
21 nightsFrom Trieste15 ports of call
21-Day Ancient Seas: Adriatic, Greek Isles & Istanbul
Holland America Line · Oosterdam
Overview
A 21-night voyage aboard Oosterdam, departing Trieste on 21 Sept 2027 and arriving in Civitavecchia, Rome, calling at 15 destinations along the way.
TriesteSplitDubrovnikThira, SantoriniMykonosKosKusadasiIstanbulAthens (Piraeus), GreeceMykonosIstanbulThira, SantoriniChania, CreteMessina, ItalyCivitavecchia, Rome
Cabin prices
Live prices per person based on two sharing. Select a grade to see its fare options.
Loading live cabin prices…
Itinerary
21 nights · 23 ports of call- 1
Day 1 ·Trieste, ItalyEmbark
21 Sept 2027Depart 17:00Trieste is the capital city of the Friuli Venezia Giulia region in northeast Italy. A port city, it occupies a thin strip of land between the Adriatic coast and Slovenia’s border on the limestone-dominated Karst Plateau. Italian, Austro-Hungarian and Slovenian influences are all evident in its layout, which encompasses a medieval old city and a neoclassical Austrian quarter. - 2
Day 2 ·Split
22 Sept 2027Arrive 08:00Depart 17:00In Croatia, the Old Town of Split wraps around the luxurious palace where the Roman emperor Diocletian lived out his last days after abdicating in AD 305. Today, this remarkable white limestone palace, a UNESCO Site, awaits your discovery. Part luxurious villa, part military camp, the palace is enclosed by imposing walls and connected by roads linking the eastern Silver Gate with the Iron Gate to the west. Within: an octagonal domed mausoleum, temples and a monumental court accessing the imperial apartments. - 3
Day 3 ·Dubrovnik
23 Sept 2027Arrive 08:00Depart 17:00On the southern end of Croatia's Adriatic coast, Dubrovnik staked its claim to glory during the 450 years it existed as the independent Ragusan Republic, shoulder to shoulder with mighty forces like Venice and the Ottoman Empire. Once a renowned seafaring, shipbuilding and trading center, today it's an enchanting tourist destination. Dubrovnik seduces sightseeing visitors with its polished (and very clean!) limestone streets, theatrical architecture, charming
café, welcoming restaurants and distinctive shops along scenic side streets. The natural backdrop, much of which is protected, consists of pine and cypress forests and the shimmering Adriatic, dotted with uninhabited islands. Visitors quickly discover that the wider Dubrovnik area is just as striking as its main attraction—the Old Town.
A wander around the historic heart of Dubrovnik can hit the main sights, but take it a step further (or a staircase further, really), and you'll see that people do still live in the historic quarter, even though its polished streets make it look like a museum. You may catch the sound of a piano from the High School of Music and Arts, or hear the Dubrovnik Symphony Orchestra rehearsing in the Revelin Fortress, or encounter school kids on a break. Life unrolls as you stroll past. - 4
Day 4 ·At Sea
24 Sept 2027 - 5
Day 5 ·Thira (Santorini)
25 Sept 2027Arrive 08:00Depart 19:00Your harbor on this island was created by a volcano in 1500 BC., and the effect is still explosive: steep cliffs rise from sea level, cubist white houses glow in the Aegean sun. Sample shore excursion: Panoramic Santor ni. - 6
Day 6 ·Mykonos
26 Sept 2027Arrive 07:00Depart 18:00Informality rules on this sunny isle where pleasure-seekers from around the world come to play. Ramble along narrow streets past white-washed houses and blue-domed churches, bouganvillea-covered walls and thread-like, step-laden footpaths leading everywhere. - 7
Day 7 ·Kos
27 Sept 2027Arrive 08:00Depart 17:00 - 8
Day 8 ·Kusadasi (Ephesus), Turkey
28 Sept 2027Arrive 07:00Depart 16:00Kusadasi in Turkey is the gateway to one of the most legendary cities of the ancient world: Ephesus. St. Paul preached in its Great Theater, while the facade of the Celsus Library survives as a testament to the city’s role as a center of learning and culture.
Not far from Ephesus, the Temple of Artemis (also known as the Temple of Diana), one of the Seven Wonders of the ancient world, once stood, drawing pilgrims from around the Mediterranean. While it no longer stands, it is possible to walk amongst its foundations and the remains of its towering columns.
Other historic sites can also be found nearby: The House of Mary is believed to be the home of Jesus’s mother at the end of her life, and the Basilica of St. John, constructed in the 6th century, marks the location of his tomb. (Like Mary, he spent his final years in Ephesus.) Nearby, the Selcuk fortress reflects the period of Byzantine and Ottoman control of the region.
From ancient wonders to holy sites, there are few ports in the Mediterranean as magical as Kusadasi, and a day here is a day spent in the company of some of antiquity's greatest figures. - 10
Day 10 ·Istanbul
29 Sept 2027Arrive 12:00Blurring the line between east and west, Istanbul stands at the crossroads of two continents. The city's architecture is rivalled only by its spectacular natural setting on the Bosphorus Strait. See the Blue Mosque, the Topkapi Palace and the Byzantine Church of St Sophia. Take time to wander through the Grand Bazaar or the Spice Market and sample baklava and shish kebabs. - 10
Day 10 ·Istanbul
30 Sept 2027Depart 19:00Blurring the line between east and west, Istanbul stands at the crossroads of two continents. The city's architecture is rivalled only by its spectacular natural setting on the Bosphorus Strait. See the Blue Mosque, the Topkapi Palace and the Byzantine Church of St Sophia. Take time to wander through the Grand Bazaar or the Spice Market and sample baklava and shish kebabs. - 10
Day 10 ·Cruising The Dardanelles
30 Sept 2027 - 11
Day 11 ·At Sea
1 Oct 2027 - 12
Day 12 ·Piraeus (Athens), Greece
2 Oct 2027Arrive 05:30Depart 17:00No modern metropolis is more steeped in myth than Athens, Greece. From the gritty port of Piraeus—gateway to Greece’s fabled isles—to the Parthenon—eternal symbol of Western civilization—Athens has attracted adventurers and classicists for centuries. This heritage is still very much alive for modern visitors sightseeing in Athens: ancient stadiums and temples dwell alongside apartment blocks, modern performances are staged in the marble amphitheaters where Greek drama was born and millennia-old monuments are scattered in the archaeological park that circles the Acropolis.
One of the world’s oldest maritime powers, Athens is blessed with a balmy climate and stunning coastline. The seaside suburbs of Athens are scalloped with sandy beaches, fancy yacht clubs and glamorous beach bars. While the Athenian lifestyle is known for late-night dinners and dancing until dawn, the city shines brightly by day in the bustling markets, lively cafés and fascinating museums that illuminate Greece's past and present. Contemplate the magnitude of all that culture and ancient tourist attractions while marveling at the sun setting into the Aegean or rising over the Acropolis. - 13
Day 13 ·Mykonos
3 Oct 2027Arrive 07:00Depart 20:00Informality rules on this sunny isle where pleasure-seekers from around the world come to play. Ramble along narrow streets past white-washed houses and blue-domed churches, bouganvillea-covered walls and thread-like, step-laden footpaths leading everywhere. - 14
Day 14 ·At Sea
4 Oct 2027 - 15
Day 15 ·Istanbul
5 Oct 2027Arrive 07:00Blurring the line between east and west, Istanbul stands at the crossroads of two continents. The city's architecture is rivalled only by its spectacular natural setting on the Bosphorus Strait. See the Blue Mosque, the Topkapi Palace and the Byzantine Church of St Sophia. Take time to wander through the Grand Bazaar or the Spice Market and sample baklava and shish kebabs. - 16
Day 16 ·Istanbul
6 Oct 2027Depart 17:00Blurring the line between east and west, Istanbul stands at the crossroads of two continents. The city's architecture is rivalled only by its spectacular natural setting on the Bosphorus Strait. See the Blue Mosque, the Topkapi Palace and the Byzantine Church of St Sophia. Take time to wander through the Grand Bazaar or the Spice Market and sample baklava and shish kebabs. - 17
Day 17 ·At Sea
7 Oct 2027 - 18
Day 18 ·Thira (Santorini)
8 Oct 2027Arrive 08:00Depart 17:00Your harbor on this island was created by a volcano in 1500 BC., and the effect is still explosive: steep cliffs rise from sea level, cubist white houses glow in the Aegean sun. Sample shore excursion: Panoramic Santor ni. - 19
Day 19 ·Souda (Chania)
9 Oct 2027Arrive 08:00Depart 18:00The port of Souda on the Aegean Sea is home to a Greek and NATO naval base and is located six kilometers (three miles) from Chania—the second-largest city on Crete, which itself is the largest of the Greek Islands. Once you’re in Chania, set your compass for the historic waterfront with its famous Venetian Harbor dating to the 14th century. Walk along the breakwater to the restored 500-year-old lighthouse for views that are particularly photogenic from late afternoon until sunset. The atmospheric tangle of streets that is Old Town is easily explored on foot, and you can stop at one of the many outdoor cafés for a bouyatsa (custard pastry) or a glass of Cretan red wine.Soúda can also be a jumping-off point for a visit to Rethymnon, located about 54 kilometers (33 miles) to the east. Shaped by centuries of invasion, namely by the Venetians and Turks, its Fortezza was built by the Venetians in the late 16th century and captured by the Ottomans in 1646. The Old Town has the same kind of architectural character as Chania, but on a smaller scale. - 20
Day 20 ·At Sea
10 Oct 2027 - 21
Day 21 ·Messina, Italy
11 Oct 2027Arrive 07:00Depart 13:00Messina's astrological clock is as much a man-made masterpiece as the road leading to Taormina, which canitlevers out of the rocky cliff face and stands on impossibly tall pylons. Leave it to the Italians to design a road that's both a thrill-ride and a feat of engineering! Once you're safely in Taormina, walk to the sublime Greco-Roman theatre that overlooks Naxos Bay and snow-capped Mt Etna, and spend some time on the Corso Umberto with a gelato firmly in hand. - 22
Day 22 ·Civitavecchia (Rome)Disembark
12 Oct 2027Arrive 07:00When you embark on a cruise to Rome with Holland America Line you experience its bustling modernism along with its rich history. You can walk in the footsteps of emperors, have coffee in Renaissance piazzas and see contemporary art all in one afternoon. Your sightseeing time in Rome begins at the nearby port of Civitavecchia, a seaside town with roots that stretch back to the Etruscan era. Take note of the Forte Michelangelo (both Bramante and Michelangelo had a hand in its design), and the lungomare, a lively stretch along the sea with beach clubs, bars and restaurants.
Once in the Eternal City you can fill your day with museums, churches, archaeological sites, traditional trattorias, artisan shops and, of course, gelato. The Colosseum and the Vatican Museums are Rome's superstar attractions, but there are plenty of quieter gems to explore. For food lovers there are the markets in Campo de' Fiori or the slightly farther flung Testaccio. The hip neighborhood of Monti, next to the Colosseum, has a vibrant piazza scene and boutique shopping, while the Villa Borghese offers a green oasis with a view towards Saint Peter’s Basilica and the masterpiece-filled Galleria Borghese. Although Rome might not have been built in one day, you'll certainly be able to see its highlights on our Rome cruises along with the top things to do there in 24 hours.
Your ship: Oosterdam

Explore Oosterdam's cabins, dining and onboard facilities.
