21 nights · Italy · Departs Trieste (Italy) · Visiting Split, Dubrovnik, Santorini Island, Mykonos Island, Kos Island, Kusadasi, Istanbul, Piraeus-Athens, Souda-Chania, Messina, Civitavecchia-Rome · Aboard Holland America on the ms Oosterdam
Image courtesy of Holland America ©
| Cruise line | Holland America |
|---|---|
| Ship | ms Oosterdam |
| Duration | 21 nights |
| Port calls | 12 |
| Departures | 1 sailings |
| From fare | $4,384 per person |
| Year built | 2003 |
| Guests | 2429 |
| Cabins | 1012 |
| Crew | 817 |
| Length | 285 m |
| Beam | 32 m |
| Cruising speed | 22.0 kn |
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.
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.
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.
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.
Mykonos rewards an early start: whitewashed lanes, blue-domed churches and waterfront cafés are quieter before the cruise crowds arrive. In Little Venice, old captains’ houses lean over the Aegean, while the island’s windmills stand above the harbor. Beyond town, beaches range from lively Psarou to the broad sands of Elia. Take a short boat ride to Delos, where ancient sanctuaries and marble streets mark one of Greece’s great archaeological sites.
Kos is one of the Dodecanese’s most accessible islands, and its port opens straight onto a walkable town. At the harbour entrance, the medieval Castle of Neratzia recalls the island’s strategic past. Nearby, the Plane Tree of Hippocrates evokes Kos’s medical heritage; the present tree, however, is not ancient. Make time for the Asklepieion, the island’s celebrated ancient healing sanctuary, set above town among terraces with broad views.
Kuşadası puts the Aegean within reach, with a lively waterfront and one of Turkey’s most celebrated ancient cities nearby. Ephesus lies about 20 kilometres inland, where marble avenues lead to the Library of Celsus and Great Theatre. Back in town, browse the bazaar, then follow the causeway to Pigeon Island and its historic fortress. The harbour-facing promenade offers an easy place to linger over the Aegean light.
Istanbul makes a compelling first impression: minarets rise above the Bosphorus, while ferries cross between Europe and Asia. On the historic peninsula, Hagia Sophia, the Blue Mosque and Topkapi Palace place centuries of empire within walking distance. Istanbul rewards curiosity beyond its landmarks. Browse the Grand Bazaar, linger over Turkish coffee, then take a ferry to the Asian shore. Allow time for traffic and queues; the city’s scale is part of the experience.
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.
Mykonos rewards an early start: whitewashed lanes, blue-domed churches and waterfront cafés are quieter before the cruise crowds arrive. In Little Venice, old captains’ houses lean over the Aegean, while the island’s windmills stand above the harbor. Beyond town, beaches range from lively Psarou to the broad sands of Elia. Take a short boat ride to Delos, where ancient sanctuaries and marble streets mark one of Greece’s great archaeological sites.
Istanbul makes a compelling first impression: minarets rise above the Bosphorus, while ferries cross between Europe and Asia. On the historic peninsula, Hagia Sophia, the Blue Mosque and Topkapi Palace place centuries of empire within walking distance. Istanbul rewards curiosity beyond its landmarks. Browse the Grand Bazaar, linger over Turkish coffee, then take a ferry to the Asian shore. Allow time for traffic and queues; the city’s scale is part of the experience.
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.
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.
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.
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.
Published August 30, 2026
Last updated October 3, 2026
Author: J. Richard
Good to know: Prices are quoted per person based on double occupancy and include all applicable taxes and fees. Availability and prices can change quickly, so please continue through the booking process to confirm the latest availability and pricing before you pay.
We work hard to make sure everything on this website is accurate and up to date. However, some information may be incomplete or inaccurate, including details supplied by third parties or otherwise outside our control, and we cannot be held responsible for such errors. We work with 41 cruise line operators, that are providing cruises on 585 ships visiting 1,731 ports across 7,194 unique cruises, creating 13,822 itineraries. This is a great deal of data to continually update daily from our suppliers. If a pricing error, misrepresentation, or omission occurs, we reserve the right to adjust the pricing, correct the information, or cancel or decline any booking made in error, with notice to you. Thank you for your understanding!
