Tours 2026

Family Tours

Western sicily family tour

March 2026

eastern Sicily family Tour

June 2026

Signature Tours

Signature Western Sicily Tour

April 2026

Signature WEstern Sicily Tour

September 2026

Signature Western Sicily Tour

October 2026

Signature Eastern Sicily Tour

May 2026

Signature Eastern Sicily Tour

September 2026

Signature Eastern Sicily Tour

October 2026

Experience Sicily with us

This isn’t just a tour, it’s an invitation into the heart of Sicily. Immerse yourself in the iconic landmarks you’ve always dreamed of while uncovering the hidden gems and authentic moments that most travelers never find.

A smiling couple standing arm-in-arm by a waterfront with a coastal town and a large rocky hill in the background during sunset.

Beyond a tour:

Your unforgettable Sicilian story begins

Couple shopping for seafood at an outdoor market with various fish and seafood displayed on a table under colorful umbrellas.

Benvenuto! We’re Dara & Santi, the Sicilian-American couple with a deep love for this island and its secrets. We created the Gems of Sicily Tour to give you more than just a vacation. We invite you into our Sicily.

Traveling alone? You won’t feel that way for long. Our groups are small, and by the end of the trip, we’re not just travelers - we’re friends. Most people arrive not knowing anyone and leave feeling like family.

We don’t do big buses, tourist traps, or one-size-fits-all itineraries. We take you to the gems most people miss, to real experiences with local artisans, winemakers, and chefs. You’ll walk through towns full of history, visit quiet beaches, and sit at our table to share simple, homemade food, stories, and laughs. It’s not a tour, it’s how we’d show Sicily to our own friends.

Highlights include:

Here's a glimpse of the incredible experiences awaiting you on your Sicilian adventure:

  • A warm countryside welcome with local food and wine

  • Immersive tastings of Sicily’s finest wines, olive oil, and cheeses

  • Hands-on culinary experiences, from pasta making to street food tours

  • Visits to ancient ruins, charming coastal towns, and scenic villages

  • Leisure time to explore, unwind, and soak in the Sicilian lifestyle

  • A boat excursion and elegant farewell dinner to close the journey

  • Plus, a professional photographer on select days to capture it all

Ready to create your own unforgettable Sicilian memories?

What's Included in a Gems of Sicily Tour?

Get ready to experience the magic of Sicily without a worry in the world. We've meticulously planned our "Gems of Sicily" tour so you can simply relax, explore, and soak in every moment.

  • Your tour includes charming accommodations, where everyone enjoys their own private room (couples will share, of course!), ensuring your comfort and personal space.

  • You'll savor delicious daily breakfasts and most meals which are included in the tour, allowing you to dive deep into authentic Sicilian cuisine, with just left a few meals open so you can discover your own local favorites.

  • From captivating village tours to delightful wine tastings and breathtaking coastal excursions, all guided experiences and transportation are included, along with all activity and site entry fees. That means no hidden costs, ever!

  • To top it off, a professional photographer will join us on select days, like our Palermo city day and Cefalù rooftop cooking class, to capture those candid, treasured memories.

  • And for a smooth start and finish, airport transfers to and from Palermo Airport (PMO) are included on the official arrival and departure dates.

The only things you'll need to arrange are your flights to and from Sicily and your personal spending for souvenirs, extra snacks, or drinks outside our group meals.

We can't wait to share the beauty of Sicily with you!

Group of women smiling and taking a selfie on a boat, with the ocean in the background and clear blue sky above.
Group of people posing on outdoor stone stairs with a historic castle on a hill in the background.
A woman with curly blonde hair looking out over a scenic town nestled in a hill valley, with rolling hills and mountains in the background on a partly cloudy day.
A group of people celebrating at a long dinner table, raising glasses of white wine for a toast in a restaurant with a rustic interior.

  • We combine must-see attractions with hidden gems that most travelers miss. Our tours are designed to be intimate, immersive, and personal, offering exclusive experiences like private tastings, artisan workshops, and access to places not open to the general public

  • Yes! While we love showing you Sicily’s hidden side, we also visit iconic sites like ancient ruins, historic towns, and breathtaking coastal spots. We balance the best of both worlds!

  • Expect a mix of adventure, culture, and amazing food! We take you beyond sightseeing—you’ll meet locals, learn about centuries-old traditions, and taste Sicily’s finest dishes in authentic settings.

Frequently Asked Questions?

We know you might have questions, and we’d genuinely love to answer them. Is this tour right for you? Are you wondering about the pace, the food, or anything else?

You can see if we’ve covered your query on our FAQ page or send us a message through the form below. We’ll try to answer your question as quickly as possible.

Visit our FAQs page for more or use the form below to get in touch.

Go To The FAQs Page

We look forward to seeing you in Sicily!

Family of four, two adults and two young girls, standing together in front of ruins of an ancient stone structure with columns under a clear blue sky.
A family of four, including two young girls and their parents, is smiling and posing for a photo on an autumn day in a park with colorful fall foliage. The children are wearing shiny, purple puffer jackets, and the mother and father are dressed in ca
Two girls standing in front of a display of large cured cheeses and hanging cured meats, including ham and salami, in a cheese shop.
A young girl with curly hair smiling and making a peace sign with her right hand, holding a plastic bottle in her left hand, standing on a cobblestone street in a European city, with colorful old buildings and parked cars in the background.
A family of five posing on a terrace with a cityscape and blue sky in the background.
A family of four, two adults and two young girls, posing happily in front of a historic arch with a bronze sculpture of horses on top, with palm trees and a clear blue sky in the background.

Need More

Reassurance?

Man with sunglasses leaning on a balcony railing, looking out over green hills and a small village under a blue sky with clouds.

Authentic, Off-the-Beaten-Path Experiences

Wander through charming villages untouched by mass tourism and uncover Sicily’s best-kept secrets.


Two women enjoying slices of pizza at an outdoor market, with a butcher stall in the background.

A Culinary Journey Like No Other

Taste Sicily’s most authentic flavors, from farm-fresh cheeses to handmade pasta and centuries-old family recipes.

A person scooping soft cheese into cups on a stainless steel counter with water.

Exclusive Access & Hands-On Traditions

Step inside historic sites, meet skilled artisans, and learn lost recipes passed down for generations.recipes.

This is the Sicily you’ve been waiting for

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