An unforgettable journey through Sicily

Join us for an unforgettable journey through Sicily, where breathtaking landscapes, rich traditions, and mouthwatering cuisine come together for the ultimate Italian experience. No algorithm can give you what a real village, real laughter, and real connection can. This curated trip blends adventure, culture, relaxation, and, of course, incredible food and wine, all while immersing yourself in the heart of the Sicilian lifestyle. This is a once-in-a-lifetime 8 day/9 night immersive experience through the hidden treasures of Sicily — from ancient towns and olive groves to seaside villages and vineyards. Because you’re craving beauty - not just for your eyes, but for your soul.
With everything happening in the news wouldn’t a soul centered trip be exactly what you need? If you are stressed out by the current events join us for the type of experience that leaves you with
- A full heart.
- A new family.
- A part of Sicily that now belongs to you.
Because you’re not just booking a trip,
you are a booking an EXPERIENCE away from the
- The crowds.
- The generic itineraries.
- Feeling like a tourist instead of a traveler.
- Coming home from vacation more exhausted than when you left.
This is for you if:
- You crave something real.
- Something intimate.
- Something that feels like it was made just for you.
This is the real Sicily that we can't wait to show you!
Day 1: Sunday, September 7 – Welcome to Sicily
Arrival into Palermo Airport and transfer to Momentum Bio Resort
Your Sicilian adventure begins with warm welcomes and chilled prosecco. After settling into your countryside bio resort, unwind among olive groves and peaceful countryside. Join us for a golden-hour apericena with panoramic views. Meet your fellow travelers, toast to the journey ahead, and let your adventure begin.
Day 2: Monday, September 8 – Olive Farm & Marsala Sunset
- Enjoy a slow morning at the resort with and optional e-bike ride to explore the Selinunte Temples nearby
- Visit Nanna Vita’s olive farm for a guided tour and rustic farm-to-table lunch overlooking the vast Sicilian landscape
- Afternoon Marsala wine tasting at the historic Florio Cellars
- Free time to explore the charming town center of Marsala
Day 3: Tuesday, September 9 – Wines, Couscous & Coastal Stories
- Another relaxed morning or optional e-bike ride to Selinunte
- Journey to another iconic Sicilian winery known for biodiverse and organic wines
- Tour a real mill where you'll learn the traditional process of how grain becomes flour
- Guided walk through Mazara del Vallo’s historic center followed by an incredible seafood couscous dinner at a favorite local spot (ps couscous is a very prominent dish in this part of Sicily - who knew that Sicilians don't just eat pasta but also couscous!)
Day 4: Wednesday, September 10 – Medieval Castle & Salt Flats
- Poolside group lunch as we enjoy time to soak in the sun and relax
- Guided tour of Erice, a hilltop town with panoramic views and legendary pastries
- Visit to the Trapani Salt Flats and museum
- End the day with a family style pizza dinner
Day 5: Thursday, September 11 – Your Palermo Adventure Awaits
- Explore a full day in the Sicilian capital, Palermo! Taste Palermo's world famous street food led by local expert Priscilla from @cookeatlivehappy. Yew will explore stunning cathedrals, palaces and hidden alleyways with entrances in historical monuments and churches. This will be an unforgettable experience!
- We will transfer to Cefalù, a postcard-perfect coastal town where we will check in to our 2nd accommodation Taliammari. You will have a free evening to stroll the seaside promenade, shop, or grab a bite to eat and relax while sipping a Spritz as the sun goes down.
Day 6: Friday, September 12 – Medieval Mountain Town & Seaside Cooking Class
- Morning visit to Castelbuono, a medieval village in the Madonie Mountains and hometown to Santi & Dara, here you will have a tour of the town and taste local delicacies. You will even have an authentic cheese experience at a local caseificio.
- Afternoon free time in Cefalù— beach, boutiques, or pure relaxation
- Join a lively seaside pasta making class in the evening as we watch the sunset and enjoy our handmade pasta
Day 7: Saturday, September 13 – Taormina
You will enjoy a free day in Taormina, Sicily's crown jewel of coastal beauty. You will have time to explore Taormina’s shops, gardens, and Greek amphitheater
Day 8: Sunday, September 14 – Sea Day & Gala Night
- Enjoy a day of relaxation on your last full day in Sicily. After spending the morning at your own pace, you will have a Cefalu boat experience and view Cefalu from a different angle. Lunch served on the boat as you dock at the Molo in Cefalu.
- Celebrate an incredible week with new friends and unforgettable memories at our Gala Dinner.
Day 9: Monday, September 15 – Arrivederci
- Free morning for last espresso, seaside stroll, or final souvenir shopping
- Private transfers to Palermo Airport
- Departure with full hearts and unforgettable stories

WHY GEMS OF SICILY?
Sicily is a treasure trove of culture, history, and flavor—an island where every corner tells a story. From ancient ruins and hidden villages to vibrant markets and family-run kitchens, this tour uncovers the authentic heart of Sicily beyond the usual paths.
We’ve designed this experience to include:
- Discoveries off the beaten path — exploring secret villages, artisan workshops, and secluded coastal spots few visitors know
- Immersive cultural experiences — from hands-on cooking classes to tasting traditions like ancient couscous and volcanic wines
- Moments to unwind and explore — time carved out for you to roam charming towns, soak in stunning landscapes, and connect with Sicily’s rhythms
- Carefully selected boutique accommodations — 4 star stays that combine comfort, local character, and breathtaking views
LIMITED TO 12 GUESTS to ensure an intimate, personalized journey

Who It’s For:
People of all ages and stages—whether you're traveling solo, celebrating an anniversary, or just need a meaningful getaway. You just need to want adventure, culture, relaxation, and, of course, incredible food and wine—all while immersing yourself in the heart of the Sicilian lifestyle (and of course want to meet and hang out with Santi and Dara too).
We’ve taken care of the details so you can relax, explore, and fully immerse yourself in the beauty of Sicily. Here's what you can expect on your journey:
✅ What's Included:
- 8 nights of curated accommodations with a focus on comfort and ambiance
- Almost all meals. Enjoy delicious, authentic Sicilian cuisine throughout the trip. Just 4 meals are left open for personal exploration.
- Group experiences tailored to help bring you closer to local culture
- Professional photographer to capture your key moments
- Private transportation between all destinations
- Guided tours with certified tour guides of hidden gems, artisan visits, and cultural sites
- All Activity & Site Entry Fees. No hidden costs. If it’s on the itinerary, it’s covered.
- Airport Transfers at Palermo Airport (PMO) are included for a smooth arrival and departure. Airport transfers are only on days of arrivals and departure. If you arrive earlier or depart later than the tour date, you are responsible for your own transportation to and from airport.

❌ Not Included:
Highlights:
- Breakfast daily
- 6 dinners, 5 lunches
- A warm Sicilian welcome with apericena at a serene countryside resort in Selinunte
- Two wine tastings among the vines at a historic estates
- Decadent caseificio experience (cheese making)
- Professional photographer on select days to capture the essence of your experience in Sicily
- Olive oil tasting
- Mill experience where you'll see the finest Sicilian grains transformed into flour for pasta, bread and couscous
- Sicilian pasta making class
- Palermo Street food tour
- Sunset stroll and seaside dinner in Mazara del Vallo
- Leisure time in towns Marsala and Cefalu
- Greek ruins at Archaeological Park of Selinunte
- A boat excursion along Cefalu's coast, complete with lunch and scenic swim stops
- Closing gala dinner at a vineyard
