Italy’s Greatest Cities Tour with Sicily

Doge's Palace, Campanile, St. Mark's Basilica and St. Mark's square in Venice, Italy

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.

Countries Visited

Italy

Places Visited

Rome, Pisa, Florence, Verona, Venice, Ferrara, Taormina, Sicily

Suggested Duration

11 Days

Customizable Itinerary

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Day 1

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:

Transfer
Accommodation
Day 2

Rome - True Splendor of Rome

Day 3

Pisa - Continued Greatness of a Maritime Past

Day 4

Florence - Immersion into the Renaissance

Day 5

Verona - The Home of Star-Crossed Lovers

Day 6

Venice - Looking Around the Lagoon

Day 7

Venice - Power of the Este

Day 8

Taormina - Onward to the Riviera

Day 9

Taormina - Remarkable Riviera

Day 10

Taormina - Endless Sensations of Sicily

Day 11

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)

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 965 reviews

Italy Tour Review: Sicily, Taormina, Agrigento, Palermo, Cefalu, Mount Etna, Erice, Castelbuono, Savoca, Valley of the Greek Temples, Wine Tour, Godfather Experience, Farm Cooking Class, Cheese and Pastry Tastings, 7 Nights

Zicasso’s travel professional crafted an unforgettable Sicily trip for our group of seven. After discussing our preferences, she designed a flawless itinerary, incorporating unique experiences that became trip highlights. Her communication was exceptional, with prompt responses to our questions before the trip and daily updates for the next day's activities, including driver and guide details, which were incredibly helpful.

We stayed at superb hotels in Taormina, Agrigento, Palermo, and Cefalù, each with stunning views and private tours. Sicily’s warm, hospitable people stood out compared to other European destinations. At our hotel on Via Leonardo da Vinci in Taormina, the staff greeted us warmly, setting a perfect tone. Other stops included Mount Etna, Erice, Castelbuono, and Savoca. All of these locations were great, but don't miss Castelbuono!

Two standout experiences were private meals with families. Near Erice, a chef and his family welcomed us into their sea-view home, preparing amazing Sicilian meals that felt like dining with family. In Palermo, another home chef and her husband created a similarly memorable evening, with lots of great conversation and stories.

Every driver was professional, friendly, and informative, while our guides — often archaeologists or historians — were engaging and knowledgeable.

Highlights included a welcome dinner in Taormina, a farm cooking class, two wine tours with lunch, a Mount Etna hike, a Valley of the Greek Temples tour, town and village tours, cheese and pastry tastings near Cefalù, and a farewell dinner. The Godfather tour in Savoca was special, with our guide introducing us to a local who played Apollonia’s mother, waving from her balcony.

Our travel professional's meticulous planning and personal touches made this trip extraordinary. Thanks to Zicasso for matching us with the tour company and we highly recommend them for a perfect Sicilian/Italian adventure!

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Italy Family Vacation Review: Venice, Verona, Florence, Tuscany, Siena, Rome, Biking, Cooking, Wine Tasting, Olive Oil Experience, 10 Nights

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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Italy Travel Review: Taormina, Syracuse, Catania, Militello, Ragusa, Aci Castello, Modica, Mount Etna, Private Tour, Cooking Class, Boat Ride, 9 Nights

This was a superb trip that allowed us to combine personal visits to Taormina and Syracuse with a pre-planned group meeting in Catania. Planning and communication were excellent, supported by an app that let us easily view our itinerary, complete with phone numbers for the drivers, hotels, and the tour operator contacts.

The hotels were perfect! They were wonderfully located, with impeccable service in Taormina and Syracuse. Our excursions were private and diverse, and allowed us to combine culture, foodie interests, and free time. The guides were top-notch, knowledgeable, and flexible.

We especially loved seeing the smaller towns of Sicily; Militello, Ragusa, Aci Castello, and Modica. We even arrived in one small town during their annual festival.

We had a dedicated driver for our trip who was, himself, a treasure; always on time, always ready to adjust to changes, and a delightful personality.

This was such a good experience that we have selected Zicasso's tour operator to book another Italy trip next year.

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Italy Vacation Review: Rome, Sicily, 23 Days

Everything worked out perfectly, from our first contact with Zicasso, through the planning process with Zicasso’s tour operator (our travel agent was the best!), and onto the trip itself.

We liked the process, the ability to work with a specialist with our wants, concerns, and needs, as well as the actual itinerary and follow-through on the ground. The concierge at each location (Rome and Sicily), as well as the use of WhatsApp, was a great thing to have. Not that we had any issues, but the availability was very comforting.

The guides used were fantastic! They were very knowledgeable and very personable. The drivers were prompt, friendly, and helpful. The accommodations picked were what we wanted, in the middle of things and perfect for our needs. I would just add that explaining the differences within the accommodations on room types would have been helpful. I would have probably gone with a bigger room in Ortigia if we'd been aware of the differences. We did know European rooms were smaller than what we're used to here in the States, but there was little light in the room we had and it was very small. We loved our accommodations in Agrigento and the hotel in Taormina!!!

All in all, we can't say enough; we've been telling our friends all about Zicasso and our travel agency. We would definitely use you again.

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Italy Vacation Review: Palermo, 10 Nights

The travel company and staff were excellent. The trip coordinators accompanied us through the trip via WhatsApp. They were terrific. The service was top-notch, including the drivers, tour guides, and accommodations.

The one thing I would change about the trip is to have longer stays in each city visited. Moving to a new hotel every two nights prevented us from really enjoying each city we visited. I would also forgo Palermo and substitute a smaller city like Noto or Agrigento. But again, the itinerary was based on my interests and time. It is not an indication of the tour company's abilities. However, it may be good for the agency to suggest longer stays to other customers. Otherwise, we had a great trip and once again, I have recommended Zicasso and the tour company to family and friends.

Thank you again for a great time!

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Italy Vacation Review: Pompeii, Capri, Amalfi Coast, Mount Etna, Taormina, Godfather Tour, Boat Day, Opera, Winery, 2 Weeks

Overall, the trip was fantastic! The hotels in Italy and Sicily were awesome. Most tours were five-star!

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Customizable Itinerary

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

30,000+ Verified Traveler Reviews