Pink bougainvillea blooming on the beach of Mykonos, Greece

Southern Italy and Greek Island Getaway

Ratings of Zicasso's Service
Customizable Itinerary

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

Countries Visited

Greece, Italy

Places Visited

Rome, Sorrento, Santorini, Mykonos...

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Suggested Duration

16 Days

From the capital of Italy to the capital of Greece, this 16-day tour introduces you to what is best in both countries and provides the perfect balance of guided excursions and independent leisure. See the Mediterranean world like no other as you visit the Roman ruins at the Colosseum, bask in the sunshine of the Sorrentine peninsula, and island-hop through the Cyclades archipelago on your way to the Greek mainland.

Customizable Itinerary

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Trip Highlights

  • Romp through a Roman holiday on a visit to the scenic Spanish Steps or cast your coin into the playful water of the Trevi Fountain
  • Explore Rome's ancient origins on a walking tour of the Roman Colosseum and nearby Forum, where classical ruins are all that is left of a thriving city center
  • Enjoy a memorable visit to Vatican City, where the full weight of the Catholic Church is focused in the artistic majesty of St. Peter's and the Sistine Chapel
  • Explore the enchanting alleys and piazzas of Sorrento, where locals sip limoncello and local wine as they bask in the breathtaking views
  • Step into the notorious story of Pompeii on a guided tour of this once-thriving Roman city, which was entombed in fire and ash during a sudden volcanic eruption
  • Venture through an idyllic island retreat at Santorini, where the allure of sandy beaches and turquoise water is a constant distraction
  • Take to the waves on a thrilling Catamaran cruise around Santorini and indulge in refreshing Greek wine and cuisine
  • Visit the famous Island of Wind on a trip to Mykonos, which boasts an impressive array of museums, ruins, and panoramic views
  • Survey the views of Little Venice, a stretch of historic homes in Mykonos' main town with colorful balconies and waterfront views
  • Stroll through the historic capital of Athens, where the origins of Greek culture come alive at the Acropolis

Starting Price

$15,600 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 this Travel Agency

4.79 stars based on 567 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.

Reviewed By komal P.

Ireland, Scotland Travel Review: Edinburgh, Dublin, Connemara,...

We had a wonderful trip. Everything went smoothly. We liked that we were always in contact through WhatsApp. That was very helpful and gave us a security blanket.

Our itinerary was planned through a Zicasso travel expert. The guides/drivers she chose were terrific. They were full of information and stories of each place we visited, and they answered all of our questions. One of a few outstanding ones was in Scotland. We had him on two occasions and enjoyed his knowledge and wit. The knowledge of our guide in Edinburgh was outstanding. The tour in Dublin was with a super guide. He is sending us a recap of our tour. In Ireland, for our tour of Connemara and Kylemore Abbey, our guide was wonderful with his knowledge of the area and his charm and wit. We had a great time with him. In Killarney, we had a guide for the Ring of Kerry and the Dingle Peninsula. He gave us a map with both days highlighted so we would remember where we were. He took us to the most beautiful places and had so much information and charm. We had two days with him and they were wonderful. Our Kilkenny guide went out of his way to get us as close to the Rock of Cashel. He also had so much information as we traveled. All these tour guides/drivers were so good. Our travel specialist did such a fantastic job of choosing this guides!!

Reviewed By Sue H.

Italy, Greece Trip Review: Private Tour, 18 Days

The trip that Zicasso's travel company put together for my Mary and me to Italy and Greece was unbelievable!

From the planning and itinerary creation to the trip itself, we couldn't have been happier. The hotels were nice and clean, in great locations, and the included breakfasts were just what we needed to start our days.

All our in-country travel and transportation, from planes to trains, ferries, water taxis, and private drivers, were great. It was so nice to have a person waiting for us upon arrival with our name on a signboard, and they got us to our next destination. While others were left to deal with the stress and anxiety of traveling to somewhere new, we were comfortably sitting in a nice environment and on our way to our next adventure.

Our private or small tour groups, and all our guides or hosts, were amazingly knowledgeable and personable.

The team checked in with us every afternoon to let us know the details for the following day and were readily available if we had questions.

We are so happy we planned this trip with this travel company. You were easy to work with and we believe you provided us with an awesome trip, and because of your planning, it was stress-free and enjoyable. We feel you had our best interest in mind, provided us with good value, and were always only a call away if we needed anything.

We would highly recommend you and your colleagues (already sent your contact information to two people today) to plan their next trip, and we will be using you in the future.

Reviewed By Steve S.

Italy Vacation Review: Milan, Bologna, Lake Como, Lake Garda,...

The trip was very well-organized by Zicasso's travel company, with great communication. Transfers were seamless and we were, overall, very pleased.

Reviewed By Lisa K.

England, Scotland Travel Review: Manchester, Stonehenge,...

Zicasso's trip planner was very knowledgeable about the UK. She gave us ample recommendations for our "free days." The hotel accommodations were well-appointed and conveniently located. The transfers were very prompt and comfortable. The majority of our tour guides were amazing. We had a great time in the UK!

Reviewed By Cathy D.

Italy, Greece Vacation Review: 3 Weeks

We had an amazing trip! All of the hotels, drivers, and tours were on time and ready for us. A couple of tours could use improvement, but they did not affect our trip negatively. Zicasso's travel agency was very helpful and prompt throughout our travels! We will definitely use them for future trips!

Reviewed By Melody H.

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