Awarded
"Best Adventure Sailing Company 2025" - Best of British Getaways
Expeditions, tailormade for everyone, led by world-class skippers.
Join a real adventure
Our sailing adventures range from one week to 50 days, with exciting expeditions worldwide. You'll join a small group, led by one of the world's most experienced skippers. Whether you're an experienced sailor looking to hone your skills, building miles, or have no prior sailing experience, you'll be equally welcomed.
Selected upcoming adventures
The skipper was excellent. So many adventures, amazing places. Highly recommended
SARA, UK
Awesome trip from Cape Town to St Helena. An adventure I will never forget. I made life long friends and experienced the thrill of blue water sailing. St Helena is totally unique. Highly recommend this trip for your next adventure.
MIKE, USA
Not just an adventure. Truly, an accomplishment. A phenomenal experience
TRACEY, USA
Absolutely loved the trip. For a first time sailor it really was amazing.The skipper was ace, crew were fab and the sun shone - perfect!
MARC, UK
Having returned from our mile building trip to St Helena I would like to thank Wavysail for organizing a once in a lifetime experience. It was one of the most incredible experiences of my life and so many life lessons learnt apart from the actual sailing experience gained.
BYRON, SOUTH AFRICA
Small Groups, Tailor-made experiences
With a maximum group size of six people, our sailing adventures are uniquely personalised and flexible.
- We connect with you beforehand to understand your sailing experience and aspirations for the trip.
- Whether you wish to learn celestial navigation, build miles, or simply experience the majesty of an ocean voyage, we tailor each journey to ensure you have an amazing time.
It’s all about creating a truly unforgettable experience.
World-leading skippers
Wavysail Adventures are led by some of the most experienced skippers in the world.
- Each of our leading skippers boasts hundred of thousands of miles of sailing experience, sailing the world!
- Our team includes explorers, world record holders, and above all, passionate sailors.
Rest assured, you are in safe, capable hands, ensuring an incredible and enriching learning experience on every sailing expedition.
Hands-on sailing and learning
Our trips are immersive sailing adventures where you actively participate in every aspect of the journey.
- Learn to menu plan for an Atlantic crossing, master reefing sails, and navigate by the stars—you’ll do it all.
- While some parts will be exhilarating and others challenging, our experienced skippers will guide you through every step.
Celebrating our journey
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