A scenic view overlooking the sparkling blue Aegean Sea from the hillside of Santorini, Greece. Whitewashed buildings with curved rooftops and vibrant pink bougainvillea line the descending path toward a small harbor with boats. The vivid colors and clear sunlight capture the charm and beauty of this iconic Mediterranean destination.

Mediterranean Sea

Orient Express Sailing Yachts Mediterranean Sea Cruises

41
voyages
45
upcoming departures

Orient Express Sailing Yachts runs 41 voyages in Mediterranean Sea with 45 upcoming departures, from $20,783 to $76,206 per person, as of September 19, 2026. Every voyage below is bookable through Small Ship Travel, with a dedicated advisor from quote to sailing day.

All Orient Express Sailing Yachts cruisesAll Mediterranean Sea cruises

Browse Orient Express Sailing Yachts Mediterranean Sea voyages

All Orient Express Sailing Yachts Mediterranean Sea voyages

Show all 41 voyages
Browse these voyages with dates and filters

Departure shortlist

Send me the best Orient Express Sailing Yachts Mediterranean Sea departures

We'll send the Orient Express Sailing Yachts departures we sell in Mediterranean Sea with starting fares. Reply with your dates and a specialist will tailor it.

Other lines sailing Mediterranean Sea

CALL SST NOW