First Sailing Holidays for Beginners

Want to Learn to Sail?  We believe in ‘learning by doing’, so even if you come purely for a holiday, you will learn new skills effortlessly, as part of the process of going sailing and living at sea. 

If you are a complete beginner, a dinghy sailor who wants to try live-aboard cruising  or a newcomer to boats with bowsprits, then we have a huge choice of day sails, taster weekends, Royal Yachting Association (RYA) courses, or weeks away exploring amazing destinations. Leap into a Caribbean island hopping voyage and we will train you to be adventure crew as soon as you arrive, or go for the structured learning of a RYA sailing course.

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Eye of the Wind with Classic Sailing

24/06 Special Voyages

Christmas at Sea 2022

Three Unique Christmas 2022 Sailing Holidays Sometimes Christmas ashore just gets too much and you feel like there must be a better way of

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Day Sails on Mascotte with Classic Sailing

22/06 Inspiration

Falmouth Day Sailing with local guide.

Falmouth is a port steeped in maritime history, the docks having been developed in the early 17th century. By 1688 the town became the Royal

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Sailing holidays with Classic Sailing

16/06 Inspiration

Zen Dogs

“He knows not where he’s going… for the Ocean will decide. It’s not the destination … it’s the glory of the ride.” Edward Monkton

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