| Cruise line | Windstar Cruises |
|---|---|
| Ship | Star Legend |
| Duration | 9 nights |
| Port calls | 8 |
| Departures | 1 sailings |
| From fare | $3,270 per person |
| Year built | 1992 |
| Guests | 343 |
| Cabins | 156 |
| Crew | 190 |
| Length | 159 m |
| Beam | 19 m |
| Cruising speed | 15.0 kn |
Italy Cruise from Civitavecchia — 10 Days
9 nights · Italy · Departs Civitavecchia-Rome (Italy) · Visiting Palermo, Trapani, Porto Empedocle, Valletta, Siracusa, Giardini Naxos-Taormina, Sorrento · Aboard Windstar Cruises on the Star Legend

Image courtesy of Windstar Cruises ©
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Day 1
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.
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Day 3
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.
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Day 4
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.
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Day 5
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.
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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.
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Day 7
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.
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Day 8
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.
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Day 9
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.
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Day 10
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.
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Published August 31, 2026
Last updated October 3, 2026
Author: J. Richard
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