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Sailing Holiday Tasters & Short Breaks

Classic Sailing have more short breaks than any other sailing company in Britain. We also have 1-3 day voyages in other countries too. We recognise you might not have the time or money to do a week long sailing course and not everyone wants to commit to a longer voyage if they are not sure if they are going to like living on a boat. This is why we create day sails and short tasters for you to come try a pilot cutter, lugger, schooner or mighty tall ship.

Our Cornwall Sailing Weekends were voted one of the 10 Best Weekend Courses in Britain by Lonely Planet Magazine and one of the best 52 weekends away worldwide.  Classic Sailing short voyages with themes like seafood, artist on board or wildlife spotting often feature in magazines from Coast Magazine to the Sunday Times.

You really don't need any experience. The voyage fee includes your accommodation, all day long activities and freshly cooked meals on board. All you have to do it turn up at the joining port and let the skipper be your tutor, cook, tourist and wildlife guide.

Latest voyages

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Inspire me more

Affordable Taster for Newcomers to Sailing

Any day sail, overnight taster, weekend break or 2-4 day short voyage on our traditional boats and tall ships make an ideal 'learn to sail' experience for beginners. If it’s your first voyage you will not be expected to understand all that goes on immediately.  As a guest crew member you are learning by doing - so it is fun and in no time at all you will be pulling on ropes and taking an active part in all the sailing as if you had been sailing for years.

Eda Frandsen offers short breaks in Cornwall in spring and autumn.

Refreshing Break from a modern yacht

Experienced yachtswomen and men regularly come for a refreshing sailing break on our beautiful traditionally built ships. It is a great pose to 'own a classic boat' for a few days. Not only are they fun and physical to sail, Pilot Cutters and Brixham Trawlers are rather show stopping when they come into port. Many of our 'modern' yacht sailors enjoy the challenge of learning how to sail without winches, understanding different sail rigs like gaff sails, lug or square rig or how to weigh anchor with a barrel windlass!

Pilgrim has the biggest selection of short breaks each year
Pilgrim has the biggest selection of short breaks each year

Enjoy an Event from a sailors perspective

Some of the day sails and short voyages throughout the year may offer an additional attraction such as a sea shanty, food festival, Regatta or even an air show! These special events usually draw in a wide variety of vessels and being part of the parade of sail and one of the crew when stepping ashore adds an extra bonus to learning the ropes. 

Classic Sailing currently offer more short breaks on classic boats and tall ships than any other UK traditional boat operator so we hope our website will be your first port of call whenever you want to escape 21st Century life ashore.

Pilot Cutter Agnes at a maritime event
Socialise with other crews. Pilot Cutter Agnes at a maritime event

What others say about us


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"A life changing experience with talented crew who gave us hope for mankind ...and biscuits"

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Why book with Classic Sailing?

The call of the sea

Destinations for sailors & explorers

Over 300 voyages a year

11, 051 customers introduced to

traditional boats and tall ships.

Tell us your sailing dreams


Office Team of Skippers

6 Times Around the World between Us

Selling Holidays for 22 Years

2 Dogs to make us laugh

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