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Sailing Destinations

Destinations Worth Exploring Ashore

Classic Sailing choose sailing grounds that offer the best un-spoilt coastal scenery, wildlife opportunities and sailing winds. We are excited by mountain backdrops and natural anchorages, self-sufficient local communities and remote islands. Destinations range from weekends away in Cornwall and other trips right on your doorstep, to far flung hot destinations like the Caribbean, or wildlife rich sailing expeditions in Antarctica or the Arctic.  

If you prefer to end a great sailing day in a harbour relaxing ashore, then we visit some great waterfront cities, smaller historic ports with a summer buzz and culturally rich destinations. If there is a summer festival or tall ships event in a destination then we can tell you more.

Dip into our destination pages. They are written from a sailor’s perspective and suggest the best classic boats or sailing ships to explore on.


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Why book with Classic Sailing?

The call of the sea

Destinations for sailors & explorers

Over 300 voyages a year

10, 000 customers introduced to

traditional boats and tall ships.

Tell us your sailing dreams


Office Team of 4 Skippers

6 Times Around the World between Us

Selling Holidays for 22 Years

3 Dogs to make us laugh

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