| Cruise line | Windstar Cruises |
|---|---|
| Ship | Wind Surf |
| Duration | 7 nights |
| Port calls | 6 |
| Departures | 1 sailings |
| From fare | $2,545 per person |
| Year built | 1990 |
| Guests | 376 |
| Cabins | 171 |
| Crew | 178 |
| Length | 187 m |
| Beam | 20 m |
| Cruising speed | 15.0 kn |
Italy Cruise from Civitavecchia to Piraeus — 8 Days
7 nights · Italy · Departs Civitavecchia-Rome (Italy) · Visiting Sorrento, Messina, Gythion, Monemvasia, Piraeus-Athens · Aboard Windstar Cruises on the Wind Surf

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 2
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 4
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.
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Day 6
Gythion, Greece
Gythion gives you a gentler gateway to the southern Peloponnese, where the Mani begins in stone and sea. Once Sparta’s seaport, this harbor town faces the water with neoclassical houses, fishing boats, and café-lined quays. Walk to Marathonisi, the islet linked by a causeway, or follow the coast to Mavrovouni’s long beach. From here, the Mani’s tower villages and the caves of Diros make rewarding excursions. Choose Gythion for an unhurried introduction to a rugged, less-traveled corner of Greece.
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Day 7
Monemvasia, Greece
Monemvasia rises from the sea as a sheer rock, joined to the Peloponnese by a narrow causeway. Step through its medieval gate into a stone-built town of vaulted lanes, Byzantine churches and Venetian-era mansions. Cars stay outside the lower town, leaving its steep alleys to walkers. Climb to the ruined upper fortress for wide views across the Aegean, then return for local wine and seafood.
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Day 8
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.
Wind Surf Cruises
- 11 Days One-Way from Venice to Civitavecchia-Rome
- 11 Days Civitavecchia-Rome, Italy Round Trip
- 14 Days One-Way from Civitavecchia-Rome to Lisbon
- 14 Days Philipsburg St Maarten, Netherlands Round Trip
- 15 Days One-Way from Lisbon to Philipsburg St Maarten
- 15 Days One-Way from Piraeus-Athens to Barcelona
- 15 Days Philipsburg St Maarten, Netherlands Round Trip
- 15 Days Piraeus-Athens, Greece Round Trip
- 16 Days One-Way from Civitavecchia-Rome to Lisbon
- 16 Days One-Way from Civitavecchia-Rome to Venice
- 16 Days One-Way from Lisbon to Philipsburg St Maarten
- 16 Days One-Way from Philipsburg St Maarten to Lisbon
- 16 Days One-Way from Tarragona to Piraeus-Athens
- 16 Days One-Way from Venice to Barcelona
- 16 Days One-Way from Venice to Civitavecchia-Rome
- 16 Days Philipsburg St Maarten, Netherlands Round Trip
- 17 Days One-Way from Lisbon to Civitavecchia-Rome
- 19 Days One-Way from Civitavecchia-Rome to Venice
- 19 Days One-Way from Venice to Civitavecchia-Rome
- 23 Days One-Way from Philipsburg St Maarten to Lisbon
- 24 Days One-Way from Lisbon to Philipsburg St Maarten
- 24 Days One-Way from Philipsburg St Maarten to Tarragona
- 24 Days One-Way from Venice to Lisbon
- 6 Days One-Way from Civitavecchia-Rome to Barcelona
- 7 Days Philipsburg St Maarten, Netherlands Round Trip
- 8 Days One-Way from Civitavecchia-Rome to Barcelona
- 8 Days One-Way from Piraeus-Athens to Civitavecchia-Rome
- 8 Days Civitavecchia-Rome, Italy Round Trip
- 8 Days Philipsburg St Maarten, Netherlands Round Trip
- 8 Days Piraeus-Athens, Greece Round Trip
- 9 Days One-Way from Barcelona to Lisbon
- 9 Days One-Way from Civitavecchia-Rome to Venice
- 9 Days One-Way from Lisbon to Tarragona
- 9 Days One-Way from Tarragona to Civitavecchia-Rome
- 9 Days One-Way from Venice to Civitavecchia-Rome
- 9 Days Philipsburg St Maarten, Netherlands Round Trip
- 10 Days Piraeus-Athens, Greece Round Trip
- 10 Days Venice, Italy Round Trip
Published August 4, 2026
Last updated October 3, 2026
Author: J. Richard
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