Sicily in Depth - Classic Group

Tour Type: Regional
Brochure Type Europe & Britain Premium 2026 v1

See every slice of Sicily during this 9-day Sicily guided tour. Take off to Paradise Quarry in Syracuse with a Local Expert, who will show you its Ear of Dionysius, an ear-shaped limestone grotto: call out to your fellow travelers here, and your voice may echo as many as 16 times. Visit the Palatine Chapel to marvel at the glittering gold mosaics for a stunning sight. Travel to the salt pans and windmills on the western coast and taste Marsala wine in its home town. In Taormina, perched above the Ionian Sea, join a Local Expert at the city's cliffside Greek theater, from which you can see Mount Etna, the island's active Strato volcano.

Additional Included Highlights
  • Stay connected with friends and family with our complimentary coach and hotel Wi-Fi (where available).
  • From time to time, your Travel Director will delight you with an Insight Flourish, which is a local specialty representing the destination.
  • If your arrival and/or departure flights are as per the itinerary start and end dates, then transfers are available at scheduled times. If your flights are outside these times, or you have booked additional nights accommodation with Insight Vacations, you
  • Personal radio headsets give you the freedom to wander during visits to famous highlights, without missing any of your Local Expert's fascinating commentary.
  • We carry your bags for you and promptly deliver them to your hotel door.
  • Hotel and restaurant tips are included - you'll never have to worry about how much to give, nor search for foreign currency. We also include all taxes and porterage charges at hotels.
Authentic Dining
  • Palermo Embark on a fun exploration of Palermo's tasty culinary scene on a Dine-Around evening.
  • Marsala Enjoy a tasting of some of the island's richest Sicilian wines at a local winery in Marsala.
Choice Highlights
  • Choose between two carefully selected activities
  • Syracuse Stroll through Old Town Syracuse on the island of Ortygia and learn the legends of the Fonte Aretusa.
  • Syracuse Walk through the gardens of Paradise Quarry, listen to the acoustics in the mysterious Ear of Dionysius and visit the Greek theater.
Dining Summary
  • 5 Dinner (D)
  • 8 Breakfast (B)
Insight Choice
  • Syracuse Walk through the gardens of Paradise Quarry, listen to the acoustics in the mysterious Ear of Dionysius and visit the Greek theater.
  • Syracuse Stroll through Old Town Syracuse on the island of Ortygia and learn the legends of the Fonte Aretusa.
Make Travel Matter
  • Trapani Discover how the ancient traditions of salt extraction has been handed down from generation to generation. Set in a breathtaking natural landscape, home to pink flamingos and various aquatic birds, the salt pans and windmills create a picturesque
Top Rated Highlights
  • Taormina Visit the ancient Greek Amphitheater with your Local Expert. Set on a cliff, open to the sky, take your seats and enjoy the view through the crumbling arches to Mount Etna.
  • Agrigento Admire magnificent Hellenistic remains in the Valley of the Temples, such as the massive Temple of Concord and clifftop Temple of Juno.
  • Palermo Visit the spectacular 12th-century Palatine Chapel. Its sombre exterior gives away few clues to the riches inside. Step into a world where the walls glitter with 12th-century mosaics, the best of their kind in the world.
  • Taormina Visit Taormina with a Local Expert and enjoy free time to stroll along Corso Umberto to Piazza IX Aprile.
  • Ragusa During your walking tour with your Local Expert see the famous Baroque buildings and churches.
  • Modica Experience Modica's celebrated hand-made chocolate.
  • Piazza Armerina Travel to the Villa Romana del Casale, a UNESCO site since 1997. The Villa is one of the most luxurious of its kind, showcasing it's rich and intricate mosaics which decorate almost every room.
Travel Director
  • "A type of food I really love introducing my guests to is the street food because it tells a lot about the habits of the locals, it can be a slice of pizza folded up or a sfogliatella in Naples, an arancini, a gelato in Sicily, or a cannolo. "
  • "One fun fact people don't usually know before they come to Italy is that the Italian alphabet only has 22 letters."
  • "One thing I really love about showing guests about Italy is how art and beauty can be found around every corner of some of Italy's cities, which are real open air museums."
Well-being
  • Enjoy the comfort of Insight's luxurious, air-conditioned, 40-seat coach with double the standard legroom and onboard washroom. Our customized luxury coaches are sanitized before the start of your tour and are maintained to very high standards. Physical d
  • Hand sanitizer is freely available on board for you to use throughout the day.

Call (727) 595-5443 for more information or to book today! Mention code 19091457

Tour Operator
Insight Vacations
Duration
9 Days
Escorted
Escorted - Yes
DayDestinationDescription
Day 1PalermoWelcome to Palermo: Relax and settle in before meeting your Travel Director and fellow travelers for dinner at a local restaurant.

Accommodations: Casena dei Colli, Palermo
Day 2PalermoPalermo & the Golden Age of the Normans: Discover Palermo on a walking tour featuring a visit to the stunning 12th-century Palatine Chapel with a Local Expert. This afternoon, enjoy leisure time exploring Palermo Cathedral, a fascinating site with its unique blend of architectural styles reflecting centuries of history. For your dining pleasure, you can try the foods the locals like to eat and experience how they like to eat it on your Dine-Around Evening.

Accommodations: Casena dei Colli, Palermo
Day 3MarsalaTrapani and Marsala: Nestled along its crescent-shaped coastline, Trapani is embraced by the Mediterranean Sea. Discover the age-old tradition of salt production when you visit the colorful salt pans and an ancient stone windmill during a MAKE TRAVEL MATTER Experience to see where sea water is transformed into salt crystals. Then, savor the flavors of Marsala with a tasting at a local winery, where you can enjoy the town's renowned wine in beautiful surroundings.

Accommodations: Seawater, Marsala
Day 4AgrigentoExplore the Valley of the Temples: Travel along the southern coast of Sicily en route to Agrigento. In Agrigento, explore the Valley of the Temples with a Local Expert. Recognised by UNESCO, these temples are exceptional examples of ancient Greek architecture. Marvel at the imposing Temple of Concordia and the cliff-top Temple of Juno, both overlooking the sea. Reflect on this unforgettable day with your fellow travelers over dinner at the hotel, sharing insights and experiences.

Accommodations: The Scala dei Turchi Resort, Agrigento
Day 5RagusaDiscover Villa Romana del Casale and Ragusa: Travel inland to the Villa Romana del Casale, a luxurious Roman villa renowned for its rich and intricate mosaics. This UNESCO World Heritage site, recognized since 1997, showcases the opulence of ancient Rome. Continue to Ragusa and explore the labyrinthine alleyways of Ragusa Ibla with your Local Expert. This town, with origins dating back to the Bronze Age, was inhabited by the Sicels tribe, who lent their name to Sicily. Admire the significant Sicilian Baroque architecture that has earned Ragusa UNESCO recognition.

Accommodations: Mediterraneo Palace, Ragusa
Day 6RagusaModica Relaxed Start: Enjoy a Relaxed Start this morning or join an Optional Experience to the Val di Noto and the town of Noto. Later, explore the town of Modica, rebuilt after the 17th-century earthquake, and discover its artisanal techniques used to create the town's celebrated handmade chocolate.

Accommodations: Mediterraneo Palace, Ragusa
Day 7CataniaAncient Syracuse: Discover Syracuse through Insight Choice. Opt for sightseeing with your Local Expert at Syracuse's Paradise Quarry, home to the unique Ear of Dionysius, an ear-shaped grotto with remarkable acoustics. Next, visit the impressive Greek theater, carved from solid rock, and one of the largest of the ancient world. Alternatively, take time to explore the atmospheric Old City on the island of Ortygia, a labyrinth of narrow streets lined with palaces. This historic area is where the famed mathematician Archimedes famously ran through the streets, exclaiming 'Eureka!' Continue your journey along Sicily's picturesque Ionian Riviera to the city of Catania.

Accommodations: NH Catania Centro.
Day 8CataniaTaormina and the Dawn Coast of Europe: After breakfast, consider an Optional Experience through the vineyards to Mount Etna, Europe's largest active volcano. Journey to the charming old town of Taormina, perched on Mount Tauro with views of the Ionian Sea and Mount Etna. With your Local Expert, visit the ancient Greek theater, set on a cliff and open to the sky. Sit and absorb the breath-taking view through the crumbling arches to Mount Etna. Stroll along the elegant Corso Umberto and enjoy panoramic views from Piazza IX Aprile. Conclude your day with dinner at a local restaurant, featuring delicious, freshly prepared local cuisine and exquisite Italian wines.

Accommodations: NH Catania Centro.
Day 9CataniaDepart Catania: Your Sicily tour has now come to an end. Appreciate views of Mount Etna on your way to the airport.

Accommodations:
Dates/Pricing

Click Quote or call us to get additional information on your chosen travel date. Special offers or competitive pricing may be available!

DatePrice / DescriptionQuote
11/13/2026$2,825.00* (USD) / Land PriceQuote
11/27/2026$2,825.00* (USD) / Land PriceQuote
12/11/2026$2,825.00* (USD) / Land PriceQuote
12/23/2026$2,850.00* (USD) / Land PriceQuote
01/08/2027$2,825.00* (USD) / Land PriceQuote
01/22/2027$2,825.00* (USD) / Land PriceQuote
02/05/2027$2,825.00* (USD) / Land PriceQuote
02/19/2027$2,825.00* (USD) / Land PriceQuote
03/05/2027$2,825.00* (USD) / Land PriceQuote
03/19/2027$2,850.00* (USD) / Land PriceQuote
Disclaimer
Twin prices are per person.

- These prices are correct at the time of the website going live, however are subject to confirmation at the time of booking.
- All tour information is correct at time of tours going live, however is subject to change, please confirm all details at time of booking.
- For full terms and conditions, please refer to our Conditions page.
- Hotel Class Key: D: Deluxe SF: Superior First Class F: First Class
  
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