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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Traditional sailing ship Tecla will all her sails up, passing a large white iceberg in front of a moody sky. Polar exploration sailing adventure holidays with Classic Sailing.

01/02 Cold Climate Sailing

Tecla: Exploring a Frozen World

Palm Trees are Overrated February and March aren’t exactly known for having exquisite weather, at least not here in the UK. And smuggly showing

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Active adventure sailing holidays with Classic Sailing

25/01 Featured Destination

Summer Sailing Holidays 2023

Summer Sailing Holidays 2023 All our summer sailing holidays in 2023 are ‘hands on’ sailing holidays. There is no need to have previous experience

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20/01 FAQ - Frequently Asked Questions

What is a Delivery Voyage?

A delivery voyage, sometimes described as a ‘Mile-builder’, is a sailing trip from one port to another without much hanging around in between. Often

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