Sicily in Depth
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 travellers 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 theatre, from which you can see Mount Etna, the island’s active Strato volcano.
- 02 Oct 2026 – 10 Oct 2026
from $6,050 pp twin share * - 09 Oct 2026 – 17 Oct 2026
from $6,050 pp twin share * - 16 Oct 2026 – 24 Oct 2026
from $5,445 pp twin share * - 23 Oct 2026 – 31 Oct 2026
from $5,750 pp twin share * - 13 Nov 2026 – 21 Nov 2026
from $4,005 pp twin share * - 23 Dec 2026 – 31 Dec 2026
from $4,095 pp twin share * - 05 Feb 2027 – 13 Feb 2027
from $4,450 pp twin share * - 19 Feb 2027 – 27 Feb 2027
from $4,450 pp twin share * - 05 Mar 2027 – 13 Mar 2027
from $4,450 pp twin share * - 19 Mar 2027 – 27 Mar 2027
from $4,450 pp twin share * - 02 Apr 2027 – 10 Apr 2027
from $5,125 pp twin share * - 16 Apr 2027 – 24 Apr 2027
from $4,927.50 pp twin share * - 23 Apr 2027 – 01 May 2027
from $5,475 pp twin share * - 30 Apr 2027 – 08 May 2027
from $4,995 pp twin share * - 07 May 2027 – 15 May 2027
from $5,925 pp twin share * - 14 May 2027 – 22 May 2027
from $5,925 pp twin share * - 21 May 2027 – 29 May 2027
from $5,925 pp twin share * - 28 May 2027 – 05 Jun 2027
from $5,895 pp twin share * - 04 Jun 2027 – 12 Jun 2027
from $5,625 pp twin share * - 18 Jun 2027 – 26 Jun 2027
from $5,350 pp twin share * - 25 Jun 2027 – 03 Jul 2027
from $5,275 pp twin share * - 02 Jul 2027 – 10 Jul 2027
from $5,225 pp twin share * - 16 Jul 2027 – 24 Jul 2027
from $5,295 pp twin share * - 23 Jul 2027 – 31 Jul 2027
from $5,295 pp twin share * - 30 Jul 2027 – 07 Aug 2027
from $5,395 pp twin share * - 13 Aug 2027 – 21 Aug 2027
from $5,395 pp twin share * - 20 Aug 2027 – 28 Aug 2027
from $5,395 pp twin share * - 03 Sep 2027 – 11 Sep 2027
from $5,895 pp twin share * - 10 Sep 2027 – 18 Sep 2027
from $5,925 pp twin share * - 17 Sep 2027 – 25 Sep 2027
from $5,925 pp twin share *
* Prices and category availability are subject to change without notice.
Itinerary
Day 1 – Welcome to Palermo
Relax and settle in before meeting your Travel Director and fellow travellers for dinner at a local restaurant.
Day 2 – Palermo & 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.
Day 3 – Trapani 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 colourful salt pans and an ancient stone windmill during a MAKE TRAVEL MATTER® Experience to see where sea water is transformed into salt crystals. Then, savour the flavours of Marsala with a tasting at a local winery, where you can enjoy the town’s renowned wine in beautiful surroundings.
Day 4 – Explore 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 travellers over dinner at the hotel, sharing insights and experiences.
Day 5 – Discover 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, inscribed in 1997, showcases the opulence of ancient Rome. Continue to Ragusa and explore the labyrinthine alleyways of Ragusa Ibla with your Local Expert. The town, with origins dating back to the Bronze Age, was once inhabited by the Sicels tribe, who gave their name to Sicily. Admire the remarkable Sicilian Baroque architecture that has earned Ragusa UNESCO recognition. In the evening, savour the rich flavours of locally sourced ingredients with a delicious Farm-to-Table dinner at a charming local restaurant.
Day 6 – Modica
Enjoy a Relaxed Start this morning or join an Optional Experience to 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.
Day 7 – Ancient 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 theatre, 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 Ortigia, 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 charming resort of Giardini Naxos or Marina Forza d’Agrò (departure dependent).
Day 8 – Taormina and the Dawn Coast of Europe
Your hotel faces east, offering early risers a glimpse of why D.H. Lawrence dubbed this ‘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 theatre, 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. Celebrate your time in Sicily with a delightful dinner at a local restaurant, savouring Sicilian cuisine with exquisite Italian wines.
Day 9 – Depart Catania
Your Sicily tour has now come to an end. Appreciate views of Mount Etna on your way to the airport.
Highlights
- Guided tour with a Local Expert to provide insider knowledge
- Comfortable air-conditioned coach with extra legroom and onboard facilities
- Included hotel and restaurant tips so you don’t have to worry about gratuities
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 travellers 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 theatre, from which you can see Mount Etna, the island’s active Strato volcano.
Inclusions
- 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 distancing measures have been implemented on our customized luxury coaches.
- Hand sanitizer is freely available on board for you to use throughout the day.
- Personal radio headsets give you the freedom to wander during visits to famous highlights, without missing any of your Local Expert’s fascinating commentary.
- Hotel and restaurant tips are included – you’ll never have to worry about how much to give, nor search for foreign currency.
FAQs
- Hellenia Yachting, Giardini Naxos, Baia Taormina, Marina di Forza D’Agrò
- Mediterraneo Palace, Ragusa
- Palazzo Liberty Unique
- Seawater, Marsala
- The Scala dei Turchi Resort, Agrigento
How long is this journey?
This itinerary runs for 9 days and 8 nights.
When can I travel?
Departures are currently scheduled between 02 Oct 2026 and 25 Mar 2028, subject to live availability.
Are there different departure options?
Yes, multiple departures may be available depending on your preferred travel period.
Are discounts available?
Seasonal or loyalty discounts may be available on selected departures at the time of enquiry.
What is generally included?
Inclusions typically cover guided touring and selected experiences, with exact details listed in the itinerary.
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