Taormina, Italy

This fall, we’ll be heading to Taormina, Sicily, and I can hardly wait. Perched on the cliffs of the Ionian coast, this town has been calling travelers for centuries with its ancient history, sweeping sea views, and timeless Sicilian charm.

Here’s a peek at the places I would like to explore when we visit Taormina.

1. The Ancient Greek Theatre

At the top of my list is the Teatro Antico di Taormina. Built in the 3rd century BC, it’s one of the best-preserved ancient theatres in the world. The idea of standing among its stone arches while gazing out toward Mount Etna feels like stepping back through history. We made our reservations in advance at https://aditusculture.com

I read that it is beautiful to go there at sunset, this doesn’t work for us on this trip but I think it would be beautiful

2. Isola Bella

Known as the “Pearl of the Ionian Sea,” this little island looks like pure magic. A narrow strip of sand connects it to the mainland, making it feel almost secret. I can already picture an afternoon of sunbathing, swimming, and maybe taking a boat around the sea grottos. Read about it on Trip Advisor

3. Corso Umberto & Piazza IX Aprile

I can’t wait to wander Taormina’s main street, Corso Umberto, and take in the shops, cafés, and historic charm. The lively Piazza IX Aprile looks like the perfect spot to pause for a cappuccino, people-watch, and soak in those views of the coastline.

4. Palaces, Churches & Hidden Corners

History is everywhere here. A few spots I hope to see:

Palazzo Corvaja – a medieval palace with Roman and Norman influences.
Palazzo Duchi di Santo Stefano – with its Gothic-Norman design and gardens.
Santuario Madonna della Rocca – a tiny sanctuary perched high above the town, promising incredible views after the climb.

5. A Day Trip to Mount Etna

Just outside of Taormina looms Mount Etna, Europe’s most active volcano. We’re planning to make the trip to hike its trails and maybe even sample some wine from Etna’s volcanic vineyards.

6. Gardens & Coastal Views

Taormina seems to offer beauty at every turn. I’m looking forward to walking through the Villa Comunale gardens, with their quiet paths and sea views, and then riding the cable car down to the beaches of Mazzarò or Giardini Naxos.

7. Sicilian Food & Wine

And of course, no trip to Sicily is complete without indulging in the food! I’m excited for fresh pasta, seafood, creamy gelato, and a glass (or two) of Etna rosé as the sun sets.

8. A visit to Castelmola

Just above Taormina sits Castelmola, a charming medieval village perched high in the hills with some of the most breathtaking views in all of Sicily. Recognized as one of Italy’s Borghi più belli d’Italia (Most Beautiful Villages), it feels like stepping back in time while still being just a short ride from bustling Taormina.

A Village in the Sky

At nearly 1,800 feet above sea level, Castelmola is often described as a “balcony over Taormina.” From its cobbled lanes and panoramic terraces, you’ll see the red-tiled rooftops of Taormina below, sweeping views of the Ionian Sea, and—on a clear day—the dramatic peak of Mount Etna rising in the distance.

Things to See and Do

Piazza Sant’Antonio – The heart of Castelmola, paved in traditional Sicilian lava stone mosaics, framed by cafes and gelaterias.
Ruins of Castello Normanno – A short climb takes you up to the remains of the Norman castle that gave the village its name, with even more spectacular views.
Chiesa San Nicolò di Bari – A graceful church with a quiet interior, often open to visitors.
Wander the Alleys – The narrow streets are lined with artisan shops, lacework, and ceramics that make for perfect keepsakes.

A Taste of Tradition

Castelmola is famous for its local almond wine (vino alle mandorle), a sweet and aromatic specialty often served with a slice of orange peel. The most iconic spot to try it is Bar Turrisi, a quirky multi-level bar decorated in a cheeky, unforgettable theme that reflects Sicily’s playful spirit.

How to Get There

Castelmola is just 15 minutes by car, bus, or taxi from Taormina. Adventurous travelers can also hike up the old mule path, a steep but rewarding walk that winds through olive groves and offers stunning vistas along the way.

Why Visit?
If Taormina is Sicily’s jewel box, Castelmola is its secret crown. The slower pace, friendly locals, and unparalleled views make it a perfect half-day trip — whether you go for a glass of almond wine at sunset or for a peaceful morning stroll before Taormina fills with crowds.

Where We’re Staying

Our home base will be the Hotel Continental Taormina, a boutique hotel right in the heart of the historic center. It has a panoramic rooftop terrace where you can see Mount Etna and the Bay of Naxos — the perfect place to start the day with coffee or end it with a glass of Sicilian wine. Being so central, it should make exploring the town on foot effortless.

Counting Down the Days

From ancient ruins to seaside escapes, Taormina feels like the kind of place that lingers with you long after you leave. I can’t wait to share the journey — both the sights and the flavors — once we’re there.