Sail the ultimate adventure

Are you craving an adventure holiday that takes you off the beaten path? If this is the case, Wavysail’s Cape Town to St. Helena offers an experience like no other. A sailing expedition where you can challenge yourself and experience the world in a completely new way. 

Here’s why sailing adventures should be at the top of your travel bucket list, whether you're a solo traveler, exploring with friends, or enjoying time as a couple. Our St. Helena expedition is the ultimate test of adventure, endurance, and discovery.

1. Ultimate Hands-On Adventure

Forget sitting back and watching the world go by—on a sailing expedition, you’re at the heart of the action. From trimming sails and plotting courses to standing night watch under a blanket of stars, every day at sea is an opportunity to learn, grow, and push your limits.

"There’s something special about being fully immersed in the experience. You’re not just a passenger—you’re part of the crew, part of the adventure." – Sarah, past crew member

With guidance from world-class skippers, including Wavy Immelman, an RYA instructor with 500,000+ miles of ocean sailing experience, you’ll learn essential offshore sailing techniques while taking on a 4,500-mile ocean passage.

2. Access One of the Most Remote Islands on Earth

For many, the ultimate draw is the idea of venturing to a place that few have ever set foot on. St Helena, a tiny volcanic island in the middle of the South Atlantic, is one of the most remote inhabited places in the world—reachable only by sea.

What makes St Helena so special?

• Hike volcanic landscapes and summit Diana’s Peak, offering breathtaking island views.

• Swim with whale sharks, one of the rarest wildlife encounters in the world.

• Step into history at Napoleon’s exile home and other colonial landmarks.

• Meet Jonathan the Tortoise, the world’s oldest living land animal at nearly 200 years old.

"Landing in St Helena felt like arriving on another planet—one where history, adventure, and incredible nature collide." – Mark, 2024 crew member

3. A Journey of Personal Growth & Resilience

Sailing isn’t just about getting from point A to point B—it’s about the journey. One of the skippers says: "The isolation of the open sea strips away distractions, leaving you with a raw, real, and transformative experience." – Jim, Wavysail Skipper

Jim believes that facing shifting winds and rolling ocean swells teaches patience, adaptability, and endurance. Navigating by celestial navigation and working as a team fosters problem-solving and leadership skills. The experience of being completely off-grid is both exhilarating and humbling.

For those seeking solo adventure holidays, this is the perfect opportunity to step outside your comfort zone, connect with a like-minded crew, and push your limits.

4. Unmatched Camaraderie 

Life onboard is about teamwork, shared experiences, and unforgettable friendships. As you navigate the open ocean together, the bonds formed onboard become just as meaningful as the adventure itself.

 Daily sailing, cooking, and navigating routines bring the crew together.

 Sundowners on deck, sharing stories under the stars, creating lifelong memories.

 Onshore adventures in St Helena strengthen friendships beyond the sea.

"We started as strangers but finished as a family. The bond you form at sea is something truly special." – Alex, 2023 crew member

5. The Magic of life at Sea

Imagine waking up to the sound of the waves, watching the sunrise over an endless horizon, and spotting dolphins racing alongside the boat. There’s a magic to the ocean's unpredictability, and every moment reminds us how vast, wild, and beautiful our world truly is.

What makes life at sea so incredible?

✔ Witness breathtaking sunrises and sunsets over the open water.

✔ Experience true self-sufficiency, learning to live in harmony with nature.

✔ Embrace the digital detox—no emails, no social media, just pure adventure.

"The sheer vastness of the ocean changes you. It gives you perspective, clarity, and a sense of true freedom." – Lisa, 2024 crew member

The St Helena Adventure: What to Expect

Your Journey At a Glance

Leg 1: Cape Town to St Helena | August 25 - Sept 20, 2025
Leg 2: St Helena to Cape Town | Sept 20 - Oct 13, 2025
Full Expedition: 48 days at sea (both legs combined)

What’s Included?

✔ World-class instruction from professional skippers

✔ Hands-on sailing experience on an ocean-ready yacht

✔ RYA miles for those working towards offshore qualifications

✔ All meals onboard & fully provisioned yacht

✔ 5 days in St Helena staying at a B&B 

Is This For You?

✔ Solo travellers, couples, or friends seeking a unique and meaningful adventure

✔ Aspiring sailors looking to gain real offshore experience

✔ Thrill-seekers & explorers craving an extraordinary journey

✔ Anyone ready to push their boundaries and embrace the unknown

Are You Ready to Explore, Dream and Discover Like Never Before?

This isn’t your average holiday – it’s an opportunity to challenge yourself, learn new skills, and see the world from a new perspective. It's a journey of discovery, a test of endurance, and an experience that will stay with you forever.

If you’re ready to set sail for adventure, the crew is waiting.

Limited spaces available—book your spot today by following this link!