Experience Sicily with Oriana

September 29 - October 4, 2024

Join me for a 6-day immersive travel experience and discover the enchanting culture, cuisine, and rich history of Sicily, one on one. I have carefully planned and intimate journey which promises authentic encounters, exquisite local dishes, and breathtaking views, all curated to provide a truly unforgettable experience.  Explore historic landmarks, vibrant markets, and charming villages.Savor traditional Sicilian cuisine with exclusive cooking classes and wine tastings. Travel through Sicily as we explore ancient culture with a modern flare which is sure to leave you falling in love with Sicily.

Space is limited and I hope to see you there!

Sicilian Immersive Experience Itinerary

**Recommended arrival day Saturday September 28**

Sunday, September 29

Day 1

8:00 am Get to know Castellammare (the town where my mother was born and I spent most of my summers), from the ground up! Meet early in the morning at the marina for the catch of the day as local fisherman set up shop, the fish does not get fresher than this. Next we’ll walk through town as we food shop for fresh vegetables, bread and dessert of course!

12:00 We’ll meet in terrazza at my mothers home where chef will prepare a traditional plate of pasta and local fish.  

Enjoy an afternoon walk, grab some gelato and rest up for a truly unique experience!

6:00 pm Indulge in the flavors and traditions of Sicily with Dinner overlooking the Sicilian countryside. This exclusive dining experience transports you to the heart of Sicilian culture, offering an exquisite menu crafted from seasonal local ingredients. Enjoy an evening of culinary delights, paired with exceptional wines, in a setting that captures the rustic elegance of the Sicilian countryside. Let the warm hospitality and rich heritage of Sicily enchant you as you savor each thoughtfully prepared dish.

Monday, September 30

Day 2

9:30 am: Escape to the stunning La Tonnara di Scopello for a day of unforgettable beauty and tranquility. Nestled on the pristine Sicilian coast, this historic tuna fishery turned idyllic retreat offers breathtaking views, crystal-clear waters, and a glimpse into Sicily’s rich maritime heritage. Whether you’re lounging by the azure sea, exploring the charming coastal village, or simply soaking in the sun, La Tonnara di Scopello promises an experience that captures the essence of Sicily’s natural splendor.

12:30 pm: We will head up to the  town of Scopello, where the essence of Sicily comes alive. Wander through its cobbled streets and marvel at historic architecture. As you explore, indulge in the town’s culinary gem: the iconic “Pane Cunzato”. This traditional Sicilian bread, topped with local tomatoes, olive oil, anchovies, and oregano, offers a taste of Scopello’s rich heritage and vibrant flavors. But leave room for a delicious lunch with stunning coastal views!

Afternoon: enjoy a passeggiata, a dip in the pool or have a rest before dinner

7:00 pm: Join me for an aperitivo and then dinner at of of my favorite restaurants along the marina.

Tuesday, October 1

Day 3

10:00 am- Embark on a captivating day tour to Segesta, where ancient history and breathtaking landscapes await. Discover the majestic Doric temple and the grand amphitheater, marvels of classical architecture set against the stunning backdrop of rolling hills and serene countryside. Let the echoes of ancient civilizations guide you through this archaeological treasure, offering a profound connection to Sicily’s storied past.

4:30 pm - We will head to the quaint town of Borgo Parini known for its charming architecture, and colorful architecture.

6:30 pm We will head to terrasini for one of the most breathtaking sunsets complete with aperitivo and dinner to follow

Wednesday, October 2

Day 4

8:30 am - Meet at the marina and get ready to set sail along the stunning coast of Sicily and explore the pristine beauty of Riserva dello Zingaro, where crystal-clear waters, hidden coves, and breathtaking landscapes await!

12:30 - Lunch at a local landmark right at the marina

Rest up 

6:00 - Head to the town of Marsala to savor the magic of a Sicilian sunset with an aperitivo by Marsala's picturesque salt flats, where the beauty of the landscape and the flavors of the region come together for a truly enchanting experience. Dinner to follow in the historic center city known for Marsala Wine

Thursday, October 3

Day 5

10:00 am Head to Palermo to see the centro storico, walk through the famous Via Maqueda, Quatro Canti, Mercato Ballaro, and La Chiesa Di Santa Caterina for the best kept local secret, the best cannoli in Palermo.

Enjoy typical Sicilian street food for lunch and end the day with an aperitivo and amazing rooftop views of the Teatro Politeama.

6:30 - head back to Castellammare for a traditional pizza dinner! 

Friday, October 4th

Immerse yourself in the heart of Sicilian tradition with a unique day at Baglio Cappello, where you can enjoy an exquisite olive oil tasting and an immersive pasta-making class.This charming estate, rich with history and surrounded by stunning landscapes, offers the perfect setting for a day of culinary delight and cultural immersion.

11:00 am - Head to Baglio Cappello nestled in the Sicily countryside in the town of Balestrate. Embark on this journey of Sicilian tradition as Daniella takes you through her families ulivetto(olive grove) lined with lush, hundred year old olive trees. Learn about the meticulous process of cultivating and harvesting olives, a tradition that has been perfected over generations and savor the Essence of Sicily as you taste the “liquid gold”. Following the olive oil tasting, dive into a hands-on pasta-making class with Daniella. Sicilian cuisine is renowned for its simplicity and flavor, and this class offers you the chance to learn the secrets behind creating perfect pasta from scratch as she shares her families traditions in her families “baglio”.

End the trip with one last aperitivo

Saturday, October 5th

It’s not goodbye, it’s Ciao for now! - Hope to see everyone back on the island for an east coast tour in 2025!

Not quite ready to leave?

I'd be happy to help curate the remainder of your trip!

contact me


Embark on an immersive *west coast* Sicilian adventure, that will have you booking your *east coast* travel before you ever leave the island!. Your experience covers all in-trip transportation ( including airport transfer), exquisite meals, superb wines, and captivating activities. 

Please note, the cost does not cover airfare, accommodations, or any additional purchases you may wish to do along the trip.

Embrace “La Dolce Vita”  lifestyle, indulge your senses, and create unforgettable memories. Don't miss out, secure your place in this once-in-a-lifetime Sicilian adventure today.


Availability is limited. Reservations operate on a first come, first serve basis. If you have questions please email us at mysicilianloveaffair@gmail.com

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I have partnered with my friends at Marina Di Petrolo Hotel, conveniently located within walking distance to all of our key locations. For our group rate please email hotel@marinadipetrolo.it and mention our group to book.

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Flight Info

We recommend:

  • Departing Friday September 27 and arriving Saturday September 28
  • Flying into Palermo airport