Sailing Holidays

Sailing Holidays

Careers at Sailing Holidays

We are an independent tour operator based in North West London. Our philosophy is simple we offer customers the opportunity to explore five stunning countries and 14 different sailing areas in the Mediterranean living the dream on their very own yacht. We have been operating for over 40 years.


Our values

Work like a captain, play like a pirate...

It is difficult to describe in words the feelings of exhilaration when the breeze fills the sails and the tranquil silence as you turn off the engine. Not to mention the feeling of freedom that comes from jumping off the yacht into crystal clear water and the ambience that comes when relaxing with friends and family in a Greek taverna in the evening. The difference with us comes with our unrivalled assistance and back up offered by our London office and friendly shore-based teams.

Our laid-back approach to skippered charter provides the ideal first step to sailing a yacht, whilst our bareboat options offer the perfect way for experienced sailors to introduce friends and family. The majority of sailors who holiday with us will return the following year and come back again and again.

Every year we take thousands of people to some of the most beautiful islands in the Mediterranean…some are sailors; some have never set foot on a yacht before. Many have since gone on to buy their own yachts and sail all over the world.

Real people who love sailing (and more importantly holidays...)

Everyone in the office has either worked or been on our sailing holidays. They know first-hand what the boats are like, the best spots, which areas will suit you and even what the weather might be like! It is a hard working but equally rewarding team to be a part of!

Stats we are proud of

  • 10000

    Happy Sailors a Year

  • 3

    Travel Industry Awards (Entered three won three!)

  • 5*

    FEEFO Gold Trusted Member

  • 170

    Independently Owned & Maintained Yachts

Behind the scenes