Weekends & 2-5 Day Sailing Breaks

A long weekend away in the fresh sea air is a fantastic tonic. Our short voyages include accommodation on board, all your meals, sailing instruction and a skipper as your local guide. You can even travel to your joining port by public transport and leave your car behind. Whether you are an experienced sailor ‘re-charging your batteries’ or a newcomer to sailing just treating yourself to a hobby you have always wanted to try, our skippered charter vessels are run by friendly crews who will get you hooked.

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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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Eye of the wind with Classic Sailing

FAQ - Frequently Asked Questions

Will I Get Seasick?

The prospect of feeling nauseous on board ship puts a lot of people off sailing. Famous cases don’t help matters. Darwin called his mal-de-mer

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