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Overview

Enchanting Sicily 2026
96100 Syracuse, Free municipal consortium of Syracuse, Italy
May 25 - Jun 7, 2026
Experience Sicily image
Experience Sicily
$7,900
Deposit: $1,000

About your trip

On our signature tour of Sicily, you’ll discover off-the-beaten path towns, interact with locals, and immerse yourself in Sicilian culture and ancient history. You’ll tour intriguing UNESCO World Heritage sites, remote mountain towns, and charming seaside villages. You’ll attend a world-class performance of a classic Greek play in Siracusa’s Ancient Greek theater. You’ll interact with Sicilians in a meaningful way. You’ll stay in 4-star hotels and characteristic inns and relish family-run trattorias as you explore Sicily’s 3,000 years of human history with authentic experiences, vibrant flavors, and sweet melodies that will capture your imagination. 


Ask about our optional prelude stay in Taormina!

Enchanting Sicily Tour Highlights

  • Pre-stay option in Taormina
  • Professional, local guides
  • Siracusa/Ortigia*
  • Interaction with locals
  • Cooking class and market tour
  • Live performances of classic Greek theater and Sicilian folk music
  • Mount Etna*
  • Wine experience on Etna
  • Ragusa Ibla*
  • The Roman Villa of Casale in Piazza Armerina*
  • Valley of the Temples in Agrigento*
  • Hidden mountain towns
  • Palermo’s Arab Norman patrimony*
  • Off-the-beaten path seaside villages
  • Erice and Trapani’s salt flats
  • Coastal boat excursion
  • Outstanding seasonal cuisine
  • The logistics and details managed by our expert guides
  • Private and clean professional transportation

*UNESCO sites

What's Included?

Land only. 

14 days, 13 nights. 

Tour price includes costs for all excursions, planned entertainment and ticket prices, tour transportation, and all breakfasts, ten lunches, and five dinners)


The Benefits of Traveling with Experience Sicily

  • Owner-managed tour--call, and you'll speak directly to Allison Scola
  • The logistics and details managed by our American office and Sicilian insiders
  • Select, private and clean professional transportation
  • Local, expert guides at all principal sites
  • Meaningful interaction with locals
  • Off-the-beaten path seaside villages and mountain towns
  • Outstanding traditional cuisine
  • An excellent balance of structured and free time

PRICE INCLUDES

  • Group airport transfers on designated arrival and departure days
  • Four-star accommodations
  • All breakfasts, ten lunches, and seven dinners (all but eight meals)
  • All transportation, entrance fees, tickets to entertainment, all excursions, most gratuities
  • English-speaking/Italian speaking tour leader, professional drivers, and licensed, local guides

WHERE WE STAY

  • Optional pre-tour stay in Taormina (For an additional cost.) 
  • Ortigia/Siracusa (4 nights)
  • Ragusa Ibla (1 night)
  • On the Mediterranean Sea in Agrigento Province (3 nights)
  • Palermo Center (2 nights)
  • Scopello (3 nights)

ACTIVITY LEVEL

  • Walking and touring historic sites, towns, and villages for a few hours each day. Paced to savor the moments.  
  • Structured days with planned leisure time 

Taormina Prelude!

The seaside resort of Taormina offers you sweeping views of Mount Etna, people-watching, cafés, boutiques, and an impressive ancient theater. Arrive one day or two days early to acclimate to Sicily and explore Taormina at your leisure with the guidance of Experience Sicily.


Optional pre-tour stay in Taormina

Includes airport and hotel transfers, hotel stay, buffet breakfast. The lunches are on your own. Dinner on the first night is on your own. Experience Sicily Owner/Curator Allison Scola will be present for the evening of the second night and will accompany your transfer to Siracusa on the first day of Enchanting Sicily. Dinner with Allison on the second night is included with your pre-tour package. We will provide you with a list of restaurant recommendations and can make reservations for you as you wish.


A group transfer to Siracusa for your first hotel of Enchanting Sicily will be scheduled for the afternoon of the first day of Enchanting Sicily. Exact time to be determined.

Location

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1. 96100 Syracuse, Free municipal consortium of Syracuse, Italy

96100 Syracuse, Free municipal consortium of Syracuse, Italy

About your organizer

Experience Sicily is a boutique tour operator based in the United States with an office in Palermo, Sicily. Together with her Sicilian cousins and deep network of local contacts, Owner and Curator Allison Scola specializes in experiential travel in Sicily through leading small-group tours of Sicily and custom Sicily itinerary planning for those who wish to self-navigate their travels. Sicily is our passion. We want to share it with you. Let’s Experience Sicily together!

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