Greece Cruise from Piraeus to Trieste — 11 Days

10 nights · Greece · Departs Piraeus-Athens (Greece) · Visiting Santorini Island, Souda-Chania, Katakolon, Messina, Valletta, Dubrovnik, Kotor, Split, Trieste · Aboard Princess Cruises on the Enchanted Princess

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Cruise linePrincess Cruises
ShipEnchanted Princess
Duration10 nights
Port calls10
Departures1 sailings
From fare$1,769 per person
Year built2021
Guests4402
Cabins1834
Crew1346
Length330 m
Beam47 m
Cruising speed23.0 kn
  1. Day 1

    Piraeus-Athens, Greece

    Piraeus is Athens’ working harbour, not a resort port—and that is its appeal. From here, the capital’s ancient landmarks are within reach, while the waterfront keeps its own busy, distinctly Greek character. Visit the Archaeological Museum of Piraeus, then linger over grilled fish in Mikrolimano, a small harbour lined with tavernas. Metro connections make central Athens straightforward. Or stay near the water and watch ferries depart for the islands.

  2. Day 2

    Santorini Island, Greece

    Few Greek islands make an entrance like Santorini, where whitewashed villages crown a volcanic caldera above the Aegean. Most cruise ships anchor offshore, and tenders land at the old port below Fira. Ride the cable car, or climb the steps, to reach the island’s capital and its celebrated views. Beyond Fira, Oia’s blue domes, the archaeological site of Akrotiri, and volcanic wines reward a longer day ashore.

  3. Day 3

    Souda-Chania, Greece

    Souda Bay places you within easy reach of Chania, one of Crete’s most compelling historic towns. A short drive leads to Chania’s Venetian harbour, with its lighthouse, waterfront cafés and narrow lanes. On the Akrotiri peninsula, monasteries and coastal views share the landscape with the Allied war cemetery overlooking Souda Bay. Make time for Cretan cooking, distinguished by fine olive oil, local cheeses and wild herbs.

  4. Day 4

    Katakolon, Greece

    Katakolon is a compact seaside port on the western Peloponnese, with cafés and shops lining its waterfront. Most visitors come for ancient Olympia, about 35 kilometres inland and readily reached by road. There, the sanctuary, archaeological museum and ancient stadium bring the story of the Olympic Games into focus. Back in Katakolon, allow time for a stroll along the harbour before returning to your ship.

  5. Day 5

    Messina, Italy

    Messina faces Calabria across the narrow Strait of Messina, with mainland Italy visible from its waterfront. At noon, figures move across the cathedral’s clock tower, a daily spectacle best seen from the square. Nearby, Montorsoli’s 16th-century Fountain of Orion rewards a closer look. Excursions reach Taormina and Mount Etna, but Messina’s compact center also merits an unhurried walk.

  6. Day 6

    Valletta, Malta

    Valletta makes a powerful first impression, its honey-coloured walls rising above Grand Harbour. Founded by the Knights of St John in 1566, Malta’s compact capital rewards exploration on foot. Enter St John’s Co-Cathedral for Caravaggio’s monumental paintings, then follow Republic Street to cafés, palaces and the Upper Barrakka Gardens. From the terraces, watch ferries cross the harbour and look towards the Three Cities. Allow time for steep lanes and quiet side streets.

  7. Day 8

    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.

  8. Day 9

    Kotor, Montenegro

    At the head of Montenegro’s Bay of Kotor, the old town sits beneath steep mountains. Enter through the Sea Gate and follow stone lanes to St Tryphon’s Cathedral. Venetian-era walls frame squares, churches, and cafés within a compact UNESCO-listed center. For a broader view, climb toward San Giovanni Fortress; the steps are demanding. Take water and allow time for the ascent, especially in summer heat. From the harbor, the bay’s changing light makes a memorable arrival and departure.

  9. Day 10

    Split, Croatia

    Split is Croatia’s second-largest city, but its heart feels remarkably intimate. Inside Diocletian’s Palace, Roman walls frame cafés, shops and homes. The cathedral and Peristyle recall the emperor’s former residence. Walk the Riva for views across the harbor and its working waterfront. Then climb Marjan Hill for a broad panorama of red roofs and Adriatic islands. Few ports make history so easy to enter on foot.

  10. Day 11

    Trieste, Italy

    Trieste rewards travellers who look beyond the waterfront. At the head of the Adriatic, this Italian city carries the marks of centuries under Habsburg rule. Start in Piazza Unità d’Italia, one of Europe’s largest seafront squares, opening directly onto the sea. Visit Miramare Castle, built for Archduke Ferdinand Maximilian, then order espresso in a city shaped by its coffee trade. Trieste is compact and cosmopolitan, with a Roman theatre and grand cafés recalling its Central European past.

Enchanted Princess Cruises

Published September 7, 2026
Last updated October 3, 2026
Author: J. Richard


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