This once-in-a-lifetime expedition spans 48 days (or join a single leg) and combines hands-on sailing, dynamic ocean crossings, and immersive exploration of the legendary St Helena Island. Whether you're building miles for qualifications or seeking a true blue-water sailing experience, this journey offers it all.
Your journey begins with a Prep Week at the Royal Cape Yacht Club. From menu planning to passage navigation, you’ll learn everything needed for a major ocean voyage. Sailing along the African coastline, enjoy dolphin sightings and the chance to complete your 60nm skippered passages.
After a stop in Lüderitz, Namibia, to explore the desert ghost town of Kolmanskop, set sail for a 10-12 day ocean crossing to St Helena. Expect true blue-water sailing, tranquil seas, and breathtaking starry nights.
After exploring St Helena, embark on a challenging return leg. Sailing westward into the wild South Atlantic, encounter dynamic weather and rolling swells. Navigate towards Tristan Da Cunha before heading south to Cape Town. This leg is ideal for celestial navigation practice and logging significant mileage.
This 50-foot Atlantic 49 expedition yacht is designed for comfort and ocean crossings. Cabins feature bunk-style berths and private heads (toilet and basin). Spacious yet practical, it’s perfect for adventure sailing.
Stay at the charming Blue Lantern B&B in Jamestown. Enjoy local hospitality, comfortable rooms, and a central location to explore the island.
Use the booking form below to reserve your spot. We’ll contact you to confirm details before payment.
Don’t miss your chance to experience this unparalleled ocean adventure. Whether you're logging miles or simply craving a true expedition, this is the ultimate sailing journey.
We design the trips for a wide range of experience which that means that even if you’ve not sailed, our experienced Skippers will ensure you have a fantastic time.
Longer legs will suit “mile builders” who already have some sailing qualifications, and we can spend time supporting you with everything from helming to celestial navigation!
Before you join, we’ll ask you about your previous sailing experience and what you want to get out of the trip. That way, we’ll tailor the adventure to your specific needs.
We supply life-jackets and all safety equipment. You may bring your own foul weather gear, or we can loan you some if required. We send out a detailed kit list before the trip.
Mobile phones will not work for most of the voyage and Internet connection on St Helena island is very expensive. However, we actively encourage “Supporters” (friends and family) to join in with your adventure. We create a supporters group and each day, share a Blog, written from the boat. Supporters and crew can exchange short messages via our ship’s email account. Each trip has a dedicated shore contact who will be there for the supporters - answering their questions and making sure they keep fully up to date with your adventure - we often have 150 supporters following the trip!
Included in the price of the trip is 5 or 6 nights accommodation, bed and breakfast at the Blue Lantern Hotel.
If we are delayed in departing St Helena island, we will cover additional accommodation costs.
If Leg 1 Crew wish to extend your stay, or leg 2 wish to arrive earlier, please let us know in advance. We will book the additional nights for you directly with Blue Lantern at our discounted rate (approx. £50 per person per night). Note that accommodation tends to book up very quickly on the island, so please let us know well in advance.
Likewise, if you wish for friends to join you on the island, let us know and we will arrange this directly with Blue Lantern so everyone is together. You will need to pay us directly in advance for us to secure the additional times for you. Full details will be shared nearer the time.
Flights too and from St Helena island are operated by Airlink. They fly direct to Jo'burg twice per week. Flights do get booked up far in advance so our recommendation is to book the Airlink flight as soon as you book the trip. We are not responsible for your flights to / from the island but of course, will do our best to help in case of any questions.
If you’re new to ocean sailing or looking for a balanced introduction, Leg 1 offers a mix of preparation, scenic coastal cruising, and a tranquil blue-water crossing from Cape Town to St Helena, with highlights including a stop in Lüderitz, Namibia, and five days exploring St Helena Island. For experienced sailors or thrill-seekers, Leg 2 is a more intense, dynamic adventure featuring big swells, unpredictable conditions, and over 1,500 nautical miles of offshore sailing back to Cape Town, with a chance to practice advanced navigation techniques. If you want the ultimate experience, the Full Trip combines both legs into an epic 48-day journey, perfect for building miles, honing skills, and fully immersing yourself in the adventure of a lifetime. Choose the leg that best fits your goals and experience level!
Wavy is our lead Skipper. He has patience and experience in equal measure and will ensure you thoroughly enjoy the trip, no matter your previous level of experience. With over 650,000 of Ocean sailing behind him and many years as an RYA instructor to Ocean level, you will be in capable hands from start to end.
Amazing Experience! The Wavysail trip from Cape Town to St Helena was an amazing experience. Sailing day and night for 2,000 nautical miles was challenging but great fun. Wavy, the skipper was so experienced and I learned a lot about helming and general seamanship. And we all had a lot…
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Operated by Wavysail, a partner of adventuro.
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