer cities and activities at a higher price, her plan was ambitious without being overwhelming. She booked my trains, arranged private transfers where needed, and selected boutique-style hotels that exceeded expectations. I was honestly surprised at how good they were. I stayed at hotels in Interlaken, Florence, and Sorrento. Each was clean, comfortable, and perfectly located for exploring. I had prepared myself for budget trade-offs, but instead, I found thoughtfully chosen hotels that balanced affordability with real quality.

Every document, train ticket, and activity confirmation was uploaded into the app. It became my lifeline throughout the trip, with every detail at my fingertips. The structure gave me confidence, while still leaving me free to explore.

Switzerland came first: Zurich, Lucerne, Interlaken, and Zermatt. Each city felt like stepping into a postcard. Interlaken gave me the adrenaline rush of skydiving, while Zermatt charmed me with its close-knit magic and alpine beauty. Italy unfolded with equal ease: Lake Como, Venice, Florence, Sorrento, Amalfi, and Rome. Every destination felt curated, yet natural, from gondola rides in Venice to boat tours on the Amalfi Coast.

What I loved most was the balance between structure and freedom. Pre-booked activities and restaurant reservations gave me a strong framework, but I could just as easily decide to spend an afternoon wandering Florence, eating gelato, or sitting in a piazza. The rhythm of the trip was perfect, structured enough to tick off bucket-list highlights, yet relaxed enough to feel like a real vacation.

Food was freestyle, but memorable. Highlights included a Japanese-Peruvian restaurant in Zurich with its elegant Japanese-Peruvian flavors, a different Japanese restaurant, a restaurant in Como with its modern fusion menu, an Indian restaurant for comforting classics, and international favorites like those in one of the restaurants in Rome. Between those meals and plenty of gelato and crepes, every stop added its own flavor to the journey.

As a solo traveler, safety mattered. I felt comfortable walking around in the evenings and was usually back in my hotel by 1am to stay rested for the next day. What really gave me peace of mind was the travel consultant’s constant support. Communication was fast and responsive. I never had to wait long for answers, whether through the app or email. There was a moment when I made a mistake with the trains and missed an activity. She immediately stepped in and worked to reschedule it or secure a refund that same day.

Earlier in the planning process, I also had a card issue due to an address error. Even though policy would not normally allow it, she and her team patiently waited until I received the refund before finalizing the booking, just weeks before my trip. That flexibility and care spoke volumes.

The difference was clear. She used my budget to its fullest potential, giving me more destinations, more experiences, and better hotels than the alternative option. She managed to combine the efficiency of a fully organized tour with the freedom of independent travel. Everything was planned, yet everything was still mine to shape.

This trip was everything I wanted: good food, beautiful views, safety, and absolute reliability. It was an organized journey with freestyle flexibility, which is exactly what solo travelers dream of. The travel consultant’s planning let me chase adventure while always knowing I had a safety net. Switzerland and Italy gave me memories I will never forget, but it was the behind-the-scenes planning that made it possible. If you want a trip that is your way, your budget, your pace, but without the endless hassle of managing it yourself, the travel consultant at this agency is the person who can make it happen. My first solo trip became my dream trip and that is the highest praise I can give.

Reviewed By tasmia S.