As the largest island in the Mediterranean, Sicily is a grand road trip destination that doesn’t just stop at the beautiful blue waters that fringe its rocky coastline. Winding pastoral roads meander through the hilly hinterlands near Palermo and up to the dark volcanic slopes of the testy Mount Etna. At the crossroads of history, Sicily’s relics of the past are delivered by the dozen with Greek and Roman ruins and medieval and baroque towns that will charm you with their beauty.
Here are some ideas to plan a thorough Sicily road trip – including which inner village is hiding the best cannoli.
Best road trip for adventurous wine-lovers
Catania—Catania; 162 km (100 miles); allow one or two days
You could circle Europe’s most active volcano in a day by car, but a longer trip gives you more time to appreciate the unique terroir of this microregion that produces some of Sicily’s finest wines. You’ll find unique stays in the small towns throughout the region, like Palazzo Previtera, a family-owned boutique hotel in Linguaglossa, or accommodations in the countryside with a cozy agriturismo or winery stay.
Also consider making space in the itinerary for a climb to the top of Mount Etna, or take the car as high as it can go to Rifugio Sapienza.
Best road trip for families
Palermo—Marsala; 221 km (137 miles) allow two or three days
Heading west from Palermo, you’ll find some of the best swimming spots in Sicily, including the family-friendly resort town of San Vito Lo Capo and inspiring historic sights like medieval castles and fortresses.
First, though, stop by the temple of Segesta to see a remarkably intact two-thousand-year-old temple. If you’re outdoorsy, you can also try the trails at the Riserva Naturale dello Zingaro, or continue your journey towards Erice, an impossibly-placed village with an impressive fortress. Stop in Trapani, the largest city on Sicily’s west coast and your access point to catch a ferry to the Egadi Islands. Keep driving along the coast, and you’ll end up in Marsala, where you can tour the salt flats, relax on more sandy beaches and sample its sweet dessert wine.
Planning tip: You can skip the drive up the mountain to Erice by taking the cable car from Trapani.
Best for small-town adventures
Palermo—Agrigento; 165 km (102 miles); allow one or two days
Leaving the commotion of Palermo behind you, start this road trip with something sweet by first stopping in the town of Piana degli Albanese, where Sicilians widely agree Extra Bar Petta makes the best cannoli on the island. Afterward, you can pass through the real Corleone to learn the sobering truth of the mafia and the inspiring story of the anti-mafia movement at CIDMA.
From Corleone, you can go east and make a detour to pay
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