SailTiesSailTies
South Atlantic Expedition - Leg 1 — Sailing Expedition in South Africa & St. Helena
Sailing Expedition from Cape Town to Saint Helena — Atlantic Crossing
South Atlantic Expedition - Leg 1 — Cape Town
Sailing Expedition from Cape Town to Saint Helena — Luderitz
South Atlantic Expedition - Leg 1 — Saint Helena
Sailing Expedition from Cape Town to Saint Helena — Sailing Expedition in South Africa & St. Helena
South Atlantic Expedition - Leg 1 — Atlantic Crossing
Sailing Expedition from Cape Town to Saint Helena — Cape Town
1/8
South Atlantic Expedition - Leg 1 — Sailing Expedition in South Africa & St. Helena
Sailing Expedition from Cape Town to Saint Helena — Atlantic Crossing
South Atlantic Expedition - Leg 1 — Cape Town
Sailing Expedition from Cape Town to Saint Helena — Luderitz
South Atlantic Expedition - Leg 1 — Saint Helena

4 Dates

From £1,199 GBP today (£5,995 GBP total)

Logbook App

  • Digital Logbook
  • SailTies Plus
  • Crew Match
  • Support
  • Sailor stories

Adventures

  • All adventures
  • Destinations
  • Expeditions
  • Racing
  • Mile building
  • Solo travellers
  • Winter sun
  • Levels
  • Co-Charter
  • Gift vouchers

Sailing trips

  • Caribbean sailing
  • Mediterranean sailing
  • Co-charter in Greece
  • Americas sailing
  • UK sailing
  • Indian Ocean sailing
  • Arctic sailing
  • Atlantic crossings
  • Fastnet Race 2027
  • Caribbean regattas
  • Yachtmaster mile building
  • Offshore passage making

For Businesses

  • Operators
  • Sailing schools
  • Instructors
  • Clubs & groups

About Us

  • About SailTies
  • Blog

Follow us

SailTies
Download on the App StoreGet it on Google Play

© SailTies

  • Privacy
  • Terms
  • Cookies
  • Contact us

South Atlantic Expedition - Leg 1 from Cape Town to Saint Helena

25-day offshore sailing expedition with WavySail

ExpeditionAll LevelsSouth Africa & St. Helena - Indian Ocean & Middle East4.9/5(25 reviewsTripadvisor)

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.

Up to 6 aboardAtlantic Crossing

Sailing Itinerary from Cape Town to Saint Helena

Why We Love This Sailing Expedition

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!

1

Departure from Cape Town

Embark

2

Sailing from Cape Town to Luderitz

Overnight stop in Lüderitz, with option to visit Kolanskop, desert mining town

Sailing at Luderitz on South Atlantic Expedition - Leg 1
3

Arrival in Saint Helena

Disembark

Meet Your Sailing Operator

WavySail
WavySail
Tripadvisor4.9/5
•25 Reviews
View Company Profile

OUR 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.

Why We Love WavySail

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.

Sailing Yachts on This Trip

Your specific vessel is assigned based on your selected dates. All vessels meet our high standards for comfort and safety.

Rocket

Rocket

Simonis Voogd - 55

LOA: 55ft (16.7m)

Who Is This Sailing Expedition For?

Do I Need Previous Sailing Experience?

Beginner

No sailing experience required. Perfect for newcomers.

Intermediate

Some sailing experience helpful. Comfortable on the water.

Advanced

Significant sailing experience required. Challenging conditions.

How Much Hands-On Sailing Is Included?

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.

Will I Have Any Duties on Board?

Yes

Sharing the cooking & washing up

What Is the Minimum Age?

18

What Is Sailing on This Expedition Like?

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.

What's Included in South Atlantic Expedition - Leg 1

Included

  • Accommodation Onboard
  • Food Onboard
  • Wet Weather Gear
  • Bedding

Optional Extras

No optional extras

Not Included

  • Eating Out
  • Alcohol Onboard
  • Travel Transfers
  • Flights
  • Sailing Boots
  • Towels

Why Book with SailTies

Tried and tested sailing experiences, from our pick of the world's best operators

EXPERT-LED SAILING ADVENTURES

All our trips are led by qualified skippers and sailing instructors

TRIED & TRUSTED

We only work with the most reputable sailing operators and yacht providers

SOLO & GROUP-FRIENDLY SAILING

Perfect for solo sailors looking to join a crew or groups wanting to charter

WORLD-CLASS CUSTOMER SUPPORT

Our team is on-hand 24/7 to help you before, during and after your adventure

Choose from 4 Dates

From £5,995 GBP per person

Secure your place today from £1,199 GBP

March 2027

Mar 1-25
Rocket
£5,995 (£1,199 today)
3 spaces available
Book

May 2027

10 May - 3 Jun
Rocket
£5,995 (£1,199 today)
3 spaces available
Book

July 2027

26 Jul - 19 Aug
Rocket
£5,995 (£1,199 today)
3 spaces available
Book

October 2027

25 Oct - 18 Nov
Rocket
£5,995 (£1,199 today)
3 spaces available
Book

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.

More from WavySail

View all their trips
Atlantic
Intermediate & AdvancedExpedition

South Atlantic Expedition - Leg 2

St. Helena & South Africa • Indian Ocean
Next: 27 March - 16 April 2027
From
—
4 dates available
Runs Mar - Nov
Any ExperienceExpedition

Madagascar to Zanzibar

Madagascar & Tanzania • Indian Ocean
Next: 3 - 19 May 2027
From
—
1 date available
Runs in May
Intermediate & BeginnerExpedition

Kiel to Copenhagen - Leg 1 of our tour of the Baltics

Germany & Denmark • Europe
Next: 29 May - 7 June 2027
From
—
1 date available
Runs in May
Scotland
Any ExperienceExpedition

Sail the Northcoast 500 Scotland

United Kingdom • Europe
Next: 19 June - 20 July 2027
From
—
1 date available
Runs in Jun