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5 Dates
From £1,199 GBP today (£5,995 GBP total)
Leg 1 - Cape Town to St Helena Island Set sail on one of the world’s most extraordinary ocean voyages – a true adventure that few sailors will ever experience. This is your chance to cross the South Atlantic Ocean, discover the remote island of St Helena, and gain the skills, confidence, and miles you need for future offshore expeditions. Whether you’re joining for one leg or the full return journey, this voyage combines hands-on seamanship, incredible destinations, and moments that will stay with you for life. Your adventure begins in Cape Town. You’ll join the crew at the Royal Cape Yacht Club for an intensive “Boat Prep” – learning everything from passage planning and weather routing to provisioning, safety systems, and watch-keeping. It’s an ideal foundation for anyone serious about ocean sailing. We then set sail northwards along the Namibian coast, stopping in the historic port of Lüderitz, where shifting sands hide the haunting desert “ghost town” of Kolmanskop. From there, we turn westward and head out across the South Atlantic Ocean – a true blue-water passage of more than a thousand nautical miles. You’ll experience the rhythm of life at sea and the incomparable beauty of night skies undimmed by land lights. Throughout the voyage, you’ll log valuable ocean miles, including 60 nm skippered passages, ideal for building towards RYA qualifications. Our landfall is St Helena, one of the most remote inhabited islands on earth. Once a key stop for explorers and the final home of Napoleon, today it’s a sub-tropical paradise of emerald valleys, volcanic peaks, and crystal-clear waters teeming with marine life. You’ll spend several days ashore, with comfortable self catering accommodation included, exploring the island’s history, swim with whale sharks, hike through cloud forests, and meet the friendly local “Saint” community. You can choose to fly back from St Helena to Johannesburg or continue with Leg 2 – the adventurous return passage via Tristan da Cunha. This is where ocean sailing becomes pure exploration: powerful seas, celestial navigation, and true self-reliance under expert guidance. It’s challenging, exhilarating, and deeply rewarding – the perfect environment to hone your offshore skills. Whether you join for one leg (around 3 weeks) or the full return (around 6 weeks), this voyage is much more than a sailing trip. It’s a journey of discovery, personal growth, and connection with the ocean at its most inspiring. The full trip covers almost 5,000 nautical miles of sailing.
There are few opportunities to visit St. Helena, never mind arriving by yacht. This expedition is led by a skipper who, we think, has made this crossing more time than anyone else!
Embark
Overnight stop in Lüderitz, with option to visit Kolanskop, desert mining town
Disembark
4.9/5•25 ReviewsOUR STORY A passion for the open ocean Driven by a passion for the open ocean, Wavysail Ocean Adventures are tailor-made sailing adventures all over the world. With a maximum of six places on each trip, we focus on providing hands-on sailing experiences led by some of the world's most experienced skippers. This approach ensures you have time to learn, and we have the flexibility to tailor each trip to the wishes of the group. Whether you have extensive sailing experience or none at all, we will look after you. By contacting every crew member before the trip, we adapt the itinerary to ensure you get everything you want out of the adventure.
Small groups, real adventure and authentic sailing. Their trips head to lesser-explored waters and are led by some of the world’s most respected and experienced skippers. If you want to push your sailing, explore further afield and learn from the very best, these trips are for you.
Your specific vessel is assigned based on your selected dates. All vessels meet our high standards for comfort and safety.
Simonis Voogd - 55
LOA: 55ft (16.7m)
Beginner
No sailing experience required. Perfect for newcomers.
Intermediate
Some sailing experience helpful. Comfortable on the water.
Advanced
Significant sailing experience required. Challenging conditions.
Active Crew Member
Full participation in all sailing activities.
Optional Involvement
Participate as much or as little as you like.
Passenger
Sit back and enjoy the ride.
Yes
Sharing the cooking & washing up
18
We design the trips for a wide range of experience which means that even if you’ve not sailed, our experienced Skippers will ensure you have a fantastic time. The longer legs will suit “mile builders” who already have some sailing qualifications, and we can spend time supporting you with everything from helming to sail trimming or passage planning as you wish! Before you join, we’ll ask about your previous sailing experience and what you want to get out of the trip. That way, we’ll tailor the tour to your specific needs.
No optional extras
Tried and tested sailing experiences, from our pick of the world's best operators
All our trips are led by qualified skippers and sailing instructors
We only work with the most reputable sailing operators and yacht providers
Perfect for solo sailors looking to join a crew or groups wanting to charter
Our team is on-hand 24/7 to help you before, during and after your adventure
From £5,995 GBP per person
Secure your place today from £1,199 GBP
Prices shown in USD are approximate conversions, using today's conversion rate. This trip is priced by the operator in GBP and payment will be taken in GBP.