Old Town Varena on the coast of Lake Como, Italy
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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.

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Catania Cathedral in Sicily, Italy

8 Day Trip IdeaFrom $7,800

8 Day Luxury Tour of Sicily Highlights: Taormina, Syracuse, Agrigento, Palermo

Taormina, Catania, Syracuse, Noto and Ragusa, Agrigento +1 more
Colorful Vernazza on the Mediterranean in the Cinque Terre, Italy

8 Day Trip IdeaFrom $3,600

Adriatic to Mediterranean: Explore Venice, Lake Garda & Cinque Terre Tour

Venice, Murano, Burano, Torcello, Padua +16 more
Piazza del Campo with gothic town hall building and tower in Siena, Italy

8 Day Trip IdeaFrom $3,600

Tuscany Tour for Lovers: Siena, Cortona, Volterra, San Gimignano and Certaldo

Siena, Cortona, San Gimignano, Volterra, Grosseto +1 more
Gran Sasso e Monti della Laga National Park, Italy

8 Day Trip IdeaFrom $3,600

Soulful Italy: Umbria, The Marches, and Abruzzo Tour

Umbria, Ascoli, Marche, Abruzzo, Gran Sasso National Park +2 more
Alpine hut in Italy that produces and sells artisan cheese

8 Day Trip IdeaFrom $3,600

Gastronomic Traditions of Italy Tour: Cheese Making, Olive Oil Pressing & More

Ortona, Pescara, Chieti, Guardiagrele, Pennapiedimonte +2 more
Town of Positano on the Amalfi Coast, Italy

8 Day Trip IdeaFrom $3,600

Basil & Chocolate: Indulging in Italian Riviera and Umbrian Countryside Tour

Levanto, Bonassola, Framura, Monterosso, Corniglia +12 more

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    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. 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. 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.

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A villa and vineyard in Piedmont, Northern Italy

8 Day Trip IdeaFrom $3,600

Pleasures of Piedmont Tour: Wine, Truffles & Celebration

Milan, Alba, Turin, Piedmont
Panoramic view of Lake Garda, Italy

8 Day Trip IdeaFrom $3,600

True Flavors of Northern Italy: Food & Wine Tour of Veneto

Venice, Verona, Lake Garda, Bassano del Grappa, Padua +1 more
Beautiful landscape in Tuscany, Italy

8 Day Trip IdeaFrom $3,600

Tuscany Tour of Charming Villages, Ancient Towns & Unforgettable Landscapes

Florence, Siena, Arezzo
Beautiful town of Alberobello with trulli houses among green plants and flowers in the Apulia region of southern Italy.

8 Day Trip IdeaFrom $3,600

Off-the-Beaten-Path Puglia Discovery Tour

Polignano a Mare, Alberobello, Turi, Puglia, Gioia del Colle +2 more
Vatican Dome of San Pietro Basilica and the Sant'Angelo bridge over Tiber river in Rome, Italy.

8 Day Trip IdeaFrom $3,600

8-Day Rome and Neapolitan Coast Tour

Rome, Vatican City, Naples, Pompeii, Capri
Medieval Castle Rocca Calascio at sunset in Abruzzo, Italy

8 Day Trip IdeaFrom $3,700

Heart and Soul of Italy Tour: Umbria to Abruzzo

Florence, Umbria, Assisi, Corciano, Borgo Solomeo +4 more

4.9

Reviews of Zicasso's 8 Day Italy Itineraries & Vacation Packages

Based on 2465 verified traveler reviews.

Luxury Italy Travel Review: Sicily, Palermo, Catania, Ortigia, Taormina, Mount Etna

Matteo provided exactly the trip we wanted, which was a 12-day tour of Sicily, starting in Palermo and ending in Catania. We spent 3 nights in most hotels and approved of his choices, which gave us different experiences of hotels in Sicily. In Taormina we stayed at Hotel Calipso, Hotel Kore in Agrigento, and A Casa Di Anna in Palermo. He provided us with a cellphone upon arrival and checked in from time to time. His English is excellent. We sometimes had problems with internet, and he would call the hotel to try to get a solution, then report back. We used two guides provided by him for specific tours, but basically did things by ourselves. I would turn to him for my next trip to Italy.

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Italy Vacation Review: Sicily, Temples, Cathedrals, Cooking Class, Boat Tour, 2 Weeks
"Zicasso’s travel agency planned the trip of a lifetime for us. They were attentive, communicated with us daily, and responded to any concerns."

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Travel Review: Italy Tour, Sicily, Palermo, Agrigento, Catania, Ragusa, Syracuse, Modica, Chocolate Making, Olive Oil Factory
Trip was excellent.  All the arrangements made by the travel company worked flawlessly.  Although we have been traveling for more than 50 years this was the first time we have used a travel agency to both plan and arrange an overseas trip.  We were impressed with the agency because they listened to what we wanted to do and see.  There were discussions and a few iterations before the final itinerary. Take time and speak with them.  Furthermore they were able to accommodate our idiosyncrasies. We spent 10 nights in Sicily in Palermo, Agrigento, Ragusa Ibla, Siracusa and Catania.  All the hotels and B&B's were excellent and centrally located as we desired,  The drivers and guided tours were staffed with knowledgeable, professional and efficient people.  The agency kept in contact with us throughout the trip although this was not easy since we did have a mobile phone.  There were no problems at all.  Superb suggestions from the travel company that we had not thought about such as a chocolate making class in Modica, a market crawl/cooking class/lunch in Siracusa as well as a visit to a top quality olive oil production estate were some of the highlights of our trip.  The archeological visits also were magnificent. The agency even arranged for our attendance at a Bellini opera in the Teatro Bellini in Catania.  The overall trip was wonderful mostly due to the great travel arrangements.  It did not hurt that for the 10 day trip duration there was no rain, only a few rare clouds and moderate temperatures. We would not hesitate to work with this travel company again. 

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Travel Review: Luxury Trip to Italy, Sicily, Palermo, Taormina, Ragusa, Mt Etna

We found this travel company wonderful.

All the cities were great

Great Restaurants. Amazing locations and tours.

Excellent hotels. Our favorites Piccolo Giardino in Taormina, Acqua dell'Arte in Catania, and Casato Licitra in Ragusa. Great service.

Loved our days on the beaches.

They were very helpful for the complete trip.

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Italy Family Vacation Review: Taormina, Roccalumera, Sant'Alessio Siculo, Savoca, Siracusa, Modica, Ispica, Aeolian Islands

My wife and kids were joined by my sister, my dad and his wife on a 10-day trip to Sicily.

We engaged this travel company to put the trip together for us. I provided the information about which villages we were interested in focusing on because of an ancestral tie. They took that information and weaved in activities that complimented our desired locations and supplemented the agenda with villages and cities with which we didn’t have ancestral ties, but which offered opportunities for fun and adventure.

We started out in Taormina for three nights. While in the area we did quick driving tours of Letojanni and Roccalumera. We spent a little more time in Sant'Alessio Siculo to visit our family church in which my great grandfather Stefano had a stone erected at the passing of his father Domenico in 1948. We traveled to Savoca to visit locations that were in the Godfather movies. Then we drove up to Forza d'Agrò another family ancestral hub and did a walking tour of the town visiting more set locations for the Godfather movies but also parts of our town inhabited by our ancestors. We spent a fair amount of time in the town of Taormina visiting the central city area and other locations like the Greek Amphitheater. Everywhere we went was a quick 10-minute walk from our hotel. We stayed at a Hotel which was an excellent base of operations.

Our last day in the area we visited Mt. Etna. Our very knowledgeable guide put us through the paces visiting some of the minor smaller craters. It’s a location that truly has to be seen to be appreciated. Pictures just do not do it justice. We also toured a tunnel caused by lava flow that had been in existence since at least 1776.

For the next night, we moved on to Sant'Angelo di Brolo and visited parts of the village tied to our ancestors. Our driver did a create job of recon on the area so he could focus us on the areas that held the most historical significance to us. He also helped us with our dialogue with the commune’s municipal records office. His efforts helped us obtain printouts that provided us invaluable information for our family tree.

While in the area we also visited Gioiosa Marea which is a genuinely nice village on the northwest coast of Messina. From there we had a magnificent view of the Aeolian Islands.

We finished our stay with five nights in Siracusa. Siracusa is a good-sized city and we stayed on the “Island” of Ortigia where there were tons of sights to see and things to do. We ventured out of town to visit a number of locations. We visited the Archaeological Park the highlight of which was a Greek Amphitheater that was even bigger than the one in Taormina. We visited a farm that produces high quality Olive, Jams, Honey and Citrus. We participated in a cooking class with a Chef. We ventured out of the area for a tour of Ragusa lead by another guide who shared her wealth of knowledge about the area with us. Along the way we got to see Modica and Ispica. Of course we also visited a winery to learn about the process of making wine in Sicily (and to drink a little of the local Sicilian output too).

The mountain landscape was breathtaking in all the areas we visited. Each time we entered a share turn we were glad our driver was still with us taking great care to make the drive as smooth as possible.

Unfortunately, the visit had to end, and we had to travel back to reality.

The whole family had a wonderful time, and everyone can’t wait to get back.

Our travel company exceeded our very high expectations!

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Italy Trip Review: Taormina, Agrigento, Palermo, 8 Nights

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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