Sicily in Depth – Small Group
See every slice of Sicily during this 9-day guided tour. Take off to Paradise Quarry in Syracuse with a Local Expert to see the Ear of Dionysius, an ear-shaped limestone grotto where voices may echo up to 16 times. At Casa Nepeta, stroll organic crops before tasting an artisanal bitter infused with Sicilian botanicals. Visit the Palatine Chapel, travel to the salt pans and windmills on the western coast and taste Marsala wine in its hometown. Finally, in Taormina, join a Local Expert at the cliffside Greek theatre, with views towards Mount Etna, the island’s active Strato volcano.
- 18 Apr 2027 – 26 Apr 2027
from $7,495 pp twin share * - 02 May 2027 – 10 May 2027
from $7,575 pp twin share * - 16 May 2027 – 24 May 2027
from $7,575 pp twin share * - 30 May 2027 – 07 Jun 2027
from $7,625 pp twin share * - 13 Jun 2027 – 21 Jun 2027
from $7,695 pp twin share * - 27 Jun 2027 – 05 Jul 2027
from $7,750 pp twin share * - 11 Jul 2027 – 19 Jul 2027
from $7,675 pp twin share * - 25 Jul 2027 – 02 Aug 2027
from $7,675 pp twin share * - 08 Aug 2027 – 16 Aug 2027
from $7,695 pp twin share * - 22 Aug 2027 – 30 Aug 2027
from $7,695 pp twin share * - 05 Sep 2027 – 13 Sep 2027
from $7,650 pp twin share * - 19 Sep 2027 – 27 Sep 2027
from $7,625 pp twin share * - 03 Oct 2027 – 11 Oct 2027
from $7,650 pp twin share * - 17 Oct 2027 – 25 Oct 2027
from $7,650 pp twin share * - 31 Oct 2027 – 08 Nov 2027
from $7,495 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 small group for dinner at a local restaurant. It’s the perfect chance to connect with your fellow travellers as you begin your journey through Sicily. - Day 2 – Palermo & the Golden Age of the Normans:
Trace Palermo’s layered history on a walking tour that leads into the 12th-century Palatine Chapel, explored in the company of a Local Expert. The afternoon opens into unhurried time in and around Palermo Cathedral, where shifting architectural styles reveal the city’s changing story. As evening settles, join your small group for a relaxed Dine-Around, sampling the dishes locals favour and the way they like to enjoy them. - Day 3 – Trapani and Marsala:
Nestled along its crescent-shaped coastline, Trapani sits close to the Mediterranean Sea. You’ll discover the age-old tradition of salt production on a MAKE TRAVEL MATTER® Experience, visiting the colourful salt pans and an ancient stone windmill where seawater settles into clear salt crystals. Then continue to Marsala and savour an exclusive tasting at a local winery with your group – enjoying the town’s renowned wine in quiet, sunlit surroundings. - Day 4 – Explore the Valley of the Temples:
Journey along the southern coast of Sicily towards Agrigento, where the Valley of the Temples unfolds across a ridge above the sea. Walk the site with a Local Expert, taking in how this UNESCO-recognised site remains as some of the finest expressions of ancient Greek architecture. Marvel at the Temple of Concordia and the cliff-top Temple of Juno, each carrying centuries of stories in their columns and outlook. Afterwards, gather back at the hotel for dinner with the group, sharing reflections on the day’s unforgettable discoveries. - Day 5 – Discover Villa Romana del Casale and Ragusa:
Today, you’ll travel inland to the Villa Romana del Casale, a luxurious UNESCO World Heritage Site, known for mosaics that reflect the scale and skill of Roman craftsmanship. Continue to Ragusa and follow a Local Expert through the narrow alleyways of Ragusa Ibla, a town shaped by Bronze Age roots and early Sicel tribe settlements, who gave their name to Sicily. Admire the area’s Sicilian Baroque architecture before a Farm-to-Table dinner that brings the small group together over local flavours. - Day 6 – Modica, Noto and Casa Nepeta:
Begin your day in Modica, a town rebuilt after the 17th-century earthquake and known for its chocolate-making tradition. At an artisanal workshop, discover techniques rooted in older Mediterranean methods and how local craft shapes daily life. Later, enjoy a short drive to the UNESCO World Heritage city of Noto, where Baroque palaces and honey-coloured streets set the scene for time at leisure. Choose a local spot for lunch at your own pace before completing the day with an early aperitivo at Casa Nepeta, a sensory botanical journey among aromatic herbs followed by a tasting of Sicily’s authentic artisanal bitters. - Day 7 – Ancient Syracuse:
Choose your way to discover Syracuse today. You can 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 – before visiting the Greek theatre. Alternatively, you can explore the Old City on the island of Ortigia, a labyrinth of narrow streets lined with palaces. This historic area is where the famed mathematician Archimedes ran through the streets, exclaiming ‘Eureka!’ Continue your journey along Sicily’s 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:
After breakfast, consider an optional journey through the vineyards towards Mount Etna, the largest active volcano in Europe. Next, you’ll continue to Taormina, perched on Monte Tauro with views of the Ionian Sea and Etna. With a Local Expert, visit the ancient Greek theatre, set on a cliff and open to the sky, and even see Etna through its broken arches. Wander along Corso Umberto and take in the outlook from Piazza IX Aprile. Later, gather for dinner at a local restaurant, sharing Sicilian dishes and wines with the group. - Day 9 – Depart Catania:
Your time in Sicily comes to an end as you transfer to the airport. Take in steady views of Mount Etna – a final glimpse of the volcanic landscape that has shaped the journey.
Highlights
- See the Ear of Dionysius, an iconic limestone grotto in Syracuse.
- Stroll through organic crops and taste artisanal Sicilian bitters.
- Visit the Palatine Chapel, salt pans, and Marsala wine region.
See every slice of Sicily during this 9-day guided tour. Take off to Paradise Quarry in Syracuse with a Local Expert to see the Ear of Dionysius, an ear-shaped limestone grotto where voices may echo up to 16 times. At Casa Nepeta, stroll organic crops before tasting an artisanal bitter infused with Sicilian botanicals. Visit the Palatine Chapel, travel to the salt pans and windmills on the western coast and taste Marsala wine in its hometown. Finally, in Taormina, join a Local Expert at the cliffside Greek theatre, with views towards 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, Splendid Hotel La Torre, Palermo
- 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 18 Apr 2027 and 08 Nov 2027, 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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