Italy’s Greatest Cities Tour with Sicily

What to expect on this itinerary
Dreamlike escape filled with magnificent architecture, ancient ruins, delicious food, breathtaking art, and embracing natural scenery is yours to experience on this 11-day Italy and Sicily trip. From the Sistine Chapel to Michelangelo’s David, exuberant palaces to magnificent towers, your custom-tailored Italy tour with Sicily takes you to unforgettable cities, each brimming with historical delight and treasured enchantment.
Customizable Itinerary
Rome - The Greatness of Rome
Rome is Italy’s vibrant capital city, evoking a powerful ancient empire and a strong connection to legendary popes and artists. Cathedral domes add to the historic skyline. Narrow cobblestone lanes open up to hidden piazzas. The aroma of fresh pasta filters through a charming local restaurant specializing in family recipes passed down for generations. Ancient wonders lead to Baroque beauty. Your private transfer greets you at Leonardo da Vinci-Fiumicino Airport upon your arrival. Soon you find yourself in a luxurious hotel near the heart of the city.
The Arch of Constantine stands between the Colosseum and Palatine Hill. The 4th-century structure frames the Via Triumphalis; the pathway emperors took to enter the city after a military triumph. The arch stands more than 68 feet tall and 84 feet wide. It is the perfect image to welcome you to the city, flouting the grandeur of the ancient empire in the well-preserved friezes detailing the triumphs of the past.
What's Included:
Rome - True Splendor of Rome
Pisa - Continued Greatness of a Maritime Past
Florence - Immersion into the Renaissance
Verona - The Home of Star-Crossed Lovers
Venice - Looking Around the Lagoon
Venice - Power of the Este
Taormina - Onward to the Riviera
Taormina - Remarkable Riviera
Taormina - Endless Sensations of Sicily
Taormina - Fond Farewell to the Taormina
Trip Highlights
- Discover the exquisite sight of the Leaning Tower of Pisa and the surrounding splendor of the Piazza dei Miracoli
- Relax in the marvelous seaside atmosphere and sensational historic ambiance of the Sicilian city of Taormina
- Witness the unparalleled masterwork decorating the Sistine Chapel, a part of the Vatican Museum
- Tour around exceptional ancient Rome, taking in the Colosseum and Roman Forum on a guided tour
- Relish an intimate view of Michelangelo’s David on a private tour of the Academy of Fine Arts in Florence
- Explore the historic walls and famous grounds of the Este Castle in Ferrara
- Visit the charming courtyard of Juliet (from Shakespeare’s Romeo and Juliet) in Verona
- Traverse the majestic streets of Venice lining the romantic canals
Starting Price
$5,000 per person (excluding international flights)
What's Included
- Accommodations
- In-country transportation
- Some or all activities and tours
- Expert trip planning
- 24x7 support during your trip
Your final trip cost will vary based on your selected accommodations, activities, meals, and other trip elements that you opt to include.
Verified Traveler Reviews
Based on 1538 reviews
Thanks for helping me organize my family (of 10 with diverse age from 15 to 63) trip to Italy, from Dec 17 to Dec 31. Whilst different member of my family have different expectation and requirement, I would like to comment you and your team on having planned an excellent trip that not only met each and everyone's interest and expectation but truly exceeded it.
Your planning have brought us to the lovely cities of Parma, Modena, Florence, Orvieto, Civita Di Bagnoregio, Naples, Rome, Venice, Cortina d'Amprezzo and back to our starting point Milan. Throughout the trip, we have a well balance itinerary that covered
- beautiful churches such as the Duomo in Milan, Rome, Florence,
- archeological site like Pompeii, Colosseum, Roman Forum, Pantheon, Pisa, Verona (learning more about romeo and Juliet)
- great local eating places (recommended by the guides you chose)
- lovely country side and unique sight in San Gimignano, Civita Di Bagnoregio, Orvieto, Lake Como,
- great gallery likes Uffizi, Academia
- Interesting activity such as Snow Mobile excursion in Cortina, Learning Cooking
- Shopping activities
With so much, yet your team immaculate planning never have us rushing from sight to sight, we were both able to enjoy and learn as much as we can of each sight and at times added more activities.
The team of guides you chose, have truly turn stone and history into exciting stories that the provided the group deeper understanding of the sights we visited and saw. Really like to thank each on of them like our guides in Florence, Pisa, San Gimignano, Orvieto and Civita Di Bagnoregio, Naples and Pompeii, Rome, Verona, Venice and Milan.
But most importantly, thank you for getting our driver, he truly ensure our comfort whilst driving steadily through jams on our way to Naple and snow storm on our way to Cortina d Amprezzo and also took very good care of us ensuring we know what to do where we have no guides and leaving us clear instruction when we needed help. He is truly a wonder.
I will definitely tell my friends heading to Italy about this company.... A wonderfully great experience.
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Locations Visited: Venice, Verona, Florence, San Gimignano, Siena, Pienze, Rome, Pompeii, Positano
My husband and I planned this trip for our 10-year anniversary. I’m a person with high expectation and this travel agency exceeded all my expectations. The entire trip was dream.
We opted for personalized tours and transport for 95% of our trip. All of our drivers were wonderful. They arrived on time and made sure we made it to all of our destinations without issue. They had the contact information for the tour guides we were meeting. Upon arrival to our first hotel, a local cell phone and gift were given to us. Having the iPhone during our trip made any needed communication with our agent and his team a breeze. In addition, we used the phone apps for navigation throughout the cities we visited. We made a last-minute request for an additional private transport, and our agent was able to make it happen. We greatly appreciated their customer service.
We participated in a several unique experiences while in Italy. We went truffle hunting in Pienza, which was amazing. After, we were served a meal that highlighted truffles and the cheeses made locally. In addition, we did a cooking day in Rome. This was a private cooking class where we made pasta, several sauces, and appetizers. The one disappointment is that we never received the recipes from the chef (we were told by the chef that they would be emailed to us). However, this is a knock on the chef and not our travel agent. Once the class was done, we were served a meal in a private garden area. Lastly, we did a food walking tour in Rome. This was an amazing way to find local cuisine that we wouldn’t have known about otherwise. A wonderful experience.
All of our tour guides were excellent. They were knowledgeable, friendly, and familiar with the cities. We had one guide that really went into the details and reasons for expressions in the art. We didn’t care for that, but we didn’t specify that ahead of time or to the guide. It was wonderful seeing her excitement and passion for all of the amazing working works of art and sculpture that we saw.
Overall, I would highly recommend this travel agent and his team if you are traveling to Italy!! You will not be disappointed. We gave him our wish list of activities, accommodation preferences, etc. ahead of time and he made sure we got them all! Thank you for such a wonderful and memorable trip. If we are able to return to Italy, you will be hearing from us.
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We decided on the location and planned the trip to the three Italian cities of Venice, Florence and Rome only about a month before. Using this travel agency thru Zicasso was key to getting hotels with great locations, good tour guides, transfer arrangements and proper timing for touring of all the cities. The trip went very smoothly and we were able to focus on enjoying the trip.
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WOW! Where do we start. It was a fantastic family vacation. From start to finish, we couldn't ask for a better scripted trip. Our travel agent, was responsible for our itinerary for the entire trip; boy were we glad we've used their services. They were pure angels holding our hands the entire trip. Our travel agency would check and remind us of our itineraries on a daily basis. It really felt as if they were right next to us. Thank you to our agency!
We started out in Venice for 3 nights, travel to Florence for 3 more, then to Sorrento via Pompeii 3 there as well, then to Rome for final 3 nights.
Once, we arrived in Venice, our contact met us at the airport to guide us to our hotel. I highly recommend it since it's not an easy place to navigate on your own the first day. After checking in, we met our tour guide for our first guided tour. It was a walking tour of city of canals. Just beautiful! Next morning, we met our guide again but for Burano & Murano. We loved the different pace of these islands. After completing our tour we met our instructor at his glass blowing studio for a hands on experience, just lovely, follow by a Gondolier Class and Food Tour. It was perfect way to finish the day. On the third day, we took a one hour train ride to Verona, birth place of Romeo and Juliet. Our tour guide met us and showed us around town and its history. It was an wonderful place to visit. Upon returning from Verona, we had the evening to ourselves. We started out walking around to explore. Needless to say we got lost but that was for the best. It gave us the opportunity to explore the city and see how the locals lived.
Florence was our second stop. We met our guide for the tour of the city including Santa Croce church. Following day we visited the Accademia Gallery & Uffizzi Museum which is a must when in Florence. On the third day, we had a lovely day trip to Pisa. Little bit of a bus ride but wouldn't have missed it for the world.
Sorrento was next on the agenda. But first, we stopped at Pompeii. Our guide, an archaeologist, met us and gave us the tour of the city once buried in ashes. What a great experience! Our guide was so enthused to share his knowledge that we felt as if we were living in Pompeii at its height. Afterwards, we had lunch at a wine farm on Mt. Vesuvius. Lovely family run vineyard. The whole day was outstanding. For the second and third day, we decided to see the coast by sea and land. Both were different and both were gorgeous. Visited Capri and swam in golf of Naples first by sea then drove to different towns along the coast including Positano, Amalfi, and Revello on the second. It was a nice relaxing break.
Our final destination was Rome. We had an general overview tour of the city on the first day. It was good in a sense it gave us time to get our baring straight. The second day we met our guide for the tour of the Vatican. You can visit the Vatican a dozens of times and still not have enough time to see all it has to offer. In the evening, we had the Colosseum tour. Definitely one of the highlights. The last day we had all to ourselves. We ended up walking around to visit the Spanish steps the Trevi fountain and many more. We wanted to take in as much as possible. Even though the trip was 2 weeks, it was too short. By the end of the trip, our whole family fell in love with this county and we all looked at each other and said can we live here.
Overall, it was an outstanding trip that we can not even begin to describe. Without the help of our agency, I don't think it would've been possible. They made sure that every little details were taking care of. For anyone, who's interested in Italy, please look up this company.
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Planning a trip overseas with young children can be overwhelming when you don’t know all of the customs, the area, or how to get your little one safely from one place to the next. For those reasons, we considered a group tour of Italy for our first trip, but they just seemed to all be designed in the same cookie cutter fashion and without the kind of flexibility we hoped to enjoy. Thankfully we found our way to our agent with this Italy travel company who put together a custom itinerary that truly enabled us to experience several parts of this beautiful country—Venice, Florence, Rome, and The Amalfi Coast. From the individualized planning, the well-coordinated transportation, the lovely accommodations, knowledgeable guides, unique experiences, and especially the little details such as a local cell phone pre-loaded with all of the numbers and documents we would need during our trip, she went above and beyond in designing a trip that was unforgettable in all of the right ways. For these reasons and those discussed below, I enthusiastically recommend this company to anyone planning an Italian vacation.
From the start, we worked with several travel agents at different companies, trying to design an itinerary that fit our needs, interests, and budget. Our agent was the only one that seemed to truly listen to us and select not only hotels and transportation that would accommodate a toddler, but also experiences that would include her and were unique to our interests, even including a trip to my family’s hometown that was far off of the beaten path. She also offered us advice on best ways to get around with children in each city, provided a list of restaurants that would welcome our daughter, and, when I unexpectedly learned I was expecting another child, she offered to let everyone involved with our trip know of any special needs or food aversions I might have. While the individualized service and transportation would seem to come with a hefty price tag, the cost was actually the same as the hokey bus tours and very competitive with all of the other offers from travel agents we received, making the choice of this company a no brainer.
And the transportation alone was well worth the price. Everything was so beautifully choreographed: for instance, we walked out of our hotel in Venice and boarded a water taxi, which took us to a Mercedes van with child seat installed that was waiting for us, which took us to the train station where we boarded and took our first class seats. All of our transportation ran this smoothly, and we know there is no way we could have seen everything we did see had we tried to navigate Italy on our own. We always rode in luxury vehicles. Some were even equipped with DVD players for our little one. The drivers were excellent. Each English speaking driver was waiting for us at the airport or train station with a sign, handled all of our luggage, and acted as our first guides to each city as well. Additionally none of them pushed for any of the tips they definitely earned.
The hotels also exceeded our expectations. All of the accommodations were well-located, four star properties, and were the same hotels our agent included in her original price quote. When we were planning our trip, people kept telling us of the small quarters you’re forced to stay in in Italy and other European cities, but we did not find this to prove true in the hotels our agent chose for us. Every room had at least a queen size bed and a full size bed for our toddler, a sitting area, as well as a decent sized bathroom—one even had two bathrooms, another even had a bathtub, which is quite rare in Italy. Each hotel offered an exceptional free breakfast with a mixture of hot and cold entre choices and fresh local produce. Plus every hotel offered something different. In Venice we stayed at a boutique hotel with a long history that was in an area all of the locals agreed had the best restaurants and cafes. It had a lovely courtyard with a pool. In Florence we stayed in a sleek, modern hotel that featured a rooftop pool and bar with stunning views of the city. In Rome we stayed at a modern boutique hotel that greeted our child with a t-shirt, coloring book, and candies. And finally in Positano we stayed in a hotel that had terraces overlooking the bay and city, a pool that looked out to the water and mountains, and an excellent restaurant. The hotel staff at each place was quite friendly, and I doubt we could have selected better places on our own.
All of our local guides had specialized knowledge that made them an excellent fit for the service they provided. In Rome we visited the ancient sites with a sculptor who spent his childhood at the ruins with his father, a famous archeologist involved in the digs and study of the ruins. In Venice we got to know the city by spending the day walking and boating with a woman who spent nearly her entire life there, who gave us excellent recommendations for restaurants and things to do, and knew almost each person we passed. Similarly in Pisa, we were introduced to the city by a woman who lived there and whose husband operated a local winery. They were all so knowledgeable and friendly, and having them to ourselves for much of the day was invaluable, as we were able to ask questions and visit some places not accessible to large groups.
Once we were introduced to the city, our agent also planned unique experiences to help us experience the place. We toured Venice by water. We biked our way through the narrow streets and beautiful countryside of Florence. We toured a winery and had a private six course lunch with wine pairings. We let our toddler run through an amazing Sculpture Park in Chianti. We shopped, cooked, and dined with a chef in Rome. We sampled foods at specialized eateries in a neighborhood that pre-dates the Coliseum. We visited the abbey at Monte Cassino, rebuilt after being destroyed during WWII. And we travelled the entire Amalfi Coast by boat, visiting the Emerald Grotto, the Blue Grotto, swimming in caves, and enjoying Positano, Amalfi, and Capri. In two weeks we saw, experienced, and tasted so much that we will continue to relive this trip for a lifetime.
In all ways, as I hope is clear, this trip was exceptional because of our agent's hard work and the work of all at our travel company. This showed not only in the ways already described, but also in all of the small details. We were greeted upon arrival with a welcome package and were given a phone that had all of our tickets, our itinerary, and everyone’s phone number loaded onto it. Our agent checked in with us periodically while we were there and made it clear that we could call at any time if we had questions, concerns, or if something was not up to par. When our boat tour was late, for instance, she called to change our dinner reservations. And she even educated us about some Italian customs before we arrived.
A trip like this one is a financial investment for many of us, and I know from experience that putting your trust and your hard-earned money into the hands of someone you only communicate with via email or phone is scary. But believe me, if you choose this company, you will not be making a poor decision. There is literally nothing more I could have asked for, no other way this trip could have been more spectacular, and no better way I could have spent every one of my pennies. Thank you to our agent for making us the envy of all of our Facebook friends, for truly making this an awesome family vacation, and for making one of my ultimate dreams come true.
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Our trip was absolutely wonderful. The cities we visited -- Rome, Florence, Siena, Verona, Venice -- all very different, but all equally wonderful.
Our guides, drivers and accommodations were first class. Each unique and reflective of the region we were in. Sangallo Park Hotel in Siena was just amazing. Lovely place to stay. We also really enjoyed our accommodation in Rome as well. I think it was called Hotel Boutique Nazionale. Great place. Also, Relais Fra' Lorenzo in Verona was surprisingly awesome too. Definitely recommend staying at these accomodatons if going to these locations.
This company is the best agency I have ever worked with and I am a seasoned traveler. They are very knowledgeable and were attentive to all of our needs. If we had questions, they were answered in a timely manner. I will use this company again and recommend it to anyone wanting a high-end trip to Italy.
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