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We offer a diverse range of sailing adventures tailored to your wishes. We split them into Relaxing Adventures, Stretching Adventures and Epic Voyages.
Our Relaxing & Stretching Adventures provide the perfect blend of serene sailing holidays and invigorating experiences, ideal for those seeking both relaxation and gentle challenges.
For the more intrepid, Epic Voyages take you on unparalleled sailing trips, exploring remote and awe-inspiring destinations around the globe. Whether you're looking for leisurely world sailing or daring explorations, our curated trips promise unforgettable memories and transformative journeys.
Split, Croatia
23 - 30 August 2025
A week of hands-on sailing with one of our world leading skippers, exploring the beautiful Croatian Coastline
$3,322.84/pp
Tailor-made trips that cater to your skill level, interests, and aspirations, ensuring a unique and fulfilling sailing holiday.
Learn to sail from our leading skippers, who provide expert instruction and support, helping you actively participate and grow your sailing skills.
Engage in sustainable practices and environmental conservation efforts, fostering a deep connection and responsibility towards preserving our oceans.
We provide a recommended kit list well in advance of your adventure, ensuring you're fully prepared. Life-jackets and all safety equipment are supplied, and we also offer 'foul weather gear' available to borrow if needed.
Our trips cater to everyone, regardless of experience level. For seasoned sailors seeking to build miles and enhance their skills, our longer journeys are excellent “mile builders” and ideal for those working towards a qualification. However, even our epic sailing adventures are accessible to those with limited sailing experience. With small groups and expert, experienced skippers, we adapt to each individual's needs, ensuring a rewarding adventure for all.
All our trips include excellent, hearty meals while on board, allowing you to enjoy delicious food every day if you wish. Meals and activities ashore are generally not included unless specifically stated. For example, bed and breakfast is included during our stay on St. Helena Island.
Flights and travel to and from the departure point are not included. We highly recommend travel insurance specifically for ocean sailing, and we can assist you in finding the right coverage. Generally, meals and activities ashore are at your own expense.
This is an adventure, and it should be fun! Our skippers are patient, passionate about ocean life, and dedicated to ensuring you feel relaxed and enjoy the entire experience. With small group sizes, you will quickly get to know your crewmates—many of whom remain friends long after the trip ends. We ask all crew members and staff to behave respectfully towards everyone on board, and we will discuss this at the start of every trip
Hear from the people who joined our previous 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.Th 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
