Our Complete Day-by-Day Itinerary through the Sicily Adventure
Chapter 1: Ragusa
3 Days, 3 Nights
DAY 1: WELCOME TO SICILY
One of Journey's most exciting adventures begins upon arrival to Catania Airport with our included Meet & Greet Airport Arrival Transfer.
Now Journey's approach to touring Italy is unique: we combine local expert Italian Guides with our Now Journey Tour Captains serving as your host for the perfect balance of activity and leisure time so you can truly soak up all that is Italy. No sun-up to sun-down touring with us, but we do enjoy walking the cities and villages of Sicily.
Welcome to Ragusa!
Discovery Walk
Our Discovery Walk is a hallmark of the Now Journey style of traveling when exploring new destinations. We will take in the beautiful sights of Ragusa and then have some time at leisure. Tonight we have a special included 'Welcome to Sicily' evening from from one of our exclusive perspectives.
Reception and Dinner
Tonight we toast the beginning of our journey together. Our gala dinner features cuisine from throughout Sicilia paired with delicious local wines. Journey's approach to dining is unique in the travel world. We visit local and family-owned restaurants where you choose your dinner from the restaurant menu. We include premium beverages (wine, beer, cocktails, soft drinks).
The Deluxe and Lotus travel packages both feature the indicated included dinners.
Accommodation in Ragusa, 4 Nights with daily breakfast
Deluxe: San Giorgio Palace Hotel or Similar
DAY 2: EXPLORING RAGUSA
Today's Adventure: Discovering the elegance and uniqueness of Ragusa
Today we enjoy exploring the narrow streets, many churches, and breathtaking views that make up this elegant combination of modern and ancient Baroque styles. We enjoy today discovering this unique character of Ragusa. There will be plenty of free time at leisure, and tonight your Journey Tour Captain invites you to an optional dinner, or you may explore at your leisure.
BACK TO TOP
DAY 3: NOTO & SIRACUSA
Today's Adventure: Secrets & Treasures of Sicily's Jewels
Journey's Secrets & Treasures tour boasts a variety of fine sights to see the World Heritage Site and Baroque town of Noto, and the amazing Siracusa, home to Greek ruins and the picturesque island of Ortigia.
Following our Secrets & Treasures adventure we return to the hotel for the balance of the day at your leisure.
Tonight your Journey Tour Captain invites you to an optional dinner, or you may explore at your leisure.
Chapter 2: Taormina
4 Days, 4 Nights
DAY 4: MODICA | WELCOME TO TAORMINA
Today's Adventure: World Heritage Site and Award winning chocolates
Today we travel to the town of Modica, known for 1000 churches and chocolate tasting at award winning shops. After we visit a live Archeological site, the Archeological Caves of Ispica before arriving Taormina.
Today, we embark on the next leg of our Mediterranean adventure, leaving behind one stunning island to embrace another — Sicily. A short flight delivers us to this legendary land, where history, culture, and breathtaking landscapes converge. Our destination is the enchanting hilltop town of Taormina, a jewel of the Ionian Sea that will be our home for the next four days and nights.
As we ascend to this timeless retreat, the views unfold like a masterpiece—Mt. Etna standing proudly in the distance, the shimmering coastline below, and the charm of ancient streets calling us to explore. Here in Taormina, we will immerse ourselves in Sicily’s rich heritage, indulge in its celebrated cuisine, and savor the rhythm of island life at its finest.
Discovery Walk: Taormina
Step into the magic of Taormina as our Tour Captain leads a leisurely walk through this picturesque hilltop town. Strolling along Corso Umberto, we'll soak in the charm of medieval streets, elegant piazzas, and breathtaking coastal views. Along the way, we’ll discover hidden gems, hear tales of Taormina’s storied past, and take in iconic landmarks like the ancient Greek Theatre. With a perfect blend of history, culture, and Sicilian ambiance, this walk sets the stage for an unforgettable stay in one of Italy’s most enchanting destinations.
Reception and Dinner
Tonight we have an included dinner with premium beverages including wines inspired by Mount Etna.
The Cuisine of Taormina
Taormina’s cuisine is a delicious reflection of Sicily’s rich history, blending Mediterranean flavors with influences from Greek, Arab, and Norman traditions. Fresh seafood takes center stage, from grilled swordfish (pesce spada alla griglia) to pasta with clams and bottarga. Sicilian staples like arancini (crispy stuffed rice balls) and caponata (a sweet and sour eggplant dish) offer bold, rustic flavors. Pasta lovers will savor pasta alla Norma, a local favorite with eggplant, tomato, and ricotta salata. And, of course, no meal is complete without Sicily’s famed desserts—cannoli filled with sweet ricotta, refreshing granita with brioche, or the decadent almond-infused cassata. With every bite, Taormina’s cuisine captures the essence of Sicilian tradition, passion, and la dolce vita.
Where We Stay in Taormina, 4 Nights with daily breakfast
Deluxe Hotels Collection: Hotel Metropole, NH Taormina, Excelsior Palace or Similar
Final hotel assignments are made at around 60 days prior to the adventure. A comparable hotel will be utilized should our space be sold out by the time you book — we will advise you of your final hotels.
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Our Special Journey Finalé