11 Nights / 12 Days
Experience a multicultural immersion like no other with a colorful adventure to Sicily, Italy’s kaleidoscope of history, culinary traditions, and sun-kissed landscapes. Witness a dazzling display of esthetic harmony, as you savor flavors of North African origins in Palermo, uncover Roman Villas en route to Siracusa, and catch a glimpse of ancient Greece in Agrigento and Taormina. Weaving together timeless ruins, golden beaches, Baroque beauty, and unforgettable flavors, this journey is a vibrant tapestry of cosmopolitan delights all brought together by a single thread of Italian allure.
- 3 nights in Palermo
- 2 nights in Agrigento
- 4 nights in Siracusa
- 2 nights in Taormina
- Private Airport Transfers on Arrival and Departure
- Private Door-to-Door Transfers
Day 1 — Arrival in Palermo
Welcome to Sicily, Italy’s pearlescent gem of shimmering cultural contrasts. Upon arrival at Palermo Airport, a private driver will be waiting to greet you and transfer you to your hotel of choice in the island’s stunning capital. Once checked in, the rest of the day is yours to spend at leisure amid the radiance of Palermo’s warm colors and the hearty beat of waves brushing against its coastline. Whether strolling along its cobbled alleys or grabbing a drink alongside the locals, just relax and let the city’s exotic yet elegant allure introduce you to that iconic Sicilian charm.
Day 2 — Palermo & Monreale with Street Food Tasting
Dive deep into Palermo’s soul with a guided tour of its storied past and flavorful present. Revel in the brilliance of the Monreale’s cathedral — a glittering masterpiece of Arab-Norman architecture. Sample delicious bites of local street food at the bustling market of Capo or Ballaro, where the scent of fried arancini and sizzling panelle beckon from every stall. And uncover the diverse layers of this city’s colorful foundations as you stand amid the baroque beauty of the “Four Corners” and Piazza Pretoria, roam the quintessential Via Maqueda, and bask in the resonance of the Massimo Opera Theatre on Piazza Verdi.
Day 3 — Selinunte, Marsala Wine & Saltpans Experience
Reveal Sicily’s diverse roots with a time-bending journey to the Selinunte, the largest archaeological site in Europe, where windblown columns of archaic Greek temples let you venture into scenes from ancient civilizations. Filled with centuries of wonder, trace the island’s connection to North Africa with a light seaside lunch of traditional couscous, embracing the curious blend of cultures through a delicious array of flavors. Have your palette guide your further into Sicilian heritage as you travel to a local winery and unveil historic winemaking techniques through the sweet notes of Marsala wine, before visiting the saltpans of Trapani, where sky-mirroring plains reflect on Sicily’s Phoenician presence.
Day 4 — Private Transfer to Agrigento & Dinner with Locals
Today, a private transfer will whisk you off through Sicily’s golden countryside toward Agrigento, where echoes of the Golden Age of Greece still linger in the wind. Upon arrival, savor a warm welcome in your hotel of choice before experiencing the true extent of the island’s hospitality in the home of a local family, where a unique cooking and dining experience will offer an intimate look into the island’s soul. Watch recipes passed down through generations take delicious shape and let the iconic flavors of such Sicilian culinary gems as the ‘cubaita’ take you on a journey through tradition, as you become a part of it with every bite.
Day 5 — Valley of the Temples & Kolymbetra Garden Picnic
Enjoy a day in ancient Greece, as you step into the majestic Valley of the Temples — one of Sicily’s most iconic archaeological wonders. Wander past soaring Doric columns, their honey-hued stone glowing under the Sicilian sun, as your reveal stories of gods, philosophers, and Agrigento’s rich Greek heritage. Letting your imagination venture back in time, descend into the lush Kolymbetra Garden, an oasis where history and nature converge amid fragrant citrus and olives groves. Lulled by the rustling of verdant leaves, enjoy a rustic picnic of local flavors surrounded by timeless serenity, savoring an organic connection to the past while embracing the present.
Day 6 — Roman Villa Stop En Route to Siracusa
Today, you will bid farewell to Agrigento as a private driver picks you up for your journey to Siracusa. Along the way, peek inside the opulent lives of the Roman upper class with a special stop at the at the UNESCO-listed Villa Romana del Casale, a remarkably preserved 4th-century Roman estate known to house almost 40,000 feet of glorious mosaics! Once in Siracusa, check into your hotel of choice and spend the rest of the day at leisure as you discover the colorful façades and treasures of Ortigia, the city’s historical heart.
Day 7 — Ortigia & Neapolis Archaeological Park Tour
Let Siracusa’s true colors come to light with a journey through Ortigia — a quaint island district where vivid streets, charming markets, and gentle sea breezes come together in a vibrant display of authenticity and islandic allure. Venture down narrow streets and rub shoulders with historic auras that still linger in their midst. Step into the Neapolis Archaeological Park, where every grain of limestone tells a fascinating story. Picture a majestic performance as you gaze upon the towering Greek Theatre and whisper a secret inside the mystical “Ear of Dionysius”, seeing if anyone can hear. Immersive and magical, this is Siracusa in all its glory.
Day 8 — Ragusa & Modica with Chocolate Tasting
Uncover Sicily’s baroque heartland as you discover the atmospheric majesty of its hilltop jewels. Wander the charming maze of alleyways in Ragusa, revealing its magnificent Cathedral and St. George’s Gate. Pay a visit to an artisan workshop, where Sicilian carts are still carved and painted by hand, bursting with color and epic Roman tales. Along the way, pause to savor a board of charcuterie paired with a glass of fine wine, adding a literal taste of authenticity. Keep your palette engaged as you head to Modica — a sweet-toothed wonderland of stone lanes and divine architecture. There, delight in its legendary chocolate, still crafted using ancient Aztec techniques introduced by the Spanish.
Day 9 — Noto & Marzamemi with Wine Tasting
Pair Sicily’s iconic allure with some of its best wine on a day of historic wonder and flavorful bliss. Head to Noto, the undisputed Capital of Sicilian Baroque, where golden palaces and curving staircases reveal its unadulterated esthetic at its finest. Find yourself at a nearby vineyard, a glass of Nero d’Avola in hand, as you savor a tasting of Sicily’s boldest red, complimenting it with scrumptious bites of local delicacies. And don’t forget about the pastel houses, bobbing boats, and seaside cafés that await in Marzamemi, once home to an Arabic tuna industry, and now a picture-perfect mix of maritime charm and age-old tradition.
Day 10 — Private Transfer to Taormina
Today, you will enjoy a scenic drive along the Ionian coast, as your private driver carries you off to Taormina, one of Sicily’s most elegant retreats. Upon arrival, check into your hotel and savor your first afternoon at leisure, wandering through lush public gardens, browsing high-end boutiques, or sipping Sicilian wine while catching a glimpse of Mount Etna through a bougainvillea-framed balcony. Perched high above the sparkling sea, Taormina is where Sicily flirts with the sublime — and where every vista feels like it was painted just for you.
Day 11 — Taormina Walking Tour with Greek Theater Visit
Uncover the magic of Taormina’s timeless magnetism with a walking tour of its most enchanting sites. Stroll along the stylish Corso Umberto, pausing at charming cafés to try local specialties like almond wine or pistachio gelato. Get dramatic at Teatro Antico — a clifftop Greek theatre where music, myth, and moonlight captivate audiences against a backdrop of the sea and Mount Etna. With your experienced guide by your side, prepare to discover exactly why Taormina’s exquisite blend of effortless glamor, wondrous history, and picturesque views make it the quintessential Sicilian haven of cultural splendor.
Day 12 — Departure from Catania
Now that you’ve gazed through Sicily’s kaleidoscope of cultural delights, it’s time to bid its vibrant contrasts farewell. Following a leisure breakfast, a private driver will transfer you to Catania Airport, where you will catch your departure flight home, taking plenty of colorful Sicilian memories with you.