Dodecanese flotillas

Flotilla sailing for the sailing enthusiast. The Dodecanese flotillas offer a chance to get off the beaten track in this stunning corner of Greece. You’ll get a warm welcome from the locals as you explore the many beautiful islands.

The one week routes, the Kalymnos flotilla and the Symi flotilla, give cruises north and south from Kos. The two week Kos flotilla and Symi flotillas offer round trips from Kos taking in both the nothern and southern areas.

As well as great sailing there’s loads to see and do; sandy beaches, caves, museums, watersports and even a volcano! Dodecanese flotilla sailing is not for beginners – these are some of the windier flotillas on offer. However, for those unafraid of reefing these Dodecanese flotillas are not to be missed.

Dodecanese flotillas from Kos 2026

FlotillaMayJuneJulyAugustSeptemberOctober
Kalymnos2nd 16th 30th13th 27th11th 25th8th 22nd5th 19th3rd 17th
Symi9th 23rd6th 20th4th 18th1st 15th 29th12th 26th10th 24th
View the Kalymnos flotilla: 1 week
  • About the Kalymnos Flotilla

    The Kalymnos flotilla explores the chain of islands to the north west of Kos.

    There is a good mix of stops. The bustling town of Pothia provides lots to do. At the northern end is the monastery town of Patmos. In between are the smaller stops of Lipsi and the art deco buildings of Lakki.

    This is the shorter of the two routes this flotilla operates. It offers invigorating sailing, with winds up to force 5 in spring and autumn. In July and August the Meltemi winds can ...

    Read more, see maps etc
Close the flotilla above
View the Symi flotilla: 1 week
  • About the Symi Flotilla

    The Symi flotilla visits the islands south of Kos. This is one of the quieter Greek holiday areas, away from the masses

    It’s a beautiful area with many attractions. Admire the pretty coloured buildings in Symi. Walk in the crater of a volcano on Nisyros. There are beaches to relax on and ancient ruins to explore. And if you think you’ve seen it all before, how about a museum of dwarf elephants!

    This is the ultimate flotilla for those that like to sail. Some of the legs are long by ...

    Read more, see maps etc
Close the flotilla above

Dodecanese flotillas from Kos 2026

FlotillaMayJuneJulyAugustSeptemberOctober
Kos flotilla
....north then south2nd 16th 30th13th 27th11th 25th8th 22nd5th 19th3rd 17th
....south then north9th 23rd6th 20th4th 18th1st 15th 29th12th 26th10th
View the Kos flotilla: 2 weeks
  • About the Kos Flotilla

    The Kos flotilla visits the areas north and south of Kos.

    Once you leave the popular holiday island of Kos, you will visit places that see few tourists, mixed in with some larger stops.

    Going north, Kalymnos was once the centre of the sponge industry. Lakki is covered with art deco buildings whilst little Lipsi is like a low level miniature Santorini.

    To the south, you get a chance to explore the volcanic crater on Nisyros. The holiday town of Symi, with its bright coloured buildings ...

    Read more, see maps etc
Close the flotilla above
View the Symi flotilla: 2 weeks
Close the flotilla above

More about the Dodecanese Flotillas

The Dodecanese flotillas depart from Kos. They sail north and south on alternate weeks. The two week flotillas comprise the two one week routes back to back. The Kalymnos flotilla offers opportunities to further explore the islands north of Kos. The Symi flotilla gives you more time further south.

Winds are typically force 3 to 6, sometimes stronger during July and August when the Meltemi wind blows. Temperatures range from low to mid 20’s in the early and late season to over 30° in July and August. So if you get a few splashes over the bow you’ll soon dry off!

Kos has direct flights from a number of UK airports and there are internal flights from Athens. There is also a ferry service between Athens and Kos.

For those who fancy seeing two countries in one trip, there are also ferries to Turkey. From Kos these run to Bodrum..

The Dodecanese flotillas are available as a flight inclusive package, though it works out cheaper if you buy your own flights. If you do so, the operator offers optional airport transfers (included in the flight inclusive packages). The transfer time between Kos airport and the yacht base is about 30 minutes.