No Experience Needed – Learn to Sail Holidays

“Let’s Try Sailing”

Classic Sailing has never aimed our activity holidays exclusively at sailors. Since 1997 we have introduced thousands of people to sailing and travel under sail. Our skippers will teach you to sail, and we will teach you very well, because we can’t go anywhere without you.

You are the crew and on traditionally rigged vessels it is all about teamwork, so don’t worry about whether you are tall enough, strong enough, agile enough as there are important jobs for all abilities. Like any new outdoor sport or adventure activity there is a lot of jargon to learn, but even on a three day voyage you will leave feeling and sounding like a sailor.

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01/01 Classic sailing at 30

Our Theme for 2026 is ‘CLASSIC SAILING at 30’

Celebrating 30 years of Classic Sailing 1996-2026 Last year we celebrated the PEOPLE that bring your sailing voyages to you, and the fascinating range

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Why we recommend DialaFlight to get you thee and back.

31/12 FAQ - Frequently Asked Questions

Why Use a Travel Agent for Flights to Your Sailing Holiday

Travel agent for flights! Surely that’s a bit old-fashioned in our digital age, but when you’re planning a sailing holiday with Classic Sailing, having

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When you love sailing all aspects of sail handling become interesting

28/12 Inspiration

Why We Love Traditional Sailing: A Love Letter to Life at Sea

Hi Sailor, Jessie here,  2025 was the first year in my adult life that I haven’t been sailing. I find this quite a depressing

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