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 5986 reviews.
Zicasso's travel agent created an itinerary and experience that was simply perfect. Every hotel experience, guide, and driver was excellent. She was kind, patient, knowledgeable, and made the perfect suggestions. I loved working with her! Thank you to our agent, the tour operator, and Zicasso for a wonderful trip!
Reviewed By Anita L.
The trip was wonderful. Zicasso's travel agent and her staff planned the perfect 10-day trip. The accommodations, the drivers, the guides, and the restaurant recommendations were perfect. The communication was excellent and timely. They went above and beyond to make sure we were comfortable and happy. The staff were very attentive and flexible, even when we wanted some small changes, such as pick-up times for the drivers. They adapted and made it all work. This travel agent is absolutely terrific.
Reviewed By Marci M.
Our Italy trip with Zicasso’s travel partner was nothing short of spectacular! Referred by a friend who had an amazing experience, we decided to give it a try and were not disappointed. Our agent was fantastic, always ready with answers to our questions and providing excellent support throughout our journey.
In Tuscany, we visited beautiful wineries and enjoyed a delightful lunch with the vintners, who were incredibly warm and welcoming. Her attention to detail was evident when she adjusted our plans due to weather changes and even checked in on us when we were slightly delayed for a tour.
Siena was breathtaking and our hotel in Rome was perfectly located, allowing us to walk to all the major sites. One of the highlights was a small boat tour around Capri from Amalfi—perfect weather and stunning waters made it unforgettable. The cooking class on the Amalfi Coast, set on the side of a cliff, was exceptional and having personal tours just for the two of us was an unexpected and delightful bonus.
We can't express enough how much we enjoyed our Italy trip. The travel partner exceeded our expectations and we highly recommend them for a truly memorable experience!
Reviewed By Kent S.
Zicasso’s trip coordinator and her team did a fantastic job, not only in planning the trip to meet our needs and wants, but also in personalizing it as needed. They were also available as we needed them to adjust things, such as pickups, and even made some dinner reservations for us. With our budget, they set us up in excellent hotels that fit our desire for the trip to be a wonderful anniversary getaway. Her staff were also very helpful. We would strongly recommend them for a trip to Italy!
Reviewed By Rajesh J.
Zicasso's travel planner and her staff did a perfect job for our family of six. She made our trip seamless!
Everything she planned was perfect and no detail was left out. I would use them again and again for my travels to Italy.
Reviewed By Sally F.
My first solo trip was something I had dreamed about for years. I wanted it to be more than sightseeing. I wanted adventure, comfort, safety, and freedom without the stress of planning it all alone. Through Zicasso, I was connected to two specialists and Zicasso's travel consultant stood out immediately. She delivered an itinerary that gave me everything I asked for and more: maximum cities, maximum fun, and maximum value, all without compromise.
Before deciding, I researched and compared tours, packages, and individual prices online. The travel consultant’s proposal came out on top for value and content. While the other agent offered fewer cities and activities at a higher price, her plan was ambitious without being overwhelming. She booked my trains, arranged private transfers where needed, and selected boutique-style hotels that exceeded expectations. I was honestly surprised at how good they were. I stayed at hotels in Interlaken, Florence, and Sorrento. Each was clean, comfortable, and perfectly located for exploring. I had prepared myself for budget trade-offs, but instead, I found thoughtfully chosen hotels that balanced affordability with real quality.
Every document, train ticket, and activity confirmation was uploaded into the app. It became my lifeline throughout the trip, with every detail at my fingertips. The structure gave me confidence, while still leaving me free to explore.
Switzerland came first: Zurich, Lucerne, Interlaken, and Zermatt. Each city felt like stepping into a postcard. Interlaken gave me the adrenaline rush of skydiving, while Zermatt charmed me with its close-knit magic and alpine beauty. Italy unfolded with equal ease: Lake Como, Venice, Florence, Sorrento, Amalfi, and Rome. Every destination felt curated, yet natural, from gondola rides in Venice to boat tours on the Amalfi Coast.
What I loved most was the balance between structure and freedom. Pre-booked activities and restaurant reservations gave me a strong framework, but I could just as easily decide to spend an afternoon wandering Florence, eating gelato, or sitting in a piazza. The rhythm of the trip was perfect, structured enough to tick off bucket-list highlights, yet relaxed enough to feel like a real vacation.
Food was freestyle, but memorable. Highlights included a Japanese-Peruvian restaurant in Zurich with its elegant Japanese-Peruvian flavors, a different Japanese restaurant, a restaurant in Como with its modern fusion menu, an Indian restaurant for comforting classics, and international favorites like those in one of the restaurants in Rome. Between those meals and plenty of gelato and crepes, every stop added its own flavor to the journey.
As a solo traveler, safety mattered. I felt comfortable walking around in the evenings and was usually back in my hotel by 1am to stay rested for the next day. What really gave me peace of mind was the travel consultant’s constant support. Communication was fast and responsive. I never had to wait long for answers, whether through the app or email. There was a moment when I made a mistake with the trains and missed an activity. She immediately stepped in and worked to reschedule it or secure a refund that same day.
Earlier in the planning process, I also had a card issue due to an address error. Even though policy would not normally allow it, she and her team patiently waited until I received the refund before finalizing the booking, just weeks before my trip. That flexibility and care spoke volumes.
The difference was clear. She used my budget to its fullest potential, giving me more destinations, more experiences, and better hotels than the alternative option. She managed to combine the efficiency of a fully organized tour with the freedom of independent travel. Everything was planned, yet everything was still mine to shape.
This trip was everything I wanted: good food, beautiful views, safety, and absolute reliability. It was an organized journey with freestyle flexibility, which is exactly what solo travelers dream of. The travel consultant’s planning let me chase adventure while always knowing I had a safety net. Switzerland and Italy gave me memories I will never forget, but it was the behind-the-scenes planning that made it possible. If you want a trip that is your way, your budget, your pace, but without the endless hassle of managing it yourself, the travel consultant at this agency is the person who can make it happen. My first solo trip became my dream trip and that is the highest praise I can give.
Reviewed By tasmia S.