Curator’s statement
Sicily, the largest island in the Mediterranean, is a treasure trove of romantic experiences, rich history, and culinary delights. After living here for five months, I fell in love with everything Sicily has to offer. The views, food and friendly people will let you experience the true essence of southern Italian charm. This 10-day itinerary will guide you through the most enchanting locations, from charming coastal towns to baroque cities, ensuring an unforgettable journey for couples seeking both relaxation and adventure.
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Where to stay
Taormina Hotel Villa Ducale
This romantic boutique hotel has breathtaking views across the sea and Mount Etna.
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$100 hotel / resort credit.
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Breakfast daily.
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Upgrade & extended check-in/out whenever possible.
Ortea Palace Hotel, Sicily, Autograph Collection
Ortea Palace Hotel, Sicily, Autograph Collection, is a luxurious hotel housed in a historic palace, offering elegant accommodations, refined dining, and stunning views of the Syracuse waterfront.
Fora Perks
- ★
Welcome amenity.
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Breakfast daily.
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Upgrade & extended check-in/out whenever possible.
Seven Rooms Villadorata
Sophisticated stay with elegant rooms located within a wing of the 18th-century Nicolaci Palace.
Villa Igiea, A Rocco Forte Hotel
Discover history, majesty and serenity at Villa Igiea: a turn-of-the-century palazzo at the perimeter of vivid Palermo, the foot of Mount Pellegrino and the Gulf of Palermo.
Fora Perks
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$100 food / beverage credit.
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Breakfast daily.
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Upgrade & extended check-in/out whenever possible.
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Additional exclusive offers.
Villa Sant ’Andrea, A Belmond Hotel, Taormina Mare
Luxe property from 1830 with upscale rooms and suites.
Fora Perks
- ★
$100 food / beverage credit.
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Breakfast daily.
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Upgrade & extended check-in/out whenever possible.
Unlock perks by contacting Rileigh to book your trip.
Day 1-3: Visit Taormina, the Pearl of Sicily
Your Sicilian romance begins in Taormina, often called the "Pearl of Sicily." As you arrive, the breathtaking views of the Ionian Sea and Mount Etna from your hotel, Villa Ducale, set the tone for your entire trip. Spend your first evening strolling hand-in-hand through Taormina's medieval streets, soaking in the romantic atmosphere. The town's charm lies in its ability to transport you back in time while offering modern luxuries.
No visit to Taormina is complete without exploring the ancient Greek Theater. This well-preserved ruin offers not only a glimpse into Sicily's rich history but also panoramic views that will leave you speechless. For a truly local experience, take the cable car down to Mazzarò beach. Here, you can relax on the golden sands or take a refreshing dip in the crystal-clear waters. As the sun sets on your final day in Taormina, indulge in a romantic dinner at a cliffside restaurant, savoring fresh seafood and local wines while gazing at the twinkling lights along the coast.
Day 4-6: Explore Syracuse & Ortigia, where history meets the sea
Your journey continues to Syracuse and its charming island, Ortigia. This UNESCO World Heritage site is a maze of narrow streets and stunning baroque architecture. Start your exploration at the bustling market, where the colors and aromas of fresh produce, local cheeses and aromatic herbs will awaken your senses. Don't miss the opportunity to try street food specialties like arancini or pannelle — these local delicacies are the heart of Sicilian cuisine.
In Ortigia, the Duomo di Siracusa stands as a testament to Sicily's layered history. This cathedral, built upon the ruins of an ancient Greek temple, embodies the island's cultural complexity. For a change of pace, take a boat tour around the island. The azure waters and rugged coastline provide a perfect backdrop for romantic moments and unforgettable pictures.
Day 7-8: Take in the Baroque beauty of Noto
As you bid farewell to Syracuse, the baroque splendor of Noto awaits. This small town, rebuilt after a devastating earthquake in 1693, is a masterpiece of Sicilian Baroque architecture. Walking down Corso Vittorio Emanuele, you'll be surrounded by golden-hued palaces and churches that seem to glow in the sunlight. For the best views of the town, climb the bell tower of St. Charles Church at sunset. The panoramic vista of Noto bathed in golden light is a sight that will stay with you long after your trip ends.
Take a day trip to the charming fishing village of Marzamemi, where you can enjoy a leisurely lunch by the sea and explore its picturesque squares. End your time in Noto with a visit to Caffè Sicilia for a tasting of their famous granita, a refreshing Sicilian treat perfect for cooling down on warm days.
Day 9-10: Enjoy a vibrant farewell in Palermo
Your Sicilian adventure culminates in Palermo, the vibrant capital city that encapsulates the island's diverse cultural heritage. Explore the bustling markets of Ballarò and Vucciria, where the sights, sounds and aromas transport you to another world. Visit the Norman Palace and the stunning Palatine Chapel, marveling at the intricate mosaics that adorn its walls.
On your final day, take a food tour to sample Palermo's renowned street food. From arancini to panelle, let your taste buds dance with the flavors of Sicily. For a truly magical evening, attend a performance at the Teatro Massimo, Italy's largest opera house and a symbol of Palermo's rich artistic tradition. Bid farewell to Sicily with a memorable dinner at Osteria dei Vespri, toasting to your unforgettable journey through this enchanting island.
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This itinerary is part of our ongoing series on travel to Sicily. Looking for more travel inspiration? Check out my itinerary, 10-Day Luxury Itinerary Through Italy and Switzerland.