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About us

Skippered sailing holidays for 20-35 year olds

Our Values

Good humans

We believe that incredible things happen when you travel and experience the world with a tight group of likeminded epic humans. Start your journey as strangers, end as a family.

World leading

Our experiences will always be provided with an unwavering focus on exceptional quality, with safe, sustainable and responsible travel at the heart of everything we do.

Leave only footprints

Caring for the planet isn't just fundamental to our ethos, it's about respecting our environment and ensuring we look after it for generations of future travellers to enjoy.

Enjoy the journey

We have fun. We don't take ourselves too seriously. Life is one incredible adventure and it's in our DNA to make the most of every single moment.

Our story

Following years working and travelling the globe, three kiwi yachties founded MedSailors with a desire to share their passion for sailing with the world. Believing that a sailing holiday is best experienced on yacht, not motor cruiser, we brought epic, affordable sailing adventures to the Mediterranean. With a line-up of picturesque towns, vibrant bars, and the most beautiful scenery, our passion for travel and our MedSailors family have both grown massively! With two sister companies, Yacht Getaways and Wild Kiwi Tours, we aim to help our guests discover the best hidden gems across the globe.

Our passion

Sailing is what we live and breathe, and for us there’s nothing more exciting than sharing the experience with others from around the world. We have hunted out the best spots to give you an epic experience of the Mediterranean, allowing you to sit back and take in all that these places have to offer. You'll be sailing with like-minded humans between 20-35 years with a skipper who will show you all the best on and off the beaten track places.


We're most proud of the amazing feedback we get from our guests, but we're also humbled to by recognised for our passion for travel by prestigious organisations such as The British Travel Awards. Winning silver in the 2019 British Travel Awards for 'Best holiday company to Hellenic Europe' is an honour.


The ocean is directly tied to our lives and our passion which is why we are always looking for positive steps to take towards keeping our seas clean. Three of our major eco-initiatives on our sailing trips are our beach clean ups, our Floatie Recycling Programme and providing our guests with reuasble tote bags.

Working for us

Seasonal Jobs

MedSailors offers premier sailing holidays for 20-35 year old’s in Croatia, Greece, Turkey and Montenegro. Through a passion for sailing and a commitment to providing unforgettable trips to all our guests, we aim to deliver the highest standard sailing holidays possible.

To meet this goal we are recruiting professional staff with the same enthusiasm and drive. We are currently recruiting our seasonal teams for our 2021 season. For more information on these roles, please view the job descriptions below:

Skipper Job Description Guest Experience Leader Job Description Lead Skipper Job Description

Pre Season Training

All new MedSailors Crew will take part in the Pre-Season Training, equipping you with the knowledge and expertise you need.

The Yacht Academy

The Yacht Academy is a Train to Work Programme for qualified and unqualified future MedSailors Skippers. The Yacht Academy provides several pathways to train and start work with MedSailors.


To apply please follow the links below or you can email your CV and a short introduction to

Application Form

Meet our team


Lead Skipper


Lead Skipper


Lead Skipper


Lead Skipper


Lead Skipper








Content Creator


Customer Relations Executive


Customer Service Executive


Customer Service Manager


Recruitment Team Leader


Product Manager


Head of Operations


Croatia Business Manager


Business Manager


General Manager


Digital Marketing Executive


Marketing Manager









We had the best skipper James Ellwood and Colm Pender organising a smooth operation, absolutely greatest team. This made the year special and has got me wanting more!!! Can’t wait for our next sailing trip with MedSailors!!

Nathan Thomas

I had one of the best weeks of my life with MedSailors! I had the best crew mates, skipper, cheeky adventures, and food. We have already talked about our next Med Sailor crew reunion! Just do won't regret it!

Alyson Erickson

MedSailors was above and beyond my expectations. A great mix of relaxing by the sea, touring the islands then eating, drinking and partying the night away.

Matthew Handy