Western Mediterranean Sailing Holidays

The West Mediterranean is well-established as both a yachting and sailing haven, with a coastline that ranges from the ultra-romantic hotspots like Italy’s Positano, with its lemon trees, olive groves, and chic cafes, to pure glamour destinations like Monaco, where every day brings a new glitzy party to attend. 

The stunning landscape here is perfect for a crewed Mediterranean yacht charter, with dreamy archipelagos and mile after mile of golden sands. Explore mesmerising landscapes, uncover vibrant cultures and see historical and architectural wonders as you sail through Spain’s Balearic Islands and the beautiful Italian and French Riviera. And since glamorous yachts and Michelin-star cuisine are what the West Med is all about, embrace the Mediterranean sailing holiday lifestyle and ask our knowledgeable crew for information about the best restaurants and beach bars. You won’t regret it.

Learn about sailing in the West Mediterranean with Oyster.

Oyster Crewed Mediterranean Yacht Charter
Enjoy a Mediterranean Sailing Holiday with Oyster Yachts

Average climate

71.6mm
12.5°C

January

65.4mm
12.6°C

February

59.5mm
13.5°C

March

44.1mm
15.7°C

April

25.5mm
18.9°C

May

12.2mm
22.4°C

June

5.1mm
25.6°C

July

13.3mm
26.2°C

August

41.5mm
24.1°C

September

98mm
20.4°C

October

94.3mm
16.8°C

November

80mm
13.8°C

December

Eastern Mediterranean​ Sailing Holidays

East Mediterranean sailing holidays offer a step firmly off the beaten track, with so many best-kept-secret locations to explore. Head to Montenegro to explore UNESCO World Heritage sites and hike through picturesque mountain villages, where life moves at a much slower pace. Sail through the Ionian Islands to try your hand at windsurfing or, for a less adrenaline-fueled escape, sample some local wines. Wherever you choose to visit, a Mediterannean sailing holiday never fails to impress.

The lesser-visited Eastern Med is an up-and-coming destination, spanning everything from quaint fishing villages to buzzing city nightlife. More and more people are waking up to its potential as a hub for crewed Meditteranean yacht charters, and with areas offering exciting currents and high wind exposure, it’s best explored by sail. Your East Mediterranean sailing holiday will take you through stunning Adriatic coastline, spellbinding Greek Isles and exotic Turkish shores. Enjoy balmy days out on sapphire waters in Croatia, or experience culinary delights in Turkey before taking in Greece’s awe-inspiring historic landmarks. An East Mediterranean sailing yacht charter is perfect for those who like to be ahead of the curve.

Discover our East Mediterranean sailboat charters.

Crewed Mediterranean Yacht Charters in the East Mediterranean
Mediterranean Sailing Holidays in the East Med

Average climate

139mm
7°C

January

125mm
8°C

February

104mm
10°C

March

104mm
13°C

April

75mm
17°C

May

48mm
21°C

June

26mm
24°C

July

38mm
24°C

August

101mm
21°C

September

162mm
17°C

October

198mm
12°C

November

178mm
9°C

December