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.

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Based on 4521 reviews

Italy, Malta Trip Review: City Tour, 20 Days

I was very pleased with the entire planning of the trip. The communication with Zicasso's tour company was excellent. The meals that were pre-arranged by them were fantastic and we probably would not have found them on our own.

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Greece, Italy Travel Review: Rome, Athens, Santorini, Local Cuisine, 14-Night Trip

Our trip was absolutely amazing! This was the trip of a lifetime. Zicasso and our trip planner were incredible. He was repeatedly helpful, offering personalized attention to our needs. He booked amazing tours for us and seemed to really grasp what we wanted. Everything was incredible.

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Italy Tour Review: Ravenna, Verona, Rimini, Scrovegni Chapel, Private Tours, History, 12 Nights

My husband and I had a great time on our trip to the northeast Adriatic Coast of Italy. We have very specific tastes as far as where we like to stay and the private tours we like to have during the trip. Zicasso's travel company did a great job, giving us fantastic hotels, and all of our tour guides were top-notch.

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Italy Vacation Review: Sorrento, Positano, Private Driver, 8-Day Trip

The trip was absolutely beautiful and well planned. Zicasso's travel expert did a fantastic job and she was on top of everything. She texted me every night with the next day's plans. The only negative aspect of the trip was that the Sorrento hotel had no air conditioning. The rooms and lobby were extremely hot, hovering around 80° day and night.

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Italy, Greece Tour Review: Santorini, Capri, Naxos, Boat Ride, 11 Days

I am very happy that we chose this Zicasso travel agent. He was very responsive throughout the evaluation and planning process, as well as while we were traveling, with any questions we had. He checked in during our trip to ensure things were going smoothly and we asked his advice via WhatsApp a couple of times during our stay in Greece, to which he responded quickly and immediately researched our request.

Every transfer was on time and all of the tours were high quality. I really can't think of anything we weren't pleased with in terms of his service!

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Greece, Italy Tour Review: Rome, Athens, Paros, Milos, Naxos, Vatican, Colosseum, Roman Forum, Pantheon, Food Tour, Catamaran Ride, Sunset Cruise, 11 Nights

The trip of a lifetime–thanks to Zicasso's travel company!

We recently had the absolute best travel experience of our lives, and it’s all thanks to the incredible team at this travel company. Words can hardly capture how grateful we are for the magic they created for our trip to Greece.

We were headed to a friend’s wedding on Paros and trying to plan the logistics ourselves quickly became overwhelming; figuring out how to get there, what to do, and where to stay felt impossible. That’s when my husband found this company and, from the very first interaction, we knew we were in good hands. They took the time to really get to know us, what we enjoy, our travel style, our budget, and how hands-on we wanted them to be.

After a few thoughtful conversations and a video call, they crafted multiple itinerary options tailored exactly to our preferences. In the end, we landed on a perfect blend of history, fun, and relaxation. They even helped us work everything around the wedding, ensuring we didn’t miss a thing.

We started our journey in Athens, landing early in the morning and diving straight into the day. Then came one of the highlights of the trip—meeting our travel agent in person. She met us with the warmest welcome, walked us through our itinerary, personally showed us around the city, and gave amazing recommendations for food and shopping. Her kindness, energy, and passion for hospitality were contagious.

But what truly set this company apart was their level of care and communication. Throughout our entire trip, they were just a WhatsApp message away. They proactively checked in before every activity, sent us all the necessary contacts for transport and tours, and made sure we felt supported every step of the way. Every place we stayed at was breathtaking. From Athens to Paros, Milos, and Naxos, each hotel was more stunning than the last. Immaculate rooms, beachfront views, and hosts that treated us like family. The breakfasts were absolutely mouthwatering and gave us the perfect start to each adventure-filled day.

Beyond the wedding festivities, our itinerary included food tours, temple visits, an unforgettable catamaran tour, and a dreamy sunset cruise. Every single moment felt like a dream. The islands are incredibly safe, perfect for solo travelers or a girls’ getaway, and the views? Just… wow!

And the food! I cannot emphasize this enough: the food was out of this world. Every meal was a delight—fresh, flavorful, authentic, and somehow we left feeling better than when we arrived (even after eating three generous meals a day, with snacks in between!). Pure magic.

I’m already counting the seconds until we can go back. This trip exceeded every expectation we had and gave us memories we’ll treasure forever.

To top off this unforgettable trip, we decided to spend a few days in Rome—and the travel company helped with that too! It was the perfect ending to our adventure. We explored the Vatican, the Colosseum, the Roman Forum, and the Pantheon. Every site was awe-inspiring and the city’s energy was just electric. Rome was the cherry on top of a journey we will never forget.

To the entire team—thank you from the bottom of our hearts for the most unforgettable adventure of our lives. We wouldn’t dream of traveling to Greece again without you.

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Customizable Itinerary

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

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