Destination
Dodecanese Yacht Charter
Medieval harbours, clear water and steady summer winds across the southeastern Aegean.
Departure areasKos and Rhodes
Overview
Discover the Dodecanese by yacht
Stretching along the southeastern Aegean, the Dodecanese are among Greece's most interesting sailing areas. History, culture and natural beauty combine, from the UNESCO listed Old Town of Rhodes to the harbour of Symi and the bays of Chalki.
Unlike busier destinations, the Dodecanese mix lively harbours with peaceful anchorages. Medieval castles, hidden beaches, fishing villages and turquoise bays sit within comfortable sailing distances of each other.
Why go by sea
- Rich cultural heritage
- Water clear enough for snorkelling
- A different character on each island
- Good conditions for both bareboat and skippered
- Fresh seafood and harbour tavernas
- Quieter than the main tourist routes
Island guide
Explore the Dodecanese
The islands that shape most Dodecanese itineraries.
Rhodes
The largest island, with a UNESCO listed medieval town, beaches and a lively marina.
Symi
Neoclassical houses around a natural harbour, one of the most photographed islands in Greece.
Kos
Long sandy beaches, cycling routes, a busy marina and ancient monuments.
Chalki
A small quiet island with a sheltered harbour.
Tilos
Protected nature and empty beaches.
Nisyros
A volcanic island with a walkable caldera.
Kalymnos
Known for sponge diving and climbing.
Leros
Deep protected bays and Italian era architecture.
Yacht categories
Representative yacht categories
Comparable vessels are sourced from our approved partner fleets. The exact yacht, specifications, price and availability are confirmed after your enquiry.
Representative yacht category
Sailing Yachts
Monohull sailing yachts from our approved partner fleets, suited to couples, families and experienced crews.
- Charter types
- Bareboat, skippered or crewed
- Departure areas
- Kos and Rhodes
Representative yacht category
Catamarans
Twin hull yachts with wide saloons and generous deck space, stable and shallow drafted.
- Charter types
- Bareboat, skippered or crewed
- Departure areas
- Kos and Rhodes
Representative yacht category
Skippered Charters
Any of the above with a professional skipper on board, no licence required.
- Charter types
- Bareboat, skippered or crewed
- Departure areas
- Kos and Rhodes
Representative yacht category
Luxury and Crewed Yachts
Larger vessels with captain and crew, service and catering arranged on board.
- Charter types
- Bareboat, skippered or crewed
- Departure areas
- Kos and Rhodes
Representative imagery. The yacht shown may not be the yacht offered. Astra Yachting will confirm the exact vessel, photographs, specifications, price and availability in writing before any payment.
Our fleet
Yachts cruising the Dodecanese
Specifications are taken from each vessel's own documentation. Exact availability and price are confirmed in writing after your enquiry.
CatamaranLagoon 500 Catamaran
22 guests15,51 m
CatamaranCatamaran Lagoon Fly
18 guests45 ft (13,7 m)2015
Sailing yachtSailing Yacht 52 ft
12 guests52 ft (16,70 m)2002
Motor yachtGaleon 53 Yacht
20 guests3 cabins53 ft2008
Motor yachtSunseeker 65
12 guests3 cabins65 ft2003
Motor yachtFerretti 53 Flybridge
12 guests3 cabins16,30 m
Motor yachtFerretti 68 Flybridge
12 guests3 cabins21,20 m
Motor yachtPrincess V55
10 guests3 cabins55 ft2001Representative imagery. The yacht shown may not be the yacht offered. Astra Yachting will confirm the exact vessel, photographs, specifications, price and availability in writing before any payment.
Charter options
Ways to charter in the Dodecanese
Four formats that cover most of the enquiries we receive for this region.
Bareboat charters
Take the helm yourself if you hold the required licence.
Skippered charters
A professional skipper handles navigation, mooring and routing.
Crewed charters
Captain and crew on board, with service and catering arranged.
Cabin charters
A single cabin on a shared yacht, with set departure dates.
In depth
More about chartering in the Dodecanese
Sail Through Greece's Historic Island Paradise
Discover the enchanting Dodecanese Islands aboard a private yacht and experience a unique blend of history, crystal-clear waters, medieval architecture, and authentic Greek hospitality. From the UNESCO-listed Old Town of Rhodes to the colorful harbor of Symi and the tranquil bays of Chalki, every destination offers unforgettable moments.
Whether you’re looking for a luxury yacht charter, a skippered sailing holiday, or a fully crewed catamaran experience, Astra Yachting creates tailor-made itineraries designed around your dream vacation.
Discover the Dodecanese by Yacht
Stretching along the southeastern Aegean Sea, the Dodecanese Islands are among Greece’s most fascinating sailing destinations. Rich in history, culture, and natural beauty, this island group offers the perfect balance between adventure and relaxation.
Unlike busier destinations, the Dodecanese combines vibrant harbors with peaceful anchorages, making every sailing day unique. Explore medieval castles, hidden beaches, picturesque fishing villages, and turquoise bays while enjoying complete freedom at sea.
Why Charter a Yacht in the Dodecanese?
Visit islands shaped by Greek, Roman, Byzantine, and Italian history.
Swim in secluded coves accessible only by boat.
– Diverse Island Experiences
Each island offers its own unique atmosphere, architecture, and traditions.
– Excellent Sailing Conditions
Perfect for both experienced sailors and skippered charters.
– Authentic Greek Cuisine
Enjoy fresh seafood and traditional tavernas overlooking picturesque harbors.
– Less Crowded Destinations
Experience a more authentic side of the Greek islands away from mass tourism.
Featured Islands - Explore the Dodecanese Islands
The largest island of the Dodecanese is famous for its UNESCO World Heritage Medieval Town, beautiful beaches, lively marina, and impressive history. Rhodes perfectly combines culture, nightlife, and luxury.
One of Greece’s most photographed islands, Symi welcomes visitors with colorful neoclassical houses surrounding its magnificent natural harbor. Elegant architecture, crystal-clear waters, and peaceful coves make Symi unforgettable.
Known for its long sandy beaches, cycling routes, vibrant marina, and ancient monuments, Kos offers an ideal balance of relaxation and entertainment.
Small, peaceful, and authentic, Chalki is perfect for travelers seeking tranquility. The island’s quiet harbor and turquoise waters create one of the most beautiful anchorages in the Aegean.
A hidden gem famous for hiking trails, untouched beaches, and protected wildlife, Tilos is ideal for nature lovers.
Discover one of Greece’s most impressive volcanic islands. Walk inside the active volcanic crater and experience dramatic landscapes unlike anywhere else in the Aegean.
A Journey Between History and Nature
Every sailing day offers something different.
One morning you may enjoy breakfast in the medieval harbor of Rhodes, spend the afternoon swimming in an isolated bay near Symi, and finish your evening dining beside the sea in Chalki.
The relatively short distances between many islands allow flexible itineraries filled with swimming, sightseeing, and authentic island life.
Choose Your Yacht Charter Experience
Astrayachting offers several charter options to suit every traveler
Premium yachts with exceptional comfort and personalized service.
Relax while an experienced skipper handles navigation.
Ideal for licensed sailors seeking complete freedom.
Enjoy a luxury experience with professional crew and premium onboard service.
Perfect for families and groups looking for maximum comfort and stability.
M/Y SYMPATICO – POSILLIPO
Frequently Asked Questions
Where do Dodecanese yacht charters usually begin?
Most charters depart from Rhodes Marina or Kos Marina, depending on your selected yacht.
Do I need sailing experience?
Only for bareboat charters. Skippered and crewed charters require no previous sailing experience.
Which islands can I visit?
Popular destinations include Rhodes, Symi, Kos, Chalki, Tilos, Nisyros, Kalymnos, Leros, Patmos, and Lipsi.
What is the best duration?
Absolutely. Every itinerary can be adapted according to your preferences, weather conditions, and available time.
Can I customize my itinerary?
Absolutely. Every charter can be tailored to your preferences. Whether you want to visit specific islands, spend more time in secluded bays, enjoy watersports, or dine at recommended waterfront tavernas, we will help create an itinerary that matches your interests, sailing experience, and the duration of your trip.
Plan your route
Tell us how you want to sail the Dodecanese
Send your dates, group size and departure area. We come back with the yachts that are actually available, their exact specifications and a written quotation.
Keep exploring
Where to go next
Compare this region with the other cruising areas, pick the charter format that fits your crew, or go straight to the yachts that match your dates.
Request availability