Timeless Sicily: Art, Myth & Culture

A journey through taste and tradition

Timeless Sicily: Art, Myth & Culture is an enchanting journey through the island’s deep-rooted history, artistic grandeur, and mythical past. Begin in Syracuse, where ancient Greek temples and amphitheaters whisper stories of gods and warriors. Wander through Ortigia, a labyrinth of medieval streets, bustling markets, and sun-drenched piazzas. In the Baroque towns of Ragusa and Modica, golden facades and ornate balconies paint a picture of Sicily’s artistic evolution, while a visit to Pantalica, with its thousands of prehistoric tombs, offers a glimpse into a more ancient civilization.

Sicily’s culinary heritage is as rich as its history. Experience the island’s sweet traditions with a cannoli-making workshop, where expert pastry chefs reveal the secrets behind this iconic treat. Venture to Mount Etna, Europe’s highest active volcano, where the fertile volcanic soil gives life to some of the region’s most celebrated wines. A private tasting at an Etna vineyard showcases the island’s deep connection between nature and culture, as you sip wines shaped by fire and time.

This journey blends the best of Sicily’s art, mythology, and landscapes, offering a profound connection to the island’s timeless spirit. Whether marveling at ancient ruins, indulging in decadent flavors, or exploring breathtaking natural wonders, Timeless Sicily is an experience that will leave you inspired and enchanted.

Duration

6 days / 5 nights

Preferred Season

April to November

Best Suited for

Culture Enthusiasts seeking an immersive journey through Sicily’s artistic and historical wonders, where Greek theaters, Baroque towns, and culinary traditions reveal the island’s timeless soul.

DESTINATIONS & ACTIVITIES

DESTINATIONS & ACTIVITIES

Day 1

Arrival & Twilight Stroll Through Ortigia

Welcome to Sicily! After landing in Catania, transfer to your elegant hotel and take the afternoon to relax—unwind by the pool or explore the surroundings. As the sun begins to set, a private guide will lead you through Ortigia, the heart of ancient Syracuse, where Greek temples, labyrinthine alleys, and Baroque piazzas create an enchanting atmosphere. The evening culminates with a fine dining experience in Noto or an open-air Greek theater performance, setting the tone for a journey steeped in history and beauty.

Your Accommodation: Noto (Country or Urban Hotel)

Syracuse

Day 2

Pantalica & Ortigia

Ancient Trails & Sicilian Wine

Start the day with an adventure into Pantalica Natural Park, a hidden gem where prehistoric rock-cut tombs blend seamlessly into a breathtaking canyon landscape. Hike through this UNESCO-listed site, absorbing its timeless tranquility, before enjoying a lunch immersed in nature. In the afternoon, visit a renowned winery near Syracuse, where you’ll sample Etna’s bold reds and crisp whites. Alternatively, opt for a degustation tour in Ortigia, savoring the flavors of Sicily’s finest cheeses, seafood, and wines.

Your Accommodation: Noto (Country or Urban Hotel)

Day 3

Baroque Towns & Sweet Traditions

This morning, step into a cannoli masterclass in Palazzolo, learning the secrets behind Sicily’s most beloved pastry. After indulging in your own creations, the afternoon is yours to choose:

  • Horseback ride through the Sicilian countryside, taking in sweeping views of the island’s rolling hills.

  • Explore the Baroque gems of Modica and Ragusa, with their opulent churches, artisan chocolatiers, and winding cobbled streets.

  • Discover the turquoise pools of Cavagrande Natural Park, a serene oasis perfect for a refreshing dip.

End the day with a leisurely dinner, savoring the regional flavors under a star-lit Sicilian sky.

Your Accommodation: Taormina (Country or Urban Hotel)

Palazzolo Acreide

Day 4

Catania & Taormina

Catania’s Charisma & Taormina’s Timeless Beauty

Bid farewell to Noto and journey to Catania, where Baroque facades, bustling markets, and the grandeur of Piazza del Duomo set the stage for a morning of cultural exploration. Stroll along Via Etnea, soak in the sights of Teatro Massimo Bellini, and perhaps pause for a granita and brioche, a true Catanese treat. In the afternoon, arrive in Taormina, Sicily’s jewel of the Ionian coast, where the panoramic views from its cliffside terraces will leave you speechless. As evening falls, enjoy a Greek theater performance under the stars or a gourmet dinner with sea views.

Your Accommodation: Taormina (Country or Urban Hotel)

Day 5

Etna & Taormina

Vineyards, Volcanic Landscapes & Coastal Indulgence

The day begins with a visit to one of Etna’s top wineries, where the volcanic soil imparts unique flavors to each vintage. Alternatively, dive into the art of arancini-making, mastering the technique behind these golden, crispy delights. Continue to Mount Etna, where a scenic lunch awaits amid the lava-strewn landscapes. In the afternoon, unwind on one of Taormina’s pristine beaches, sipping a Sicilian spritz as the waves gently lap the shore. Cap off the evening with a Michelin-starred dinner or a final night at the ancient Greek theaters.

Your Accommodation: Taormina (Country or Urban Hotel)

Day 6

Catania

A Farewell to Sicily

Savor your last morning in Taormina at leisure—whether it’s a final dip in the sea, a sunrise walk through its charming alleys, or a relaxed breakfast with a view. Check out and transfer to Catania Airport, carrying with you the timeless beauty and flavors of Sicily.

This itinerary is subject to the availability of our selected partners (hotels, restaurants, experiences). The sooner you book, the more likely we can secure the exact experiences detailed in this itinerary. Alternative arrangements of equal quality will be provided if necessary.

Get in touch 

Interested in booking with us or learning more about our exclusive experiences?

Fill out the form below, and let us craft the perfect journey for you.