
8 Day Italy Itineraries & Vacation Packages
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.
Explore Our Trip Ideas
Let these itineraries inspire your personalized travel experience

8 Day Trip IdeaFrom $7,800
8 Day Luxury Tour of Sicily Highlights: Taormina, Syracuse, Agrigento, Palermo

8 Day Trip IdeaFrom $3,600
Adriatic to Mediterranean: Explore Venice, Lake Garda & Cinque Terre Tour

8 Day Trip IdeaFrom $3,600
Tuscany Tour for Lovers: Siena, Cortona, Volterra, San Gimignano and Certaldo

8 Day Trip IdeaFrom $3,600
Soulful Italy: Umbria, The Marches, and Abruzzo Tour

8 Day Trip IdeaFrom $3,600
Gastronomic Traditions of Italy Tour: Cheese Making, Olive Oil Pressing & More

8 Day Trip IdeaFrom $3,600
Basil & Chocolate: Indulging in Italian Riviera and Umbrian Countryside Tour
How Zicasso Works
Here's how we create life-enriching, luxury travel experiences
1.Share Your Travel Dreams
Zicasso specializes in custom tours, vacations, and safaris tailored to your interests and preferences. From private African safaris to culinary experiences in Europe, submit a trip request to share your ideas and travel style.
2.Meet Your Travel Specialists
To ensure a personalized experience, we'll carefully handpick and introduce you to two of our top travel specialists, each with unsurpassed destination knowledge and local insight aligned to your luxury travel dreams.
3.Design Your Perfect Journey
Compare the expertise of two specialists with itineraries crafted exclusively for you. You can refine these further and choose your preferred proposal. Our unique process ensures a more creative, personalized, and expertly crafted trip.

8 Day Trip IdeaFrom $3,600
Pleasures of Piedmont Tour: Wine, Truffles & Celebration

8 Day Trip IdeaFrom $3,600
True Flavors of Northern Italy: Food & Wine Tour of Veneto

8 Day Trip IdeaFrom $3,600
Tuscany Tour of Charming Villages, Ancient Towns & Unforgettable Landscapes

8 Day Trip IdeaFrom $3,600
Off-the-Beaten-Path Puglia Discovery Tour

8 Day Trip IdeaFrom $3,600
8-Day Rome and Neapolitan Coast Tour

8 Day Trip IdeaFrom $3,700
Heart and Soul of Italy Tour: Umbria to Abruzzo
Reviews of Zicasso's 8 Day Italy Itineraries & Vacation Packages
Based on 741 verified traveler reviews.
Our Zicasso travel specialist did a fantastic job planning our family vacation for five adults.
Each hotel was top-notch. At the villa in Taormina, the rooms were luxurious, with unbelievable views of the bay and Mount Etna from private verandas. The staff were gracious and the restaurant's breakfast buffet delicious. Lunch and dinner were top-notch. The hotel in Agrigento was modern and the grounds were exceptional. It was close to the Valley of the Temples, with amazing views of the ruins from each room and the beautiful infinity pool. The hotel in Palermo was old-fashioned luxury with up-to-date facilities and close to the old town.
Our tour guides and drivers were excellent.
My only regret is that we only had 10 days to explore Sicily as there was so much more to see!
Our agent did a yeoman's job helping us plan this trip.
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The trip itself was OK. We loved getting to know Sicily and the itinerary provided by Zicasso's travel company was very interesting. The suggestion I would make for new travelers to this region is that they choose another time, instead of May. We expected warmer weather.
Another suggestion is that if you are going to rent a car, choose a small one. The cities are really small (downtown), so the streets are very narrow. You have to be very careful when driving. In Ragusa, a parking lot near the best part of the city should be recommended (I have already told the travel consultant about that).
As for the rest, everything went just fine and I would recommend visiting Sicily.
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Our trip to Italy was amazing! The tours that were organized for us were all excellent and engaging.
The Vespa sidecar tour was an incredible way to kickstart the trip and our two teenage boys really enjoyed it. Our walking tours of the Vatican museums and the Colosseum and Roman Forum tours with our guide were excellent. We loved her. She was fantastic. Our tour of the crypts and catacombs was very interesting and the guide was very good.
The hotels were very nice and accommodating, especially in Rome and Venice. The car rental in Rome was good and the car was the perfect size for what we needed. It was just big enough to fit our luggage.
The hotel in Orvieto was a bit spartan and had plumbing issues. Our tour guide in Orvieto was also great. The hotel in Siena was very nice. Our tour guide in Siena was very nice, but we had some difficulty hearing her. She did explain things nicely and took us to some interesting locations around the city, but not being able to hear her was a little challenging. The e-bike tour in Montepulciano was incredible. The scenic landscapes and the visit to Pienza was a nice surprise.
Returning the car in Florence was very difficult and our only suggestion is that on the travel documents, the return address be included on the page of the event. We did not think to look back at the rental agreement. Driving in Florence is very difficult and can be overwhelming for some people.
The train station was organized and it was easy to locate the train. The train ride itself was very easy and fast.
Venice was outstanding. Our hotel was beautiful and comfortable, and the breakfast was incredible. Due to the difficulty we had in returning the car in Florence, our travel company was kind enough to buy us dinner at an wonderful restaurant in Venice, which was one of the highlights of the trip.
Our family had a wonderful experience and the trip was so well planned and organized. I will be using our travel company for future trips and, on behalf of my family, I would like to thank you for the time of our lives!
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We loved the hotels you selected. The drivers were prompt and the guides were good. We especially loved our guide in Florence. Monterosso al Mare was beautiful.
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