8-Nights Sicily in Depth - Classic Group from $2,895

Insight Vacations

OFFER ID 1556468

Sicily In Depth - Classic Group
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.


Dining Summary

  • 5 Dinner (D)
  • 8 Breakfast (B)
Choice Highlights
  • Choose between two carefully selected activities
  • 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.
Additional Included Highlights
  • 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. We also include all taxes and porterage charges at hotels.
  • We carry your bags for you and promptly deliver them to your hotel door.
  • From time to time, your Travel Director will delight you with an Insight Flourish, which is a local specialty representing the destination.
  • Stay connected with friends and family with our complimentary coach and hotel Wi-Fi (where available).
  • 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 may purchase transfers or make your own way from/to the airport.
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.
  • Ragusa: Savor the flavors of Ragusa during your Farm-to-Table dining experience, highlighting the freshest locally sourced ingredients.
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 scene against a backdrop of sea and sky. This experience supports United Nations Sustainable Development Goals 11 & 12 - Sustainable Cities and Communities & Responsible Consumption and Production
Top Rated Highlights
  • 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.
  • Agrigento: Admire magnificent Hellenistic remains in the Valley of the Temples, such as the massive Temple of Concord and clifftop Temple of Juno.
  • 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.
  • Ragusa: During your walking tour with your Local Expert see the famous Baroque buildings and churches.
  • Modica: Experience Modica's celebrated hand-made chocolate.
  • 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.
  • Taormina: Visit Taormina with a Local Expert and enjoy free time to stroll along Corso Umberto to Piazza IX Aprile.
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 distancing measures have been implemented on our customized luxury coaches.
  • Hand sanitizer is freely available on board for you to use throughout the day.


8 nights from $2,895 per person

Special Promotion: Save up to 15% on September 2025 tours or up to 15% on tours departing in the next 4 months

Valid for new bookings deposited March 24, 2025 – May 29, 2025 for travel from September 1 – September 30, 2025 (or) on select tours departing in the next 4 months.

*Promotion may not be combinable with any other offers, promotions, or discounts, and is subject to availability. Other restrictions may apply. 

Itinerary
Click here for Full Itinerary Details
Featured Destinations
Taormina
Ragusa
Agrigento
Marsala
Palermo
Catania

Vacation Details

Valid Date Ranges
11/14/2025 - 11/22/2025
from $3,195 per person
11/28/2025 - 12/06/2025
from $3,195 per person
12/12/2025 - 12/20/2025
from $2,895 per person
01/09/2026 - 01/17/2026
from $3,075 per person
01/23/2026 - 01/31/2026
from $3,075 per person
02/06/2026 - 02/14/2026
from $3,075 per person
02/20/2026 - 02/28/2026
from $3,175 per person
03/06/2026 - 03/14/2026
from $3,195 per person
03/20/2026 - 03/28/2026
from $3,225 per person


* This departure has been designated a guaranteed departure by the operator, meaning that the minimum number of guests has been met, although still subject to weather and other conditions.
Prices Start At
from $2,895 per person
Length
8 Nights
Air City
Call for airfares from your city.
Vacation Rating
Deluxe
Remarks
Trip prices are per person, land only, based on double occupancy and reflect applicable discounts. Trip prices and discounts are subject to change. Airfare is additional. Tour prices, dates and itineraries are correct at the time of the website going live, however are subject to confirmation at the time of booking. Other restrictions may apply.

All fares are quoted in US Dollars.

OFFER ID
1556468

Reference this number when contacting our agency so we may better serve you. Also keeping this number handy will allow you to locate this document again quickly.
Between
And