3-Day Sailing Cruise From Rhodes to Symi and Chalki with 2 Nights Onboard

This 3-day private sailing cruise takes up to six guests from Rhodes New Marina to Symi and Chalki, with two nights onboard, island visits, secluded swims and yacht dining.

Aboard Sailing Edisa, the journey combines relaxed Aegean sailing with personalised service and time ashore in two distinctive Dodecanese islands. The small private group format suits couples, close friends and families seeking a more intimate alternative to a day cruise. Freshly prepared MediterAsian meals, premium wines, Champagne and signature cocktails complement the route, while exact timings and stops remain subject to sea and weather conditions.

On Symi, step ashore beside the island’s colourful neoclassical waterfront and explore streets shaped by its shipbuilding and sponge-diving heritage. The itinerary may also include Panormitis Monastery, dedicated to Archangel Michael, and the clear waters around Seskli for swimming or snorkelling.

Chalki, also written Halki, offers a quieter rhythm. Its harbour settlement, Nimporio, is known for pastel-fronted houses, fishing boats and a peaceful waterfront framed by rugged hills. Between island visits, there is time to swim in sheltered bays, unwind on deck and enjoy the changing scenery of the southeastern Aegean.

The cruise departs from New Marina in Rhodes Town, placing it close to Mandraki Harbour and Rhodes Old Town. Cabin arrangements, the detailed route, meal inclusions, dietary requests and boarding instructions should be confirmed before booking, particularly because this is an overnight voyage rather than a fixed-stop sightseeing tour.

Travellers comparing Rhodes Boat Trips can use the main collection to find shorter alternatives. For one extra night and another Dodecanese island, consider the 4-Day Symi, Tilos and Chalki sailing cruise. Those planning a longer island-hopping holiday can compare the 7-Day Private Sailing Cruise from Rhodes.