Mid September. Going to Sicily. Only question. We are spending 4 nights catania, 4 nights in taormina and 4 nights in tropea. Should I cut tropea short too go to cefalu or take a day trip to pizzo from tropea . Have tours for catania, taormina and 1 cooking class in tropea and boat tour. Staying at resort in tropea. Trying not to hotel jump too much but don't want to be sorry. Thank you in advance.
Giangilberto from Milan here — and this one touches a soft spot, because I've been to Tropea more times than I can count, my wife is from a small village from calabria close to Tropea and we use to spend there a few days every summer. Short answer: don't cut it. Keep your four nights, skip the Cefalù idea, and do Pizzo as an easy day trip.
The Cefalù problem is pure geography. It's a lovely town, but it sits on Sicily's northern coast, Palermo side — the opposite corner from your entire route. Squeezing it in means a fourth hotel and two half-days lost in transfers, which is exactly the hotel-jumping you said you want to avoid. Cefalù belongs to a future Palermo trip, where it shines.
Tropea in mid-September, from someone who keeps going back: that's the sweet spot. The August crowds are gone, the sea is still warm, and the old town on its sandstone cliff above that white beach is one of the most beautiful sights in the South. Your four nights already have a spine — cooking class, boat tour — so the remaining days fill themselves: one for the town and beaches below it, one for Pizzo.
And yes to Pizzo: it's about half an hour away, perfect as a relaxed half-day. Two non-negotiables there: the tartufo — Pizzo's famous gelato, invented there, eaten in the main piazza overlooking the sea — and the little church of Piedigrotta, carved directly into the tuff rock by the shore. Go late afternoon, when the piazza wakes up.
If you have a car, add my personal favorite: Capo Vaticano, fifteen minutes from Tropea. Grotticelle beach has water that doesn't look real, and the viewpoint at sunset faces the Aeolian islands — on clear evenings you see Stromboli smoking on the horizon.
One honest logistics note for the Taormina→Tropea day: you cross the Strait of Messina, and the ferries and train connections at Villa San Giovanni occasionally run late. Nothing dramatic — the crossing works fine, especially in September — just don't book anything tight for that evening and treat it as a travel day.
Are you renting a car for the Tropea leg, or doing it by train? That changes how I'd plan Pizzo and Capo Vaticano.