Best of Southern Italy & Sicily Tour

Gorgeous view of the Calabria, Italy coastline

What to expect on this itinerary

Capture the essence of history, culture, and cuisine during your customizable, 14-day highlights tour of Southern Italy and Sicily. Indulge in the alluring splendor of heritage featured in colorful towns around the Amalfi Coast and within the elegantly-preserved architecture of Palermo. From walking the excavated streets of Pompeii to strolling beneath luxurious, Baroque adornments in Lecce, your Southern Italy and Sicily tour embraces grandeur and immerses you in unrivaled beauty.

Countries Visited

Italy

Places Visited

Rome, Tarquinia, Caserta, Naples, Pompeii, Herculaneum, Sorrento, Amalfi, Ostuni, Lecce, Otranto, Matera, Maratea, Taormina, Syracuse, Valley of the Temples, Palermo, Capri, Sicily

Suggested Duration

14 Days

Customizable Itinerary

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Day 1

Rome – Arrive in the Rome with a Tour of Ancient Tarquinia

The city of Rome remains a powerhouse of history, rising along the banks of the Tiber River. Your flight will land at Fiumicino Airport, where your private transfer will greet you upon your arrival and escort you into the bustling heart of the city center. The trickling water of the Trevi Fountain will embody the grandeur of the Baroque era and marvels of the greater city with images of an opulent Oceanus that is framed by the detailed life of the sea.

After settling into the comforts of your luxurious hotel, your guide will meet you in the lobby and lead you to the magnificent acropolis of Tarquinia, which acted as the capital of the Etruscan settlement over two millennia ago. Authentic and unforgettable history will come to life around the 3,000-year-old City of the Dead on a private tour of the Monterozzi necropolis with the oldest dating back to the 7th century BC. 

What's Included:

Transfer
Accommodation
Breakfast
Day 2

Sorrento – Visit Caserta Palace and Naples Archeological Museum

Day 3

Sorrento – Discover Remarkable Pompeii and Herculaneum

Day 4

Sorrento – Traverse the Charm and History of the Amalfi Coast

Day 5

Sorrento – Indulge in the Grandeur and History of Capri

Day 6

Ostuni – Explore Matera and Alberobello en route to Ostuni

Day 7

Ostuni – Delight in the Unique Ambiance of Lecce and Otranto

Day 8

Maratea – Enjoy the Distinctive Seaside Luster of Maratea

Day 9

Taormina – Travel Across the Strait of Messina to Taormina

Day 10

Taormina – Embrace the Powerful Allure and Beauty of Mt. Etna

Day 11

Taormina – Revel in the Ancient History in and around Siracusa

Day 12

Palermo – Wander Ancient Temples in Agrigento en route to Palermo

Day 13

Palermo – Tour the Fabulous History and Culture of Palermo

Day 14

Palermo – Depart for Home

Trip Highlights

  • Revel in the thrills of a private helicopter ride over the Amalfi Coast to reach the inspiring atmospheric scenery of the island of Capri
  • Discover the authentic flavors of Sicily during a luxurious wine tour, visiting a mixture of family-owned estates along the foothills of Mt. Etna
  • Witness the magnificent collection of ancient artifacts from Roman colonies such as Pompeii in the National Archeological Museum in Naples
  • Wander through millennia of history along the Italian Peninsula during a private tour of the cave-dwellings of Matera
  • Embrace the historic charm and enchanting ambiance of the collective seaside towns of Maratea
  • Delight in the immersive, fairytale atmosphere of Alberobello, which derives from the unique Trulli homes that shape the diverse neighborhoods
  • Bask in views one of the largest ancient Greek theaters in the world during your private walking tour of Syracuse
  • Sample the delectable cuisine of Sicily when indulging in a memorable dinner at a celebrated Michelin-starred restaurant in Palermo
  • Discover gilded embellishments and displays of regal opulence in Caserta Palace that can be found both in the royal apartments and across the luscious gardens
  • Marvel at the gorgeous scenery and chic Baroque architecture of Taormina on a cliff that overlooks the sapphire waters of the Ionian Sea

Detailed Description

Whether discovering the rich history of Rome or the impressive architecture of Syracuse, indulging in the flavors of vineyards that are spread across the foothills of Mt. Etna or wandering along the turquoise waters of the Adriatic Sea in Otranto, your 14-day, highlights tour of Italy and Sicily will reveal the beauty of local heritage and the magnificence of the natural landscape. This exploration through Italy will provide you with an unrivaled journey that takes you from the regal Etruscan tombs of Tarquinia to the ancient Greek Theater of Syracuse. You will take your time to enjoy the majesty of Italy with private tours, luxurious excursions, and unique activities that will shape your memorable journey, spanning coastline, gorges, and an epic and ancient history.

Your highlights tour of Southern Italy and Sicily will begin with your arrival in Rome, where you will stay for one night and discover the marvels of the underground tombs of Tarquinia, finding elaborate artwork and unique burial traditions of the pre-Roman civilization. You will have four nights in a captivating hotel in Sorrento for plenty of opportunities to explore the wondrous scenery and culture around the Bay of Naples from the extravagance of the Caserta Palace to a private driver that transfers you to the various towns of the Amalfi Coast.

You will have a scenic helicopter transfer to Capri island and enjoy a tremendous private tour through the impressive history of Pompeii and Herculaneum, featuring remarkable mosaics and the preservation of daily Roman life. Two nights in the charming Pugliese town of Ostuni will take you across the peninsula toward the Adriatic Sea, delving into the rugged cave-dwellings of Matera, the Baroque architecture of Lecce, the seaside heritage of Otranto, and the fabulous fairytale images of Trulli homes in Alberobello.

Your tour will return you to the Western shores of Italy with a night in Maratea, which is a collection of resort towns that overlooks the Tyrrhenian Sea and is known for its stunning views and 44 churches. Three nights in Taormina will introduce you to the pleasures of Sicily with private tours that will take you deep into traditions that date back to the Phoenicians and Magna Grecia. You will taste a range of fabulous wines that have been produced on family-owned estates at Mt. Etna in addition to finding the remains of ancient Greek architecture that accentuate the Baroque designs of Syracuse. The end of your Southern Italy and Sicily vacation will culminate in vivacious Palermo where you can indulge in the sensational flavors of a Michelin-starred restaurant and the exquisite culture of markets, Norman and Arab architecture, and elegant squares.

Consider learning more about our travelers’ favorite Italy travel activities by reading their Italy travel reviews.

Starting Price

$5,100 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 1812 reviews

Italy Family Trip Review: Sorrento, Amalfi Coast, Capri, Tropea, Cosenza, Napoli, Pompeii, Herculaneum, Pertosa Caves
I asked Carmen and her team at the travel agency to help us with a special family vacation in south Italy.  My grandfather came from a small village in the hills of Calabria, well off of the beaten tourist path.  The travel agency arranged for a truly spectacular experience, customized to our needs.  We started with a few days in Sorrento, a driver to show us the Amalfi Coast, and a guides to help us experience Capri from the land and water, before venturing south to experience the Pertosa caves, and a small Calabrian community in which many residents share our last name.  The itinerary next brought us to stunning Tropea and its beaches, and then Cosenza and Napoli, including private guided tours of Pompeii and Herculaneum, with a wine-tasting lunch in the middle!  The mix of private, curated experiences and free time to explore my family's Calabrian roots was perfect.  The travel agency took care of all of our needs, from beautiful accommodations, to kind, knowledgeable guides and drivers.  The team was in frequent but unobtrusive contact, and always available, to make sure that we had everything that we needed, from driver and guide contact information to dinner reservation assistance, if desired. We were captivated by south Italy's beauty and its welcoming people.  Carmen's willingness to help us travel to a few areas infrequently visited by Americans provided my family and I with positive, unique interactions and experiences that will make us remember this trip forever.  I wholeheartedly recommend this travel company for anyone interested in a special visit to a really wonderful country. 

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Italy Travel Review: Palermo, Trapani, Erice, Mazara del Vallo, Marsala, Taormina, Zingaro Reserve, Historic Sites, Wine Tasting
The trip planning and organization done by the travel agency were amazing. They helped us put together an itinerary to visit most of Sicily starting in the west (Palermo) and making our way around the island ending up in Taormina. We chose to have drivers assist us getting around as train service between small towns is not great and we have driven there before. We managed to see almost all of the sites we were interested in but were in most hotels at least 2 nights and some 3 or 4. It was a somewhat aggressive agenda but with the drivers it was much less tiring. We had time for the outdoors, saw some spectacular Phoenician, Greek and Roman ruins and stayed in some very unique hotels.The tours and events they organized were also very well done. We had professional guides in all of the archeological sites and in general very informative and friendly guides and drivers. We also had downtime which was much appreciated. The great thing about working with them is you could design your own itinerary with their help and make it as active or restful as you want.Our trip started in Palermo and we made our way to the Zingaro Reserve - we were able to see Trapani, Erice, Mazara del Vallo and Marsala as well as the Phoenician settlement of Mozia. We saw the archeological parks of Selinunte, Valley of the Temples, Villa Casale and Siracusa. We ended our trip in Taormina which was perfect.Along the way we had farm lunches, olive grove visits and tours, wine tastings and several other interesting excursions.Veronica and the customer service team were always there for us if needed.

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Italy Vacation Review: Amalfi Coast, Sicily, Pompeii, Mount Etna, Winery Tour, 12-Day Trip

My husband and I have just returned from a 12-day trip to the Amalfi Coast and Sicily. The trip, planned with Zicasso’s travel company, met all of our expectations. They listened carefully to the types of travel experiences we enjoyed and delivered exactly what we wanted. The accommodations were very good. The guides and drivers were all prompt, knowledgeable, and friendly.

We especially enjoyed the visits to the towns on the Amalfi Coast and Pompeii when we stayed in Amalfi. In Sicily, the visits to the Valley of the Temples and the archeological sites were fascinating. The two wineries we visited were fun and the food and wine delicious. We also enjoyed our visit to Mt. Etna. Our guide was so much fun.

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Travel Review: Anniversary Vacation in Italy, Rome, Sorrento, Puglia. Matera, Capri Boat Tour, Colosseum & Forum Tour, Wineries

My wife and I have wanted to travel to Italy for almost a decade, so picking the right travel agent was a very important step for us. Zicasso connected us with several agencies. We ultimately selected this company and worked with this travel agent to plan our trip. We could not have been more pleased with our experience.

One of the reasons we selected this travel agent was because she was based out of Italy. We felt more comfortable with someone living in the country as opposed to a travel agent who had simply visited Italy. Her expertise definitely improved many aspects of our trip. Our must-haves included a multi-night stay in Rome and Pompeii. Our agent crafted a 11-day vacation for us that included Rome, Pompeii, Sorrento, Matera, and Puglia. Each detail of our trip was planned perfectly.

We were picked up by private automobile transport at the airport and had private tours through almost our entire trip. Our tour groups ranged in size from just us to 10 people. The tour guides that our agent selected were incredibly knowledgeable and personable. They were enthusiastic and clearly very passionate about their tours. She also recommended a variety of restaurants and made reservations for us for every evening we were in Italy. She offered options for each day and we were able to select the tours that best suited our interests (Roman Catacombs, Food tour, Jewish Ghetto, etc.). We had 4-star accommodations throughout the trip. Not only were all the hotels great, they were in perfect locations in the center of the cities we visited.

When it was time to travel to Sorrento, our agent arranged travel by train and then private automobile pickup to our final destinations. We spent a day in Sorrento, another day in Capri, and our last day touring the Amalfi coast. We were able to take a boat tour around Capri and visit multiple cities along Amalfi. We tried our first ever Michelin rated restaurant and it was delicious. We couldn't believe that she arranged for a private driver to spend 12 hours with us along the Amalfi Coast (he dropped us off at designated cities and picked us up an hour or two later).

For our next step, our agent took us off the common tourist path and had us visit Matera and Puglia. It was a great cultural contrast to Rome and Sorrento. We slept in a Grotto (hotel) in Matera and had splendid views of the country and old city. In Puglia, we visited a winery and dined along the Adriatic Sea.

It was a memorable trip that we could not have been more thankful for. During multiple times on the trip, my wife and I remarked how lucky we were to have a travel agent so knowledgeable.

Our agent called us several times to check-in on us and immediately remedied a situation where our itinerary was forced to change. We had her number 24-7 for any needs. We had a stress-free trip. We could not have planned this trip on our own, so we are grateful to have had our agent's wisdom. We had contemplated doing our own research, but we could not have recreated the magic of this trip.

When we travel to Italy again, we will definitely be using this travel company!

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Italy Family Vacation Review: Sorrento, Naples, Matera, Puglia, Positano, Capri, Pompeii, Wine & Olive Oil Tasting, Pasta Making

We (family of 4 including two teenagers) had a wonderful trip to southern Italy the last two weeks of June:  Sorrento, Naples, Matera, Polignano a Mare (Puglia region).  With Sorrento as our base we saw Positano/Amalfi Coast, Capri and Pompeii.  In Puglia we visited Ostuni, Alberobello and Lecce, went to a wine tasting (with great wine!), and visited two masserias:  one for an olive oil tasting, and another with a pasta-making class.  Our travel agent at at this company helped us to plan a great itinerary.  She was very flexible and helped us keep within our budget, and the logistics she put together were flawless.  I also felt she truly listened to what we wanted - even her first draft itinerary was very close to the mark.  Highly recommended.

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Italy Family Trip Review: Rome, Colosseum, Roman Forum, Sorrento, Pompeii, Capri, Pizza & Gelato Making Class, Path of The Gods
Our travel agency did a wonderful job putting together a once in a lifetime trip for me and my three children (14, 12, 10). All of the logistics of getting into and from places were handled by Monica which meant my family and I just had to show up on time and enjoy ourselves (a huge relief for someone traveling with kids internationally for the first time). You could tell that Monica had put thought into where she selected accommodations for us in Rome and Sorrento, making walking to our destinations very easy and the preferred way of getting around. Hotel accommodations exceeded our expectations and the kids and I felt like we were in a James Bond movie at our hotel in Sorrento on the side of the cliff with Mt. Vesuvius looming over the bay in the background.All of the tours we took were very professional and we stayed pretty busy and on the move with appropriate amounts of downtime programmed into our days for people to recover and prepare for the next outing (while eating delicious food).  Rome included a private tour of the Colosseum and Roman Forum, pizza and gelato making class, crypts and catacombs tour, and general site seeing as we stayed near the Trevi Fountain and were within walking distance to many of the famous piazzas. Staying in Sorrento had us hiking Mt. Vesuvius, a private tour of Pompeii, boating and site-seeing the island of Capri, and hiking the Path of the Gods along the Amalfi Coast.  A wonderful trip my family will never forget and we thank Monica/travel agency over and over for putting together such an amazing trip for us! Highly recommend! 

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Customizable Itinerary

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

28,000+ Verified Traveler Reviews