Croatia, Port Gruz Cruise from Dubrovnik to Palermo — 8 Days

Dubrovnik, Croatia

Spend a day inside Dubrovnik’s UNESCO-listed Old Town, best explored on foot. Walk the city walls for close views of fortifications, roofs, and harbor. Then follow Stradun to Rector’s Palace and the Franciscan monastery. Book wall access in advance during busy months, and start early in summer. Mount Srđ offers a higher view, reached by cable car or road. Leave time for side lanes; their quieter corners reveal the city’s daily rhythm.

Monopoli, Italy

Monopoli rewards a slower arrival. Fishing boats still line its old harbor, and whitewashed lanes lead into a compact historic centre. At the waterfront, the 16th-century Castle of Charles V overlooks the port. Nearby, the cathedral honors the Madonna della Madia, whose icon, local tradition says, arrived by sea. Come ashore for Adriatic light, fresh seafood, and the pleasures of Puglia’s limestone streets.

Otranto, Italy

Otranto brings you to Salento’s Adriatic edge, where a walled town faces the sea. Walk from the harbor into the historic center, then visit Otranto Cathedral. Its celebrated medieval floor mosaic depicts biblical scenes and figures from history. Nearby, the Chapel of the Martyrs commemorates victims of the 1480 Ottoman siege. Aragonese Castle guards the waterfront, while cafés serve seafood and regional Salento cooking. Compact and walkable, Otranto makes a rewarding port call without a long transfer.

Gallipoli, Italy

Gallipoli lies on Salento’s Ionian coast. Its old town fills an island joined to the mainland by a seventeenth-century bridge. The harbor still serves fishing boats. Narrow lanes lead to the Baroque Cathedral of Sant’Agata and palazzi that recall centuries of trade. Beyond the walls, clear water and sandy beaches offer an easy change of pace. Stay for sunset, when the Ionian Sea turns the waterfront gold.

At Sea (At Sea)

Giardini Naxos-Taormina, Italy

Giardini Naxos sits on Sicily’s Ionian coast, beneath Mount Etna and a short drive from Taormina. Its waterfront pairs pebble beaches with cafés, gelaterie and views across the bay. Sicily’s first Greek colony was founded here in 734 BC. A nearby archaeological park preserves traces of its ancient streets and walls. Come for a seaside day, or use the port as a gateway to Taormina. There, the Greek Theatre commands sweeping views of Etna and the coast.

Reggio Calabria, Italy

Reggio Calabria faces Sicily across the Strait of Messina, at Italy’s southern toe. Its waterfront promenade, the Lungomare Falcomatà, frames views of Mount Etna and the island beyond on clear days. At the National Archaeological Museum, the celebrated Riace Bronzes reveal the city’s deep Greek past. Look beyond the galleries to lively piazzas, elegant Liberty-style buildings, and cafés serving the region’s distinctive bergamot.

Palermo, Italy

Palermo rewards curious travellers with a vivid mix of Arab-Norman architecture, lively markets and Sicilian cooking. Start at the cathedral, where Norman, Gothic and Baroque details reflect the city’s layered past. Then walk through the Capo market or visit the Palatine Chapel, famed for its Byzantine mosaics. Leave time for pasta con le sarde or arancini; Palermo’s strongest impressions often arrive at the table.