11 Days/10 Nights, 6-12 travelers per departure – NOW booking 2027 dates!
The essence of Mediterranean civilizations is revealed in today’s Sicilian culture, its bold-flavored cuisine, the warmth of its people, musical folklore, and rich local wines. Sicily, the largest Italian region and the largest island in the Mediterranean, is the beating heart of ancient cultures.
Sicily also boasts the most UNESCO World Heritage Sites in Italy. One can only stand in awe before the astonishing Greek Temples of Agrigento, Roman villas, the bustling center of Palermo, Siracusa & Ortigia, and the Baroque towns of Noto and Modica, among many other memorable destinations.
You’ll fall in love with Sicily’s crystal clear and deep-blue Mediterranean waters, intensely aromatic cuisine, endless historical legacy, and the charm of its welcoming people.
Experience the vibrant soul of Sicily in this immersive 11-day, 10-night adventure that begins and ends in Catania, weaving through the island’s most compelling landscapes and traditions. Journey through Siracusa’s ancient marvels and Baroque charm in Ortigia, stroll among the soul-stirring Greek Temples of Agrigento, and wander the ornate streets of Noto and Modica, home to Sicilian baroque and famed chocolate.
Stay in traditional Sicilian boutique hotels, savor authentic local cuisine and wine, ride the dramatic coastal roads to fishing villages, and explore timeless towns such as Ragusa Ibla and Taormina—where the views from the Greek Theater against Mount Etna’s silhouette are unforgettable. With small groups of just 6–12 travelers, every taste, story, and culinary delight—think cannoli, almond cookies, and refreshing granita—feels personal, intimate, and deeply Sicilian.
Intimate Group Size: Limited to just 6–12 travelers, this tour provides a relaxed pace, deeper access, and personal attention that larger groups simply can’t provide. (Learn why group size makes such a difference.)
Luxury & Ease: Travel in comfort via Mercedes executive vans, enjoy priority access to top sights, and stay in hand-selected boutique hotels.
Authentic Immersion: Go beyond the usual—make pasta in a farm-house kitchen, sip wine in panoramic piazzas, and connect with Italy through its people, food, and traditions.
White-Glove Service: A full-time English-speaking journey leader, private drivers, and zero-stress logistics let you focus fully on the experience. The tour includes most meals, local tips, taxes, gratuities, and special extras like return-traveler credits.
Ready to savor Sicily’s passion and flavor? Secure your spot today and experience an unforgettable journey filled with culture, cuisine, and breathtaking coastal beauty. Book your small-group tour now—space is limited to just 6–12 guests!
👉 Have more questions about our tours in general? Check out these Frequently Asked Questions.
Arrival in Catania, where you will rest in a luxury boutique hotel in the historical district of this bustling Sicilian city. We’ll take a leisurely stroll through the streets and sites of Catania with our expert City Guide, who will introduce our group to the warm and sunny culture of this splendid seaside town. You will find plenty of tasty eateries where you can try the local specialties such as granatina, cannoli, marzipan and almond cookies. Among its remarkable monuments is the baroque cathedral of Sant’Agata, as well as ornate buildings that line its beautiful piazzas. This evening we’ll enjoy a fabulous welcome dinner together and get to know our fellow travelers.
Meals included: dinner
We’ll head south for an exciting trip to the coastal city of Siracusa, the birthplace of the ancient mathematician Archimedes and the meeting point of many ancient cultures: Greek, Roman, Norman, Byzantine, and Arab. View the blending of architectural styles, from the ancient Roman amphitheater to the splendid jewel of the Baroque: the cathedral, with its grandiose staircase.
We’ll stop at the grotto named the Ear of Dionisius, known for its amazing acoustics and the fortress-town on the island of Ortigia. Our drive will end at a family-owned Sicilian boutique hotel, in Ragusa Ibla. Enjoy a group dinner in a typical local restaurant.
Meals included: breakfast, dinner
In the morning we’ll visit the dramatically picturesque and elegant hilltop town of Ragusa Ibla, showcasing an extraordinary intertwining of civilizations. This is the perfect place to observe and immerse yourself in the laid-back Sicilian lifestyle, sit by a cafe’ in the small town piazza, and savor the joy of living life in the moment.
Then you’ll have the chance to take part in a special hands-on cooking class by a local Chef, as she shows you how to make some simple local Sicilian recipes that we’ll enjoy for dinner.
Meals included: breakfast, dinner
After a delicious breakfast, we head east to the gem town of Noto, the center of Sicilian Baroque. Get ready to stroll through this fascinating town. We head towards one of Sicily’s best family-owned wineries, surrounded by gorgeous rolling hills, for a private vineyard tour. Group lunch, and wine-pairing experience.
We continue our journey to Modica, known specifically for a traditional way of making chocolate. We’ll then visit a historical chocolate factory where you can indulge your sweet tooth with tasting of their specialty cocoa products. Group dinner in a typical restaurant in Ragusa.
Meals included: breakfast, lunch
Prepare to be amazed! After a late morning check-out, we’ll head over to Agrigento (group lunch included), where we’ll discover the ancient Valle dei Templi. We’ll be guided back in time by our expert guide and explore on foot this astonishing UNESCO World Heritage site where Greek temples dating back to 580 B.C. overlook the deep-blue sea of Sicily’s southern coast.
After the visit, we’ll check into our new “home away from home”. Group gathers again in the hotel lobby for a group dinner!
Meals included: breakfast, lunch, dinner
Scenic drive to Palermo, a large bustling city with rich history and a kaleidoscope of antiquities. In the afternoon we’ll discover this beautiful city during a guided tour of with our expert City Guide. Group Dinner at a lovely local restaurant serving seasonal dishes.
Meals included: breakfast, Dinner
We will take a short drive to Monreale to the impressive Cathedral, the largest 12th century Norman monument in Sicily. We will then return to the hotel afterwards, for lunch on our own and the rest of the afternoon at leisure. Group dinner at at lovely restaurant serving seasonal dishes.
Meals included: breakfast, dinner
After check-out, we’ll trace the north coast of the island, heading east, stopping in a picturesque Medieval town called Cefalu’. You’ll have the chance to see its splendid Norman Cathedral with some of the most astonishing mosaics in the world. Group lunch along the way. We’ll then check-in the hotel in Taormina and get some R&R an get some rest. Dinner and evening are on your own.
Meals included: breakfast, lunch
In Taormina, we’ll meet up with our expert City Guide for a walking tour of this beautiful seaside town of Greek origin. A local expert guide will meet us and take us on a visit to the city’s most important landmark, the Greek Theater, with breathtaking views of the Etna, the largest active volcano in Europe.
Today is a deliciously slow day that you can savor to relax and let everything you’ve explored simply sink in. Perhaps part of the spirit of Sicily lies in taking in all the beautiful sceneries and simply letting them find their own way into your heart. Explore the town of Taormina and its many luxury boutique and café’s to stop for lunch and drinks on your own while savoring the magic moments of life! Lunch on own. Meet in lobby of hotel for our group dinner in Taormina.
Meals included: breakfast, dinner
After breakfast and check-out, get ready to take a scenic drive towards the beautiful and intimidating Etna. We continue further up towards the volcano to take photos from one of its scenic spots almost at the top of the mountain. On the way, we’ll visit an elegant winery right on the side of Etna, known for the intense Nero d’Avola wines. Its vines grow in the mineral-rich volcanic soil, reaching deep into its soil for nutrients and water. Take a private guided tour of the estate, followed by a final group luncheon with wine tasting.
We’ll continue the ride down the east coast and return to our starting point to spend the final night of the tour. Catania is a wonderful city full of life and urban sounds, so take in the atmosphere of this vivacious, bustling city, where you can experience the soul of Sicily.
Meals included: breakfast, lunch
Check-out from Catania hotel and say “Arrivederci!” to this timeless island and until next time, Nada’s Italy wishes you a safe return home!
Meals included: breakfast
Small group travel: maximum of 12 travelers per group!
Fully escorted day trips with a full-time English-speaking Tour Leader and professional private drivers.
Meals included: all breakfasts, some lunches and dinners (included meals are shown at bottom of each day’s itinerary.)
Beverages included: bottled water, soft drinks, coffee, and 2 glasses of wine per meal (choice of red or white wine) .
Private Walking Tours by licensed English-speaking City Guides, including PRIORITY entrance & tickets to attractions.
Private Transportation for day trips and transfers in comfortable air-conditioned Mercedes Executive vans (does not include: transfer from and to the airport, airfare, or any other personal travel expenses).
A+ Rated Customer Service with Nada’s Italy you can rest assured that your travel experience will be completely stress-free. Your personal Journey Coordinator will assist you with any additional services you may need, provide expert packing and travel advice, and answer any questions you may have before your trip.
Return Traveler Program: receive up to $800 credit per person towards any future trips you take with Nada’s Italy!
No bag limit (many tour companies have a 1-bag limit per person).
Taxes & Fees: Local VAT taxes and government fees, City Tax, gas, highway tolls, city access licenses and permits, parking fees.
Book an extra night at the same hotel before or after your tour.
Private luxury vehicle transfer with English-speaking driver.
Add a few extra days prior to or after your tour, tailored to your needs.
We work with a wholesale airfare broker who will search for lower-than-published fares for First, Business, or Premium Economy classes.
We work with a trusted insurance broker who will help protect your trip.
Welcome to the beating heart of the Mediterranean.
"Our trip with Nada's was once again phenomenal!!! We just returned from Sicily and highly recommend doing so with Nada's. Everything was handled for us and we didn't need to think about a thing! Our tour director, Roberto, was EXCEPTIONAL--attention to detail, caring about every traveler's needs, knowledge, experience and personality truly made the trip one to remember forever. We Love Nada's and thank you to Roberto and the whole Nada's team for once again a trip of a lifetime!"
"Our travel to Sicily with Nada’s Italy was fabulous. Everything was perfectly planned and coordinated. We stayed in the most beautiful small hotels, dinners were at local restaurants and we also visited winery’s and a cheese making farm. But the thing that most stood out was our guide, Enzo. He responded to requests such as we want to see a traditional puppeteer and the large puppets. He made the trip. I can’t say enough about his attention to details. I developed a cold on the trip and he finds the pharmacy and also finds a packet filled with the individual Kleenex packages. Amazing! I will travel with Nada’s again."
"Sizzling Sicily Tour - The expectations for always having a great experience were again exceeded by Nada's Italy team. Communications throughout the process from the team, and then meeting our tour guide Salvo Martinico, who knows this part of the country, and grew up there. But he also has special knowledge of wine and wine making as that has been his family business. But Salvo is also a "foody" and worked with each meal/restaurant to make sure we had the best wine and experience at each location. Very special. We traveled through the cities of Taormina, Mt. Edna, Palermo (capital of Sicily), Monreale, Arigento, Siracusa, Ragusa, Noto, Modica, and finished back at Catania. That pretty much covered the rectangle crossing of Sicily. Add beautiful weather to this trip, and it will hold memories for a lifetime. Thank-you Nada's Italy!!"
"A small group tour is the only way to travel Italy (or any other country) in my opinion! Nada's does an amazing job of mixing history, culture, great food and wine, cooking classes and unique experiences into a tour. The group size is no larger than 12 people, so the experience is personal. The days are well balanced with plenty to do and see as well as some down time for personal exploration, rest, or shopping built in. We have actually traveled with Nada's 4 times over the past 10 years and we just finished the "Sizzling Sicily" tour. We had a fabulous time. It is so nice to travel without having to plan every detail yourself, or to drive. The hotels we stayed in were all beautiful, the food delicious, and the wine experiences/tastings in gorgeous settings with amazing food pairings. Sicily is a fantastic place to visit. Highly recommend Nada's if you are looking for a great experience in travel!"