Welcome to Pretty Sailing

Chart Your Course.

Whether you’re starting out, building miles, or working towards Yachtmaster, we’ll help you gain the skills and confidence to take the helm anywhere. Small crews, hands-on instruction, and everything included so you can focus on the sailing, not the logistics. Every course runs from our base in Gibraltar, with year-round conditions and some of the best cruising waters in Europe on your doorstep.

Explore Our Courses

TRAIN HERE.

WORK THE WORLD.

Introducing The Professional Yachtmaster Program

Pretty Sailing takes you from complete beginner to RYA Yachtmaster Offshore in 15 weeks. Our Professional Yachtmaster Program gives you every skill and qualification needed to work in the industry.

Ready to go professional? This is where it starts.

View the Program

Premium Accommodation

The Yachts You’ll Call Home.

Pretty Woman and Pretty Ruby are two Jeanneau Sun Odyssey 37’s perfectly suited for living and training — whether you’re with us for days, weeks, or months.

Comfortable, well-equipped, and ocean-crossing capable, these yachts are as much a home as they are a classroom. On board you’ll find all the everyday conveniences you need, alongside an extensive range of sail controls that allow for a deep, hands-on understanding of sail trim and getting the very best out of your vessel.

From your first morning coffee in the saloon to your night watch under the stars, life aboard Pretty Woman and Pretty Ruby is all part of the education.

WE REGULARLY SAIL TO

Africa Portugal Southern Spain & beyond

8

BERTHS PER VESSEL

4:1

STUDENT TO INSTRUCTOR RATIO

3

DOUBLE CABINS + SALOON

Meet the team.

Nick Pretty

Principal & Chief Instructor

Having served in the Royal Navy and worked as a delivery skipper, Nick now dedicates himself to sharing his passion for the sea as a sailing instructor.

More About Nick

Matthew Moriarty

Instructor

Having traded the city for the sea, Matthew is a Yachtmaster Ocean and instructor whose passion for sailing has taken him across the globe to Gibraltar.

More About Matthew

Amy Pretty

Media

Inspired by her father’s adventures, Yachtmaster Instructor Amy Pretty turned her passion for sailing into action, now helping lead the race team.

More About Amy

Willow Cristini

Operations Manager

A Bristol law graduate, Willow merges her operational expertise with a passion for design and strategy in her role managing Pretty Sailing in Gibraltar.

More About Willow

We’re making waves!

People talk and we’re proud of what they’re saying about their time on the water with us.

“What a great week! I have learnt so much. Nick’s knowledge and passion for the sport are evident and he is a real testament to the team.”

Richard

“Nick’s coaching is excellent; he taught us all at the right levels and built our skills. His depth of knowledge shines through without being intimidating.”

Giles

“Matt took us from trainees to Yachtmasters. The training was first-class; his knowledge is second to none and gave me the foundations I needed to succeed”

Kevin

“Matthew was a lot of fun and a great teacher. He’s engaging, knowledgeable and passionate; I learnt a lot from him and he got me through my Yachtmaster.”

Romina

Read our Google reviews 5.0

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