Epic Sailing Voyage to St Helena from Cape Town Across South Atlantic

Epic Sailing Voyage to St Helena from Cape Town Across South Atlantic

£ 6,995

Cape Town, South Africa

Multi-Day, Guides & Tours, Lessons & Courses
Minimum age: 18
Cape Town, South Africa
Max. group size: 6
Cancellation: Custom
Minimum booking size: 1
£ 6,995

Activity Highlights:

An epic crossing of the South Atlantic Ocean from Cape Town, including five days exploring Saint Helena Island.

Leg One: Cape Town to St Helena Island

Your own berth with plenty of space for luggage in a shared cabin ‘Aurora’ has four cabins. Each cabin has two berths (bunk style) and it’s own ‘heads’ (toilet and basin).

Leg Two: St Helena to Cape Town

Leg 2 is big swells and dynamic sailing conditions. It’s all proper sailing. Wet feet and big smiles.

Full Trip: 48 days

The full works – 48 days of epic sailing adventure!


  • 3rd July – On their way! 
  • 4 SEPTEMBER – 21 OCTOBER 2023. Leg 2 starts around 1st OCTOBER
  • 30 OCTOBER – 16 DECEMBER 2023. Leg 2 starts around 25th NOVEMBER
  • 25 MARCH – 11 MAY 2024 (Coming Soon, send us a message if you are interested)
  • 17 JUNE – 4 AUGUST 2024. Leg 2 starts around 14th JULY
  • 16 SEPTEMBER – 2 NOVEMBER 2024. Leg 2 starts around 12th OCTOBER

Embark on an extraordinary voyage that goes far beyond the ordinary. You’ll not only sail across the majestic ocean but also gain the knowledge and skills necessary to plan and execute a major ocean crossing. Guided by our seasoned skipper and first mate, this journey is a blend of hands-on sailing and immersive exploration.

Our epic adventure is divided into two distinct legs, offering the flexibility to join either segment, or for those with a daring spirit, the entire round trip.

Both legs include approximately five days of exploration on the enchanting St Helena Island, with cozy island accommodation included in your package.

Leg 1 kicks off in the vibrant city of Cape Town, where you’ll dive into our “Prep Week” at the renowned Royal Cape Yacht Club. Here, you’ll acquire all the essential knowledge for planning and undertaking a major ocean voyage. We’ll then set sail along Africa’s breathtaking coast up to Lüderitz, Namibia. This leg provides an opportunity to log your 60nm skippered passages if you’re aiming for a qualification. After a couple of days exploring the desert ‘ghost’ town of Kolmanskop, we’ll venture across the South Atlantic to the sub-tropical wonder that is St Helena island. Here, you’ll spend five magical days soaking up the island’s beauty, with bed and breakfast included. At this point, you can either fly back from St Helena with direct flights to Johannesburg or stay on board for leg 2. The first leg lasts around five weeks.

Leg 2 starts with incoming crew members flying into St Helena about five days before the return trip. Enjoy the island’s attractions before the arrival of Aurora, our trusty vessel, and help with preparations for the voyage ahead. Departing St Helena, we’ll head west into the South Atlantic before making our way south towards Tristan Da Cunha. As we journey through this remote and wild stretch of the world, expect changing weather and rolling seas, providing a genuine adventure sailing experience. Don’t worry, our seasoned crew is well-versed in these waters and will ensure your safety. This leg is an ideal opportunity to practice Celestial Navigation and, at over 1,500 nautical miles, counts as your “mileage” trip if you’re pursuing an RYA qualification. This leg takes approximately three weeks.

For the most adventurous, the full round-trip journey spans 48 days and covers approximately 4,500 nautical miles.

Join us for this incredible sailing adventure, where we combine the thrill of exploration with the art of sailing. Let’s make some waves together!


Key Highlights

  • Epic Ocean Sailing: Sail the Atlantic. The REAL Atlantic – not the North Atlantic that “everyone” does – This is the South Atlantic. Massive, desolate and isolated.  The return trip is over 4,500 incredible sea miles.
  • Experience Everything: You’ll get involved in every part of planning and executing a big ocean trip with loads of time for questions and discussion along the way. Perfect for those studying for a qualification, building miles or anyone who wants to experience ‘blue water’ sailing.
  • Amazing Stopovers: Two wonderful stops. The sleepy desert town of Luderitz in Namibia with time to visit the ‘ghost town’ of Kolmanskop (Leg 1) and five days on St Helena island, with accommodation included – a “must see” Island. Visit Napoleon’s tomb, see the world’s oldest living animal or hike the islands subtropical forests. Our crews are always welcomed.



Leg One – Days 1-7:

Prep Week: Your journey starts in Cape Town at the Royal Cape Yacht Club, where we spend the week fully preparing ‘Aurora’ for the expedition ahead. Over the week 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 One – Days 7-14:

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 One – Days 15-17:

Exploring Ludertiz: We stay a couple of days in the historic, desert town of Ludertiz in Namibia. 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 get a guide to explain it’s history and then wander the town at leisure, exploring the buildings slowly filling with sand



Leg One – Days 17-29:

Sail 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 between 10 – 12 days – far from the coast, where Whales are often our only company.



Legs One & Two:

5 Days on 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 cosy Blue Lantern hotel (Bed and Breakfast include 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 (190 years-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 our crew a fabulous welcome – we spend approx. 5 days on the island, before we wave farewell and return to sea.


Leg Two:

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 and, 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.


Your Skipper


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.





The Boat, AKA ‘Aurora’


“Aurora” is an “Atlantic 49” – a fully kitted out 50foot expedition vessel, based in Cape Town. She is built for crossing oceans rather than luxury but is spacious and comfortable below and above deck.

Your will have your own berth with plenty of space for luggage. “Aurora” has four cabins, Each cabin has two berths (bunk style) and it’s own ‘heads’ (toilet and basin).





On St Helena Island, we will stay with our ‘friends’ Dustin and Keith at the Blue Lantern bed and breakfast. Situated in the middle of Jamestown, just minutes from the harbour and town centre.

The welcome is always fantastic and, if we’re honest, our crews are always especially well treated. We will share a list of things to see and do on the island, or you are welcome to simply relax.




About Us

We offer one-of-a-kind opportunities to embark on bespoke expeditions and sailing adventures across the globe. Each unique journey accommodates a cosy group of no more than six individuals, offering you an immersive, hands-on sailing experience guided by some of the planet’s most seasoned skippers.

The beauty of these small group expeditions is that they provide ample time for learning and plenty of flexibility to customise each adventure based on the group’s preferences. Our trips are meticulously planned, taking into account the unique wishes of each participant. Whether you’re an experienced sailor or you’re just dipping your toes in the waters of sailing, they’ve got you covered. Our promise is to ensure that you feel comfortable, safe, and above all, have an unforgettable adventure.

Prior to the voyage, we touch base with every crew member to understand your specific needs and aspirations for the trip. This careful preparation allows us to personalise the journey to ensure you get the most out of your time with them.

Our adventure company was born out of a passion for making ocean exploration accessible to all. The founders, Dave and Andrew, first met in 2018 during a sailing expedition. United by their love for the sea, they established this company during the Covid lockdown with a shared dream of crafting exceptional, custom sailing adventures. Their vision, combined with the expertise of the world’s top skippers, allows us to offer small-group sailing experiences to fantastic destinations, guaranteeing unparalleled ocean adventures.

Prepare to set sail on an adventure of a lifetime. Incredible destinations, unforgettable experiences, and lifelong friendships await you on the horizon!



How to Book

Make your booking using the form above. When you complete this form, we will receive your request. You will be able to speak to us about the trip and we will confirm your spot before you pay.

To book Leg One only, see the dates above and choose the start of the trip on the booking form – this will cost £6,995 per person.
To book Leg Two only, choose the start of the second leg on the booking form – this will cost £6,995 per person.
To book the full trip, choose the start of the trip on the booking form and select ‘upgrade to round trip’ below the calendar. This will total £9,995 per person.

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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.

What's Not Included:

  • Transport to the boat.
  • Insurance.
  • Shore excursions.

Frequently Asked Questions

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.

Extras / Options

When you book, you can choose either Leg One or Leg Two. One leg costs £6,995 per person. However, if you opt to upgrade to full trip, you will get your second leg for just £3,000.

How it works: 

  1. Make a booking.
  2. The centre will accept your booking, usually within an hour or two.
  3. Pay for the booking to confirm it.

If you have specific questions, please put them in the comments section, and the centre will answer before you pay.

If something isn't right or if there are no dates available, then send us a message in the live chat.

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Cancellation Policy


  • You can cancel until 48 hours before your booking for a full refund
  • If you cancel after that, you’ll pay 50% up to 24 hours beforehand and the full amount after 24 hours 


  • You can cancel until 5 days before yoru booking for a full refund
  • If you cancel after that, you’ll pay 50% up to 48 hours beforehand and the full amount after 48 hours 


  • To receive a full refund, you must cancel at least 14 days before their booking
  • If you cancel between 7 and 14 days before your booking, you’ll pay 50% of the cost
  • If you cancel less than 7 days before the booking starts, you’ll pay the full amount


  • To receive a full refund, you must cancel at least 30 days before your booking
  • If you cancel between 7 and 30 days before your booking, you’ll pay 50% of the cost
  • If you cancel less than 7 days before the booking starts, you’ll pay the full amount
  • You can also receive a full refund if you cancel within 48 hours of paying, if the cancellation occurs at least 14 days before the booking starts

Custom Cancellation Policy

The group size is kept very small on our trips which gives you a real ‘masterclass’ with our highly experienced Skippers However, that means each place is valuable and we need full groups.

We ask for a 10% deposit to secure your berth, with the balance being due 6 weeks before departure.

If you cancel your place over 6 weeks out, we’ll retain the deposit, but no other fees will be due.

If you cancel 6 weeks or less, the full price will be payable.