Award Winning Ocean Sailing Expeditions, tailormade for everyone, led by world-class skippers.

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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

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relaxing adventure

Split, Croatia

23 - 30 August 2025

Croatia sailing adventure

A week of hands-on sailing with one of our world leading skippers, exploring the beautiful Croatian Coastline

$4,860.85

Book Info
stretching adventure

Scottish Isles, United Kingdom

02 - 11 August 2025

Sail Oban to Stornoway

Join Big Blue as we Sail the Northcoast 500 : Leg 1

$4,165.45

Sold Out Info
epic adventure

Cape Town, South Africa

27 October - 13 December 2025

South Atlantic Expedition

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

$9,728.65

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-class 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, and a deep commitment to environmental conservation to craft fully immersive and unforgettable journeys.

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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 an adventure that adapts to your desires and ensures a truly unforgettable experience.

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World-class sailing skippers

Wavysail’s skippered sailing vacations are led by some of the most experienced skippers in the world. Each of our leading skippers boasts a minimum of half a million miles of sailing experience—equivalent to sailing around the world ten times! 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.

Active participation 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. Together, we’ll create lifelong friendships through shared adventure and discovery.

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