Sailing Holidays

Dodecanese Flotilla in Greece

Join this flotilla from Kos to explore some of the smaller and lesser known islands of the Dodecanese - an irresistible flotilla choice for more experienced sailors.

Flotilla sailing holiday in Kos Greece

This sailing area in the south-east Aegean stretches along the coast of Turkey and is a wonderful sailing destination for flotilla sailing holidays. It suits sailors looking for stronger winds and longer passages between unspoilt islands. 

Once you set sail you will discover islands which have completely escaped tourism - Leros, Kalymnos, Niseros, Simi and Tilos. Here you'll find traditional fishing ports and quiet waterfront restaurants. The swimming and snorkelling is superb in many locations and Kalymnos, once the centre of sea sponge fishing in the Med, has many interesting dive sites.

Winds are variable ranging from moderate to fresh Force 4–6, with stronger winds during the meltemi season from late July through to late August, so this flotilla is recommend for more experienced sailors. 

This flotilla is run in conjuction with Seafarer Holidays.

To book your next flotilla holiday in Greece, give us a call or fill out the Quick Quote Form.

This flotilla sails every Saturday starting and finishing in Kos. It alternates between 2 routes allowing 2-weekers to sail a different itinerary. 

One week the flotilla follows the KALYMNOS ROUTE starting in Kos and sailing north to the islands of Leros and Kalymnos.s.

The following week the flotilla follows the SYMI ROUTE and sailing north to the smaller Dodecanese islands.  




2018 dates : 12, 26 May  | 09, 23 June  | 7, 21 July   | 4, 18 Aug  | 1, 15, 29 Sep | 13 Oct

Kalymnos PortSAT : Embark at Kos Marina. Kos is a lively town with many bars and restaurants. 

SUN : Pothia-Kalymnos (17 nm) – Known as the island of the sponge divers. The bustling harbour town boasts several museums, and a lively neoclassical sea front.

MON : Lipsi (30 nm) – A large island in the group of the islands to the south of Patmos 

TUE : Patmos (12 nm) – A beautiful town and we recommend you visit the monastery of St John. Depending on weather the flotilla may go to the smaller island of Arki. 

WED : Leros (21 nm) - Moor in the marina in Lakki, on the south west side of the island. This has an Italian influence and canbe seen when walking around the town. It has a good range of facilities ashore.

THU : Free sailing - Explore the area at your leisure or why not head to the mountainous island of Halki.

FRI : Kos. Independent sailing for two-week flotilla

SAT : Disembark at Kos Marina.

Routes and places may vary during the season due to weather conditions & other factors.

2018 dates : 19 May  | 2, 16, 30 June  |14, 28 July   | 11, 25 Aug  | 8, 22 Sep   | 6, 20 Oct

NysirosSAT : Embark at Kos Marina.

SUN : Kardamina, Kos (18 nm) – A protected port and sheltered from the Northly winds. A lively port and great for the punch party and first group meal. 

MON : Nysiros (10 nm) – The stunning harbour of Symi is a great place to sail into. The amphitheatre town retains its' traditional character and charm having been much renovated over recent years. Be sure to climb the steps to the church for a superb panoramic view.  Dominated by a still active volcano which you can visit, this small friendly island has a ruined Mycenaean fortress and plenty of scenic walks.

TUE : Tilos (20 nm) - The epitome of a traditional Greek Island with nice beaches and a friendly ‘far from the madding crowd’ feel.

WED : Simi Town (24 nm) – The stunning harbour of Symi is a great place to sail into. The amphitheatre town retains its' traditional character and charm having been much renovated over recent years. Be sure to climb the steps to the church for a superb panoramic view. 

THU : Free sailing - suggested stops would be the lively Kardemena or the 'get away from it all' island of Pserimos.

FRI : Kos. Independent sailing for two-week flotilla. 

SAT : Disembark at Kos Marina.

Routes and places may vary during the season due to weather conditions & other factors.

The Dodecanese flotilla offers yachts from 34'-41' giving you a choice of 3 cabin yachts. Larger 4 cabin yachts are avaialble on request. All flotilla yachts are well-specified with CD player, hot water, deck showers, cockpit cushions, bimini suntops and sprayhoods and toilet waste holding tanks - thoughtful extras for your cruising comfort.

Flotilla prices are shown PER YACHT. Just divide by the number of people onboard for a per person price.

This flotilla has been priced WITHOUT flights or transfers. Ask us for a quote for an ATOL-bonded flight-inclusive holiday from a choice of UK airports or arrange your own flights. Transfers can be pre-booked at £40/person.


Kos flotilla Last Minute

Kos flotilla Last Minute

10% DISCOUNT for the 7th, 14th, 21st, 28th July & 4th August on the Dodecanese flotilla!


Prices given below. Click on the yacht names to view yacht layout & specification

Yacht charter rates are shown WITHOUT flights giving you the flexibility to book your own flights. Airport transfers can be added to your booking at a cost of £40/person round trip.

If you want a flight-inclusive holiday Nautilus Yachting is a fully bonded ATOL tour operator and can book flights from the UK to fit your sailing holiday. Choose from a wide choice of airlines - we are not tied to any particular airline. All flight-inclusive holidays are fully bonded for your financial protection under our ATOL 3016. Airport transfers can also be pre-arranged.


EasyJet, Thomson, Thomas Cook, Monarch and British Airways all have flights to Kos/Rhodes on Saturdays. Transfer time from the airport to the marina is around 30 minutes.


To charter a yacht bareboat or on flotilla you should be Day Skipper standard and be assisted by at least one competent crew.

At present you need an RYA Day Skipper qualification or RYA International Certificate of Competence (ICC) for charters in Croatia, Mallorca, Tenerife and Malta.

The RYA ICC will be ever more required by overseas port authorities but if you have skipper experience it is easily obtained in a day from RYA sailing schools in the UK such as Hamilton Sailing or Brixham Sea School

Whether you are an experienced sailor or setting foot on a yacht for the first time, we can offer you a holiday afloat to suit you. We have given all the sailing areas a level with 'Experience Level 1' suitable for less experienced crews and 'Experience Level 3' for the experts.    

This takes into account the wind strength, tidal range and currents, distances between stops and ease of mooring. Of course even experts may choose to sail in Level 1 areas as they still offer stunning scenery and great sailing.

Experience Level 1: Ionian

Generally light winds Force 2-4, line of sight navigation, shorter sailing distances under 20nm. You will be Day Skipper standard having sailed at least 1 week or 100nm as skipper

Experience Level 2: Saronic Gulf & Sporades

Stronger winds up to Force 3-5 with some longer passages up to 30nm. You will be Day Skipper standard having sailed at least 2 weeks or 200nm as skipper

Experience Level 3: Aegean & Dodecanese

Stronger winds up to Force 4-7 which can lead to bigger seas on long passages between the islands. You will be Coastal Skipper standard with experience to a higher level having sailed at least 4 weeks or 400nm as skipper

Niseros is Greece's only active volcano but the most recent eruption was in 1888. Today there are five craters in the caldera and a path descends into the largest one where you can see multicoloured fumaroles, listen to their hissing and smell their sulphurous vapours. The surface is hot enough to fry an egg and melt flip-flops. Take the bus from the harbour - a touristy morning trip but well worth the visit!

Symi, is one of the most beautiful harbours in the Dodecanese, with mellow neo-Classic mansions flowing up the hillside. A peaceful evening calm descends as the noisy day trip boats return to Rhodes and the yachts sail in to moor up for the night. The many waterfront restaurants serve excellent food and the setting is idyllic. Symi is a jewel not to be missed.

"Just to say we had a fantastic time with our Bavaria 39' in the Ionian. Really ticked all the boxes and for a first time family cruising holiday and was a complete success! "
Ionian 2014 - A.W.


Phone 01732 867445 or


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