Best of Italy and Sicily Tour

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.
Customizable Itinerary
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:
Rome – Radiant Rome
Pisa – The Tower and More
Florence – Accessible Florence
Venice – City on the Lagoon
Assisi – Brilliant Basilica
Pompeii – Historical Streets of Mythological Cities
Palermo – Borders of Palermo
Agrigento – What the Greeks Left Behind
Taormina – Eclectic Sicily
Taormina – Seaside at Leisure
Sorrento – Splendor of Sorrento
Capri – Endless Island Grandeur
Monte Cassino – Territorial Abbey of Monte Cassino
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.
Verified Traveler Reviews
Based on 726 reviews
We had the pleasure of working with Zicasso’s travel agents to create the perfect Italian adventure. I had quite a few specific requests, from travel logistics to hotel preferences, and they were incredibly patient and collaborative, offering multiple variations of the itinerary until it matched exactly what we envisioned.
Our journey began in Venice, where we were seamlessly picked up by a private driver, transferred to a water taxi, and dropped directly at our hotel. After a wonderful stay, we were taken by private driver to the train station for our ride from Venice to Florence, our one and only train trip, as we opted (based on their smart recommendation) for private transportation for the rest of our travels to avoid potential delays and enjoy added convenience.
From Florence, we were driven into the Tuscan hills, where we experienced magical wine tastings, vineyard tours, olive oil tastings, and unforgettable meals with wine pairings.
Next, our private driver brought us to Pompeii, where we enjoyed a fascinating tour with our private guide, and then continued on to Rome. In Rome, we loved the private golf cart tour of the city’s major landmarks, as well as a delightful cooking class that was arranged for us; it was a real highlight!
Finally, we traveled by private driver to Sorrento. From there, we had a breathtaking driving tour of the Amalfi Coast, a lemon farm tour, and an amazing day trip to Capri. Every detail was thoughtfully planned and executed.
Summary:
Planning and Itinerary Creation: Zicasso’s consultants made the entire process easy and stress-free. They worked closely with us to perfect the itinerary and were always receptive to changes and feedback.
Hotels: My sister and I requested adjoining rooms and were provided with beautiful family suites throughout the trip. Each hotel was ideally located, comfortable, and well-appointed, with all the amenities we needed.
Transportation: Every transfer was smooth and punctual. The private drivers were professional, friendly, and knowledgeable. (A special shoutout to our driver in Florence/Tuscany – he was the best!)
Communication: Throughout our trip, the travel company’s team was always accessible. Whether we needed to make adjustments or had a question, they handled everything promptly, allowing us to relax and fully enjoy our vacation.
We spent just over two unforgettable weeks in Italy and it was absolutely perfect, all thanks to the hard work, attention to detail, and excellent communication from Zicasso’s travel company! I highly recommend them and would not hesitate to use them again for future adventures.
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It was a pleasure working with Zicasso’s travel specialist and her team for our recent trip to Italy, including Rome and Sicily. The travel specialist was thoughtful throughout and demonstrated exceptional local knowledge when crafting our itinerary, particularly for Sicily, where we spent seven to eight days exploring the northwest, east, and southeast regions.
The itinerary beautifully blended visits to charming fishing villages with well-paced day tours, allowing for meaningful free time in between. In fact, she strongly encouraged us to include a free day to explore on our own, which made a noticeable difference, as we never felt rushed or exhausted. The hotels were impeccably selected and added greatly to the overall experience.
This was a truly memorable trip that we enjoyed every step of the way.
Thank you to the travel specialist and the travel company for creating such a wonderful experience. We will absolutely turn to them again for our next visit to Italy.
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We had a great time in Sicily. All the tours and transports were on time and efficient. We had great tour guides who really helped us understand the history and many other things. If we needed help, Zicasso’s tour company was available to solve the issue.
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We loved Sicily! Zicasso's travel operator provided us with an amazing trip! Every guide and activity surpassed our expectations. From the archaeological parks to the cooking class at the palace, the art class, the Jeep tour of Mount Etna, the olive oil and lemon farm, but especially the guides she selected for us, it was pure joy! The history of that country is mind-boggling and fascinating to learn about.
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Zicasso's travel company planned the most amazing trip to Venice, Verona, Florence, Tuscany, Siena, and Rome for our family of five. It was the best trip I've ever taken, and having all the details covered by them and plans and tickets sent to us via WhatsApp allowed us to really live in the moment and not have to think about what was next. I loved every second. I cannot wait to plan another trip to Italy to experience the southern half of the country.
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We had a fantastic time and Zicasso's tour operator did an excellent job organizing every detail of our trip. Drivers and guides were always punctual, and the itinerary was perfectly balanced—full days, without ever feeling rushed.
Some real highlights for us were Herculaneum, the Pantheon, the Vatican, and our unforgettable Capri boat tour. Our guide brought Pompeii's history to life in a way that made it feel like stepping back in time and the Naples street food tour was delicious and nostalgic—her pizza fritta instantly took me back to the calzones I grew up with in Niles, Ohio. Our driver was with us for several days and made every transfer feel effortless.
There was a small hiccup at the very end with a trip planner, but it was minor compared to the overall quality of the trip. The organization, communication, and attention to detail throughout made this a truly memorable experience and we wouldn’t hesitate to book with this tour agency again. We had a fantastic time and the tour company did an excellent job organizing every detail of our trip.
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