Best of Southern Italy & Sicily Tour

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.
Customizable Itinerary
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:
Sorrento – Visit Caserta Palace and Naples Archeological Museum
Sorrento – Discover Remarkable Pompeii and Herculaneum
Sorrento – Traverse the Charm and History of the Amalfi Coast
Sorrento – Indulge in the Grandeur and History of Capri
Ostuni – Explore Matera and Alberobello en route to Ostuni
Ostuni – Delight in the Unique Ambiance of Lecce and Otranto
Maratea – Enjoy the Distinctive Seaside Luster of Maratea
Taormina – Travel Across the Strait of Messina to Taormina
Taormina – Embrace the Powerful Allure and Beauty of Mt. Etna
Taormina – Revel in the Ancient History in and around Siracusa
Palermo – Wander Ancient Temples in Agrigento en route to Palermo
Palermo – Tour the Fabulous History and Culture of Palermo
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.
Verified Traveler Reviews
Based on 1812 reviews
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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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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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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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