The discoveries of Sicily are endless on an island bursting with ancient wonders and vivacious culture, stunning landscape and iridescent beaches. Medieval towns crown towering mountains offering unparalleled views. Breathtaking Doric temples rise from valleys overlooking wild olive groves. Celebrated chocolate shops share with you their recipes passed down for hundreds of years. Cobblestone paths wind through antique buildings and into open elegant piazzas adorned with graceful churches. Your...
Customizable Itinerary
Day 1
Palermo - A King’s Capital
Palermo is a city of kings from around the world, having been ruled by Phoenicians and Carthaginians, Arab caliphates and Spanish empires. The streets brim with excitement teeming along the golden hued buildings. The old city bursts with architecture filled with details showcasing the preferred styles of invaders who once claimed the city as their own. The vibrant markets burst with jovial calls from vendors trying to grab the attention of passersby. Bright produce highlights the Mediterranean topography and climate. Stalls fill with pomegranates and oranges, figs and apricots. Your private transfer meets you at Falcone-Borsellino Airport.
Once in the city, the Norman Palace adorns the historic center. The structure was rebuilt in the Norman style in the 11th century after the Normans overtook the Arabs. Elements of the original structure are visible in the foundation. The Astronomical Observatory is a Pisan tower that houses 19th-century telescopes and astronomical instruments. In the 1800s, observers in the tower discovered the first dwarf planet of Ceres. The unique history of Palermo is captivating, and the culture of the city is illuminating. Consider reading some of our travelers' Sicily vacation reviews to gain additional ideas to further complement and perfect your own itinerary.
What's Included:
Day 2
Palermo - Proper View of Palermo
Day 3
Taormina - The Tranquil Seaside at Taormina
Day 4
Taormina - The Beauty of Choice
Day 5
Syracuse - Sensational Syracuse
Day 6
Syracuse - Basking in Noto
Day 7
Syracuse - Province from Up High
Day 8
Ragusa - Old and New Side-by-Side
Day 9
Ragusa - The Richness of Modica
Day 10
Agrigento- Finding Wonder in Ancient Remains
Day 11
Agrigento - Returning to the Sea
Day 12
Agrigento - In the View of the Hilltop
Day 13
Agrigento - Relishing the Coastline
Day 14
Agrigento - Final Days of Sicily
Trip Highlights
- Discover the rich history of Sicily, ranging from ancient Greek temples to Baroque cities
- Indulge in a day at the beach on the resplendent sandy shores beneath the stunning medieval hilltop town of Taormina
- Enjoy the countryside of Sicily like a local venturing to Lake Avola in the Cavagrande del Cassibile Nature Reserve
- Relish the variety of chocolates in a centuries-old dolceria (confectioner’s shop) in Modica where you can tour the history of the treat in Sicily
- Traverse the charming hilltop streets of Enna, known for its medieval architecture and exquisite views
- Embrace the enchanting waters and relaxing pace of the seaside town of Cefalu, located on the shores of the Tyrrhenian Sea
- Explore the ancient and medieval remains of the historic city of Syracuse, including touring the vast network of catacombs
- Delight in the fabulous markets across Sicily that exude culture and charm, from seafood to produce, antiques to vintage Italian goods
Detailed Description
The island of Sicily is captivating, encompassing cultures from across the Mediterranean and brimming with artifacts from ancient civilizations present alongside the active phenomena of contemporary life. Your 14-day discover Sicily tour immerses you in the wonders of Sicily, from the beachside to the countryside, hilltops to hidden lakes. You can indulge in the local charm and regional cuisine, vibrant markets and exceptional history. You arrive in Palermo, where your private transfer greets you at the airport. You make your way into the city and settle in your luxurious accommodation near the heart of the historic old town.
The following day takes you on an extravagant journey through the city streets, visiting the living history of the markets and surrounding architecture of Palermo. Your private guide whisks you away to the magnificent hillside town of Taormina, which overlooks the Bay of Naxos. Your guide leads you on a tour of the cityscape, filled with medieval luster and Baroque facades. The next day is at your leisure to enjoy the surroundings as you please. You can trek up Mount Etna on a guided tour or bask in the sunlight on the sandy shores by the city.
Next, you make your way to the ancient city of Syracuse where your guide leads you on a private tour of the captivating streets to see medieval architecture and the magnificent catacombs, larger than even those of Rome. Then you explore the sensational Baroque streets of Noto. The city has an elegant charm. Outside of Noto, you can trek to the pristine Lake Avola for a sense of local life hidden in the nearby gorge. Tour the marvelous city of Catania, filled with vibrant life and a celebrated seafood market before continuing to the tranquil hilltop town of Enna.
Your guide meets you the following morning and escorts you to Ragusa, a city divided by its old and new town borders. Follow your guide on a tour of the narrow streets and Baroque structures; traverse the cobbled pathways of the alluring city of Modica. Enjoy an in-depth demonstration of a famous local dolceria (confectioner’s shop) known for its history of chocolate making. Travel to edges of Agrigento to witness the fantastic ruins of the Valley of the Temples. The remainder of the day is at your leisure to explore the contemporary city and its historic neighborhoods.
Enjoy one of the finest Sicily getaways in the seaside town of Cefalu, where you can take your time relaxing on the shore or traversing the tranquil streets. Travel to Erice and visit Trapani en route. The city is known for its remarkable harbor. Erice stands atop a hillside and maintains rich medieval architecture. You can relax on the shores of San Vito Lo Capo and discover the ancient marvels of Segesta. On your final morning, your private transfer escorts you to Falcone-Borsellino Airport in Palermo for your flight home.
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.
Reviews of Zicasso's Referral Service
4.9 stars based on 5956 reviews.
The trip was very well planned by Zicasso's travel company and all of the stops and pick-up points, cars, trains, boats, etc., were there and reliable. We had a fantastic time.
Reviewed By Jeffrey C.
I am writing to express my immense gratitude to the entire team at Zicasso’s travel partner for curating the most spectacular trip to Italy for my family. From start to finish, the level of service was beyond impeccable and truly set a new standard for what we consider luxury travel.
The planning process was an absolute pleasure. Communication was one of their greatest strengths; our contact was consistently available and responses to our questions were nearly instantaneous. This travel company made us feel like we were their only clients. They took the time to understand the different ages and interests within our family, and built a bespoke itinerary that perfectly balanced history, leisure, and unique local experiences.
This was genuine white-glove service in every sense of the word. From the moment we landed, every detail was flawlessly executed. Private drivers were waiting for us, guides were engaging and knowledgeable, and our accommodations were magnificent. We never once had to worry about a single logistic, allowing us to be fully present and enjoy our time together.
If you are looking for a travel partner that offers unparalleled personalized service and flawless execution for a trip to Italy, look no further. Thank you for giving our family memories we will cherish forever.
Reviewed By Christopher L.
My husband and I were thrilled with our recent trip to Italy that Zicasso’s travel designer put together. We began by attending a family friend’s wedding, held in Ravello, on the Amalfi Coast. Due to my husband’s mobility issues, we were met by a driver and headed to the Amalfi Coast. The driver was first class and the trip was very comfortable.
After the wedding festivities, we were able to have the most wonderful experiences visiting the towns of Amalfi and Positano, and our base for one week was in beautiful Sorrento. We attended a cooking class and enjoyed eating what we prepared. We had in-depth learning opportunities in Naples and Sorrento. Every guide we had spoke excellent English and was so knowledgeable. We especially enjoyed Pompeii! A super-fun day was had on the small group tour of Capri. The crew was fantastic and very accommodating in consideration of my husband’s mobility issues.
From beginning to end everything went well. The use of a messaging app was great for making sure everyone was on the same page.
The only thing that was a disappointment was the pizza in Naples. It wasn’t the best.
The hotel in Sorrento was phenomenal - it couldn’t have been better. The view of Mt. Vesuvius from our balcony helped create memories we will have forever. The hotel in Rome was also very nice. It was right in the middle of the main attractions.
We are very happy with our experience with this travel company and would not hesitate to recommend it!
Reviewed By Anne F.
Our trip was a family one, two grandparents over 70, two parents and one adult son, one teenage girl, and one younger girl, 12. Three of us had been to Italy while the others had not. We wanted as complete a trip as we could in 14 days, so we included all the traditional places, Venice, Florence, Rome, and Naples/Pompeii. We spent three days in each and one day in Ferrara. While it was a lot for 14 days, we did not feel rushed.
What I like about Zicasso is they give you options to pick the best fit for your trip—we worked with two other agencies before we picked Zicasso’s travel partner. This travel partner took the time to understand our needs: three hotel rooms, all different in sizes, and tours and timing. Very important was the degree of coordination before the trip with the travel agent; she was available and knowledgeable, and took the time to adjust our needs. One of the best things about this travel partner was they used a van for all the travel, except from Rome to Naples. This was a much better option than the train for seven people and baggage.
During the trip, we were met on time by every driver and every guide. The hotels were excellent and the whole trip went well. When we had a delay on the train, the driver knew it and adjusted our pick-up.
Reviewed By Fred S.
Zicasso’s travel company was wonderful in planning our trip on short notice and in line with our requests and preferences. Their suggestions of what to do and where to stay were perfect. And when we accidentally got off on the wrong island, the travel company quickly got us new ferry tickets to get to the right place. It was all seamless.
Reviewed By Sherry G.
This trip was the greatest week of our lives! Everything planned was better than I could have imagined. The private drivers being coordinated behind the scenes made the trip so easy and removed all the stress of trying to navigate a new country. Every driver and our tour guide was so nice and I feel like we made friends with all of them.
My favorite part of the trip was definitely the cooking classes and that every tour was private and intimate for my wife and I. The connections Zicasso’s travel agent hooked us up with made the trip the most memorable experience. Our travel agent and the travel company took special care of all the tiny details of the trip; our hotel knew it was my birthday and had a special surprise for me! I’m beyond thankful for the perfect honeymoon they provided my wife and I.
Reviewed By Branson S.