Sicily, Island of Crossroads
Experience Sicily at its most evocative, from Palermo’s sunlit streets and the seaside allure of Cefalù to the scent of olive groves near Agrigento and Taormina’s sweeping views of Mount Etna. Wander through ancient Greek ruins with expert insight, explore hill towns steeped in cinematic history, and linger over long, unhurried moments in the countryside. Each experience is thoughtfully tailored by your Destination Expert for a journey that feels both immersive and timeless.
- Duration
- 10 days, 9 nights
- Route
- Palermo · Agrigento · Taormina · Catania
- Style
- Private and tailor-made: your own guide and driver throughout
- From
- $9,440 per person, hotels, guides and transfers included
- Sample arancini, panelle, and local treats on a private walk through Palermo’s famed markets.
- Stroll Cefalù’s cobbled streets and seaside piazza crowned by its UNESCO-listed Cathedral.
- Retreat to a countryside estate to learn Sicilian cooking among olive groves near Agrigento.
- Explore Taormina’s cliffside lanes, traverse Mount Etna’s lava fields and savor local wines.
- Trace cinematic moments in The Godfather’s hill towns, all tailored by a Destination Expert.
Every day, already yours.
A Sicilian Welcome
A Welcome Package will be provided and will include any relevant documents or tickets required for your trip.
- Italy Welcome Package
- Airport with Meet & Greet - Private Transfer
- Self-Guided: A Taste of Palermo
City Streets and Tasty Treats
Palermo bursts to life with color, scent, and centuries-old stories as your private guide leads you into the city’s beating heart on this half-day walking tour. Discover a city shaped by three millennia of Mediterranean influence, where Arab-Norman splendor, Baroque grandeur, and vibrant street life blend in irresistible harmony.
- Flavors of Palermo Walking Tour (with Tastings, 4 hrs) - Private
- Discover Historic Palermo - Self-Guided
A Seaside Jewel
Bask in the coastal charm of Cefalù, a seaside jewel where medieval streets meet Mediterranean views. Travel with your private driver to this enchanting village and enjoy a 3-hour guided walking tour with a local expert. Explore the historic center, stopping at the scenic Molo fishing port, the last medieval gate, and a centuries-old washhouse.
- Cefalù: Seaside Gem of Sicily (6 hrs) - Private Tour
Across Ancient Sicily
Journey through Sicily’s storied landscapes on a private transfer from Palermo to Agrigento, enriched with unforgettable stops along the way. Begin in Segesta, where your private guide leads you through the ancient Greek Theater, perched atop Monte Barbaro with sweeping rural views, and the remarkably preserved 5th-century BC Doric Temple, frozen in time before completion. Continue to Erice, a mystical medieval hilltop town once dedicated to Venus.
- Palermo to Mandranova Estate via Segesta, Erice & Salt Pans (with Wine & Sweets Tastings, 8 hrs) - Private Transfer
Time Among the Olive Groves
Nestled amongst a grove of lush olive trees, Mandranova Estate is an ideal backdrop for an authentic shared Sicilian cooking class. Joined by a local chef, try your hand at crafting a delicious meal, utilizing the property's fresh ingredients. Sample vegetables picked from the garden, olive oil made on-site and almonds, as well as Ricotta cheese and fresh fish caught from Licata Bay.
- Mandranova Estate: Cooking Lesson (with Lunch, 2.5 hrs) - Small Group
- Evening at Leisure at Mandranova Estate
Valley of the Gods
Uncover the ancient grandeur of the Valley of the Temples on a private half-day journey with your guide and driver, exploring one of the world’s most extraordinary Greek archaeological sites. Walk the storied Sacred Way as the Temple of Juno, the perfectly preserved Concordia, and the enduring Temple of Hercules rise before you, each a breathtaking reminder of the power and artistry of 5th-century BC civilization.
- Valley of the Temples (with Secret Garden Picnic Lunch, 4 hrs) - Private Tour
The Road to Taormina
Meet your private driver for a transfer to Taormina. Approximate travel time is three hours.
- Agrigento to Taormina (3 hrs) - Private Transfer
- Highlights of Taormina Walking Tour with Teatro Antico (2 hrs) - Private
- Taormina Dining Recommendations
Where Fire Meets Vine
Mount Etna rises before you in a landscape of fire and ash, a place where Sicily feels otherworldly and alive. Your adventure begins as a rugged Jeep collects you from your hotel and your naturalist guide introduces you to Europe’s highest active volcano, a UNESCO World Heritage Site since 2013.
- Mount Etna & Sicilian Winery Tour (with Wine Tasting & Lunch, 8 hrs) - Private
Sicilian Scenes
Discover a quieter side of Sicily through the hilltop villages of Savoca and Forza d’Agrò, where cinematic history and centuries of island life intertwine. Traveling with your private English-speaking driver, venture into the countryside above the Ionian coast to uncover settings that inspired filmmakers and preserved traditions that still shape daily life.
- Godfather Towns Savoca and Forza D'Agro (4 hrs) - Private Tour
- Corso Umberto Passeggiata
Grazie & Goodbye
Meet your private driver and vehicle for a transfer to Catania Airport. Approximate travel time is 45 minutes.
- Taormina to Catania Airport (45 min)
Where you will wake up.
Grand Hotel et Des Palmes
Ideally situated in the heart of Palermo, Grand Hotel es Des Palmes is an historic icon of Palermo hospitality filled with art, tradition, and glamour. This beautiful, well-appointed hotel showcases high frescoed ceilings, illuminating Art Nouveau-stained glass windows, inviting spaces, and elegant decor, instantly...
Mandranova Estate
On the outskirts of Agrigento lies the 16-room Mandranova Estate holiday resort, set in a garden of palm trees and African plants. Enjoy a stay of well-being and tranquility in the rustic simplicity of the old farmhouse, and in the renovated rooms of an old train station and winery.
The Ashbee
Located in a historical English villa, the Ashbee Hotel was built in the 1908 from the Architect Robert Charles Ashbee, in the heart of Taormina. With 25 guestrooms and a number of suites, you will find everything you require for a relaxing English hospitality style stay.