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 6920 reviews

kavita A.
Italy Tour Review: Rome, Venice, Tuscany, Chianti, Vespa Tour, Boat Ride, Cooking Class, 20 Days

Our trip was absolutely amazing and the planning done by Zicasso's travel company surpassed my expectations. The attention to detail was amazing: from excellent and punctual drivers to assistants who helped us with the water taxis in Venice to the lounge access for trains. It was truly white-glove service that made my trip seamless and allowed me to enjoy every moment because every detail was handled.

The excursions were fantastic. I especially enjoyed the cooking class at a farm in Tuscany and the Vespa tours in Rome. There was a nice mix of private excursions for the walking tours and boat rides, to a few shared excursions, such as the cooking class.

The hotels the travel company booked were chic, boutiquey Italian hotels and each had its own charm (from the former palace in Venice to the castle in Chianti), and we loved them. We would absolutely recommend to anyone booking a trip to Italy!

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Carles P.
Italy Travel Review: Assisi, Tuscany, 15-Day Trip

Zicasso's team was excellent with planning and execution of the itinerary to meet our specific needs.

I was able to add an additional city on short notice!

We had knowledgeable local city guides and all drivers were professional.

We had a wonderful family trip!

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Jeff S.
Italy, France Vacation Review: Rome, Florence, Venice, Paris, Bayeux, Normandy, 18 Nights

We had an excellent experience with Zicasso's travel company. We are a family of four and spent 18 nights going through Italy and France. We worked with the company to make arrangements to see the cities and sites we wanted to visit. They offered great options for hotels and activities. They stayed in close contact with us during the trip and made additional arrangements upon request. The company provided outstanding service making arrangements and during the trip. We were very satisified and have already recommended them to our friends.

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Dorothy K.
Italy Tour Review: Rome, Florence, Amalfi Coast, Pompeii, Mount Vesuvius, Ancient Sites, Cooking Class, 1 Week

I can confidently say that Zicasso's travel specialist is truly dedicated to providing her clients a luxury experience. From the outset, we had a 20-minute call where she wanted to learn about our dream vacation and get to know us. She was attentive to every request we made and organized our itinerary accordingly. During the trip, she texted us daily to inform us about our drivers and guides for the next day. Additionally, she checked to ensure our trip was progressing smoothly.

Here are some highlights:

Rome: We were greeted at the airport by our agent, who expedited our passage through passport control. The following day, we started our exploration at the Vatican. Our agent had purchased our tickets in advance, allowing us to skip the line. She also planned the remainder of our self-guided tours of the Colosseum, Roman Forum, and other ancient sights. We accomplished so much in just two days!

Florence: We took part in a pasta-making class with a chef who was fantastic! Her husband was also quite charming. Our experience there was truly wonderful. Special thanks to our driver, who was incredibly helpful and informative.

Sorrento (Amalfi Coast): We began with a visit to Pompeii, where our guide, also arranged by our agent, was spectacular! His passion and extensive knowledge made the experience enjoyable. Next, we had a fun blind wine tasting. When we arrived at our amazing hotel, we were greeted with a surprise.

While in Rome, we encountered a minor issue, which our agent resolved quickly. She even went above and beyond by ordering us a bottle of prosecco to celebrate. We also took a car tour of Positano and Ravello, guided by a local from Ravello who was informative, knowledgeable, and delightful. We loved her! Our day ended with a lovely sunset cruise off the coast! Both days had excellent drivers.

This trip was a dream come true for my husband and me. Without a doubt, our agent made it the luxurious experience we desired. I highly recommend her and her team!

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Laura M.
Italy Trip Review: Florence, Amalfi Coast, Uffizi Gallery, 9 Nights

The trip went very well! Our Zicasso travel specialist did a thorough job planning our vacation to Italy. We would definitely use her again.

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Margaret K.
Italy Vacation Review: Lake Garda, Verona, Milan, Boat Trip, Gastro Tour, 1 Week

Our trip was a 10 out of 10! There is no way it could have been any better. Zicasso's travel expert and the tour company's team were incredibly responsive (not that we had any issues) and the itinerary was so impeccably curated.

Every greeter, driver, and tour guide was incredibly knowledgeable and professional, and hotels were immaculate. It was such a relief to know that every last detail was taken care of and we didn't have to worry about anything.

We highly recommend our travel company and would definitely use them again.

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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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