Dodecanese cabin charter | Sailing Choices

Share A Sail in the Dodecanese

A Dodecanese cabin charter gives you a choice of 7 or 12 nights exploring different parts of this fabulous sailing area.

Symi Town: The north side of the harbour with local boats on the quay
Kalymnos: Scenic view
Vathi (Kalymnos): The harbour
Nisyros: The volcano crater
Emborio: Fishing boats moorerd off the beach and village of ths open bay

The cruises are promoted as camping on water. They offer a cheaper alternative to many of the other cabin charters.

They take place on yachts over 50 ft long, with a professional skipper to look after the 5 to 8 guests. Unlike the other cabin charters in places like the Ionian and Cyclades there are no single supplements as all single travellers (or 3rd or 5th people from groups) will share a cabin with other participants

With a Dodecanese cabin charter you may also go beyond the Dodecanese. Some of the cruises extend in to the Cyclades in Greece, or visit a couple of places in Turkey

You’re welcome to join in with the sailing, or just sit back and relax. Nights are spent in a mixture of harbours and at anchor in quiet bays. And along the way there are visits to notable sights and o most cruise there is a BBQ!

2026 Dates

Route	May	June	July	August	September	October
North 7 nights		4th 25th	16th 30th	20th	3rd 24th	8th
South 7 nights	14th 21st	18th	2nd 23rd	13th	10th	1st
West 7 nights	28th	11th	9th	6th 27th	17th
North 12 nights			16th	20th
South 12 nights					17th
West 12 nights		11th

Dodecanese cabin charter itineraries

Dodecanese 7 nights North route

View this route on a map

See About the maps for the key and more information. You can see photos of the area in the Dodecanese gallery. For details of what’s included see the Cabin Charter Prices.

Day	Destination
1: Thu	Kick-off on Kos! Welcome aboard! From 6:00 PM, you can check into your floating home for the next 12 days. We kick off the trip with drinks, you’ll meet the rest of the crew, and we’ll go over the need-to-knows. Once everyone has arrived, we’ll all dive into a cozy Greek taverna. The perfect start! More on Kos: Kos Town Kos is an ancient settlement, originally founded on agriculture and fishing, with one of the largest market places in the ancient world, and known for its wines and silk. The home of Hippocates, the island still shows much evidence of past glories but today the main industry is tourism. There’s plenty to do and see whether ... Read more
2: Fri	The Fjord of Vathi (Kalymnos). We set course for Kalymnos. We moor up in Vathi, a spectacular, fjord-like bay. In the evening, it’s time for a classic: dinner at Poppie’s. With Steve’s legendary stories and Zavestie’s delicious salads, the night is guaranteed to be a success. More about Vathi: Vathi (Kalymnos) This picturesque village lies at the end of one of the two green valleys on Kalymnos (the other is at Pothia). Entering the bay through it’s fjord like entrance, you can see the orange and lemon trees stretching up the lush hillsides. The village that now stands on what was once the settlement of Rina is a ... Read more
3: Sat	Challenge Day & BBQ on Leros. We’re sailing about 20 NM against the wind to the green island of Leros. A perfect day to actively sail and trim. We’ll seek shelter in the bay of Agia Marina, drop the anchor, and in the evening… time for an epic BBQ on board under the stars.
4: Sun	The ‘Blue Lagoon’ & Bustling Lipsi. We sail further north to Lipsi. But not before we stop at the Blue Lagoon. The name says it all: impossibly clear, turquoise water. Swimming is mandatory! In the evening, we moor in the lively harbor of Lipsi, a hub for sailors. Time to stretch our legs, explore the old town, and score the must-eat chocolate croissant! More on Lipsi: Lipsi With it’s whitewashed buildings and blue domes, Lipsi is like a miniature version of Santorini, but at a lower altitude, and with better beaches and fewer tourists! It’s a great place to relax with virtually no traffic and everything within walking distance. Indeed, the island is small enough you could walk from one end to another. There ... Read more
5: Mon	Holy Patmos Today we cross over to Patmos. We moor in Scala and head straight up to Chora, the old town. This is a must-see. Atop the hill, you’ll find an impressive medieval fortress and the famous monastery (UNESCO heritage) where John wrote the Book of Revelation. Even if you’re not religious, the magical atmosphere and the view here are unforgettable. More on Patmos: Patmos Skala Skala is the main port on Patmos, a couple of kilometres north of the capital, Chora (or Hora). The island is reputedly the place where St John wrote the Book of Revelation. Patmos is a popular stopping off point for cruise ships as the high number of souvenir shops will attest. There are several monasteries of which ... Read more
6: Tue	The Reward: Pirate Bay! Time for the reward! We turn the bow south and surf 25 NM with the wind at our backs. We’re sailing back to Kalymnos for a legendary “Caribbean” night in Pirate Bay (Emporios). Stavros and his brother will pick us up with their pirate boat, and we’ll dine at their amazing restaurant.
7: Wed	Last sailing day & Kos by Night. The circle is almost complete. We sail the last stretch back to our home port. But not before we drop anchor one last time for lunch and a final swim in a beautiful bay. Around 5:00 PM, we moor up in Kos Marina. In the evening, we go out with a bang: one last Greek dinner with the whole crew, and then (optionally) we dive into the nightlife of Kos!
8: Thu	It’s a wrap. Time to check out. With (most likely) a healthy tan and a backpack full of new memories and friends. Until next time!

Dodecanese 7 nights South route

View this route on a map

See About the maps for the key and more information. You can see photos of the area in the Dodecanese gallery. For details of what’s included see the Cabin Charter Prices.

Day	Destination
1: Thu	Kick-off on Kos! Welcome aboard! From 6:00 PM, you can check into your floating home for the next 12 days. We kick off the trip with drinks, you’ll meet the rest of the crew, and we’ll go over the need-to-knows. Once everyone has arrived, we’ll all dive into a cozy Greek taverna. The perfect start! More on Kos: Kos Town Kos is an ancient settlement, originally founded on agriculture and fishing, with one of the largest market places in the ancient world, and known for its wines and silk. The home of Hippocates, the island still shows much evidence of past glories but today the main industry is tourism. There’s plenty to do and see whether ... Read more
2: Fri	Crossing to Turkey! We sail across the border and explore the Turkish coast. We sail past the westernmost point, Cape Knidos, on our way to the picturesque harbor of Palamut. We’ll eat at Adamik’s, or (if the wind is right) sail on to Mesudiye for the legendary Turkish mezzes (tapas) at Ogun’s Place. More about Palamut: Palamut The village is named after a local fish, which we would call Bonito. Though it boasts a number of guest houses, other than yachtmen, most visitors are Turks. Many yachts that call here are refugees from Knidos who appreciate the more sheltered moorings. Once tied up you can relax on board or head to the long ... Read more
3: Sat	Glamour on ‘St. Tropez’ Symi! We hoist the sails back to Greece. Destination: Symi, possibly the most beautiful harbor in the Mediterranean. Prepare for those iconic, colorful houses (UNESCO World Heritage). This is the ‘St. Tropez of Greece’, with a surprisingly bustling nightlife. Time to conquer the town! More on Symi: Symi Town Once a major shipbuilding and sponge fishing centre, Symi is now primarily a tourist destination. The island has had a chequered history but after much restoration (heavily controlled by the authorities) its multi coloured buildings now make a spectacular sight. The harbour of Symi town (also called Yialos) includes a small nautical museum and is connected ... Read more
4: Sun	Authentic Chalki. Today features a serious day of sailing. We set course for Chalki, the smallest inhabited island in Greece. The Venetian style and the super cozy boulevard full of terraces make this the perfect place to relax after the long journey. More about Chalki, also called Emborios: Emporios / Emborios (Kalymnos) The most northerly village on Kalymnos – the town at the end of the road – Emporios is a cluster of whitewashed houses separated by narrow alleys, on the edge of a beach lined bay. Beyond the maintained trees and holiday properties on the beach edge, the surroundings are more barren than at Pothia and Vathi, ... Read more
5: Mon	HIGHLIGHT: The Tilos Open-Air Disco! Brace yourself for a tough sailing day to Tilos. But the reward is more than worth it! We moor in the bay of Livadia. After dinner, it’s time for something unique: high in the mountains lies the abandoned village of Mikro Chorio, which has been transformed into a bizarre open-air disco. Dancing under the stars! More about Tilos: Livadia (Tilos) The little harbour at Livadia is actually the main port for the island. Once populated by miniature elephants, remains of which have been found on one of the caves, Tilos is now a bird sanctuary. There are plenty of traditional buildings in Livadia, with the main concession to tourism being the many restaurants. There’s a good ... Read more
6: Tue	HIGHLIGHT 2: The Nisyros Volcano! Today we sail to Nisyros, the volcano island. We moor in the small harbor of Pali and aim to arrive around 4:00 PM. Why? So we can take a van up the volcano. The view from the crater rim is breathtaking. You can hear the sulfur hissing and even step into a natural sauna!
7: Wed	Last sailing day & Kos by Night. The circle is almost complete. We sail the last stretch back to our home port. But not before we drop anchor one last time for lunch and a final swim in a beautiful bay. Around 5:00 PM, we moor up in Kos Marina. In the evening, we go out with a bang: one last Greek dinner with the whole crew, and then (optionally) we dive into the nightlife of Kos!
8: Thu	It’s a wrap. Time to check out. With (most likely) a healthy tan and a backpack full of new memories and friends. Until next time!

Dodecanese 7 nights West route

View this route on a map

See About the maps for the key and more information. You can see photos of the area in the Dodecanese gallery. For details of what’s included see the Cabin Charter Prices.

Day	Destination
1: Thu	Kick-off on Kos! Welcome aboard! From 6:00 PM, you can check into your floating home for the next 12 days. We kick off the trip with drinks, you’ll meet the rest of the crew, and we’ll go over the need-to-knows. Once everyone has arrived, we’ll all dive into a cozy Greek taverna. The perfect start! More on Kos: Kos Town Kos is an ancient settlement, originally founded on agriculture and fishing, with one of the largest market places in the ancient world, and known for its wines and silk. The home of Hippocates, the island still shows much evidence of past glories but today the main industry is tourism. There’s plenty to do and see whether ... Read more
2: Fri	Early Rise, Cast Off! We leave early and set course for the (climbing) island of Kalymnos. We’ll anchor in the idyllic bay of Palionnisos, where in the evening, we’ll be picked up by the taverna owner for an authentic Greek family dinner with a killer view over the bay.
3: Sat	Off-the-Grid on Levitha (BBQ Night)! 25 miles on the log today. Destination: Levitha. This island is next level rugged and is practically only inhabited by the lighthouse keeper. We drop the anchor, dive into the water, and in the evening… time for an epic BBQ on board under the stars. This is ‘camping on the water’ 2.0.
4: Sun	Off to ‘The Butterfly’ Astypalaia. Another serious sailing day (28 NM) brings us to the ‘butterfly island’ of Astypalaia. We’ll spend the night in the quiet bay of Analipsi. Anchor down, swim, relax, and enjoy the total tranquility.
5: Mon	Short Hop, Big Effect: Astypalaia Town. After a short sail, we move to the main village of Astypalaia. This is Greece at its best. We moor on the quay and roll straight onto the boulevard, looking for an ice-cold beer. Tonight, we’ll eat literally on the beach, with our feet in the sand.
6: Tue	The Great Return: 40 Miles to Pothia! Brace yourself for the longest sailing day of the week: 40 NM! We leave the tranquility behind and sail (hopefully downwind) back to Kalymnos. We moor in Pothia, the lively capital. After the silence of the past few days, we’re back in the ‘civilized world’. Time to explore that bustling boulevard full of restaurants and bars! More about Pothia: Kalymnos / Kalimnos / Pothia Once the centre of the Greek sponge trade, Kalymnos Town, also know as Pothia, sits in a lush valley at the foot of two hills. These form a natural amphitheatre around the large harbour. The town has plenty to occupy visitors, with beaches, caves, museums, ruins and a wide choice of eateries all close by. Harvesting of ... Read more
7: Wed	Last sailing day & Kos by Night. The circle is almost complete. We sail the last stretch back to our home port. But not before we drop anchor one last time for lunch and a final swim in a beautiful bay. Around 5:00 PM, we moor up in Kos Marina. In the evening, we go out with a bang: one last Greek dinner with the whole crew, and then (optionally) we dive into the nightlife of Kos!
8: Thu	It’s a wrap. Time to check out. With (most likely) a healthy tan and a backpack full of new memories and friends. Until next time!

All routes may be subject to change for weather and operational reasons. Your Lead Crew will keep you advised during the week. Route names may differ from those used by the operator.

Dodecanese 12 nights North route

View this route on a map

See About the maps for the key and more information. You can see photos of the area in the Dodecanese gallery. For details of what’s included see the Cabin Charter Prices.

Day	Destination
1: Thu	Kick-off on Kos! Welcome aboard! From 6:00 PM, you can check into your floating home for the next 12 days. We kick off the trip with drinks, you’ll meet the rest of the crew, and we’ll go over the need-to-knows. Once everyone has arrived, we’ll all dive into a cozy Greek taverna. The perfect start! More on Kos: Kos Town Kos is an ancient settlement, originally founded on agriculture and fishing, with one of the largest market places in the ancient world, and known for its wines and silk. The home of Hippocates, the island still shows much evidence of past glories but today the main industry is tourism. There’s plenty to do and see whether ... Read more
2: Fri	Start The Challenge (Kalymnos). We immediately begin the northward journey. We set course for Kalymnos, with a lunch stop at Pserimos on the way. We’ll spend the night in the beautiful bay of Palionnisos, where we’ll eat at a local family restaurant with a killer view over the bay.
3: Sat	Northward to Leros (BBQ night)! After breakfast, we continue our battle against the wind. We sail further to the green, lush island of Leros. We find a quiet bay on the north side, drop anchor, and get ready for an epic BBQ on board. This is stargazing 2.0.
4: Sun	The ‘Blue Lagoon’ of Lipsi. A shorter, relaxed trip today! We sail from Leros to Lipsi, but not without a crucial stop at the ‘Blue Lagoon’. The name says it all: impossibly clear, turquoise water. Swimming is mandatory! In the evening, we moor in the lively harbor of Lipsi. More on Lipsi: Lipsi With it’s whitewashed buildings and blue domes, Lipsi is like a miniature version of Santorini, but at a lower altitude, and with better beaches and fewer tourists! It’s a great place to relax with virtually no traffic and everything within walking distance. Indeed, the island is small enough you could walk from one end to another. There ... Read more
5: Mon	Paradise Bay Marathi. We hop over to the mini-island of Arki today and spend the night in the bay of Marathi. This is a tiny, idyllic paradise where time seems to stand still. Ultimate relaxation.
6: Tue	Hidden Gem Agathonisi. Today we tick off the northernmost island of the Dodecanese: Agathonisi, close to the Turkish border. This is a true hidden gem, far from all tourism. We moor in the small harbor and eat in an authentic Greek taverna.
7: Wed	We’ve made it: Samos! Goal reached! We arrive in Pythagorion on Samos, a super cozy harbor town full of history (and UNESCO heritage). Time to stretch our legs, conquer the town, and toast to completing the northern leg.
8: Thu	Exploring Samos. We’re staying on Samos but moving the boat to the beautiful bay of Marathokampou. This is your chance: rent a scooter or car and explore the inland of this surprisingly green and diverse island.
9: Fri	‘Blue Zone’ Ikaria Time. for the return trip, and we start with a mythical stop: Ikaria. This is one of the five ‘Blue Zones’ in the world, a place where people live significantly longer (and happier). We go ashore and try to discover the secret!
10: Sat	HIGHLIGHT: Holy Patmos. Today is a long, but (hopefully) fast sailing day with the wind at our backs! We surf to Patmos, a must-see on the UNESCO World Heritage list. We’ll climb the impressive Monastery of St. John and visit the Cave of the Apocalypse. Even if you’re not into religion, the atmosphere and the view here are magical. More on Patmos: Patmos Skala Skala is the main port on Patmos, a couple of kilometres north of the capital, Chora (or Hora). The island is reputedly the place where St John wrote the Book of Revelation. Patmos is a popular stopping off point for cruise ships as the high number of souvenir shops will attest. There are several monasteries of which ... Read more
11: Sun	Downwind to Kalymnos. We surf further south on the Meltemi, back to Kalymnos. Depending on the wind and the crew’s wishes, we’ll find a unique bay (like ‘Pirate Bay’!) or a small fishing village for our last night at anchor.
12: Mon	Last sailing day & Kos by Night. The circle is almost complete. We sail the last stretch back to our home port. But not before we drop anchor one last time for lunch and a final swim in a beautiful bay. Around 5:00 PM, we moor up in Kos Marina. In the evening, we go out with a bang: one last Greek dinner with the whole crew, and then (optionally) we dive into the nightlife of Kos!
13: Tue	It’s a wrap. Time to check out. With (most likely) a healthy tan and a backpack full of new memories and friends. Until next time!

Dodecanese 12 nights South route

View this route on a map

See About the maps for the key and more information. You can see photos of the area in the Dodecanese gallery. For details of what’s included see the Cabin Charter Prices.

Day	Destination
1: Thu	Kick-off on Kos! Welcome aboard! From 6:00 PM, you can check into your floating home for the next 12 days. We kick off the trip with drinks, you’ll meet the rest of the crew, and we’ll go over the need-to-knows. Once everyone has arrived, we’ll all dive into a cozy Greek taverna. The perfect start! More on Kos: Kos Town Kos is an ancient settlement, originally founded on agriculture and fishing, with one of the largest market places in the ancient world, and known for its wines and silk. The home of Hippocates, the island still shows much evidence of past glories but today the main industry is tourism. There’s plenty to do and see whether ... Read more
2: Fri	First stop: Turkey! Cast off! We leave Kos early and set course for the Turkish coast, around the Datça Peninsula. We sail past the westernmost point of Turkey (Cape Knidos) and drop anchor for a lunch stop. In the evening, we moor in the super-picturesque bay of Hayıtbükü Koyu for dinner at a relaxed Turkish restaurant. More on Hayıtbükü Koyu, also called Ova Buku: Ova Buku / Hayit Buku A lovely spot with a sandy beach, rocks to snorkel around and a great restaurant, run by one of the area’s characters, Ogun. The restaurant offers more variety than most including fresh fish caught by Ogun’s cousin. You may get some free post dinner games thrown in too. These may involve someone getting wet, though ... Read more
3: Sat	Iconic Symi (and the nightlife!). After breakfast, we hoist the sails for Greece. Destination: Symi, possibly the most beautiful harbor in the Mediterranean. Prepare yourself for those iconic, colorful neoclassical houses. The city is a World Heritage site and breathes Venetian atmosphere. We’ll enjoy a top taverna and then dive into the surprisingly bustling nightlife! More on Symi: Symi Town Once a major shipbuilding and sponge fishing centre, Symi is now primarily a tourist destination. The island has had a chequered history but after much restoration (heavily controlled by the authorities) its multi coloured buildings now make a spectacular sight. The harbour of Symi town (also called Yialos) includes a small nautical museum and is connected ... Read more
4: Sun	Ultimate Chill Day (BBQ night)! Time to recover. Today is a “lazy” day: a short sail to a remote bay south of Symi. Anchor down, music on. Time for swimming, snorkeling, sunbathing, and just doing absolutely nothing. We’ll stay here overnight, and that means only one thing: an epic BBQ on board!
5: Mon	Relaxed sail to Rhodes. After a morning dip, we set course south to Rhodes. This is a relaxed 20 NM sailing day. The perfect moment to lean back with a book, or to learn the ins and outs of sailing from our skipper and take the helm yourself! More on Rhodes: Rhodes Town If you’re hoping to see one of the Seven Wonders of the World, the Colossus of Rhodes, I’m afraid it collapsed in an earthquake around 226 BC, having stood for only just over 50 years. No matter, Rhodes has plenty to offer, including copious Roman ruins, one of the best preserved walled Medieval cities, the Italian ... Read more
6: Tue	City Trip in UNESCO city Rhodes. We’re staying in Rhodes for a full day and night, and it’s necessary. This is a must-see. The old town is a UNESCO site and a gigantic medieval maze. Explore the narrow streets, climb the city walls, and feel like a knight. In the evening, we’ll dine in the old town and soak up the lively atmosphere.
7: Wed	Off-the-Grid on Alimia. After the city rush, it’s time for pure nature. We sail 30 NM westward to Alimia, a true hidden gem. This island is small, uninhabited, rugged, and surrounded by crystal-clear water. Perfect for diving or snorkeling. We’ll anchor here for the night and dine under the stars.
8: Thu	Authentic Chalki. Lazy morning! After breakfast and a morning swim, we take a super short sail to Chalki. This is Greece at its purest. We moor in the small, charming harbor. No scooters, no crowds, just cobblestone streets and colorful houses. We’ll eat at a traditional Greek taverna. More about Chalki, also called Emborios: Emporios / Emborios (Kalymnos) The most northerly village on Kalymnos – the town at the end of the road – Emporios is a cluster of whitewashed houses separated by narrow alleys, on the edge of a beach lined bay. Beyond the maintained trees and holiday properties on the beach edge, the surroundings are more barren than at Pothia and Vathi, ... Read more
9: Fri	Challenge Day: Off to Tilos! Today, we’re going to really sail. We set course to the north, straight against the prevailing wind. This will be a challenging 20 NM trip, requiring us to tack. A perfect day for those who want to actively sail and trim. The reward: the quiet, untouched island of Tilos. More about Tilos: Livadia (Tilos) The little harbour at Livadia is actually the main port for the island. Once populated by miniature elephants, remains of which have been found on one of the caves, Tilos is now a bird sanctuary. There are plenty of traditional buildings in Livadia, with the main concession to tourism being the many restaurants. There’s a good ... Read more
10: Sat	HIGHLIGHT: The Nisyros Volcano. Time for the literal high point of the South Route. We moor in Pali on Nisyros. From here, you can rent a scooter or car to conquer the island. The must-do is the gigantic volcano. You can literally walk into the active crater! Also, visit the beautiful village of Nikia, balancing on the crater rim. More about Nisyros: Mandraki (Nisyros) Mandraki (Nisyros): Houses crowd the waters edge The island of Nisyros is essentially a volcano, which is still technically active. Mandraki, home to the majority of the island’s 1000 strong population is on the north west corner. The village is a maze of pebbled streets and alleys, between the whitewashed and natural stone buildings with their wooden ... Read more
11: Sun	Back to Turkey (Turtle Bay). We check out of Greece and set course back to the Turkish coast. Our stop: Mersincik Koyu, famous for its turtle beach and beautiful landscape. A wonderfully quiet bay for our last night at anchor, including dinner on board. More on Mersincik: Mersincik Mersincik is a bay at the north west end of the Datca pensinsula. The bay offers fairly good shelter if you’re lucky enough to get a spot at the west end, less so in the middle of the bay where there can be some swell. So in calm weather it’s fine as a night stop but otherwise ... Read more
12: Mon	Last sailing day & Kos by Night. The circle is almost complete. We sail the last stretch back to our home port. But not before we drop anchor one last time for lunch and a final swim in a beautiful bay. Around 5:00 PM, we moor up in Kos Marina. In the evening, we go out with a bang: one last Greek dinner with the whole crew, and then (optionally) we dive into the nightlife of Kos!
13: Tue	It’s a wrap. Time to check out. With (most likely) a healthy tan and a backpack full of new memories and friends. Until next time!

Dodecanese 12 nights West route

View this route on a map

See About the maps for the key and more information. You can see photos of the area in the Dodecanese gallery. For details of what’s included see the Cabin Charter Prices.

Day	Destination
1: Thu	Kick-off on Kos! Welcome aboard! From 6:00 PM, you can check into your floating home for the next 12 days. We kick off the trip with drinks, you’ll meet the rest of the crew, and we’ll go over the need-to-knows. Once everyone has arrived, we’ll all dive into a cozy Greek taverna. The perfect start! More on Kos: Kos Town Kos is an ancient settlement, originally founded on agriculture and fishing, with one of the largest market places in the ancient world, and known for its wines and silk. The home of Hippocates, the island still shows much evidence of past glories but today the main industry is tourism. There’s plenty to do and see whether ... Read more
2: Fri	Off to climbing island Kalymnos. Today we set course for the famous (climbing) island of Kalymnos. Along the way, we’ll drop anchor at Pserimos for the first perfect lunch and swim stop. We’ll spend the night in the breathtaking bay of Vathi, a kind of mini-fjord. In the evening, we’ll eat at a family restaurant with a killer view over the bay. More about Vathi: Vathi (Kalymnos) This picturesque village lies at the end of one of the two green valleys on Kalymnos (the other is at Pothia). Entering the bay through it’s fjord like entrance, you can see the orange and lemon trees stretching up the lush hillsides. The village that now stands on what was once the settlement of Rina is a ... Read more
3: Sat	The castles of Leros. After breakfast (with the best view ever), we hoist the sails. Today we’re tackling a beautiful trip north: Leros. This island is a mix of everything: green hills, clear blue water, and serious history. Time to explore and check out those medieval castles. More about Leros: Lakki / Porto Lago (Leros) A superb natural harbour, Lakki is a town unlike any other in the Dodecanese. Art Deco and futuristic buildings line the wide buildings with little sign of the narrow alleys and traditional buildings one would expect. The buildings date from the Italian occupation, when the bay was a major Italian Naval Base. Some are now falling in ... Read more
4: Sun	Off-the-grid on Levitha (BBQ night)! Today is for the sailing enthusiasts! We have 20 NM ahead of us towards Levitha. A perfect day to actively take the helm yourself and learn all about sail trim. Levitha itself is next level: a mini-island, virtually uninhabited, rugged, and with water so clear you can see the bottom. We drop anchor, dive in, and in the evening… it’s time for an epic BBQ on board. This is ‘camping on the water’ 2.0.
5: Mon	Cyclades vibe on Amorgos. Waking up in total silence. After breakfast, we sail further west, into the Cyclades! Our stop: Egiali on Amorgos. This is the Greece from the postcards. A stunning bay, traditional white houses, and relaxed taverns right on the beach. Grab a drink, explore the picturesque streets, and soak up the atmosphere.
6: Tue	Hike & Scooter Time on Amorgos. Short sailing trip, maximum adventure. We move to Katapola, the other port of Amorgos. This is the ultimate base to conquer the island. Rent a scooter or car and must-see: the iconic monastery of Hozoviotissa, spectacularly plastered against a cliff. Amorgos is perfect for hiking, discovering remote beaches, and being amazed by the rugged cliffs.
7: Wed	Full sails to Ios! Brace yourself for a serious sailing day! We’re blasting 30 NM westward to the notorious Ios. After days at sea and in quiet bays, it’s time for some action. We moor up and head into the lively Chora. Ios is the perfect mix: beautiful beaches and ancient ruins by day (they say Homer is buried here), and a buzzing nightlife by night. Time for a cocktail! More about Ios: Ios Ios is a schizophrenic place. At first glance it is just a village port, once a popular target for pirates. The main town, Hora, is actually a couple of kilometres inland. By day peace reigns. The throngs of tourists spread out and the beaches are bedecked with slowly browning bodies. At night, however, the tone of the ... Read more
8: Thu	The highlight: Santorini! Today is the day. We sail 20 NM (often downwind) and then it appears: the world-famous Santorini. Arriving by sailboat in this volcanic crater (caldera) is an unforgettable experience. We find a spot and admire the iconic sunset, the whitewashed villages, and the blue domes. In the evening, we find a taverna with the most insane sea view. Bucket list: checked. More about Santorini: Santorini / Thira & Fira Santorini is one of the most photographed islands in Greece. Images of its dazzling white buildings and cobalt blue domes, set along precipitous cliffs ringing the indigo sea of the old volcanic caldera, grace calendars everywhere. The reality is no less spectacular. Santorini is a must-see of any Cyclades flotilla or bareboat sailing holiday. Sadly, Santorini charter yachts face ... Read more
9: Fri	Anafi & Franky’s Famous Curry. After the bustle of Santorini, we turn the bow eastward. On to Anafi, 20 NM away. This is the complete opposite: a small, untouched island with a super relaxed atmosphere, rugged nature, and crystal-clear water. We spend the night in a bay, and the evening becomes legendary: time for Franky’s famous curry on board!
10: Sat	The ‘Butterfly’ Astypalaia. Ready for the longest sailing trip of the journey? We get up early and set course for Astypalaia, about 35 NM away. A full day of sailing, steering, and trimming. Astypalaia, also called ‘the butterfly’ because of its shape, is a gem. It combines the Dodecanese with the Cyclades vibe. We’ll climb the Venetian castle and get lost in the narrow streets of the beautiful Chora.
11: Sun	Back to Kalymnos. We begin the return journey. Another beautiful, long sailing day brings us back to Kalymnos, where this time we’ll anchor in the bay of Vlichadia. Time for a final relaxed evening: we’ll have a cozy dinner in a local taverna or cook together on board one last time.
12: Mon	Last sailing day & Kos by Night. The circle is almost complete. We sail the last stretch back to our home port. But not before we drop anchor one last time for lunch and a final swim in a beautiful bay. Around 5:00 PM, we moor up in Kos Marina. In the evening, we go out with a bang: one last Greek dinner with the whole crew, and then (optionally) we dive into the nightlife of Kos!
13: Tue	It’s a wrap. Time to check out. With (most likely) a healthy tan and a backpack full of new memories and friends. Until next time!

All routes may be subject to change for weather and operational reasons. Your Lead Crew will keep you advised during the week. Route names may differ from those used by the operator.

More about the Dodecanese cabin charters

These 7 or 12 night trips sail from Kos. Kos is well served by international flights but there is also an internal service from Athens. There is also a ferry service from Athens.

The charter organisers offer optional charters between the airport and the yacht base. The ferries arrive at the town’s main port, adjacent to the marina from where the cruises depart.

The cruises take 5 to 8 guests, accompanied by a professional skipper and hostess/deckhand to look after meal preparation and social aspects. The yachts used are Sun Odyssey 51’s which four twin cabins for guests. Two of these cabins can be converted to converted to double berths.