Greece Cruise from Piraeus to Civitavecchia — 22 Days

21 nights · Greece · Departs Piraeus-Athens (Greece) · Visiting Corinth Canal, Itea, Kefalonia Island, Gallipoli, Taranto, Giardini Naxos-Taormina, Reggio Calabria, Sorrento, Civitavecchia-Rome, Lipari Island, Palermo, Trapani, Porto Empedocle, Valletta, Siracusa, La Spezia, Bonifacio · Aboard Windstar Cruises on the Star Legend

Windstar Cruises logo
Cruise lineWindstar Cruises
ShipStar Legend
Duration21 nights
Port calls18
Departures1 sailings
From fare$24,734 per person
Year built1992
Guests343
Cabins156
Crew190
Length159 m
Beam19 m
Cruising speed15.0 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

    Corinth Canal, Greece

    Few passages put engineering so close at hand. The 6.3-kilometre Corinth Canal cuts through the Isthmus, linking the Gulf of Corinth with the Saronic Gulf. Limestone walls rise nearly 80 metres above a channel just 24 metres wide. Opened in 1893, it shortened the voyage around the Peloponnese. Beyond the canal, explore ancient Corinth, where temples, mosaics and the Acrocorinth fortress reveal Greece’s layered past.

  3. Day 2

    Itea, Greece

    At Itea, the Gulf of Corinth meets the foothills of Mount Parnassus. Delphi lies about 16 kilometres inland, on a dramatic mountainside. Its sanctuary of Apollo and ancient theatre reward the visit. Back in Itea, waterfront cafés look across the gulf. Nearby Amfissa is famed for its extensive olive groves. Choose Itea for a measured day ashore: sacred history above, sea air and an easy promenade below.

  4. Day 3

    Kefalonia Island, Greece

    Your first view of Kefalonia may be Argostoli, a working harbor framed by hills and the Ionian Sea. From here, roads lead to traditional villages, the underground lake at Melissani, and the sweeping shore of Myrtos Beach. Argostoli merits a pause for its palm-lined waterfront, lively market, and loggerhead turtles that forage in the harbor. Choose one excursion rather than rushing the island; winding roads make distances longer than the map suggests.

  5. Day 4

    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.

  6. Day 5

    Taranto, Italy

    Taranto rewards travelers who look beyond Italy’s familiar circuit. Its old town occupies an island between the Mar Grande and Mar Piccolo, linked to the modern city by bridges. The Aragonese Castle guards the channel, while the Cathedral of San Cataldo preserves a long history beneath its Baroque interior. At MArTA, the National Archaeological Museum, gold jewelry and Greek-era finds reveal Taranto’s importance in Magna Graecia.

  7. Day 6

    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.

  8. Day 7

    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.

  9. Day 8

    Sorrento, Italy

    Sorrento rises above the Bay of Naples, facing Mount Vesuvius across water busy with ferries. From here, ferries connect with Capri, while the town rewards a slower day among old lanes, churches, and sea-view terraces. Follow the scent of citrus to shops selling Sorrento lemons, locally made limoncello, and finely crafted marquetry. Then pause over lunch: the region’s seafood and Campanian produce are best enjoyed without hurry.

  10. Day 9

    Civitavecchia-Rome, Italy

    Your ship docks at Civitavecchia, Rome’s seaport, about 50 miles northwest of the capital. Rome’s great monuments are within reach, but the port town rewards a closer look. Walk the waterfront to Forte Michelangelo, a 16th-century fortress begun under Pope Julius II; explore the old streets and market. Prefer a quieter day? The town’s seafront and nearby beaches offer an easy change of pace. Choose Rome for art and antiquity, or Civitavecchia for coastal life beyond the terminal.

  11. Day 11

    Lipari Island, Italy

    Lipari is the largest of the Aeolian Islands, a volcanic chain off Sicily’s northern coast. The town rises around a citadel, home to the Aeolian Archaeological Museum and its collection of island finds. Walk the old lanes to Marina Corta, then choose a waterfront table for fresh seafood. Beyond town, pumice quarries and coastal viewpoints reveal a landscape shaped by fire and sea.

  12. Day 12

    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.

  13. Day 13

    Trapani, Italy

    Trapani sits on Sicily’s western tip, where salt pans, fishing boats and old stone streets define the waterfront. Erice rises above the coast, reached from Trapani by cable car in about ten minutes. Stay in town for the Basilica-Santuario di Maria Santissima Annunziata and the lively lanes around the fish market. Local menus bring couscous, tuna and seafood to the table, reflecting Trapani’s long links with North Africa.

  14. Day 14

    Porto Empedocle, Italy

    Porto Empedocle is a working Sicilian port with an unusually distinguished neighbour: Agrigento’s Valley of the Temples. Just a short drive inland, this UNESCO-listed site preserves some of the finest Greek temples outside Greece. Closer to shore, the pale cliffs of Scala dei Turchi rise above the water near Realmonte. Come for ancient history, then linger over Sicilian seafood and the unhurried rhythms of a port town.

  15. Day 15

    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.

  16. Day 16

    Siracusa, Italy

    Siracusa rewards visitors who look beyond its handsome waterfront. On Ortigia, the old island heart, Greek temples, Baroque palaces and lively markets sit within an easy walk. Across the channel, Neapolis Archaeological Park preserves a Greek theatre, Roman amphitheatre and the famed Ear of Dionysius. Pause for granita or fresh seafood, then watch the light soften over the Ionian Sea.

  17. Day 17

    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.

  18. Day 18

    Sorrento, Italy

    Sorrento rises above the Bay of Naples, facing Mount Vesuvius across water busy with ferries. From here, ferries connect with Capri, while the town rewards a slower day among old lanes, churches, and sea-view terraces. Follow the scent of citrus to shops selling Sorrento lemons, locally made limoncello, and finely crafted marquetry. Then pause over lunch: the region’s seafood and Campanian produce are best enjoyed without hurry.

  19. Day 19

    Civitavecchia-Rome, Italy

    Your ship docks at Civitavecchia, Rome’s seaport, about 50 miles northwest of the capital. Rome’s great monuments are within reach, but the port town rewards a closer look. Walk the waterfront to Forte Michelangelo, a 16th-century fortress begun under Pope Julius II; explore the old streets and market. Prefer a quieter day? The town’s seafront and nearby beaches offer an easy change of pace. Choose Rome for art and antiquity, or Civitavecchia for coastal life beyond the terminal.

  20. Day 20

    La Spezia, Italy

    La Spezia sits at the head of the Gulf of Poets. Here, Liguria’s steep hills meet a sheltered stretch of Mediterranean coast. Its working harbor gives the city a lively maritime character, while cafés and broad streets reward an easy stroll. Trains connect La Spezia with the villages of the Cinque Terre; ferries sail to Portovenere. Allow time for the city itself, not just its celebrated neighbors.

  21. Day 21

    Bonifacio, France

    Bonifacio clings to limestone cliffs at Corsica’s southern tip, its old town rising above a narrow, sheltered strait. From the harbor, climb through the medieval citadel’s steep lanes for sea views reaching Sardinia on clear days. Below, boats thread the fjord-like inlet, while the famed King Aragon’s Staircase descends 187 steps toward the water. Come ashore ready for slopes, stone, and a striking sense of history.

  22. Day 22

    Civitavecchia-Rome, Italy

    Your ship docks at Civitavecchia, Rome’s seaport, about 50 miles northwest of the capital. Rome’s great monuments are within reach, but the port town rewards a closer look. Walk the waterfront to Forte Michelangelo, a 16th-century fortress begun under Pope Julius II; explore the old streets and market. Prefer a quieter day? The town’s seafront and nearby beaches offer an easy change of pace. Choose Rome for art and antiquity, or Civitavecchia for coastal life beyond the terminal.

Star Legend Cruises

Published September 14, 2026
Last updated October 3, 2026
Author: J. Richard


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