Sicily Family Road Trip
by Dan Cohen · Updated Sep 17, 2026
A ten-day May adventure around Sicily with two teens, driving from Palermo to Taormina and Ortigia (Syracuse), taking in Etna, Cefalù, the Valley of the Temples, and unforgettable street food like cannoli and granita.
💬 How this trip was created (the chat)
- 🧑 Ten days around Sicily in May, a couple with two teens.
- 🤖 Ten days in Sicily with teens in May sounds like a great mix of beaches and history! Which towns or cities did you visit, and in what order?
- 🧑 Palermo: Hotel Porta Felice, 8. Taormina: Hotel Villa Belvedere, 9, pool with Etna view. Ortigia in Syracuse: Algila Ortigia Charme Hotel, 9.
- 🤖 Lovely route—Palermo, Taormina, and Ortigia sound perfect for a family trip! What sights or attractions stood out most in each place? 📍 Found: Hotel Porta Felice, Via Butera, 45, 90133 Palermo PA, Italy ★4.4. Is this the one? 📍 Found: Hotel Villa Belvedere, Via Bagnoli Croci, 79, 98039 Taormina ME, Italy ★4.8. Is this the one? 📍 Found: Algilà Ortigia Charme Hotel, Via Vittorio Veneto, 93, 96100 Siracusa SR, Italy ★4.7. Is this the one?
- 🧑 Palermo cathedral and Ballaro market 8, Cefalu beach 9, Etna summit tour 10, Taormina Greek theatre 9, Ortigia old town 10, Valley of the Temples in Agrigento 9.
- 🤖 That itinerary sounds amazing—Etna and the Valley of the Temples must have been unforgettable! Was Agrigento a day trip from one of your bases, or a separate overnight stop?
- 🧑 Food: Cannoli at Pasticceria Cappello in Palermo 10, Bam Bar granita in Taormina 9, Caseificio Borderi sandwiches in Ortigia 10.
- 🤖 Those food stops sound incredible—Caseificio Borderi is legendary! How did you get around Sicily—did you rent a car, and if so, how was the experience?
- 🧑 Rental car from Hertz at Catania airport, 8. Tip: book the Etna 4x4 tour in advance and start the Valley of the Temples at 8am before the heat.
- 🤖 What a route—Cefalù and Agrigento added great variety! Was Agrigento a day trip from Palermo, or did you overnight there? Also, feel free to add photos with the button below!
- 🧑 Done
- 🤖 What a wonderful Sicilian journey—cannoli, Etna, and Ortigia sunsets included! Thanks for sharing all the details. Feel free to add photos with the 'Share photos' button below the chat! 📍 Found: Algilà Ortigia Charme Hotel, Via Vittorio Veneto, 93, 96100 Siracusa SR, Italy ★4.7. Is this the one?
Day 1 · Palermo
Via Vittorio Emanuele, 490, 90134 Palermo PA, Italy, Palermo
A grand cathedral blending Norman, Gothic, and Baroque styles in the heart of Palermo.
Via Chiappara Al Carmine, 23, 90134 Palermo PA, Italy, Palermo
One of Palermo's oldest and liveliest street markets, known for local produce and street food.
Via Colonna Rotta, 68, 90134 Palermo PA, Italy, Palermo
A historic Palermo pastry shop famous for its cannoli and Sicilian sweets.
💬 Cannoli here were amazing
Via Vittorio Veneto, 93, 96100 Siracusa SR, Italy, Siracusa
Day 2 · Cefalù day trip
90015 Cefalù, PA, Italy, Cefalù
A picturesque beach town on Sicily's north coast, known for its Norman cathedral and sandy shore.
Day 3 · Taormina
Via Bagnoli Croci, 79, 98039 Taormina ME, Italy, Taormina
💬 pool with Etna view
Via Teatro Greco, 1, 98039 Taormina ME, Italy, Taormina
An ancient Greek theatre with stunning views of the sea and Mount Etna.
Via Fiuggi sn, Worky Center, 95037 San Giovanni la Punta CT, Italy, San Giovanni la Punta
A guided off-road tour to the summit craters of Mount Etna, Europe's highest active volcano.
💬 Book in advance
Via di Giovanni, 45, 98039 Taormina ME, Italy, Taormina
A popular Taormina spot famous for its granita and brioche.
💬 Great granita
Day 4 · Ortigia, Syracuse
Via Vittorio Veneto, 93, 96100 Siracusa SR, Italy, Siracusa
Via Trento, 2, 96100 Siracusa SR, Italy, Siracusa
The historic island heart of Syracuse, filled with baroque architecture and ancient ruins.
Via Emmanuele de Benedictis, 6, 96100 Siracusa SR, Italy, Siracusa
A beloved Ortigia deli known for generous, freshly made sandwiches.
💬 Incredible sandwiches
Day 5 · Agrigento day trip
92100 Agrigento, AG, Italy, Agrigento
A UNESCO World Heritage archaeological site with well-preserved ancient Greek temples.
💬 Start at 8am before the heat
Day 6 · Transport
Verified trip · Photo
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