Mediterranean romance takes on a new meaning here, with more crumbling ruins and ancient castles than you could ever possibly visit and golden-sand coves that you’ll have all to yourself. An eclectic mix of cultures and landscapes, you’ll find something new at every destination. Explore Greece’s dreamy Dodecanese islands; take a walk on the wild side in mountainous Montenegro; dance until dawn in Croatia’s lively bars. A kaleidoscope of colours, sounds, aromas and experiences, the East Med is the gift that keeps on giving.
The weather in the East Med varies a lot, which is a reflection of the region’s diversity. The best time to visit is from July to August - the heart of the Mediterranean yachting season. August tends to be the hottest month experiencing daily averages of 29°C/84.2°F, with July averaging 27°C/80.6°F. Throughout the season there is a very low chance of rain, ideal for those on luxury sailing holidays. Europe offers cooler seas than tropical regions like the Caribbean, but in the summer months this will be the perfect thing to cool you down.
Sailing charter holidays will generally experience calm waters and good weather across the East Med, Dubrovnik/Montenegro and the Aegean sea.
Oyster yacht charters are the perfect way to discover the East Mediterranean. The romance of this region is magnified when cruising on one of our stunning handcrafted sailing yachts. Visit remote spots that can only be accessed by the water, all from the comfort of our spacious deck saloon boats. Panoramic windows provide stunning views as you head to your next destination, with an expert crew onboard to skipper the yacht and cater to your every need.
Explore Croatia, Montenegro, the Ionian Islands, Greece and Turkey, all on one of our crewed sailing yachts for charter.
Croatia is a fantastic mix of tiny islands, sweeping national parks, extraordinary architecture and a renowned nightlife scene. Visit Diocletian’s Palace in Split, where ancient columns and secret underground passages will make you feel like you’ve stepped back in time. Tranquil pebbled beaches with gin-clear waters dot the coast of the mainland. Buzzing restaurants offer something for even the fussiest eaters on your crewed sailing yacht charter; Mediterranean cuisine, hearty Croatian stews and exceedingly good local wines are all there for you to choose from.
The best time to visit Croatia on a sailing yacht charter is in July or August when the islands’ beachfront bars and clubs come alive and you’ll experience a glorious 13 hours of sunshine each day. Be sure to book far in advance to secure the most coveted marina berths in your chosen destinations.
Oyster sailing charters in Croatia generally cruise between Dubrovnik and Split.
The small yet mountainous country of Montenegro packs in the natural beauty of sailing destinationsthree times its size. Only 300 km from top to bottom, this best-kept-secret offers two UNESCO World Heritage sites, a stunning Venetian fortress and a number of secluded spots accessible only by yacht. Step off the beaten track as you hike into forgotten forests and traditional mountain villages. Meet the friendly locals and sample some traditional Montenegrin dishes.
For July and August sailing holidays, Europe is always fabulous thanks to the beautiful weather it experiences in these months. However, Montenegro is particularly charming, with warm-hearted locals, homespun culture and secluded spots you can have all to yourself.
Our sailing charters in Montenegro are usually incorporated into Croatian charters, cruising from Dubrovnik/Split to Montenegro or vice versa.
Each one of these diverse and beautiful Greek islands has its own rich culture. Learn to windsurf at Vassiliki’s internationally-renowned windsurfing school in Lefkada. On Paxis, glorious beaches offer pure relaxation - head to Antipaxos to sample some of the island’s famous locally-grown wine as you bask in the sun. In Corfu Town, feel the Franco-Italian influence as you wander through Parisian-style arcades and Venetian alleyways.
Delightfully temperate weather awaits in the Ionian Islands on a sailing yacht charter - Mediterranean climates are cooled down by the Meltemi winds, meaning you’ll be unlikely to experience the 40°C/104°F heatwaves of mainland Greece, even in the hottest months of July and August.
The best months to visit the Ionian Islands will vary, depending on your interests. On Ithaca there is an array of local food and wine festivals in July, whilst August in Lefkada sees the International Folklore Festival take over in a flurry of colours and costumes.
Oyster sailing charters in the Ionian Islands generally cruise between Corfu and Lefkada.
The Dodecanese Islands encapsulate both hidden gems and larger, ever-popular resorts. In cosmopolitan Kos, sit under the very tree where Hippocrates taught his students and explore the island’s extensive medieval and ancient architecture. In unspoilt Nisyros, still an active volcanic centre, stroll around the island’s capital and take in the colourful houses built from volcanic materials. So many of these glorious sailing hotspots offer a blissful beach holiday experience and Pserimos is particularly lovely, with its heavenly golden-sand bays.
The best and most lively time to visit the Dodecanese is in July and August, where a full nightlife calendar will provide more than enough to keep you entertained.
Our sailing charters in the Dodecanese cruise around the island group, generally starting in Rhodes.
Turkey’s Datca offers more stunning, secluded beaches than you could ever wish for, its unspoilt nature owing to the fact that for years it was only accessible by boat. It may now have a good road connecting it to the mainland but it has kept its undiscovered feel, making it perfect for romantic sailing holidays. Europe and Asia come together to form Turkey’s landmass, and you can see the influences of both throughout. Bodrum has a distinctive Aegean character, noticeable in its postcard whitewashed houses with a bright-blue trim, whilst its medieval castle gives a glimpse into old Turkey. Göcek is a sailor’s paradise, a bustling little town offering some of the best Turkish breakfast around.
Temperatures in the peak season of July/August reach an average of 33°C/91.4°F - amazing weather for relaxing under the shade of a palm tree or taking advantage of the amazing hiking trails offered in this region.
Our sailing charters in Turkey generally cruise the Datca coast between Bodrum and Göcek.
Learn more about how to charter a yacht with Oyster. Contact Oyster Charter Manager Molly Marston to begin planning your trip.
Our committment to reducing environmental impact at worldwide regattas
Catch up on a day of champagne sailing and fierce on-water battles.
Catch up on the exciting final day of racing
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