Awarded 

"Best Adventure Sailing Company  2025"  - Best of British Getaways
 
Expeditions, tailormade for everyone, led by world-class skippers.

Check our Adventures



Join a real adventure

Our sailing adventures range from one week to 50 days, with exciting expeditions worldwide. You'll join a small group, led by one of the world's most experienced skippers. Whether you're an experienced sailor looking to hone your skills, building miles, or have no prior sailing experience, you'll be equally welcomed. 

Selected upcoming adventures

relaxing adventure

Croatia, Croatia

15 - 22 August 2026

Croatia Freediving & Sailing Expedition with William Winram

7 Days Liveaboard Adventure Sailing & Freediving

$5,583.01

Book Info
stretching adventure

Mahe, Seychelles

04 - 13 April 2026

Zanzibar to Seychelles

Sailing East Africa's Wild Blue Route

$5,233.64

Book Info
stretching adventure

Mahe, Seychelles

14 - 23 April 2026

Seychelles to Madagascar

From Coral Isles to Lemur Lands

$4,185.51

Book Info
stretching adventure

Mahe, Seychelles

24 April - 03 May 2026

Madagascar to Zanzibar

Downwind to Zanzibar

$4,185.51

Sold Out Info
epic adventure

Cape Town, South Africa

20 July - 28 August 2026

South Atlantic Expedition

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

$8,378.01

Book Info

Join an unforgettable sailing adventure

Experience a journey of discovery with Wavysail

Join an unforgettable sailing adventure. Whether you’re an experienced sailor, or a complete beginner eager to learn to sail, we have a sailing trip for you. 

Guided by world-leading skippers, you'll join a crew of like-minded explorers and step outside your comfort zone. Our experienced and passionate skippers are dedicated to safe, sustainable travel and to helping you discover the thrill of life at sea. 

What makes us unique?

Our tailor-made sailing adventures blend hands-on learning, expert guidance, small groups and a deep commitment to environmental conservation to craft fully immersive and unforgettable journeys.

Explore all our adventures

Small Groups, Tailor-made experiences

With a maximum group size of six people, our sailing adventures are uniquely personalised and flexible. 

- We connect with you beforehand to understand your sailing experience and aspirations for the trip. 

- Whether you wish to learn celestial navigation, build miles, or simply experience the majesty of an ocean voyage, we tailor each journey to ensure you have an amazing time. 

It’s all about creating a truly unforgettable experience.

Explore all our adventures

World-leading skippers

Wavysail Adventures are led by some of the most experienced skippers in the world. 

- Each of our leading skippers boasts hundred of thousands of miles of sailing experience, sailing the world! 

- Our team includes explorers, world record holders, and above all, passionate sailors. 

Rest assured, you are in safe, capable hands, ensuring an incredible and enriching learning experience on every sailing expedition.

Hands-on sailing and learning

Our trips are immersive sailing adventures where you actively participate in every aspect of the journey. 

- Learn to menu plan for an Atlantic crossing, master reefing sails, and navigate by the stars—you’ll do it all. 

- While some parts will be exhilarating and others challenging, our experienced skippers will guide you through every step.

Explore all our adventures


Latest Wavysail News

Take a look at our latest updates

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The Ultimate Seychelles Sailing Expedition Guide

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Wavysail Supports Ocean Research Through Collaboration with The International SeaKeepers Society

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Sail the ultimate adventure

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