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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Sailing on Maybe with Classic Sailing

26/01 History

Maybe a history

Maybe a  History 1929 Maybe has a famous history, built in wood with steel frames in 1929 and owned by Jan Jacob Van Rietschoten,

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yoga for tallulah sailors with Sophie

24/01 Inspiration

Sailing & Yoga – Coastal Retreats to Boaty Fitness Camps

The sailing holiday ethos on pilot cutter Tallulah is very much a celebration of healthy coastal living. Sailing ships with blocks and tackles are

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21/01 Inspiration

Grayhound Refit and maintenance winter 2022

The Captain writes Grayhound Ongoing Work Grayhound is continuously being serviced and maintained. Despite being a brand new wooden ship there are still plenty

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