Overview
As the largest island in the Mediterranean, Sicily is a captivating crossroads of cultures shaped by Greek, Roman, Arab, and Norman influences over millennia. This Italian adventure showcases a layered history through ornate Baroque towns, ancient theaters, and crumbling temples, all of which we'll explore. The island’s landscapes and seaside views become even more enchanting in the autumn months, drawing travelers like us who are eager to immerse themselves in its art, architecture, and flavors. This journey through Sicily weaves together history, culture, and coastal beauty. Stroll through bustling piazzas and winding alleys and join a chef-led cooking class, where regional recipes and market-fresh ingredients come to life. Picnic among historical ruins that whisper of empires past, then set out on a boat tour to discover offshore islands and glistening sea caves. From its rich heritage to its natural brilliance, Sicily is as soulful as it is unforgettable.
Highlights
Visit an immersive hillside farm estate, making your own unique blend of handpicked herbs to take home
Explore the local market sampling iconic Sicilian street food
Picnic among Greek ruins
Marvel at the mosaics of Villa Romana del Casale
Delight your taste buds at a Sicilian chocolate factory
Soak in the sun on a private boat tour on the coast of Sicily
Explore Mt. Etna in a 4x4
Tour the UNESCO World Heritage archaeological sites of Siracusa
Itinerary
Here's a day-by-day itinerary of the trip. Press the "<" and ">" buttons below to scroll through each day.
Previous
Next
You'll Be Staying Here
Alberi del Paradiso
Alberi del Paradiso is a peaceful hillside retreat above Cefalù, surrounded by lush gardens and sweeping views of the Sicilian coast. Once a noble country residence, the hotel retains an old-world charm while offering elegant rooms, a serene pool, and a well-regarded restaurant that celebrates Sicilian flavors. With its quiet setting and easy access to Cefalù’s historic center and beaches, it offers a lovely balance between relaxation and discovery.
Antica Badia Relais Hotel
Set within a beautifully restored 18th-century palazzo in the heart of Ragusa, Antica Badia Relais Hotel offers a quietly grand and comfortable stay. Original frescoes, vaulted ceilings, and ornate details blend effortlessly with contemporary comforts, creating a space that's steeped in history yet refreshingly refined.
Hotel Villa Schuler
Hotel Villa Schuler feels quietly set apart from the bustle of Taormina below, perched above the sea in a private park of subtropical gardens. Family-run since 1905, it offers sweeping views of Mount Etna and the coastline, with terraces and hidden corners that invite you to linger.
Hosts
Leticia Martinez
Leticia Martinez is a multilingual travel director, artist, and cultural storyteller who brings creativity, warmth, and an infectious sense of curiosity to every journey she leads. Fluent in Spanish, Italian, and Portuguese, she is known for creating immersive travel experiences that connect guests with the history, traditions, cuisine, and artistic heritage of each destination.
With a natural talent for storytelling and a genuine passion for cultural exchange, Leticia helps travelers engage more deeply with the places they visit and the people they meet. Beyond her work as a guide, she is an accomplished artist and designer whose internationally recognized floral crown creations have been featured on magazine covers, fashion runways, and worn by celebrated performers.
Price
Reserve your spot!
We're not quite ready to publish this trip, but you can reserve your spot with a FULLY REFUNDABLE deposit of $250.
$250
Ancient Splendor, Modern Indulgence
Sun-soaked Sicily
Indulge in an island where ancient Greek temples, Baroque towns, and lively markets showcase a remarkable blend of history and culture. Sicily's sunlit coastlines, crystal-clear waters, and dramatic volcanic landscapes provide breathtaking scenery at every turn. From savoring world-class cuisine and wines to exploring timeless streets, Sicily offers a rich and rewarding travel experience.
What's Included
What's Included
All meals (except where indicated), including beer, wine, or cocktails with dinner
Immersive farm estate experience and lunch at gli AROMI
Guided tours and entry to Neapolis Archaeological Park
Lunch in an exclusive garden overlooking Agrigento
Chocolate experience at Il Laboratorio
Everything specified in the itinerary
Accommodations at unique hotels
Expert guides and trip leaders
Boat tour along the coast of Ortiga
Guided visit to Mercato del Capo
Tour of Noto with granita tasting
4x4 Jeep adventure on Mt Etna
Entry to Villa Romana del Casale
Entry to the Dome of Monreale
Sicilian cuisine cooking class
Tour of Villa Romana del Casale
Entry to the Ear of Dionysius
All in-country transportation
Guided walking tour of Cefalu
Guided tour of Agrigento
Walking tour of Castelbuono
A small group experience
Group airport transfers
What's Not Included
Additional wine, beer, and/or spirits beyond what’s offered at meals
Travel and medical insurance (required)
All personal souvenirs
Roundtrip international airfare to Italy
Private airport transfers
FAQs
When should I arrive?
The trip officially starts the evening of October 13th, but if you're traveling overnight to get to Italy, consider arriving a day early so you have time to rest, relax and get acclimated to the local time zone. You can purchase an Arrive Early option in the Add-ons section of this page.
What airport do I fly in and out of?
Plan to fly into Palermo Airport (PMO) to start the trip. We'll be flying out of Vincenzo Bellini Catania Airport (CTA) at the end, so it's easiest to book your onward travel out of that airport.
There are plenty of daily flights into Palermo from most airports in Italy and many other European hubs such as Zurich, Paris, Munich, and Madrid.
What is the weather like?
In mid-October, Sicily enjoys pleasantly mild weather that’s ideal for exploring both cities and the countryside. Daytime highs typically range from 70–75°F (21–24°C), while evenings cool down to around 58–62°F (14–17°C), so a light jacket or sweater is useful after sunset.
What should I pack?
We'll have a Zoom call about 8 weeks before the trip starts to discuss important logistics and give you packing guidance. In the meantime, here's a great website filled with packing tips and lists.
What are the new travel requirements for entering Europe?
Beginning in late 2026, travelers from visa-exempt countries—including the U.S., Canada, and Australia—will need an ETIAS permit to visit most of Europe.
No action is needed just yet. As we get closer to the launch date, likely several months in advance, we’ll share all the details on how to apply. Feel free to reach out with any questions!
What is the activity level of this trip?
We require that everyone traveling with Girls' Guide be able to comfortably walk 3–5 miles per day unassisted, and without difficulty, can navigate stairs, uneven streets or paths, and occasional steep terrain. Most of our trips require this level of physical mobility and fitness, especially when visiting historic towns and landmarks where vehicle access is limited and walking often offers the best experience.
Additionally, some of the 4 and 5-star boutique or historic hotels we stay in do not have elevators and may require climbing stairs to get to your room or access other facilities in the hotel.
Is there anything else I need to know?
Visit our Frequently Asked Questions (FAQ) page to see answers to most other questions about traveling with Girls' Guide to the World.








