8-Nights Sicily in Depth - Small Group from $4,975

Insight Vacations

OFFER ID 1700820

Sicily In Depth - Small Group
See every slice of Sicily with your Small Group as you move through coastlines, ancient sites and local flavors woven into daily life. You’ll explore Palermo’s distinctive character, step into Syracuse’s fascinating history through UNESCO-listed landmarks, and travel west to the salt pans and windmills for a closer look at regional traditions and seaside landmarks. Savor local wine in Marsala and even stand within Taormina’s cliffside Greek theater, whose arches frame the island’s active volcano, Mount Etna.

Dining Summary

  • 5 Dinner (D)
  • 8 Breakfast (B)
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.
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.
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."
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: Explore the Valley of the Temples and its impressive Hellenistic ruins like the well-preserved Temple of Concordia and the clifftop Temple of Juno overlooking the Sicilian landscape.
  • 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 its rich and intricate mosaics which decorate almost every room.
  • Ragusa: Walk through Ragusa with a Local Expert, taking in its noted Baroque churches and the elegant facades that define the old town.
  • Modica: Discover Modica’s celebrated hand-made chocolate, shaped by age-old techniques and rich aromas. You’ll watch the craft unfold and sample pieces that carry the distinctive texture and flavor made possible through Modica's traditional cold-working process.
  • Taormina: Visit Taormina’s ancient amphitheater with your Local Expert. Carved from honey-colored stone and set high on the cliff, the theater frames wide views of the Ionian Sea and the distant rise of Mount Etna through its weathered arches.
  • Taormina: Wander through Taormina’s limestone streets and lively boutiques with a Local Expert. Then enjoy free time along Corso Umberto and take in the broad outlook from Piazza IX Aprile, where the town opens towards sea and sky.
Authentic Dining
  • Palermo: Embark on a fun exploration of Palermo's tasty culinary scene on a Dine-Around evening with your small group.
  • 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 – a relaxing moment spent with your fellow travelers.
  • Giardini Naxos: Your celebration dinner reflects some of Sicily's top culinary heritage.
Make Travel Matter
  • Trapani: Explore how the ancient tradition 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. Your visit directly supports United Nations Sustainable Development Goal 11 - Sustainable Cities and Communities.
Insight Choice
  • Syracuse: Wander through the gardens of Paradise Quarry, test the remarkable acoustics in the Ear of Dionysius and step into the ancient Greek theater, set within one of Sicily’s most evocative historic sites.
  • Syracuse: Stroll through the old town on the island of Ortigia, tracing its narrow lanes towards the Fonte Aretusa and the legends that continue to shape this historic waterfront.
Choice Highlights
  • Choose between two carefully selected activities
  • Syracuse: Wander through the gardens of Paradise Quarry, test the remarkable acoustics in the Ear of D


8 nights from $4,975 per person

Itinerary

Insight Vacations: Sicily in Depth - Small Group

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 travelers as you begin your journey through Sicily.
Accommodations: Palazzo Liberty Unique, Splendid Hotel La Torre, Palermo
Meals: Dinner

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 favor and the way they like to enjoy them.
Accommodations: Palazzo Liberty Unique, Splendid Hotel La Torre, Palermo
Meals: Breakfast, Dinner

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 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.
Accommodations: Seawater, Marsala
Meals: Breakfast

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-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.
Accommodations: The Scala dei Turchi Resort, Agrigento
Meals: Breakfast, Dinner

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 flavors.
Accommodations: Mediterraneo Palace, Ragusa
Meals: Breakfast, Dinner

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-colored 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.
Accommodations: Mediterraneo Palace, Ragusa
Meals: Breakfast

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 theater. 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).
Accommodations: Hellenia Yachting, Giardini Naxos, Baia Taormina, Marina di Forza D’Agrò
Meals: Breakfast

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 theater, 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.
Accommodations: Hellenia Yachting, Giardini Naxos, Baia Taormina, Marina di Forza D’Agrò
Meals: Breakfast, Dinner

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.
Meals: Breakfast

Featured Destinations
Taormina (Giardini Naxos)
Catania
Ragusa
Agrigento
Marsala
Palermo

Vacation Details

Valid Date Ranges
04/18/2027 - 04/26/2027
from $4,975 per person
05/02/2027 - 05/10/2027
from $5,025 per person
05/16/2027 - 05/24/2027
from $5,025 per person
05/30/2027 - 06/07/2027
from $5,050 per person
06/13/2027 - 06/21/2027
from $5,095 per person
06/27/2027 - 07/05/2027
from $5,150 per person
07/11/2027 - 07/19/2027
from $5,095 per person
07/25/2027 - 08/02/2027
from $5,095 per person
08/08/2027 - 08/16/2027
from $5,095 per person
08/22/2027 - 08/30/2027
from $5,095 per person
09/05/2027 - 09/13/2027
from $5,075 per person
09/19/2027 - 09/27/2027
from $5,075 per person
10/03/2027 - 10/11/2027
from $5,075 per person
10/17/2027 - 10/25/2027
from $5,075 per person
10/31/2027 - 11/08/2027
from $4,975 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 $4,975 per person
Length
8 Nights
Air City
Call for airfares from your city.
Vacation Rating
Deluxe
Fine dining, on-site bars or lounges and room service with extended hours are characteristic of deluxe establishments. Guest services usually include valet parking, concierge services, baggage assistance and laundry services. Other on-site facilities often include shops and boutiques, full service spas, full fitness facilities with pools and tennis courts. Business amenities may include available up-to-date technology and support staffs available for services. Attention to detail is apparent in the guestrooms which typically have stylish furnishings, quality bedding and bath products and often provide an evening turn down service.
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
1700820

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Escape Travel Agency

(904) 239-7870