With a hire car on hand and a full seven days to explore, this luxury road trip takes in the very best of Sicily’s ancient cities, pristine coastline and vineyard-studded interior. You’ll begin in the capital, Palermo, whose catalog of ancient treasures – Arab, Gothic and Byzantine – once placed it at the very crossroads of civilization. Then, heading through rolling countryside you’ll explore Agrigento’s millennia-old Greek monuments in the company of an expert guide before a stay in Cefalù pairs some of Italy’s best beaches with the medieval grandeur of its Arab-Norman architecture. Finally, arrive into Taormina where views of snow-dusted Mt Etna provide a fitting end to a remarkable journey.
Arrive in Palermo where you'll be met for a private transfer to your chosen hotel. Spend the rest of the day relaxing and explore a city whose intoxicating mix of Byzantine mosaics, Arabesque domes, baroque churches and Gothic palaces evidence its position at the very heart of the ancient world.
Collect your hire car this morning and drive south for your first glimpse of Sicily's verdant interior, where flower-strewn meadows give way to sprawling vineyards and the occasional medieval village. Then, wending your way along a precipitous coastline, you'll arrive at your next hotel. Set within a beautifully restored medieval watchtower and traditional baglio, this boutique retreat oozes Sicilian charm and overlooks a landscape that has remained largely unchanged for millennia. Alternatively, speak to one of our consultants about upgrading to the 18th-century Villa Athena, where an indulgent spa and Michelin-starred dining await just moments from Agrigento's magnificent Valley of the Temples.
Whichever you choose, an expert guide will introduce the highlights of this extraordinary archaeological site the following day, including the Temple of Concordia, a superb 5th-century Doric masterpiece and one of seven remarkably well-preserved temples that line the ridge.
Drive across the island to arrive in Cefalù on Sicily’s mountain-framed north coast. With pristine white sands and dazzling blue seas, it’s perhaps Sicily’s most idyllic coastal stretch. With two days here, there’s time aplenty to relax, but make sure to leave some free moments to explore, with the grandeur of the town’s 12th-century Norman cathedral among a litany of highlights.
Take in its Byzantine mosaics and fortress-like towers before wandering along cobbled streets to find pretty piazzas lined with honey-hued houses and a seafront promenade where traditional restaurants sell freshly made pizzas and the catch of the day.
Driving past sandy bays and secluded coves, you'll arrive in Taormina, where sweeping views of Mount Etna from the ancient Greek Theater create one of Sicily's most iconic scenes. On arrival, you'll check into your chosen hotel. Stay at the stylish NH Collection Taormina as part of our Superior option, upgrade to the elegant Grand Hotel San Pietro with our Deluxe stay, or treat yourself to the legendary Grand Hotel Timeo, A Belmond Hotel, one of Sicily's finest addresses. Ask our travel experts for full details and pricing.
Between hours of sun-dappled relaxation and locally inspired dining, you'll have ample opportunity to explore Taormina's elegant Gothic palaces, lush public gardens and medieval landmarks, all within easy reach. Whether you're admiring Ionian Sea views from a rooftop terrace or wandering the town's atmospheric streets, Taormina provides the perfect finale to your Sicilian journey.
Enjoy a leisurely breakfast in Taormina before returning your hire car to the airport and concluding your trip.
Breakfast included
"I designed this itinerary to showcase the best of Sicily in just over a week. It's the perfect blend of culture and beautiful nature, including a stay on a private beach and commanding views of Mt Etna. Best of all, the accommodation I've picked balances Sicilian character with luxurious comfort."
Andy Austen
Destination Specialist
31 Aug - 01 Nov 2026 from: $2,315 pp
Terms & Conditions
Prices are per person based on two people sharing a twin/double room; prices are subject to availability and possible change; normal booking conditions apply.
Low Season from: $2,315 pp
High Season from: $1,520 pp
Terms & Conditions
Prices are per person based on two people sharing a twin/double room; prices are subject to availability and possible change; normal booking conditions apply.
Low Season from: $2,315 pp
High Season from: $1,520 pp
Terms & Conditions
Prices are per person based on two people sharing a twin/double room; prices are subject to availability and possible change; normal booking conditions apply.