Dodecanese Yacht Charter Itinerary: 8 Days from Kos (2026)
June 29, 20265 min readBy Maurits Dierick, Charter Broker & Former Yacht Captain

Dodecanese Yacht Charter Itinerary: 8 Days from Kos (2026)

Eight days through the Dodecanese from Kos: the volcano of Nisyros, harbour-town Symi, medieval Rhodes and the quiet island of Tilos.

Eight days, eight passages. There's no day off on this route. It covers 237 nautical miles across 28.5 hours, and the boat moves every morning.

That suits some groups and not others, and it's worth being honest about which one you are before you book it.

What you get for the mileage is eight islands, seven of which get almost no charter traffic. Rhodes is the exception, and it's one day out of eight.

Before we dive in, it's worth noting the route below is also available as an interactive map on our Greece charter page.

The route

Kos → Leros → Kalymnos → Nisyros → Tilos → Chalki → Rhodes → Symi → Kos.

Eight days, 237 nautical miles, 28.5 hours under way. Round trip from Kos.

Shortest leg 15 miles, longest 60. Nothing under two and a half hours.

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Day 1: Leros

Leros

Board in Kos and go. Three and a half hours southwest.

Leros was an Italian naval base. Lakki is a Rationalist town, wide boulevards and curved concrete, built by Italian architects in the 1930s and dropped onto a Greek island.

Dinner at Mylos tou Kefali.

Passage: 3.5 hours, 25 nm. Mooring: Lakki Harbour, Agia Marina or Partheni Bay. Beach: Gourna Bay. Dining: Mylos tou Kefali.

Day 2: Kalymnos

Kalymnos

Fifteen miles, the shortest day.

Kalymnos was the sponge-diving island. It's now one of the better-known rock-climbing destinations in Europe, and the cliffs above Myrties are full of routes. Vathy is a fjord, a green cut into limestone with a village at the end.

Dinner at Kymata.

Passage: 2.5 hours, 15 nm. Mooring: Pothia Harbour, Vathy fjord or Myrties. Beach: Palionisos Bay. Dining: Kymata Restaurant & Cocktail bar.

Day 3: Nisyros

Nisyros

Thirty-two miles south.

Nisyros is an active volcano. You walk down into the caldera and onto the crater floor, and the ground is warm and yellow with sulphur.

Mandraki is the town. Pali is where you anchor. Dinner at Geusa.

Passage: 3.5 hours, 32 nm. Mooring: Mandraki Port, Pali or Lies Beach. Beach: Pachia Ammos. Dining: Geusa Seafood Restaurant.

Day 4: Tilos

Tilos

Twenty miles. A few hundred people live here.

Tilos banned hunting and it's a bird island as a result. Eristos is a long, mostly empty bay. There isn't much to do, which after Nisyros is the point.

Dinner at La Ostra.

Passage: 2.5 hours, 20 nm. Mooring: Livadia Port or Eristos Bay. Beach: Eristos. Dining: La Ostra.

Day 5: Chalki

Chalki

Twenty more. Chalki has one village, Emporio, a row of neoclassical houses facing the harbour.

Pondamos is the beach.

Dinner at Halkitissa.

Passage: 2.5 hours, 20 nm. Mooring: Emporio harbour or Pondamos Bay. Beach: Pondamos. Dining: Halkitissa.

Day 6: Rhodes

Rhodes

Thirty-five miles, and back into a city.

The Old Town is the largest inhabited medieval town in Europe, walls and all, built by the Knights of St John. Lindos is the acropolis above the bay. Anthony Quinn Bay is the anchorage people know.

This is the busy day of the week, and it lands differently on day six than it would on day one.

Dinner at Nomad.

Discover the destinations

Discover the destinations

From the Cyclades to the Caribbean, see the destinations our fleet covers, summer and winter.

Passage: 4 hours, 35 nm. Mooring: Rhodes Marina, Mandraki Harbour or Lindos anchorage. Beach: Anthony Quinn Bay. Dining: Nomad.

Day 7: Symi

Symi

Thirty miles north.

Gialos is neoclassical mansions in ochre and rose stacked up both sides of a narrow inlet, and you come into it by sea. Symi made its money on sponges and shipbuilding, and the architecture is from that period.

Panormitis monastery is at the south end. Pedi is the quieter anchorage.

Dinner at Agora.

Passage: 3.5 hours, 30 nm. Mooring: Symi Harbour (Gialos), Pedi Bay or Panormitis. Beach: Agios Georgios Dysalonas. Dining: Agora.

Day 8: Kos

Kos

Sixty miles, six and a half hours. The longest day is the last one.

Dinner at Cuvee if the flight is late.

Passage: 6.5 hours, 60 nm. Mooring: Kos Marina, Kardamena or Kefalos Bay. Beach: Paradise Beach. Dining: Cuvee.

Who this suits

People who want to be at sea. A lot of charter guests want a floating villa that repositions quietly overnight, and this route isn't that. You'll be under way most mornings.

It suits couples and adult groups. It suits anyone who found the Cyclades crowded. It doesn't suit small children, and it doesn't suit a group with one reluctant passenger.

The sequence is the argument for it: an Italian Rationalist town, a sponge island, a live volcano, a bird sanctuary, a village of a few hundred, a medieval city, and Symi.

Practical notes

Round trip from Kos, so one airport.

This is the Greek route closest to Turkey, in the southeastern Aegean. Season and conditions for your specific dates are a conversation with your broker, not something to read off a page.

If this is your first charter: how a luxury yacht charter works, a typical day on board, the APA, how to budget.

On boat type for a route with this much passage-making: catamaran, motor yacht or sailing yacht.

Comparing: the Greek regions side by side. If 237 miles is too much, the Saronic does 145 with no leg over 30. Destination page: Dodecanese.

Talk to us

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