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Sicily in Depth - Small Group

9 day tour to Italy
Tour Operator
Insight Vacations
Departures
Apr 18, 2027 – Oct 31, 2027
Prices From
$4,975

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 theater, with views towards Mount Etna, the island’s active Strato volcano.

Tour Itinerary

Day 1

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 travelers as you begin your journey through Sicily.

Day 2

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 favor and the way they like to enjoy them.

Day 3

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 colorful salt pans and an ancient stone windmill where seawater settles into clear salt crystals. Then continue to Marsala and savor an exclusive tasting at a local winery with your group - enjoying the town’s renowned wine in quiet, sunlit surroundings.

Day 4

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-recognized 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.

Itinerary Dates & Prices

Start Date Apr 18, 2027
End Date Apr 26, 2027
Our Price $4,975
Guaranteed
Start Date May 02, 2027
End Date May 10, 2027
Our Price $5,025
Guaranteed
Start Date May 16, 2027
End Date May 24, 2027
Our Price $5,625
Guaranteed
Start Date May 30, 2027
End Date Jun 07, 2027
Our Price $5,050
Guaranteed
Start Date Jun 13, 2027
End Date Jun 21, 2027
Our Price $5,095
Guaranteed
Start Date Jun 27, 2027
End Date Jul 05, 2027
Our Price $5,150
Guaranteed
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