Best of Italy and Sicily Tour

Skyline of Florence, Italy

What to expect on this itinerary

Culture perpetually surrounds you, and the depths of history arise anew on your custom tailored  15-day Italy and Sicily tour. Gondolas float down the maze-like network of canals in Venice. The eclectic, historic cultures that once called Palermo home remain strong in the traditions of the marketplace. The summits of Mount Etna and Mount Vesuvius loom over cities both ancient and contemporary. Roman ruins and Doric temples, opulent beaches and Renaissance artwork combine for a breathtaking Italy vacation.

Countries Visited

Italy

Places Visited

Rome, Pisa, Florence, Venice, Assisi, Pompeii, Naples, Sorrento, Capri, Monte Cassino, Sicily

Suggested Duration

15 Days

Customizable Itinerary

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Day 1

Rome – Introducing Rome

Rome is known as the Eternal City and has been able to reinvent itself over the millennia, from the capital city of a global empire to an encapsulation of antiquity and modernity. The wonders of the city shine in hidden piazzas brimming with fantastical fountains, Baroque palaces lining quiet streets, and the sensational aromas of fresh food emanating from celebrated local restaurants and open apartment windows. Cathedral domes and church spires dominate the skyline. You arrive at Leonardo da Vinci–Fiumicino Airport. Your transfer greets you at baggage claim and escorts you to your hotel located in the heart of the city. Small flower shops blossom on the street corners, providing a stunning floral aroma to the city. After you settle into your comfortable room, your guide meets you in the hotel lobby, eager to introduce you to the splendor of the Eternal City on an orientation tour.

What's Included:

Tour
Transfer
Accommodation
Day 2

Rome – Radiant Rome

Day 3

Pisa – The Tower and More

Day 4

Florence – Accessible Florence

Day 5

Venice – City on the Lagoon

Day 6

Assisi – Brilliant Basilica

Day 7

Pompeii – Historical Streets of Mythological Cities

Day 8

Palermo – Borders of Palermo

Day 9

Agrigento – What the Greeks Left Behind

Day 10

Taormina – Eclectic Sicily

Day 11

Taormina – Seaside at Leisure

Day 12

Sorrento – Splendor of Sorrento

Day 13

Capri – Endless Island Grandeur

Day 14

Monte Cassino – Territorial Abbey of Monte Cassino

Day 15

Rome – Having Experienced Wonder

Trip Highlights

  • Discover the alluring remains of the Greek ruins in the Valley of the Temples in Agrigento
  • Explore the delicate artistry with powerful themes on a tour of the Vatican Museum
  • Relish the sensational history of Palermo, Sicily, emanating from the architecture and culture that spans continents and millennia
  • Stroll through the wonderfully preserved streets of Pompeii for insight into the daily life of ancient Roman citizens
  • Venture to the sensational shores of the Isle of Capri, home to Roman villas and captivating island charms
  • Visit the enchanting hilltop town of Assisi and venture into the depths of the Basilica of St. Francis
  • Follow your guide on a tour of legendary Venice to find the luxurious architecture and art of the Adriatic
  • Witness the splendor of the Piazza dei Miracoli in Pisa, home to the marvelous Leaning Tower of Pisa

Detailed Description

The artwork of the Sistine Chapel emerges from the walls and ceiling. The cream colored stone of the Norma Palace shines brightest in the afternoon sun. The enchanting atmosphere of the Island of Capri emanates from the marina and drapes over the entire island. The beauty of Italy and Sicily stems from the natural majesty of the landscape and the brilliant remnants of history. Your Italy and Sicily tour begins with your arrival in Rome, where your private transfer greets you at the airport. Once settled into your hotel, your guide meets you for an evening orientation tour of the city, taking you to the iconic locations of Rome, including the Colosseum.

The next day, embark on a full-day guided tour of the city, from the Vatican Museum to the ancient grounds of the Circus Maximus. Visit the wondrous city of Pisa to explore the Piazza dei Miracoli; then spend the evening in the Renaissance city of Florence. The following morning, your guide leads you on a special walking tour of Florence, taking in the fabulous buildings, historic palaces, and treasured bridge before traveling north to the enchanting city of Venice. Follow your guide along the canals, taking in the sensational architecture and powerful ambiance of St. Mark’s Square. Visit a glassblowing workshop on Giudecca Island for an in-depth look at the famous Venetian trade.

Next, you travel to Assisi to explore the medieval city located on a hilltop, including visiting the fantastic Basilica of St. Francis. The following day takes you to Pompeii, for a guided tour of the mythological city preserved in time by a volcanic eruption. In the evening, you board an overnight cruise at the port of Naples that will take you to Palermo, Sicily. You wake up on the shores of Palermo and set out on a fabulously guided tour of Sicily. The streets showcase a wide array of historical cultures coming together in the city center. Travel to Agrigento to visit the spectacular Valley of the Temples.

The UNESCO World Heritage site contains five ancient Greek temples. The next day has you en route to Taormina, where you traverse the magnificent landscape of central Sicily, and can even stop for a wine tasting in the various valleys along the way to the seaside. Take a day at your leisure to bask in the beauty of the Bay of Naxos. You could hike around the undulating cliffs of the coastline or trek to the craters of Mount Etna. You could even lounge on the beach and indulge in the Mediterranean sunlight.

Then, you travel across the Strait of Messina by ferry into the region of Calabria, before arriving in Sorrento, located on the Bay of Naples. The following day, you have a full day excursion to the charming Island of Capri to take in the endless allures of the natural and breathtaking scenery. Consider visiting the tremendous monastery of Monte Cassino, which is perched atop a hill overlooking a lush valley. You return to Rome in the evening. On your final morning in Rome, your private transfer escorts you from the hotel to the Rome airport for your flight home.

Starting Price

$6,800 per person (excluding international flights)

Your Zicasso trip is fully customizable, and this sample itinerary is a starting place for your travel plans. Actual costs are dynamic, and your selection of accommodations and activities, your season of travel, and other such variables will bring this budget guideline up or down. Throughout your planning experience with your Zicasso specialist, your itinerary is designed around your budget. You can book your trip when you are satisfied with every detail. Planning your trip with a Zicasso travel specialist is a free service.

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.

4.9

Verified Traveler Reviews

Based on 1983 reviews

Travel Review: Family Trip to Italy, Verona, Rome, Venice, Naples, Positano, Bologna, Florence, Assisi, Siena, Pisa, Gelato-Making

My family of 6  (Michigan, USA) made a once in a lifetime trip to Italy in June 2018.

We worked with this travel agent as recommended by Zicasso, for 9 months starting in August 2017 in order to customize a trip for us to privately see the all the places we wished to see in June 2018. Our travel agent was very responsive and accommodating in working within a budget and the planning process. He provided alternatives to choose from when suggesting accommodation’s and activities. We ended up with 2 fabulous weeks touring the entire country, stopping for private tours (yes…just the 6 of us) in the following cities.

Pompeii - Amalfi Coast - Island of Capri - Naples - Rome - Assisi - Cascia - Florence - Siena - Pisa - Bologna - Verona - Venice

We were greeted at the airports and personally escorted throughout the arrival and departure process which was invaluable when you do not speak/read or comprehend Italian. Our agent set up private transportation with English speaking drivers, within and in between each city, for our family which made our experience with the local culture and communities that much more rich. The travel guides in each city were very well selected and highly educated. They took their time giving us fun facts as well as historical information about their city and its traditions. They were also accommodating with all of our requests for bathroom or food breaks, recommendations to local restaurants and additional activities. Our overnight hotel accommodations were extremely luxurious and we felt very lucky to be treated so special. Each hotel offered complimentary breakfast so we were able to start each day with excitement and full stomachs.

We would highly recommend this travel agent to schedule anyone’s tour in the beautiful county of Italy.

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Luxury Italy Family Vacation Review: Rome, Venice, Pisa, Assisi, Florence Biking, Amalfi Coast Boat Tour, Monte Cassino

                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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Review: Italy Family Vacation, Milan, Rome, Florence, Venice, Parma, Modena, San Gimignano, Lake Como, Dolomites Snowmobiling

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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Travel Review: Italy Tour, Venice, Florence, Tuscany, Sorrento, Capri, Naples, Pompeii, San Gimignano, Verona, Cooking Lesson

From the beginning stages of planning our trip to Italy with this travel agency (and specifically our travel planner) we knew we were going enjoy this trip of a lifetime.  All we needed to do was provide our budget and "wish list" and he worked his considerable magic from there! We ultimately visited Venice, Tuscany, Sorrento and Naples, enjoying everything from a haunted city tour of Venice at night, a private cooking class in Sorrento, exploring several cities in Tuscany via the use of our rental car, visiting Pompeii and attending several other small walking/boat tours in each of the locations. Our lodging included a present day working vineyard which was converted from a 17th century monastery and hotels stays in which we felt as if we had stepped out of our lives and into those of the "rich and famous"; absolute opulence!  And, as if that wasn't enough, the tour guides, hotel staff, private driver; they all deserve to be recognized for their individual love and knowledge of their city, warmth, good nature and professionalism. So much so that when the weather turned cold on our return from the island of Capri, the boat captain handed out his personal jackets and blankets to all on board!  Every site we visited and tour we attended was so very well planned and so very worth the time.  We were made to feel as if our agent planned our trip more as if he were doing so for family than clients. ..I can't imagine a better experience!

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Review: Italy Family Vacation, Rome, Tuscany, Florence, Amalfi Coast, Sorrento, Positano, Pompeii, Pisa, Vatican Papal Mass

Our family of five just got back from the most wonderful vacation in Tuscany and Rome.  Our agent crafted a set of amazing experiences for our family from the private tour guides to Florence, Pisa and Lucca; a private wine tasting lunch at the Capannelle Winery and vineyards in Chianti; tickets to the Papal mass at the Vatican; to a tour beneath the church of San Clemente to see the excavations of a byzantine and then a Roman street neighborhood; a day excursion to the Amalfi coast to visit Positano, Sorrento and Pompeii; and more! Our agent and the guides found excellent restaurants from a simple salumeria where the locals ate to some high end restaurants.  The hotels were right in the center of Florence – on the piazza della Repubblica - and Rome – between the Piazza del Popolo and the Spanish Steps.  Our agent was attentive to our plans and made excellent suggestions.  Everything went extremely smoothly.  All the guides drivers were very friendly, spoke English and were very knowledgeable about art, history and the local culture.  We saw so much every day because everything was so well planned.  Simply the best travel experience ever!

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Review: Italy Tour of Pompei, Capri, Paestum, Florence, Chianti
The trip that was designed for our family of 4 trip to Italy had the perfect balance of all our interests. It was amazing, and the travel team kept in touch with us at every step, from planning to texting us contact information and arrival times for tour guides and transportation. Great combination of authentic old town Salerno including a fabulous view from the B&B rooftop terrace, and fresh baked breakfast at the cafe. Salerno location was convenient for all our tours to Pompeii and Paestum. The ferry boat ride to Capri was a bit long, but offered fantastic waterfront views of several Amalfi coast towns along the way. Blue grotto was worth the wait. All of our tour gudes were all amazing, very knowledgeable and animated and kept the kids interested. The short Florence walking tour was perfect to get to know the historical churches and piazza sites, while not overwhelming the kids with too much art history or museum stuff. The tuscany bike tour was a fantastic and interactive way to see the country. The travel company organized the days and times perfectly and we were able to enjoy free time every evening. There was so much variety and a great mix of family activities and history.

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Customizable Itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist.

28,000+ Verified Traveler Reviews