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

$6,300 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 782 reviews

Italy Vacation Review: Sicily, Palermo, Cefalu, Modica, Scicli, Marzamemi, Noto, Agrigento, Valley of the Temples, Ragusa, Syracuse, Taormina, Mount Etna, Wine Tasting, 2-Week Trip

We had a lovely tour of Sicily and we thoroughly enjoyed the scenic villages, mountains and coastal areas, the delicious food, the history and culture of the region, and, of course, the many lovely Sicilians we met on our journey! This was made possible by the travel company we went with when we first engaged Zicasso. They met with us (online) and developed a great tour, for which a few highlights are summarized below. They were also very helpful during the trip to offer us assistance if we needed it. In short, they made our trip truly memorable!

On our visit to Palermo, we experienced its ancient history and fine cuisine. Touring some of the smaller towns and villages, such as Cefalù, Modica, Scicli, Marzamemi and Noto, we enjoyed many scenic streets and alleys with their many shops and restaurants, and also seeing some beautiful artwork in their ancient cathedrals. The countryside of Sicily is also lovely to see and on our tour, we were privileged to visit some farms and talk with some locals who make their living off the land.

We were captivated by the rich historical underpinnings of Sicily, as we saw when we toured Agrigento to visit the Valley of the Temples. In other larger towns/cities we visited, such as Ragusa, Syracuse and Taormina, we had many opportunities to tour food markets and taste (and to learn to prepare) some specialty dishes of the local area.

Having a walking tour around Mount Etna with a local guide provided us with a refreshing outdoor nature hike that was a great way to learn about the area. Capping off our nature walk with a gastro/wine tour at a local winery was a great finale to our two-week vacation! In the end, our only regret was that we didn't want the vacation to end!

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Sicily Vacation Review: Syracuse, Noto, Ragusa, Modica, Ortigia, 1 Week

We had a fabulous time in Sicily. It was our first visit and Zicasso’s travel company planned an excellent itinerary, with great recommendations on the cities and towns to visit that felt like a truly local experience. (Other agents focus on the big cities of Palermo and Taormina, but the travel company recommended we spend more time in Syracuse/Noto, Ragusa, and Modica.)

We loved our primary driver and the boutique hotels they selected for us. Communication and documents were all easy to follow.

The only piece we wish might have been curated a little more was the recommended dining options. There were too many and not necessarily great restaurants.

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Italy Trip Review: Taormina, Agrigento, Palermo, 8 Nights

Our Zicasso travel specialist did a fantastic job planning our family vacation for five adults.

Each hotel was top-notch. At the villa in Taormina, the rooms were luxurious, with unbelievable views of the bay and Mount Etna from private verandas. The staff were gracious and the restaurant's breakfast buffet delicious. Lunch and dinner were top-notch. The hotel in Agrigento was modern and the grounds were exceptional. It was close to the Valley of the Temples, with amazing views of the ruins from each room and the beautiful infinity pool. The hotel in Palermo was old-fashioned luxury with up-to-date facilities and close to the old town.

Our tour guides and drivers were excellent.

My only regret is that we only had 10 days to explore Sicily as there was so much more to see!

Our agent did a yeoman's job helping us plan this trip.

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Italy Travel Review: Rome, Ortigia, Modica, Agrigento, Noto, Marzamemi, Taormina, Winery Visit, Food Tour, Mt Etna, 9 Nights

Overall, I loved all that was planned for me by Zicasso's travel specialist. She did a great job planning the transfers, tours, and activities we discussed during our planning. In particular, I loved my tour of Modica, the winery visit, my visit to Agrigento, and my visit to Noto and Marzamemi. I also loved my hotel in Ortigia - the location, the architecture, the views. I wish I had requested a sea view for my Taormina hotel, as not having that felt like a miss. I did not like at all the hotel in Rome (in spite of its convenient location) - it was a miss after such a glorious trip.

Every single tour guide and driver was excellent, knowledgeable and reliable. The initial personal fast track transfer in Rome was also excellent, and I requested the same service when I was leaving.

I would have liked the food and wine tour in Taormina to be a bit more elevated, given I am a foodie with elevated tastes. The local Sicily organizer, was very responsive overall. I just found it strange that she did not follow through on her offer to pay for a dinner because I chose my own venue.

The reason I am not giving this trip a 5 is because of a few issues: the room in Taormina and the hotel in Rome. The trip started strong with the transfer support and I wish it had been included at the end - I paid an additional fee for it. I also paid a significant additional fee for a private tour to Mt. Etna, which was given by the same person who drove me there. I feel like I overpaid for that tour. I canceled the Etna Food and Wine tour and wish I had gotten some consideration for that.

Stepping back, I am grateful for the trip and all the detailed organizing that went into it. I will look more closely at hotels offered so I avoid being disappointed.

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Italy Tour Review: Amalfi Coast, Sicily, Pompeii, Capri, Boat Tour, Wine Tasting, 9 Days

We had a great visit to the Amalfi Coast and Sicily. The accommodations selected by Zicasso's travel specialist were well situated and comfortable. The food was very good and the day tours were educational and entertaining. It was a little hot during the peak sun hours, so next year we'll go a little later in the year.

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Italy Trip Review: Naples, Capri, Pompeii, Amalfi Coast, Ischia, Cooking Class, Boat Tour, 12-Day Tour

On the whole, we enjoyed our trip. However, we want to make note of a few things that could have been done better. When we landed in Naples, our driver was waiting for us. But instead of bringing the car to where we were, the 4 senior adults had to walk with luggage in the heat to get to his car. On our first full day in Naples, we were picked up for our cooking class. The driver did not speak any English, and when we arrived at the address, he expected us to get out of the car. We did not know where to go, and he was not able to assist us. Lucky for us, we met a nice lady who spoke English and was able to help us. The cooking class was wonderful. One of the highlights of the trip. The Capri boat tour was enjoyable. The tour of Pompeii was fascinating. The day we were taken to the Amalfi Coast was a holiday, and we mostly sat in traffic. Not anyone's fault but not very pleasant. On June 3 we were picked up very early to go to the port for the Hydrofoil to Ischia. At the port, we had to wait around for almost 2 hours. We were not sure why we were picked up so early. On June 6 we checked into our hotel in Naples, looking forward to our Jewish Heritage tour the following day. Our tour guide was lovely - 4 stars for her - but we learned there is no Jewish heritage in Naples, so that was quite disappointing. It would have been nice to establish realistic expectations.

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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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