Skyline of Florence, Italy

Best of Italy and Sicily Tour

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Customizable Itinerary

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

Countries Visited


Places Visited

Rome, Pisa, Florence, Venice...

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Suggested Duration

15 Days

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...

Customizable Itinerary

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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

$5,365 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.

Reviews of Zicasso's Referral Service

4.89 stars based on 5157 reviews.

Italy Tour Review: Venice, Rome, Florence, Naples, Sienna,...
"Our original Zicasso contact and itinerary planner was...

Reviewed By Anthony H.

Italy Luxury Trip Review: Agrigento, Taormina, Marsala,...
"Except for a couple of snafus at the beginning of our trip,...

Reviewed By Bette C.

Italy Luxury Family Tour Review: Naples, Sorrento, Capri,...
"The travel agency did an excellent job in assembling all...

Reviewed By Gerald N.

Italy Family Trip Review: Rome, Naples, Florence, Venice,...
"We had a wonderful vacation to Italy."

Reviewed By Jennifer J.

Italy Luxury Vacation Review: Florence, Assisi, Sorrento,...
"Our trip was nothing short of spectacular! Every day, we’d...

Reviewed By Olga H.

Italy Luxury Travel Review: Sicily, Palermo, Syracuse, Catania,...
"The travel company provided a well-thought-out itinerary,...

Reviewed By MICHAEL M.

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