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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.

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 recommended for more experienced sailors.

This flotilla is run in conjunction with Seafarer Holidays.

Dodecanese Flotilla

  • Overview


    shutterstock_Leros 720x480


    shutterstock_Pserimos 720x480


    shutterstock_TilosAbandonedVillage 720x480

    Tilos abandoned village




    Kefalos ruins

    Dodecanese flotilla sailing holidays

    • Two 1 week itineraries - Symi route and Kalymnos route
    • Perfect for more experienced sailors
    • Visit stunning islands untouched by mainstream tourism
    • Includes end cleaning, 1 tank of fuel, bed linen & shower towels
    • Minimal mooring fees (approx. €10-€20/week)
    • Runs May to October. Operates Saturday- Saturday
    • Option to add flights
    • Supermarket is located within the marina
  • Symi Route

    Symi Route on the Dodecanese Flotilla

    2022 dates : 14, 28 May | 11, 25 June | 9, 23 July | 6, 20 Aug | 3, 17 Sep | 1, 15 Oct

    Day 1 (Saturday) : Kos Marina

    Embark at Kos Marina.

    Day 2 (Sunday) : Kardamena, Kos (18 nm)

    A protected port, sheltered from the northerly winds. A lively port perfect for the punch party and first group meal.

    Day 3 (Monday) : Nysiros (10 nm)

    A short sail south today to the island of Nysiros, leaving the afternoon free to explore the active volcano if you wish. A visit to the monastery is also recommended followed by dinner at one of the superb seafood tavernas.

    Day 4 (Tuesday) : Tilos (20 nm)

    The epitome of a traditional Greek Island with nice beaches and a friendly ‘far from the madding crowd’ feel.

    Day 6 (Thursday) : Symi (24nm)

    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.

    Day 6 (Thursday) : Free Sailing Day

    Your lead crew will be happy to make suggestions for you.

    Day 7 (Friday) : Kos

    Two-weekers continue with independent sailing. One-weekers end their week in Kos with a farewell evening ashore in lively Kos town.

    Day 8 (Saturday) : Kos Marina

    Disembark at Kos Marina.

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

    Dodecanese Symi Route 1 week flotilla sailing holiday itinerary

  • Kalymnos Route

    Kalymnos Route on the Dodecanese Flotilla

    2022 dates : 21 May | 4, 18 June | 2, 16, 30 July | 13, 27 Aug | 10, 24 Sep | 8 Oct

    Day 1 (Saturday) : Kos Marina

    Embark at Kos Marina and get settled onboard your yacht. Kos is a lively town with many bars and restaurants to enjoy.

    Day 2 (Sunday) : 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.

    Day 3 (Monday) : Lipsi (30 nm)

    The largest of a small group of islands to the south of Patmos, explore the local market for thyme honey and other local specialities.

    Day 4 (Tuesday) : Patmos/Arki (12 nm)

    Weather dependent, we will either head to Patmos where you can visit the monastery of St John, an UNESCO World Heritage Site, or alternatively the smaller island of Arki and the quiet village of Port Augusta, a sleepy little spot with just two tavernas ashore.

    Day 5 (Wednesday) : Leros (21 nm)

    We moor in the marina in Lakki, on the south west side of the island. Lakki has an Italian influence that can easily be seen when walking around the town. It has a good range of facilities ashore.

    Day 6 (Thursday) : Free Sailing Day

    Explore the area at your leisure, there are an abundance of beautiful spots to choose from. The lead crew will be happy to make suggestions for you.

    Day 7 (Friday) : Kos

    Continued independent sailing for the two-weekers. One-weekers end their week in Kos for a farewell evening ashore.

    Day 8 (Saturday) : Kos

    Disembark at Kos Marina.

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

    Dodecanese Kalymnos Route 1 week flotilla sailing holiday itinerary

  • What's Included

    Included on the Dodecanese flotilla

    • Assistance of the flotilla lead crew throughout your holiday
    • End cleaning
    • Bed linen
    • Shower towels
    • Dinghy with outboard engine
    • Welcome punch party
    • One full tank of fuel, full water tank and cooking gas
    • Starter pack of provisions and cleaning products

    Mooring fees are not included. These are approximately €/week. One tank of fuel is included, any extra fuel must be paid for.

  • Getting There

    Flights to Kos and Rhodes

    Bonded for your financial protection under ATOL 3016EasyJet, Thomson and British Airways all have flights to Kos on Saturdays. Transfer time from the airport to the marina is around 30 minutes.

    Yacht charter rates are shown WITHOUT flights giving you the flexibility to book your own flights. If you would prefer 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. All flight-inclusive holidays are fully bonded for your financial protection under our ATOL 3016.


    Transfers are not included on this flotilla but can be added at an additional cost. Return airport transfers cost from £40/person.

"A mail to say how much we enjoyed last week's flotilla. The lead crew were really excellent, we are full of compliments for them. They were ever patient, helpful, genuinely kind people who went out of their way to make everyone relax and feel included. The rest of the people on the flotilla were all really lovely and great group meals in some very well chosen restaurants added to the memory. Thanks to you all for a really great holiday. "

Athens Flotilla 2016 - A.O.

Dodecanese Flotilla prices

Includes: Welcome pack, welcome punch party, service of flotilla staff, end cleaning, 1 tank of fuel.
Extras payable on embarkation:


  • Refundable deposit €2000 - €3000
  • Airport Transfers:- on request. Service pack €95 for 2 & 3 cabin yachts, €115 for 4 cabin yachts & cats under 42', €135 or 5 cabin yachts & cats 42'+
    Optional extras (i.e Outboard, SUP's etc) available on request.
    SKIPPER: GBP1,050/week + food and drink + own cabin

Sailing Qualifications

To skipper a bareboat charter or flotilla yacht, you need to hold a practical sailing certificate equivalent to RYA Day Skipper Practical qualification or RYA International Certificate of Competence (ICC). For charters in Greece, you must now have the ICC certificate. You must also be assisted by at least one competent crew member over the age of 18.

For charters in Croatia, Malta and the Canaries, at least one member of the crew or the skipper will also need a VHF licence.

RYA qualifications can be obtained by RYA sailing schools in the UK or alternatively choose from one of our overseas centres in Gibraltar, Greece or Turkey.

For Caribbean and Tropical charters, formal qualifications are not compulsory, however, you should be Day Skipper standard and be assisted by at least one competent crew. A brief sailing resume should be provided to outline your experience.

If you don't hold the relevant qualifications then why not add a skipper?

Sailing Levels

Level 1

Winds force 2-3 (4-11 Knots)combined with generally shorter distances. Good for beginner or intermediate sailors. Line-of-sight navigation but basic knowledge of charts and ability to plot your position required.

Level 2

Winds force 3-5 (7-21 Knots) with approximately 15-20nm per day. Intermediate experience required. Predominately line of sight navigation but an understanding of how to sail in open water.

Level 3

Winds force 4-6 (11-27 Knots) with mileage of approximately 20nm+ per day. Ideal for experienced skippers looking to venture out to new destinations. Day skipper standard but with experienced crew would be recommended.