Breeze & Sail
Itinerary

14 days in the Dodecanese: the grand loop from Kos to Rhodes and Patmos

By Brieg Lecoublet · Updated 20 October 2026 · 6 min read

Patmos's white Chora and the Monastery of Saint John
Illustrative photo: Patmos · Robert Koorenny / Unsplash

Two weeks to sail the whole Dodecanese from Kos: south past the Nisyros volcano, Tilos and Halki to Rhodes and Symi, then back north through Kalymnos, Leros, Patmos and Lipsi. It is the only way to see both faces of the archipelago without a one-way charter: the knights' city and neoclassical waterfronts in the south, monasteries and quiet islets in the north. Around 265 miles, with one key leg to sail upwind. Details below.

In brief

ParameterDetail
Departure baseKos (Kos Marina)
AccessFlight to Kos (KGS), marina 25 min away
Total distance~265 NM
Sailing time~53 h over 14 days
Duration14 days / 13 nights
LevelIntermediate to experienced (Meltemi, upwind leg from Symi to Kos)
Recommended boat40-46 ft monohull or 40-45 ft catamaran
Best periodLate May to June, September
WindsMeltemi from NW to W, 15-25 kt in July-August, gusts in the lee of high islands
Indicative budget~€1,400 to €2,400 per person for two weeks (see Greece sailing budget)

Explore the stops

Approximate destination locations for trip planning. Use current nautical charts and local information for navigation.

Kos · Nisyros · Tilos · Halki · Rhodes · Symi · Panormitis · Kalymnos, Pothia · Leros, Lakki · Patmos · Arki · Lipsi · Kalymnos, Vathy · Pserimos

Weather month by month

MonthMeltemiAirSeaNote
MayLight to moderate24-26°19-20°Cool water, quiet islands
JuneModerate28-30°22-23°Ideal
JulyStrong (20-25 kt)31-33°24-25°Experienced crews
AugustStrong, gusty31-33°25-26°Weather margin essential
SeptemberEasing28-30°24-25°Ideal
OctoberVariable, first southerlies24-26°22-23°End of season

The route over two weeks

DayLegNMMooringShelter
D1Kos to Nisyros16Pali harbourGood
D2Nisyros to Tilos20LivadiaGood
D3Tilos to Halki18Emborio harbourGood
D4Halki to Rhodes38Mandraki / Rhodes marinaGood
D5Rhodes, day ashore0samen/a
D6Rhodes to Symi22GialosFair
D7Symi, Gialos to Panormitis10Panormitis bayVery good
D8Panormitis to Kos40Kos MarinaGood
D9Kos to Kalymnos12PothiaFair
D10Kalymnos to Leros17LakkiVery good
D11Leros to Patmos20Skala / GrikosGood
D12Patmos to Lipsi via Marathi and Arki15Lipsi harbourGood
D13Lipsi to Kalymnos24Vathy fjord (Rina)Very good
D14Kalymnos to Pserimos to Kos14Kos Marinan/a
Total~265

Highlights

The seafront of the volcanic island of Nisyros

Photo: Nisyros · Nicolas Lysandrou / Unsplash

Nisyros, the Dodecanese volcano: from Pali, head up to the Stefanos crater, then explore Mandraki and its lanes below the Spiliani monastery.

Tilos and Halki, two tiny, almost car-free islands that set the slow pace of the southern archipelago.

Rhodes, the medieval city of the knights, a UNESCO World Heritage site, explored on foot from Mandraki. The day ashore is well spent.

A caique in front of Symi's neoclassical houses

Photo: Symi · Dimitris Kiriakakis / Unsplash

Symi, the neoclassical amphitheatre of Gialos, then the enclosed bay of Panormitis and its monastery, one of the best-sheltered moorings of the loop.

A yacht at anchor off Leros

Photo: Leros · August Politis / Unsplash

Leros, the Lakki roadstead and its 1930s Italian rationalist architecture, one of the safest natural harbours in the eastern Aegean.

Patmos, the Monastery of Saint John and the Cave of the Apocalypse above Chora, the second UNESCO site on the route.

Marathi, Arki and Lipsi, the quiet Dodecanese: fishermen's tavernas, turquoise water, one anchorage per islet. Full details in our 7-day northern Dodecanese itinerary.

Vathy fjord on Kalymnos, a narrow rocky inlet opening onto a valley of mandarin groves.

Technical points and watch-outs

  • Turkish waters: between Rhodes, Symi and Kos the route runs a few miles off the Turkish coast. Do not enter Turkish territorial waters without Schengen exit and entry formalities, and check your charter contract, which usually forbids it.
  • D8, Panormitis to Kos: the key leg, 40 miles upwind in the north-westerly Meltemi. Leave at dawn, before the wind builds, or break it at Nisyros (Pali) if the breeze is strong. This is why two buffer days come before it (the day in Rhodes, the short hop on Symi).
  • D4, Halki to Rhodes: 38 miles up the west coast of Rhodes and round the northern tip, where the sea gets confused. Book Rhodes marina in high season, Mandraki is packed.
  • Symi, Gialos: a very busy harbour in summer, with afternoon gusts racing down the hills. Arrive before 2 pm, set the anchor well, double your lines.
  • Kalymnos, Vathy: a narrow fjord, moor alongside or stern-to, no swinging room. Well sheltered from the Meltemi.
  • D14: midday swim at the Pserimos anchorage, then back to Kos within the base's check-in window.

Book and prepare

  • Compare the yachts and catamarans available from Kos.
  • Charter insurance recommended, all the more over two weeks.
  • Flights: to Kos (KGS), direct in season; Rhodes (RHO) as an alternative for a one-way version.
  • Activities: Nisyros crater, Rhodes old town, Patmos monastery, climbing on Kalymnos.

See also: the guide Sailing the Dodecanese, the 7-day itinerary from Rhodes to Kos and How much does a sailing week in Greece cost.


Nautical data: distances estimated on direct routes between harbours, local port authorities. Weather: HNMS. Moorings and navigation rules near Turkish waters to be checked with the charter base and an up-to-date pilot guide.

Page type: Itinerary (schema.org TouristTrip).

A word from the crew

Logbook. Two weeks in the Dodecanese means no longer choosing between Rhodes and Patmos. The southern week is sailed downwind, the northern week in the shelter of the big islands: this archipelago suits a loop better than the Cyclades.

The mistake to avoid. Sailing the loop the other way round. Heading north first leaves the upwind leg from Symi for the last two days, with no margin if the Meltemi picks up.

Our favourite, and what we skip. Favourite: Panormitis bay at sunset, and Arki. Skip: Kos town in the middle of August; one evening at the start is enough.

Our verdict. Beauty 5/5. Anchorages 4/5. Ease 3/5. Crowds 4/5. Verdict: the most varied loop in eastern Greece, as long as you respect the direction of travel.

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Frequently asked questions

Can this loop be sailed in July-August?

Yes, with a crew comfortable upwind and a real weather margin for the Panormitis to Kos leg. Late May, June and September are calmer.

Can it be done one way?

Yes, from Kos to Rhodes or the reverse, which removes the upwind leg. Allow for the operator's one-way fee and a return flight from Rhodes (RHO).

Monohull or catamaran?

Monohull for the upwind leg back to Kos; catamaran for comfort at anchor and shallow draft at Arki or Pserimos, provided you split the D8 leg.

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The author

Brieg Lecoublet — Skipper and sailor

Offshore licence holder, French State sailing instructor, Formula 18 racer qualified for the World Championship, former instructor at UCPA Bombannes. He has personally sailed every Breeze & Sail route. Over 5,000 miles logged since 2012.

Keep reading: Sailing holidays in Greece · Sailing the Dodecanese