By Nautilus Yachting last updated on Thu 7th Aug 2025
Greece and sailing…sailing and Greece - was there ever such a perfect match? With thousands of islands, including over 200 inhabited ones, the Greek islands are an integral part of the identity of this beautiful country, playing a fundamental role in the country’s rich history and culture.
A sailing holiday in Greece is the ultimate way to explore this unique country and to get an authentic taste of the Mediterranean way of life lived here. There are plenty of ferries in Greece to keep you connected to the main islands but many of the true gems lay further afield. A sailing holiday on your own yacht enables you to venture to lesser-known islands, raw beauties which offer up your own slice of paradise. Wonders of nature where you can get away from it all and relax in paradise. This is one of the many benefits of a yacht charter – you can access islands, beaches and secret bays which are otherwise inaccessible. Travelling by boat gives you options which you wouldn’t have if you were simply visiting on land.
There is no doubt that you can enjoy a holiday in Greece basing yourself in just one location, be it a Greek island or a spot on the mainland, but with so many stunning islands within close proximity of one another, an island-hopping adventure in Greece is without a doubt the crème de la crème of Greek holidays. On a bareboat yacht charter in Greece you decide your starting location, the sailing ground of choice, and from there you can plan your sailing route and itinerary to include the spots that most appeal to you, be it secluded bays or traditional fishing villages, must-visit chic islands or some of the most stunning beaches in the world.
In this article we lay out our ‘Top 10 Must-Visit Greek Islands by Yacht’, which is no small feat since there are so many fantastic islands to choose from. Get ready to be inspired and start planning your Greek sailing adventure now!
Ithaca, Southern Ionian
Koufonisia, Cyclades Islands
Paxos, Northern Ionian
Nysiros, Dodecanese Islands
Naxos, Cyclades Islands
Ereikoussa, Northern Ionian
Sifnos, Cyclades Islands
Symi, Dodecanese Islands
Lefkas, Southern Ionian
Alonissos, Sporades Islands
Ithaca is a magical little island in the Southern Ionian which can be reached on yacht charters from Lefkas, Palairos or Kefalonia. This idyllic island, known for its magnificent natural beauty, attracts travellers from around the world who wish to explore its mythical essence, rich history, and lush landscapes. A fascinating place to visit for those interested in Greek mythology as the island is known as the homeland of the legendary hero Odysseus and you can even visit what is believed by archaeologists to be the ruins of Odysseus’ palace.
Today, Ithaca is a wonderful island to enjoy on a sailing holiday in Greece. Its stunning beaches, picturesque villages and raw, natural beauty offer a unique travel experience for visitors looking to immerse themselves in the peace and tranquillity of island life.
There are an array of activities to keep you amused whilst visiting Ithaca, slow activities to truly absorb the nature and rich history of this special island. There are many beautiful walking and cycle routes to explore the island. Wind your way through the verdant green hills and olive groves and you will often find yourself at a magnificent viewpoint, blown away by the spectacular views. The waters around Ithaka are beautifully clear and make a great spot for snorkelling and diving. A mixture of pebble and sandy beaches dot the coastline and are the perfect spot to relax. Agios Ioannis Beach is a fine example of Ithaca’s stunning beaches with crystal clear turquoise waters that make the perfect final destination after exploring the island on foot.
Sail the Ionian Islands – Yacht charters from Lefkas and Palairos
Three islands on our list are part of the group of islands known as the Cyclades islands, which is also home to two of the most well-known Greek islands – Mykonos and Santorini. Whilst both of these islands have their attractions, both are incredibly popular tourist destinations, receiving an enormous amount of visitors each year. Choose a yacht charter from Paros and you can explore some of the lesser-known Cyclades islands that will blow you away, without having to deal with the crowds of Mykonos and Santorini.
Koufonisia is actually made up of two islands – the inhabited Ano Koufonisi where you will find restaurants, shops and bars, and the uninhabited Kato Koufonisi. Whilst these two little islands each have their unique offerings, one thing they certainly do have in common are their spectacular landscapes with arguably some of the best beaches in the Cyclades. On your bareboat yacht charter you can take time to explore these beaches at your leisure – Pori, Finikas and Fanos on Ano Koufonisi and Nero, Detis and Pezoulia on Kato Koufonisi should be on your list.
After a day exploring the beaches, head to the charming village of Chora to wander the narrow streets or explore more of the island on foot or by bike. As the evening sets in, base yourself in one of the quaint tavernas and enjoy a delicious meal of fresh fish – Greek island life doesn’t get much better than this!
Sail the Cyclades Islands – Yacht charters from Paros
The small island of Paxos in the Northern Ionian can only be reached by boat and along with neighbouring Antipaxos, should be on anyone’s sailing itinerary when planning a yacht charter from Corfu. The island is home to breathtaking cliffs, hidden beaches, olive groves, vineyards and hot springs, as well as the famous Blue Caves.
Paxos is an ideal location for those wanting a relaxing and stress-free holiday in Greece, enjoying the beautiful beaches and appreciating authentic Greek cuisine. With just three main villages, Paxos a tranquil island that embraces slow living. Some of the local tavernas host traditional Greek dancing in the evenings, a fun end to a beautiful day in paradise.
Sail the Ionian Islands – Yacht charters from Corfu
Part of the Dodecanese islands, volcanic Nysiros can be reached on a yacht charter from Kos or Rhodes. Another off-the-beaten-track location which should be on your Greek island wishlist if you are looking for unique and charming islands to visit. The still-active volcano located in the centre of the island is the youngest of the four active volcanoes in Greece and a main attraction of Nysiros. An early morning visit to the crater is recommended so as to enjoy this impressive landscape before the temperatures rise.
The main town of Mandraki is a charming place to explore with traditional architecture and medieval castle. The narrow alleys ooze Mediterranean charm and after all that exploration, head to the main square to drink in the cafes and mingle with the locals. Nikia is another picturesque little village on the island which has fantastic views of the volcano.
Thanks to is volcanic origin, you can enjoy some relaxation in the island’s thermal springs, known for their healing properties since ancient times. After the heat of the springs, you may find yourself needing a cool off in the oh-so-inviting clear waters of Nysiros’ black sand beaches. Many secluded beaches can be found here which are perfect for those wanting to escape the crowds and simply relax.
Sail the Dodecanese Islands – Yacht charters from Kos and Rhodes
The largest of the Cyclades islands, and also the greenest, is Naxos which sits alongside Paros. An island which appears to ‘have it all’ but in a charming, understated manner. An incredibly fertile island which produces the most delicious local produce including extraordinary cheeses, moreish potatoes and the flavourful fruit ‘citron’ which is used to make a liqueur served in cocktails and aperitifs.
Naxos is a paradise for history lovers starting with Portara (or Temple of Apollo) which looms over you as you sail into the harbour of Naxos and dates back to the 6th century BC. Walking through the old town will have you feeling like you have been transported back in time. Many other historical sights can be found on the island including the impressive kouri sculptures. These colossal, half-finished statues of young men lie in Melanes and Apollona. Naxos’ interior holds the remains of numerous villages which have sat idle for centuries.
If you are feeling adventurous and want to immerse yourself in some more Greek mythology then head to Filoti from where you can start the ascent to Mount Zas, the highest mountain in the Cyclades. Legend dictates that Zeus himself was born in a cave halfway up the mountain.
Last, but certainly not least, Naxos has many gorgeous stretches of sandy beaches to while away the hours in the beautiful Mediterranean sunshine. Why not try Mikri Vigla, Alyko or Kalantos.
Sitting in the northern Ionian and a perfect stop to include on a yacht charter from Corfu, Ereikoussa is one of the most virgin islands of the Ionian Sea. The island is surrounded by crystal clear blue waters, whilst its beaches are endless golden stretches backed by steep cliffs. Given its size and being relatively unknown, with only 150 permanent residents, Ereikoussa is a great spot to experience authentic Greek culture. Meet the friendly locals who are always keen to welcome new visitors and help you experience all their island has to offer.
Ereikoussa is an ideal location to relax and wander the island’s secret paths whilst appreciating the scent of the olive, cypress and ericaceae trees. The beautifully clear waters also make this a great spot to explore the underwater world of the Northern Ionian.
Your tastebuds are in for a treat when visiting whimsical Sifnos, an island that although small and not amongst the most well-known Greek islands, certainly has a enviable reputation as a culinary hotspot. The traditional fare is unique and delicious and the local restaurants and tavernas serve up some of the best food in Greece. Try revithada, a delicious chickpea soup or mastelo, made with slow roasted lamb.
As well as gastronomy, Sifnos has a long-standing history in the production of pottery and ceramics. Take the opportunity to visit some of the ceramic workshops dotted around the islands to see this traditional craft in action and purchase some beautiful souvenirs whilst sailing in Greece.
Sifnos is home to many romantic villages which are perfect to explore on a relaxed sailing holiday. Visit some of the island’s many picturesque chapels or head to the striking 17th century Chrysopigi Monastery, one of the top sights in Sifnos, where its priveldged location atop a rocky peninsula affords it the most spectacular views.
Sifnos’ romanticism extends to its beaches with many secluded coves which are easily accessible on a yacht charter. Vlichada, Vroulidia, Fikiada and Gialoudia are just a few of Sifnos’ secluded beaches to try out.
Sail the Cyclades Islands – Yacht charters from Lavrion and Paros
Located in the Dodecanese, Symi is considered by many to be one of the prettiest islands in Greece with one of the most beautiful harbours in Europe. Whilst Symi is a popular day trip from Kos or Rhodes, the beauty of visiting Symi on a yacht charter is that when the day-trippers return to their holiday base, you get to remain in this beautiful spot and experience the authentic Greek culture with the locals.
Symi has some stunning beaches such as Agios Georgios Disalonas and Agios Emilianos Beach. Below the water there are excellent dive sites where you can explore shipwrecks, barrier reefs, underwater caverns and sunken villages. For those wanting to stay closer to the surface, there is still plenty to explore with your snorkel and fins.
The port of Symi has an infectious atmosphere. The colourful houses dotting the hillside appear more like a painting than real life, whilst the views out to sea impress at every turn. Take a seat in a waterside bar, café or taverna and watch the hive of activity whilst enjoying some delicious Greek food.
One of the larger islands on our list and located in the Southern Ionian, a top sailing destination in Greece. Lefkas is an island of great variety which can provide tourist hotspots as well as ‘get away from it all’ seclusion.
Often called the ‘Caribbean of Europe’ thanks to its breathtaking beaches which regularly make the lists of top beaches worldwide. Porto Katsiki and Egremni beaches on the more exposed western coast of the island are striking beaches where the white cliffs meeting the blue waters make a breathtakingly beautiful combination. Visiting these beaches by yacht is certainly much easier than the climbs down and back up again that the land-based visitors have to endure! Thanks to the sheer number of fantastic beaches on Lefkas, you can still find peaceful and uncrowded spots even in the peak summer months.
For those in search of an active holiday, Lefkas offers an incredible array of activities. Windsurfing, kitesurfing, paragliding, scuba diving, horseback riding, mountain biking and hiking are all possible ways to spend your time whilst visiting Lefkas. Highly recommended is a trip to Dimosari Waterfalls, near Nidri town, which are still impressive during the summer months and the radiant blue lake makes a very refreshing dip. The nature around the waterfalls is beautiful and rich in greenery.
Lefkas is another paradise for fans of Greek cuisine where you can sample mouthwatering local delights at extremely reasonable prices. If visiting Lefkas in August, you may wish to head to the beautiful mountain village of Egluvi, famous for the production of lentils, where on Agios Donatos’ feast day (August 7) village locals cook these flavourful lentils in large cauldrons on the plateau above the village.
Lefkada Town is a bustling seaside town with a lovely old town full of colourful houses, cafes and bars. On the eastern coast of Lefkas, Sivota is an unspoilt fishing village surrounded by hillsides covered in olive and cypress trees and a favourite amongst visiting sailors.
Just a short sail away from the popular Greek island holiday destination of Skiathos, you will come across the green paradise island of Alonissos. The dense vegetation spreads over the entire island all the way to the idyllic beaches and coves which are surrounded by pine forests and olive groves. It is said that one never tires of exploring the endless beaches of Alonissos and we would have to agree! Sail from one stunning bay to another on a yacht charter in the Sporades.
The waters around Alonnisos are incredibly clear and marine life is abundant. The area surrounding Alonissos makes up the National Marine Park of Alonissos, the largest natural marine park in the Mediterranean. The marine park is home to the Mediterranean Monk Seal and witnessing these sociable animals up close is a memorable experience.
The old town of Alonissos is a beautiful spot to meander along the countless alleyways and cobblestone streets, visiting the local shops before stopping for a delicious meal in a taverna and watching a breathtaking sunset.
Sail the Sporades Islands – Yacht charters from Skiathos and Skopelos
The best time to take a sailing holiday in Greece is between April and October, with peak season being June, July, and August.
High Season
The Meltemi winds are strongest in July and August, making a more exhilarating sailing challenge for the more experienced sailors. These months also fall within the UK school summer holidays, the perfect time for a family holiday, with lots of opportunities for the children to make new friends. Why not try one of our family-friendly flotilla holidays?
For easier sailing aim for the end of the summer when the winds are less intense making for more relaxed sailing conditions.
Shoulder Season
April and October benefit from smaller crowds as well as cheaper flights, great yacht availability and reduced costs.
Spring
April - June are the perfect months for those looking for a quieter yacht charter. The winds are milder, the weather is warm and the islands are in full bloom. With the reduced crowds it allows you to enjoy them to the fullest!Autumn Sailing in Greece
Choose the autumn months to avoid the tourist crowds, enjoy the calmer winds and take in the natural beauty of the islands at a leisurely pace.
May & September
The weather is warm but not too hot with average temperatures around 25ºC (77ºF) and the crowds are lower than the peak summer season.
Late May & June
The crowds are still relatively low but the temperatures have started to rise (average 28ºC / 85ºF) and the waters begin to get warm enough for swimming.
July to September
This is when the waters are at their warmest and it is also the peak tourist time due to the school summer holidays. This is a great time for a sociable family holiday - why not try one of our family-friendly flotilla holidays?
October
This is the end of the main sailing season and a good opportunity to take advantage of lower prices and lighter crowds. The weather is on average 21 - 23ºC and the waters are still warm enough to enjoy a spot of swimming.
In general, the best sailing conditions are from April to October when you can enjoy warm waters, clear skies and reliable winds.
The Ionian is great for year-round sailing however the best conditions are late spring to early autumn. The Ionian has hot, dry summers with calmer winds but stronger gusts can occur in the afternoons.
The Meltemi winds provide reliable sailing in the summer months perfect for more experienced sailors looking for a more challenging charter.
Typically the rainy season is from November to March and sailing conditions are not always ideal.
The cost of your yacht charter depends on several factors:
The type and size of the yacht you book will dictate the price. A 1 week charter on a 2 - 3 cabin monohull starts around £900 in low season whereas 1 week on a luxury catamaran with a skipper in high season could be upwards of £10,000. These are the 2 extremes of the scale for a 1 week charter and we offer plenty of choices in between.
1 week is a popular choice amongst our sailors and makes the perfect getaway however, a longer charter will give you more time to explore all the Greek islands have to offer. We have a range of 1 and 2 week flotillas, as well as custom bareboat bookings which can be tailored to your timescale.
Lower-priced yacht charters are available in the off-season of April, May, September and October with prices starting to rise in June before peaking in July and August.
Don't have any sailing experience? No problem! We offer several skippered and crewed options so you can enjoy the yachting lifestyle without the stress. From a simple skippered yacht to fully crewed options, we can arrange a charter to suit your needs.
Flotilla yacht charters are more expensive than a bareboat charter, but for the extra cost, you are getting the assistance of a lead boat with an experienced crew who are ready to help if you need assistance on your voyage. The flotilla lead crew also arrange social activities and lead you on a carefully curated itinerary. Flotillas are great if you enjoy the social aspects of sailing and are perfect for families, especially during school holidays. Children enjoy making new friends, while adults can unwind and connect with like-minded sailors.
If you are experienced and prefer to discover the islands at your own pace then a bareboat charter is the perfect choice for a relaxing holiday in The Med.
For bareboat charters and flotilla holidays in Greece, you will need ICC qualification.
The port authorities in Greece are now insisting on one of the following practical certificates:
If you hold an RYA Day Skipper or ASA104 it will no longer be accepted and you need to obtain either an ICC or IPC from the corresponding issuing body (RYA or ASA).
If your RYA Coastal/Yachtmaster or ASA105/106 certificate is more than 10 years old and does not have a photo ID, then you need to apply for an ICC or IPC.
If you are a member of the RYA or ASA, you may qualify for a discount or free certificate, otherwise, you will have to pay. The approximate cost is £50. Please use these links - RYA application for the ICC or ASA application for the IPC.
A 1 - 2 week charter will give you the optimum time to explore all Greece has to offer, from the beautiful secluded beaches and coves to the rich culture of its historic towns. Fancy exploring at a more relaxed pace? Our knowledgeable team can assist you with a custom charter.
We have various 1 and 2 week sailing itineraries for both bareboat and flotilla sailing holidays in Greece that have been personally tried and tested by our team.
The mooring fees in Greece are very minimal, you will find it is one of the cheaper Mediterranean destinations in terms of mooring costs. On average, a town quay mooring in Greece (based on a 40ft monohull) would be €20/night.
There are fewer "full-service marinas" compared with somewhere like Croatia, but these would usually be between €50-70/night.
There is also the ability to free anchor in a lot of places too, which keeps the cost of your mooring fees down considerably.
Our most popular sailing destination in Greece is the South Ionian due to its easy sailing conditions and endless bays to visit; this collection of islands (Lefkas, Kefalonia, Ithaka, Meganisi, Kalamos & Kastos) is perfect for beginners and families but has a charm that keeps our guests returning year after year.
You can also set sail in the Ionian from well-connected Corfu which has great options for sail-and-stay to combine your holiday with one of the island's highly-rated resorts. When on a yacht charter from Corfu, you can also explore Corfu Old Town, a UNESCO World Heritage site, as well as picture-perfect Paxos.
The Greek government hopes that shelving the requirements will help to ease the wait times seen at airports in other European countries.
Whether you love fresh seafood, traditional mezze or stuffed gyros, Greece is synonymous with great food. Escape the crowds this summer and sample some of the finest culinary delights in locations that are perfect to enjoy after a day at sail.
Watch the video, ‘A Day on the Ionian Flotilla’ to get a glimpse into what you can expect from a flotilla sailing holiday in the Ionian with Nautilus Yachting. Be sure to subscribe to our YouTube channel to see more Nautilus Yachting sailing holiday videos!
Call our knowledgeable sailing specialists for the latest advice and recommendations on the sailing areas most suited to you.
Arrange a call back from one of our specialists (Mon-Fri: 0900-1730).