Sailing holidays should be easier, safer and more reliable than the big booking platforms make them feel.
Too many sailors were choosing yachts based on guesswork.
Too many families were left hoping their boat would be “good enough.”
Too many charters began with stress instead of excitement.
We created Sailing Around to change that.
Here, You get a real sailor helping you plan your perfect sailing holiday — with personal guidance, trusted yacht recommendations and support from the moment you enquire.
When we moved to Greece, I realised I wasn’t the only one searching for the perfect sailing holiday — and I saw just how hard it was for people to book with confidence.
Boats varied hugely in condition.
Support was inconsistent.
Families were left to figure everything out alone.
So I created Sailing Around LTD.
A company built on real experience, honest advice, and the idea that your holiday deserves more care than a search engine can offer.
Today, from my base in London, I help sailors and families plan better, smoother sailing holidays — the kind where everything just works, and the memories last for years.
If you’re looking for someone who truly understands what makes a sailing holiday unforgettable (spoiler: it’s not just the boat), you’ve found your guy.
Fair winds,
Ronen
Every conversation, recommendation and detail comes directly from me — not a call centre, not an algorithm.
After spending decades in these regions, I know which fleets maintain their boats properly and which bases offer real support. I simply don’t work with operators who don’t meet that standard.
I’ll tell you what’s great, what’s average, and what I’d choose myself — including when a “bargain” boat is likely to disappoint.
Licence guidance, marina layouts, transfer logistics, provisioning tips, weather patterns, route planning — all the things big booking sites never cover.
If anything comes up, you’ll never be left chasing alone. I stay available throughout your trip to make sure issues are resolved quickly.
There’s no extra cost for using Sailing Around. You just get a smoother, more confident planning experience.
Sailing Around is supported by a small, passionate team who help create the content, knowledge and experience our sailors value.
A seasoned skipper who has been sailing the Mediterranean Sea for 20 years. Guy began sailing at the age of 16. For 13 years, he managed a yacht club and sailing school, leading flotillas across the Mediterranean — with a particular passion for Greece and its island routes.
Throughout his career, Guy has trained countless skippers, delivering professional lectures on how to plan and execute international sailing trips, covering preparation, route planning, safety, and on-board management. His ability to turn complex knowledge into practical, confidence-boosting guidance is one of his greatest strengths.
Guy now uses his sailing expertise to contribute to Sailing Around’s articles, webinars and educational resources — and is always happy to sit over a coffee or beer to talk sailing routes and adventures. His knowledge is invaluable.
A Greek skipper by profession, Yannis was born in Athens and grew up on the shores of the Aegean Sea. He served in the Greek Navy and, since his discharge, has progressed through the ranks from crew member to experienced captain. Yannis has been sailing between the Greek islands for many years and knows every charming bay and taverna worth visiting. He is always happy to share his extensive knowledge with us, help plan routes, and recommend exactly where to drop anchor.
A seasoned skipper who has been wandering on a small yacht with her partner around the world and the oceans for three years. Currently sailing in the Caribbean islands, Yifat films and edits wonderful content from around the world, and tells us all her sailing stories from the most magical corners of the world.
For concept cruises, special trips and educational sailing sessions, we collaborate with a network of passionate professionals.
Christos is a certified AIDA free diving instructor.
As a child, he was a swimmer, then ventured into the realm of free diving. He has been diving for 10 years and would be thrilled to share his passion for diving with others.
He aims to help free diving beginners avoid the mistakes he made, and improve their skills while enjoying the process, of course.
Stephanos is a certified AIDA diving instructor and judge.
His personal record for depth is 52 metres, and his official deep dive with biffins was at 45 metres. He can hold his breath for over 4.5 minutes and swim underwater for more than 100 metres. He is an accredited AIDA International freediving instructor for 1*, 2*, and 3*, as well as monofin. He teaches various techniques to enhance breath-holding, improve breath-hold time, and achieve even greater calmness underwater.
Elena is a certified ERYT200 yoga and fitness instructor with over 6 years of experience in crafting enriching lessons that integrate Pranayama, Asanas, and Meditation.
She began training with her mother at the age of 14, falling in love with sailing. In January 2017, Elena achieved her certification as an instructor.
Elena loves assisting trainees in discovering the full range of their abilities. Beyond physical training, she delights in teaching ways to integrate mind and body in our daily lives.
She is also certified in Mindfulness Meditation and holds a Reiki Level 2 qualification.
She teaches sailing styles such as Hatha, Vinyasa, Yin Yoga, and her approach to her students is always personalised and individualized. Elena believes that we are all connected, and we all have the ability to practice yoga.
Dafni is a midwife, a yoga instructor, and a prenatal yoga teacher. Her yoga journey began with a desire to discover inner serenity and forge a deep connection with her soul. She has been working as a midwife in humanitarian aid for over 7 years. Dafni has been practicing yoga consistently, and it quickly became an integral part of her daily routine. What did she reveal on my yoga mattress? What motivated her to step onto the mat every day? Unity. Yoga is a path of unity, of connection, of self-awareness. It’s all about breath and sensation. As a yoga instructor specialized in Vinyasa style, she practices the harmonious union of breath and physical movement. She desires to assist her students in connecting with their inner selves, understanding their needs, and stepping out of their comfort zone. Join us for a refreshing yoga session under the sun and over the sea, as we embrace the profound connection with the universe. For, after all, everything is intertwined. See you on your mat.
Royce is a professional photographer with over 10 years of experience specialising in automotive, lifestyle, and commercial photography. With his deep passion for photography, artistic flair, and innate perfectionism, he has found his ideal formula for success. He has collaborated with several brands and successfully completed numerous independent projects. He excels in editing software such as Adobe Photoshop and Lightroom. As the son of an architect, he was able to cultivate his sense of symmetry, which provided him with the confidence to explore various styles and aided him in developing aesthetic compositions.
His work focuses on local and international photography, and he constantly aims to connect with diverse clients from around the globe.
Captivating tales of Greece, breathtaking destinations, sailing voyages, thrilling adventures, tavern delights, gastronomic delicacies, ouzo, and more…
