An epic crossing of the South Atlantic Ocean starting or finishing in Cape Town, including days exploring Saint Helena Island
Set sail on one of the world’s great ocean voyages. Crossing the South Atlantic to the remote island of St Helena, this is a rare opportunity to experience genuine bluewater sailing while building the skills, confidence and offshore miles for future adventures.
The voyage is split into two legs and whether you join for a single leg or the full return voyage, you’ll become an active member of the crew from the moment you step aboard in Cape Town. Before departure, you’ll help prepare the yacht for sea, learning about passage planning, weather routing, provisioning, safety procedures and watch systems before setting sail.
See Additional Notes for the Leg 1 and 2 itinerary.
Following the South African coast to the historic Namibian port of Lüderitz, you’ll visit the remarkable ghost town of Kolmanskop before heading west into the open South Atlantic.
Life soon settles into the rewarding rhythm of an offshore passage. You’ll stand watches, helm, trim sails, assist with navigation and become an integral part of the crew while logging valuable offshore miles. For sailors working towards or maintaining RYA qualifications, this is an exceptional opportunity to gain meaningful ocean experience under the guidance of an experienced skipper. Depending on conditions and the voyage, you’ll also have opportunities to develop skills such as celestial navigation.
After days at sea, the volcanic cliffs of St Helena appear on the horizon. During several days ashore in comfortable self-catering accommodation, you’ll have time to explore the island’s rich history, dramatic landscapes and welcoming communities. Optional activities may include hiking, diving and, season permitting, swimming with whale sharks.
Guests can finish their adventure on St Helena and fly home, or continue with the return sailing passage to South Africa. Together, both legs cover almost 5,000 nautical miles, creating an unforgettable offshore adventure that combines seamanship, exploration and one of the Atlantic’s most extraordinary destinations.
Why you'll love this adventure
- Epic ocean sailing in the South Atlantic - massive, desolate and isolated!
- Experience everything hands-on - planning and executing a big ocean trip with loads of time for questions and discussion along the way.
- Perfect for solo travellers or friends
Dates
Itinerary
This expedition combines a true South Atlantic crossing with time to explore one of the world's most remote inhabited islands. From preparing the yacht in Cape Town to making landfall on St Helena and, for full expedition guests, completing the return passage to South Africa, every stage is designed to maximise both adventure and offshore sailing experience.
What's included
- Safety equipment including life-jackets.
- All mooring and port entry fees for the boat.
- Sailing instruction from a world leading skipper and first mate
- Celestial Navigation training and practice
- Five nights bed & breakfast on St Helena island
Not included
- Transport to the boat
- Insurance
- Shore excursions
Trip notes
Price
Min age
Accommodation
2026 voyages: Your boat will be a Fast 42 — a South African performance cruiser-racer with serious offshore credentials. Built in Cape Town and based in Port Elizabeth, she has raced the Cape to Rio twice, including the 3,800-mile South Atlantic crossing in 2023. Light, fast, and built for exactly the kind of deep-ocean passage-making the St Helena route demands: a high-aspect rig, deep keel bulb, and a hull that thrives in the trade winds.
2027 voyages: From 2027, departures operate aboard a Simonis 60. Designed for serious offshore sailing, this spacious yacht combines impressive passage-making ability with comfortable accommodation and generous deck space, making her ideally suited to extended ocean expeditions.
Meals
This voyage is designed for you to take an active role – that means everyone will take turns in cooking (all the menus are planned already and step by step instructions given, so you don’t need to be a masterchef!)
Who is this trip for?
All sail levels are welcome but for ocean voyages it’s advised that you’ve done some sailing already before going off shore on a big trip!
Many guest crew have or are working towards Day Skipper, or RYA Yachtmaster or similar and looking for mileage and expert guidance to improve their skills.
Perhaps you have a boat of your own and want some ‘expert’ experience.
Solo travellers are welcome. Crew’s are usually a 50:50 mix Male / Female.
If you want to learn and share an experience with others but tend to be less about “instagramming everything” and more about experiencing in real-time with the people you are with then you’ll fit in just fine!
Additional notes
Skipper Marlon Jones brings over 20 years of experience to the St Helena Expeditions. A Cape Town-based Yachtmaster instructor for the past eight years, Marlon is renowned for his generous, patient approach to sharing knowledge on the water — Crew consistently note how much they learn simply by sailing alongside him. Having cut his teeth on ocean passages including Cape Town to Bahia and the St Helena Race, Marlon combines genuine offshore credentials with an exceptional gift for bringing crew into the experience.
Leg 1: Day 1 to 3 – Prep Week
Your journey starts in Cape Town at the Royal Cape Yacht Club, where we spend the first part of the week preparing or the expedition ahead. You will get to know your fellow crew and the vessel from end to end. We have a detailed checklist, deciding on a Menu plan, shopping, passage planning and much more – there’s a lot to do, but it’s fun and all under expert supervision.
Leg 1: Day 4 to 7 – Sail Cape Town to Namibia
A gentle sail up the beautiful African coastline. You will get used to the watch system and sailing together. For those who need, you can use this leg for your skippered 60nm passage, or just relax and spot the dolphins that often follow us up the coast.
Leg 1: Day 8 – 9 Exploring Lüderitz
We stay a couple of days in the historic, desert town of Lüderitz. Time to relax, stock up for the voyage ahead and also perhaps take a trip out to Kolmanskop – an abandoned German mining town where you can enjoy a guided tour on the town’s history and then wander at leisure, exploring the buildings slowly filling with sand.
Leg 1 : Day 10 – 17 Sailing to St Helena Island
We set sail for St Helena Island, more than 1,000miles in the middle of the South Atlantic. The weather and sea state tends to be gentle, but this is a true ‘blue water’ passage that will take approximately one week with days, far from the coast, where whales are often our only company.
Leg 1 & 2: Exploring St Helena Island
St Helena remains one of the world’s most isolated places – only accessible by boat until a couple of years ago and still wonderfully remote and unspoilt. Arriving by yacht is the best way to appreciate it. Once ashore, we settle into the cozy self catering cottage included in the trip cost. You can visit Napoleon’s house and indeed his tomb or you can say hello to Jonathan the tortoise, the world’s oldest living animal (190years old!). Relax with a beer in the old-world charm of Jamestown or take a hike into the jungle on one of the ‘post-box’ trails. There is so much to do and see. St Helena always gives the crew a fabulous welcome – we spend approx. 3 -5 days on the island, before we wave farewell and return to sea
Leg 2 : Sailing the South Atlantic Ocean to Cape Town
The return to Cape Town is a true expedition sail. Heading out into the wild South Atlantic, routing towards Tristan Da Cunha, you will experience every kind of weather. At times, this is really challenging sailing where you will make use of everything you’ve learned so far. Out here is the perfect place to learn and practice Celestial Navigation. We spend time each day on all aspects of sailing theory and practice. We’ve done the trip countless times and know these waters extremely well – so safety will never be a concern but it’s a long leg and when Cape Town appears on the horizon, you will know you have achieved a truly “once in a lifetime” ocean adventure.
Tour operator
There are few places as wild and unexplored as the open ocean. And if you’re going to explore it you’ll want to do so with an accomplished and experienced skipper alongside you at the helm. The skippers bringing these small group (max 6 guests) ocean voyages to life have at least half a million nautical miles under their belts so you’ll be learning from the best. Think small groups, amazing destinations and incredible ocean experiences. Whether you want the mileage for an RYA Ocean qualification, the thrill of taking a small boat to incredible destinations or the privilege of a sailing masterclass with hugely experienced skippers by your side, they’ll make it happen.
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Sail Cape Town and St Helena
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