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Adults: 2

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Sailing the Dodecanese Islands, an intrepid voyage of discovery

A sailing holiday to the Dodecanese Islands with Seamaster offers a unique blend of history, culture, and unspoiled beauty. Located in the southeastern Aegean, these islands feature medieval castles, ancient ruins, and traditional villages untouched by mass tourism. Sail between gems like Rhodes, Symi, and Patmos, each with its own distinct character. The region's longer distances reward you with quieter anchorages and authentic local experiences. With crystal-clear waters, steady winds, and Seamaster’s expert planning, the Dodecanese offers a more adventurous and enriching Greek island sailing experience.

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    Exciting Winds

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    15 Diverse Islands

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    Authentic Culture & Cuisine

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    Crystal-clear waters

Our Dodecanese Islands Sailing Experience

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The trip of a lifetime!

Seamaster Yachting really took care of us from beginning to end - the skipper was excellent and great fun, the boat perfect (and exactly as described) and the sights of Croatia stunning.

Sarah R

2022

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A Great Family Holiday!

A great family yachting holiday in Croatia. It was exactly as described and the service provided by the charter company was excellent. Would definitely book with them again.

Iona F

2022

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What an amazing holiday it was.

A group of us booked a catamaran and it was just perfect - the organization, the boat itself with lots of space & great facilities. The skipper was superb, letting us know the best spots on the islands... Big thanks to Seamaster!

Verena N.

2024

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Great Experience

Everything was great from transfer from/to airport, service at marina and yacht was in spot on condition. I would recommend to everyone who would want to go use Seamaster and I'm sure you will have an amazing time like me and all of my crew!

Vit B

2021

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Seamaster always deliver!

Yet another amazing trip with Seamaster! They always find us the ideal boat, even with last-minute plan changes. This time, travel restrictions redirected our long-awaited Sardinia adventure to the Ionian, but it was still an unforgettable week.

Ian B.

2022

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Thank you so much!

Our holiday was brilliant. We had the best week. In particular, the crew were fantastic. The chef, Kim, was a very talented lady, and Aggolos the skipper and Dora were the nicest people. They really made our week special.

Susan S.

2022

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An unforgettable holiday

We just returned from an unforgettable 40th birthday celebration (7 friends) in the Saronic Islands. It was pure freedom and escapism! We had no idea what to expect, but Tim Anderson assured us we'd have the time of our lives—and he was absolutely right!

Vicki G.

2022

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Thank you, Thomas!

We had an unforgettable experience, thanks to our amazing skipper… From sailing and letting us join in at our own pace to recommending delicious meals, securing the best sunset views, guiding us home after lively nights, and finding breathtaking spots to unwind—every moment was spectacular!

Lucy H.

2022

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Oz, the super star!

I’m compelled to email to say we are having a great week with Oz, our world-class skipper! Will give more feedback when I am back at home but in the meantime here’s a photo of us and Super-Oz...!

Derek W.

2024

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Everyone absolutely loved it!

Words cannot describe enough just how much we enjoyed our first sailing holiday to Croatia. We literally had the greatest time… our skipper was fabulous (Nik) and became part of the family. Nobody wanted to come home!

Helen W.

2024

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Dodecanese Islands Sailing Itineraries

1 Week - Kos Sailing Itinerary
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Day 1 - Kos Marina

Kos is the third largest island in the group, and the second most popular, after Rhodes. Soaked in history and ruins, after a few hours wandering Kos town’s fortress and the Asklepion (Hippocrates' ancient sanatorium), you become almost blasé at sidestepping millenia-old Corinthian columns gathering weeds at the roadside. The marina is purposed built and shouldn't be confused with the ferry port which is a few minutes north of the marina.

Day 2 - Vathi (Kalymnos Island)

Vathi is located in the middle of a mountainous site with the settlement stretching up the slopes of two hills. The surrounding area has a relatively arid feel about it with vegitation being sparse. The picturesque port is filled with local fishing boats and a few day trip boats which serve some of the popular tourist destinations in the area. There are a few tavernas and shops scattered around the village.

Day 3 - Agia Marina (Leros Island)

Agia Marina is one of the main towns on Leros and combined with Panteli and Platanos form the capital of Leros. The harbour is especially picturesque with many traditional houses and even some mansions extending up the hillside. Right at the entrance to the harbour is the Byzantine fortress of Bourtzi, you will also find a castle which is built at the top of the hill offering fantastic panoramic views.

Day 4 - Mikro Chorio (Agathonisi island)

Agathonisi island is the most nothern island in the Dodecanese area, The surface is rocky but does have some wild bushes and olive trees. Fresh water is scarce and is collected by wells and a boat which brings containers over for the locals. The island was regularily attacked by pirates and so the main settlement (Megalo Chorio) was built so it isn't visible from the sea. As you would expect provisions and tavernas are scarce but you will find a few in the main villages.

Day 5 - Arki (Arkoi Island)

Arki and its neighbour Marathi are around eight kilometeres from the coast of Patmos. Day boats from Patmos are the main source of tourism of the islands. The main bay offers good protection from strong winds and is a popular place to shelter for yachtsmen. You'll find one of two tavernas offering fresh fish that have been caught by the locals the night before.

Day 6 - Telendos (Katafigio Agrias)

Telendos rises across the north western coast of Kalymnos and is opposite the village of Myrties. Tolendos was part of Kalymnos until a massive earthquake in 535 AD seperated it from the rest of the island. Tolendos has only around 50 inhabitants and they are all situated around the small fishing settlement. The port is busy with fishing boats who sell their catch onto the nearby tavernas. Regular ferries run between Telendos and Kalymnos taking about 10 minutes to cross the 700 meter wide channel.

Day 7 - Kos Town (Kos Island)

If you haven't already been into the centre of Kos Town we would strongly recommend it. The imposing Castle of the Knights of Saint John, on the eastern side of the harbour, is well worth a visit. Alternatively the centre of the town is home to a huge range of restaurants, tavernas, cafes and shops. Those of you looking for a big last evening will find a wide range of bars and nightclubs to choose from.

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Our Dodecanese Islands Yacht Selection

Skippered Catamarans
Skippered Yachts
Crewed Catamarans
Crewed Yachts
Bareboat Catamarans
Bareboat Yachts

Dodecanese Islands Weather

May

Weather 24°C

Sea temp: 19°C

Warm days, cool evenings. Changeable weather improving

June

Weather 28°C

Sea temp: 23°C

Hot days, warm nights with the wind becoming stronger

July

Weather 30°C

Sea temp: 25°C

Strong afternoon winds with Hot & dry conditions throughout

August

Weather 30°C

Sea temp: 26°C

Strong afternoon winds with Hot & dry conditions throughout

September

Weather 28°C

Sea temp: 26°C

Warm days, warm nights, Weather becoming calmer

October

Weather 25°C

Sea temp: 23°C

Warm days & cooler nights with occasional stormy weather

April

Weather 20°C

Sea temp: 17°C

Cool calm seas and chilly evenings changeable conditions

Why Seamaster is Your Only Choice

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Frequently Asked Questions

We have two bases in the Dodecanese Islands, located in the eponymous towns of the two primary islands of the group; Kos and Rhodes. Kos Island is located centrally within the Dodecanese Islands, while Rhodes is at the southern end of the island group.

There are direct flights to both Kos and Rhodes throughout the summer from several airports around the United Kingdom. Seamaster now offers flight inclusive yacht charters from around the UK and transfer times are short, just 25 minutes to Kos Town and 20 minutes to Rhodes town from their respective airports.

The Dodecanese Islands are subject to more wind than the Ionian and Saronic Islands. The Meltemi is a strong northerly wind that begins to blow in June and then ‘powers up’ in late July to early September, consistently reaching Force 6 (strong winds) and with Force 7 (near gale) winds not unheard of. Look out for stronger gusts on the leeward side of islands as well. The weather in the Dodecanese is some of the hottest and driest in Greece. This means early and late season is the ideal time to go, when the winds are at their most manageable. During this time expect temperatures in the mid-20s, while the peak months of July and August heat up to the mid-30s

There are little to no mooring fees in the Dodecanese Islands, apart for Kos and Rhodes, though only if these bases are not your home base. If they are your home base, you will not have to pay mooring fees.

For charters in Greece you need to have an ICC (International Certificate of Competence). Those with an RYA Day Skipper, or above, can apply to the RYA for an ICC with no additional assessments required.