Sailaway Charters
Dodecanese, Greece sailing area

Dodecanese · Greece

Sail Dodecanese.

Charter from Kos, Rhodes New Marina, Rhodes and Port of Kos — 170 yachts on the dock right now.

See yachts in DodecaneseTalk to an expert
170 yachts165 bareboat

Why sail the Dodecanese

The Dodecanese hug the Turkish coast in Greece's south-east corner, and they sail differently from the Cyclades or Ionian. Distances between islands are short, the water is clear down to the anchor chain, and the mix runs from busy harbour towns to islets where the only sound at night is your own halyard tapping the mast. Rhodes and Kos are the anchors, with Symi, Tilos, Nisyros, Kalymnos and Leros filling the gaps. It suits sailors who want variety without long open-water legs, and who like tying up on a town quay for dinner rather than living at anchor all week.

Live fleet

Yachts available in Dodecanese.

170 yachts · page 1 of 4

Crystal Waters

Crystal Waters

Bareboat

Kos, Greece

12 berths4 cabins12 mCatamaran · 2019
from
€3,300
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Neusis

Neusis

Bareboat

Rhodes New Marina, Greece

12 berths4 cabins12 mCatamaran · 2020
from
€3,300
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Kos 42.5

Kos 42.5

Bareboat

Kos, Greece

9 berths4 cabins13 mCatamaran · 2022
from
€4,200
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Gorgo

Gorgo

Bareboat

Rhodes New Marina, Greece

10 berths4 cabins14 mCatamaran · 2025
from
€4,250
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Kos 46.Cat7

Kos 46.Cat7

Bareboat

Kos, Greece

11 berths5 cabins14 mCatamaran · 2024
from
€4,950
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Kos 46.Cat11

Kos 46.Cat11

Bareboat

Kos, Greece

11 berths5 cabins14 mCatamaran · 2025
from
€5,250
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Little Emma

Little Emma

Bareboat

Rhodes New Marina, Greece

11 berths6 cabins14 mCatamaran · 2025
from
€5,400
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Constantina

Constantina

Bareboat

Kos, Greece

8 berths3 cabins13 mSailing Yacht · 2009
from
€1,600
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Galini

Galini

Bareboat

Rhodes, Greece

7 berths3 cabins11 mSailing Yacht · 2025
from
€1,950
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Avra

Avra

Bareboat

Rhodes New Marina, Greece

8 berths3 cabins12 mSailing Yacht · 2023
from
€2,180
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Harmonia

Harmonia

Bareboat

Rhodes New Marina, Greece

8 berths3 cabins12 mSailing Yacht · 2024
from
€2,180
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Althea

Althea

Bareboat

Kos, Greece

6 berths2 cabins10 mSailing Yacht · 2020
from
€1,650
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Lydia

Lydia

Bareboat

Kos, Greece

8 berths3 cabins11 mSailing Yacht · 2017
from
€1,700
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Nenemia

Nenemia

Bareboat

Rhodes, Greece

6 berths3 cabins11 mSailing Yacht · 2018
from
€1,460
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Alisahni

Alisahni

Bareboat

Kos, Greece

8 berths3 cabins12 mSailing Yacht · 2014
from
€2,000
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Cecilia

Cecilia

Bareboat

Kos, Greece

8 berths3 cabins12 mSailing Yacht · 2015
from
€2,000
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Erifyli

Erifyli

Bareboat

Kos, Greece

8 berths3 cabins12 mSailing Yacht · 2015
from
€2,000
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Alkyoni

Alkyoni

Bareboat

Rhodes New Marina, Greece

7 berths3 cabins12 mSailing Yacht · 2018
from
€1,750
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Optasia

Optasia

Bareboat

Rhodes, Greece

7 berths3 cabins12 mSailing Yacht · 2018
from
€1,750
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Nostalgia

Nostalgia

Bareboat

Rhodes New Marina, Greece

7 berths3 cabins12 mSailing Yacht · 2017
from
€1,750
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Forkys

Forkys

Bareboat

Rhodes New Marina, Greece

8 berths3 cabins12 mSailing Yacht · 2017
from
€1,800
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Hermes

Hermes

Bareboat

Kos, Greece

7 berths3 cabins12 mSailing Yacht · 2014
from
€1,500
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Kynthia

Kynthia

Bareboat

Kos, Greece

10 berths4 cabins14 mSailing Yacht · 2019
from
€2,800
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Amelia

Amelia

Bareboat

Kos, Greece

10 berths4 cabins14 mSailing Yacht · 2019
from
€2,800
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Fedias

Fedias

Bareboat

Rhodes, Greece

10 berths4 cabins14 mSailing Yacht · 2018
from
€2,220
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Melodia

Melodia

Bareboat

Rhodes New Marina, Greece

8 berths4 cabins14 mSailing Yacht · 2017
from
€2,220
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Leonidas

Leonidas

Bareboat

Kos, Greece

9 berths4 cabins14 mSailing Yacht · 2017
from
€1,800
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Michael

Michael

Bareboat

Kos, Greece

9 berths4 cabins14 mSailing Yacht · 2020
from
€1,746
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Fedra

Fedra

Bareboat

Rhodes New Marina, Greece

10 berths4 cabins14 mSailing Yacht · 2023
from
€2,580
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Semeli

Semeli

Bareboat

Kos, Greece

10 berths4 cabins14 mSailing Yacht · 2023
from
€3,000
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Jemi

Jemi

Bareboat

Rhodes New Marina, Greece

10 berths4 cabins16 mSailing Yacht · 2013
from
€2,100
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Navarino

Navarino

Bareboat

Kos, Greece

12 berths5 cabins16 mSailing Yacht · 2016
from
€3,400
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Elpida

Elpida

Bareboat

Rhodes, Greece

12 berths5 cabins16 mSailing Yacht · 2019
from
€2,780
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Fantasia

Fantasia

Bareboat

Rhodes New Marina, Greece

12 berths5 cabins16 mSailing Yacht · 2016
from
€2,620
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Prince John

Prince John

Bareboat

Kos, Greece

10 berths5 cabins16 mSailing Yacht · 2019
from
€2,000
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Callisti

Callisti

Bareboat

Kos, Greece

12 berths5 cabins16 mSailing Yacht · 2016
from
€3,400
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Alice

Alice

Bareboat

Rhodes New Marina, Greece

10 berths5 cabins16 mSailing Yacht · 2016
from
€2,637
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Prince John

Prince John

Bareboat

Kos, Greece

10 berths5 cabins16 mSailing Yacht · 2019
from
€1,620
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Prince John

Prince John

Bareboat

Kos, Greece

10 berths5 cabins16 mSailing Yacht · 2019
from
€2,623
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Wanderlust

Wanderlust

Bareboat

Kos, Greece

8 berths3 cabins11 mSailing Yacht · 2015
from
€1,382
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Agnes

Agnes

Bareboat

Kos, Greece

6 berths3 cabins12 mSailing Yacht · 2022
from
€1,900
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Artemis

Artemis

Bareboat

Rhodes New Marina, Greece

8 berths3 cabins12 mSailing Yacht · 2020
from
€2,100
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R2D2

R2D2

Bareboat

Rhodes New Marina, Greece

8 berths3 cabins12 mSailing Yacht · 2021
from
€1,500
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MEMORIES

MEMORIES

Bareboat

Kos, Greece

8 berths3 cabins13 mSailing Yacht · 2024
from
€2,100
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Ismini

Ismini

Bareboat

Kos, Greece

8 berths3 cabins13 mSailing Yacht · 2025
from
€2,350
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Nikolas-Aegeas

Nikolas-Aegeas

Bareboat

Kos, Greece

8 berths4 cabins13 mSailing Yacht · 2020
from
€2,100
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Calypso

Calypso

Bareboat

Rhodes New Marina, Greece

10 berths4 cabins13 mSailing Yacht · 2023
from
€2,100
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Dioni

Dioni

Bareboat

Rhodes New Marina, Greece

10 berths4 cabins14 mSailing Yacht · 2020
from
€3,600
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Dodecanese questions

Asked and answered.

How much does a yacht charter in the Dodecanese cost?
It depends on boat size, age and season. Shoulder months (May–June, September) are cheaper than the July–August peak, and catamarans cost well above monohulls of similar size. On top of the base fee you'll pay for fuel, end cleaning and a cruising tax, plus a skipper's daily rate and food if you take one. We quote live prices rather than figures that go stale — message us on WhatsApp with your dates and party size.
Do I need a licence to charter a bareboat here?
Yes. For a bareboat you'll need an ICC or an equivalent recognised sailing qualification, plus a short sailing CV showing relevant experience. Greek charter bases check both at handover and can refuse the boat if the paperwork doesn't stand up. A second crew member with some experience is often required too. If you don't hold a licence, take a skippered yacht — a crewed skipper handles everything and knows the local winds.
When is the best time to sail the Dodecanese?
May, June, September and early October are the sweet spots: steady breeze, warm water and thinner crowds. July and August bring the meltemi, a strong dry northerly that can blow Force 5–7 for days — great for confident sailors chasing wind, less relaxing for families or first-timers. The season runs May to October; the fleet lays up over winter.
Where should I start — Kos or Rhodes?
Both work. Kos sits further north with easy access to Kalymnos, Leros and Nisyros, and is a natural start for a southbound route toward Rhodes. Rhodes gives you the old town and a longer first hop north. Many sailors do a one-way charter between the two bases to avoid backtracking, though that carries a repositioning fee. Choose the base with the more convenient flight.
Is the Dodecanese good for families and first-time charterers?
Yes, if you sail outside the meltemi peak. In May, June, September and early October the wind is gentler and the short island hops mean nobody's stuck at sea for hours. Town quays let you tie up for dinner ashore rather than living at anchor. Avoid August with young kids unless you're confident, since the meltemi can pin you in port. A skippered yacht takes the pressure off entirely.
How far apart are the islands?
Close, which is one of the area's strengths. Most legs on the Kos–Rhodes corridor run two to three hours, so you're rarely on a long open-water passage. Kos to Kalymnos is a short hop; Symi to Rhodes is around three hours. This keeps days flexible and leaves time ashore, though in strong meltemi even short legs can get lively, so plan to sail early.
Can I do a one-way charter between Kos and Rhodes?
Yes. A one-way charter lets you sail the full Kos–Rhodes corridor without doubling back, which makes for a more varied week. A repositioning fee usually applies since the base has to return the boat. Availability depends on the fleet and your dates, so it's worth asking early. Message us on WhatsApp with your preferred direction and we'll confirm what's possible and what it adds to the cost.
How many yachts can I charter in Dodecanese?
Right now there are 170 active yachts in Dodecanese, based out of Kos, Rhodes New Marina, Rhodes and Port of Kos. The fleet list above is live from our operator system.
Bareboat or crewed in Dodecanese?
165 of the boats here are bareboat, 5 come crewed. Tell us your experience level and we'll match you.
How do I get a quote?
Send us your dates, your group and roughly the boat you want. Same day, we reply with three real options, three prices and the honest trade-offs.
Talk to a real charter expert

Real people

Talk to a human

A real person reads every message and replies within 24 hours — no bots, no auto-replies.

  • Honest advice from sailors, not salespeople
  • We reply within 24 hours
  • No spam, ever

Talk to an expert

Get three options.

Real sailors who run the trips — tell us your week, your group and your vibe. Same day, we send three boats, three prices and the honest trade-offs. Boats we would put our own families on.

Real humans on every channel — WhatsApp, email, phone. No call centre.

Final boarding call

Why not you?

New sailors, beginners or seasoned skippers — tell us when, where and how many. We send three real options the same day. No spam, no fluff, no commitment.

60 seconds. No payment until you choose a boat.
Yacht under sail at sunset

Free quote

Get three real options.

Tell us roughly when and where. We'll send three real boats, three prices, the trade-offs — usually within the hour.