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Day 1
May 23
Route: land in Bari, make Polignano a Mare the main coastal stop, add Alberobello only if timing is easy, then sleep in Lecce.
Must see: cliffs at Polignano a Mare and evening atmosphere in Lecce.
Breakfast: focaccia barese.
Snack: taralli or panzerotto.
Main: ciceri e tria.
Dessert: pasticciotto.
Drink: caffè leccese or Negroamaro.
Veg alt: orecchiette con cime di rapa, burrata, or grilled vegetables.
Buy: olive oil or taralli.
Souvenir: papier-mâché from Lecce.
Day 2
May 24
Route: easy start in Lecce, then drive to Matera and spend late afternoon and evening in the Sassi.
Must see: the golden-hour glow over Matera.
Breakfast: pasticciotto or Matera bread with jam.
Snack: rustic bread, cheese, and local bites.
Main: rustic pasta or lamb.
Dessert: simple biscuits or almond pastries.
Drink: Aglianico del Vulture.
Veg alt: cavatelli with peperoni cruschi, bean dishes, local cheeses, or grilled vegetables with Pane di Matera.
Buy: Pane di Matera or peperoni cruschi.
Souvenir: small artisan ceramic.
Day 3
May 25
Route: cross via Messina, make Isola Bella the main swim stop, add views at Teatro Antico di Taormina, then overnight near Mount Etna at Firriato Hospitality Cavanera Etnea Resort Wine Experience - Standard Double Room.
Must see: Isola Bella and Teatro Antico di Taormina.
Breakfast: quick cornetto.
Snack: arancina.
Main: pasta alla Norma or seafood pasta.
Dessert: granita con brioche.
Drink: Etna Bianco or almond granita.
Veg alt: vegetarian arancina, caponata, local cheeses, olives, or pistachio and almond sweets.
Buy: Etna wine.
Souvenir: bottle of Etna Rosso or Etna Bianco.
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Day 4
May 26
Route: focus on Syracuse with most of the day in Island of Ortigia, add Castello Maniace if energy is good, then finish with a stroll in Noto.
Must see: Island of Ortigia and Noto.
Breakfast: granita with brioche.
Snack: arancino or fried seafood cone.
Main: swordfish, tuna, or pasta with bottarga.
Dessert: almond sweets, cannolo, or cassata.
Drink: southeastern Sicilian white wine or almond milk.
Souvenir: archaeology-themed museum item rather than generic stalls.
Day 9
May 31
Route: keep this as your dedicated Naples day; start in the Historic Centre of Naples, include Duomo di Santa Maria Assunta and Sansevero Chapel Museum, then wander Quartieri Spagnoli.
Must see: Historic Centre of Naples, Duomo di Santa Maria Assunta, and Sansevero Chapel Museum.
Breakfast: sfogliatella or cornetto.
Snack: cuoppo or frittatina di pasta.
Main: pizza napoletana.
Dessert: sfogliatella.
Drink: Falanghina or sparkling water.
Veg alt: margherita or marinara pizza, fried zucchini flowers, pasta al pomodoro, mozzarella, or vegetable antipasti.