Iconic Italy: Fast-Paced Exploration from Venice to Sicily

Mount Etna in Sicily, Italy.

What to expect on this itinerary

Discover Italy's diverse history, pristine nature, and contemporary culture on this 14-day journey. From hiking Mount Etna to zooming around Rome on a Segway, witness this magnificent country from many different vantage points. Be immersed in Italy's renowned cuisine, discover the wines of Chianti and Sicily, and attend a cooking class in Florence.

Countries Visited

Italy

Places Visited

Venice, Milan, Sorrento, Chianti, Amalfi Coast, Rome, Sicily, Taormina, Florence

Suggested Duration

14 Days

Customizable Itinerary

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Day 1

Milan - A Chic Arrival

Upon your arrival, you will be met and transferred by your driver to your accommodation in the heart of Milan. Depending on your time of arrival, you may wish to rest at your hotel or set out for an independent exploration of the city. Milan has emerged as a fashion capital, which is on full display throughout the city, especially in the Galleria Vittorio Emanuele II. You may also wish to visit some of Milan’s architectural gems, such as the Duomo, La Scala Theatre, or Sforza Castle.

What's Included:

Transfer
Accommodation
Day 2

Venice - Discover "La Serenissima"

Day 3

Venice - Wander the Canals

Day 4

Florence - Discover Florence's Magic

Day 5

Florence - Lean in at Pisa

Day 6

Florence - ATV Tour of the City

Day 7

Sorrento - On the Amalfi Coast

Day 8

Sorrento - Day-Trip to Capri

Day 9

Rome - Scoot through Rome

Day 10

Rome - Secrets at Vatican City

Day 11

Taormina - Fly to Sicily

Day 12

Taormina - Mount Etna and Wine Tasting

Day 13

Taormina - Luxuriate in Taormina

Day 14

Taormina - Departure

Trip Highlights

  • Explore the breathtaking Tuscan countryside of Chianti on quad-bike ATVs
  • Skip the line and hunt for secrets at the Vatican Museums
  • Visit Florence’s iconic churches and museums
  • Embark on an exhilarating hike on Mount Etna with a post-hike wine tasting
  • Enjoy a romantic gondola ride through the canals of Venice
  • Luxuriate in the classic beauty of Capri
  • Visit relics from Italy's ancient past
  • Indulge in the diverse cuisines from around the country, from regional dishes to local wine

Starting Price

$6,200 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 4735 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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Italy, France Travel Review: Scenery, 10-Day Trip

The trip was amazing all around. Incredible. The service and itinerary were perfect. We highly recommend Zicasso's travel company.

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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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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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