Monaco City Cruise from Monte Carlo to Piraeus — 29 Days

28 nights · Monaco City · Departs Monte Carlo (Monaco) · Visiting Porto Santo Stefano, Amalfi, Giardini Naxos-Taormina, Valletta, Kotor, Dubrovnik, Brindisi, Corfu Island, Itea, Gythion, Piraeus-Athens, Monemvasia, Agios Nikolaos, Mykonos Island, Bodrum, Kusadasi, Istanbul, Canakkale, Volos, Patmos Island, Symi Island, Santorini Island · Aboard Seabourn Cruises on the Seabourn Ovation

Seabourn Cruises logo
Cruise lineSeabourn Cruises
ShipSeabourn Ovation
Duration28 nights
Port calls23
Departures1 sailings
From fare$22,998 per person
Year built2018
Guests638
Cabins266
Crew330
Length210 m
Beam28 m
Cruising speed19.0 kn
  1. Day 1

    Monte Carlo, Monaco

    Monte Carlo makes a striking first impression, with superyachts in Port Hercule and the Alps rising behind the coast. A short walk leads to Casino Square, where Belle Époque architecture frames the famous casino and designer boutiques. For a quieter contrast, climb to Monaco-Ville for the Prince’s Palace, cathedral and views across the harbor. The principality is compact and easy to explore on foot, though its steep streets reward comfortable shoes.

  2. Day 2

    Porto Santo Stefano, Italy

    Porto Santo Stefano brings you to Monte Argentario, where Tuscany meets the Tyrrhenian Sea. Its curved harbor remains a working port, lined with cafés, seafood restaurants, and boats bound for Giglio Island. Climb to the 16th-century Spanish Fortress for sweeping views across the waterfront and islands. Beyond town, coves and clear water reward a drive along the peninsula’s rugged coast.

  3. Day 3

    Amalfi, Italy

    Amalfi brings the coast’s drama within easy reach: cliffs, lemon terraces and a harbor backed by steep streets. Start in the old center, where the striped façade of the Cathedral of Saint Andrew rises above Piazza Duomo. Then choose your pace: browse lanes and cafés, visit the Paper Museum, or take the winding road to Ravello. Sea views come with history here, and the pleasure of seeing one of Italy’s celebrated shorelines at close range.

  4. Day 4

    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.

  5. Day 5

    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.

  6. Day 7

    Kotor, Montenegro

    At the head of Montenegro’s Bay of Kotor, the old town sits beneath steep mountains. Enter through the Sea Gate and follow stone lanes to St Tryphon’s Cathedral. Venetian-era walls frame squares, churches, and cafés within a compact UNESCO-listed center. For a broader view, climb toward San Giovanni Fortress; the steps are demanding. Take water and allow time for the ascent, especially in summer heat. From the harbor, the bay’s changing light makes a memorable arrival and departure.

  7. Day 8

    Dubrovnik, Croatia

    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.

  8. Day 9

    Kotor, Montenegro

    At the head of Montenegro’s Bay of Kotor, the old town sits beneath steep mountains. Enter through the Sea Gate and follow stone lanes to St Tryphon’s Cathedral. Venetian-era walls frame squares, churches, and cafés within a compact UNESCO-listed center. For a broader view, climb toward San Giovanni Fortress; the steps are demanding. Take water and allow time for the ascent, especially in summer heat. From the harbor, the bay’s changing light makes a memorable arrival and departure.

  9. Day 10

    Brindisi, Italy

    Brindisi faces the Adriatic from Italy’s heel, a working port with an intimate old town. A Roman column marks the traditional end of the Appian Way, the great road linking Rome with the south. From the harbour, stroll the waterfront to the cathedral square, then pause for coffee in the nearby lanes. Brindisi rewards curiosity more than haste and opens the way to Salento’s olive groves, beaches and baroque towns.

  10. Day 11

    Corfu Island, Greece

    Corfu rewards visitors who look beyond the beach resorts. Its Old Town, a UNESCO World Heritage site, bears the marks of centuries of Venetian rule. Walk the arcaded Liston, then climb to the Old Fortress for views across the rooftops and Ionian Sea. Beyond town, cypress-lined roads lead to Paleokastritsa’s coves, while the Achilleion palace recalls an imperial past. Allow time for lunch; Corfiot cooking pairs Ionian seafood with Italian and Greek influences.

  11. Day 12

    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.

  12. Day 14

    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.

  13. Day 15

    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.

  14. Day 16

    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.

  15. Day 17

    Agios Nikolaos, Greece

    Agios Nikolaos gives eastern Crete a cosmopolitan face, set around the deep blue waters of Mirabello Bay. At its heart, Lake Voulismeni connects to the harbor, bordered by cafés and a lively waterfront. Beyond town, the Minoan site at Gournia and the Venetian fortress of Spinalonga reveal layers of history. Come ashore for a swim, a lakeside lunch, or a drive through Crete’s olive-covered hills.

  16. Day 18

    Mykonos Island, Greece

    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.

  17. Day 19

    Bodrum, Turkey

    Bodrum brings the Aegean within reach: a handsome harbor, whitewashed houses and the Crusader-built Castle of St Peter. Its Museum of Underwater Archaeology displays finds recovered from ancient shipwrecks. Explore ancient Halicarnassus, whose Mausoleum was one of the Seven Wonders of the Ancient World. Then settle at a waterfront table for grilled fish and a view across the bay.

  18. Day 20

    Kusadasi, Turkey

    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.

  19. Day 22

    Istanbul, Turkey

    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.

  20. Day 23

    Canakkale, Turkey

    Çanakkale stands on the Asian shore of the Dardanelles, where Europe and Asia face each other across a busy strait. Its waterfront cafés, ferry traffic and Ottoman-era Çimenlik Castle offer a direct introduction to the city’s maritime past. Across the water, Gallipoli’s battlefields and memorials recall the 1915 campaign, while ancient Troy lies about 30 kilometres south. Both make compelling excursions, but leave time to walk the promenade and watch ferries cross the strait.

  21. Day 24

    Volos, Greece

    Volos sits at the head of the Pagasetic Gulf, with Mount Pelion rising behind the city. Its waterfront cafés and lively tsipouradika serve the local ritual of tsipouro with small plates. The Archaeological Museum displays finds from Thessaly, including rare Neolithic objects. Beyond town, Pelion villages offer stone mansions, shaded squares and mountain paths. Take the historic narrow-gauge railway through the hills, or follow the coast to clear-water beaches.

  22. Day 26

    Patmos Island, Greece

    Patmos, a small Dodecanese island, pairs a quiet harbour with a remarkable religious history. From Skala, a winding road climbs to Chora, where whitewashed lanes lead to the Monastery of Saint John. Nearby, the Cave of the Apocalypse recalls the tradition that John received the visions behind Revelation. These UNESCO-listed sites reward a visit; beaches and waterfront tavernas offer a gentler counterpoint.

  23. Day 27

    Symi Island, Greece

    Symi announces itself in a sweep of pastel neoclassical houses rising above a deep, sheltered harbor. At Gialos, cafés and waterfront shops line the quay, while the Kali Strata climbs toward Chorio and its quieter lanes. Pause for a swim or browse the sponge shops. Beyond town, Panormitis Monastery draws visitors to the island’s southern coast, with its revered icon of Archangel Michael.

  24. Day 28

    Santorini Island, Greece

    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.

  25. Day 29

    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.

Seabourn Ovation Cruises

Published September 30, 2026
Last updated October 3, 2026
Author: J. Richard


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