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Sailing Holidays in England

Sailing Holidays in England

Experience a real sailing holiday and discover the beauty and unique English coastline by exploring under sail on a wooden ship packed with history.

Sailing Holidays in England

Sailing Holidays in England


From sunny Cornwall with its blue seas, picturesque ports and with some of the most protected sailing and cruising grounds in Europe, to the remote archipelago that make up the Isles of Scilly, you won’t be stuck for choice! It wasn’t too long ago that a humpback whale was sighted in Fowey bay and the unpolluted waters often reward sailing vessels with a rare spotting and new sightings, both in the water and in the sky. Cornwall is the home of many traditional sailing vessels and expect to sail in the company of other historic and beautiful sailing boats, you will be creating a picturesque scene on your holiday for onlookers to admire and photograph. 

North Cornwall offers your typical crashing waves Poldark scenery - ideal for surfers and mining landscape enthusiasts. South Cornwall is for sailors.  The Isles of Scilly are simply unique.

The granite cliffs of West Penwith protect Mounts Bay from the North West and the Lizard Peninsula cuts down some of the ocean swell and creates a varied sailing ground to explore around Falmouth Bay. Small fishing villages nestle in every sheltered bay or river from Cadgwith to Cawsand and there are plenty of anchorages where you can be the only boat.

You can find more on Cornwall and the Isles of Scilly in our Destinations menu and Cornish sailing holidays can be found here.


Along the coast towards South Devon, the beautiful estuaries and Torbay (the English Riviera) will keep every sailor happy. Surrounded by stunning coastline, hidden coves, epic cliff faces and natural coastal wildlife, exploring the rivers and quaint towns under sail will really allow you to experience Devon in its' element. Home to the Brixham Trawlers, Leader and Provident you can literally step back in time and experience a holiday on these historic vessels which carry so much history. 

All of our voyages around Devon can be found here. 

Sailing Holidays in England

The Solent

A few of Classic Sailing’s vessels can be found cruising in the Solent during the summer, a true mecca for UK sailors the Solent refers to the straight that separates the Isle of Wight from mainland England and with some of the best sailing conditions and with lots of destinations all within a few hours sail of each other, there will be lots of choice and ample opportunity to explore this sailors paradise. Across the channel lies the Isle of Wight, also known as “the home of yachting” and Cowes is the most famous sailing centre in the UK. It is home to many marinas, yacht clubs and major sailing events from Cowes Week, Round the Island Race, the Fastnet Race and many more.

We have some voyages in this area and the full list can be found here.

Tall Ships Races

The Tall Ships Race of 2016 makes for some interesting and more unusual stops for Classic Sailing, if you join in one of the legs or for her 30th Anniversary voyage you could see yourself sailing into London and up the Thames on Lord Nelson. Quite the spectacle!

The North Sea Tall Ships Regatta 2016 is taking place in Blyth along the north eastern coast of the UK; the bustling port town has a rich history and a keen sense of its own environmental identity.

Tall Ships Race Schedule and North Sea Tall Ships Regatta. 

Sailing Holidays in England

Whatever the weather and whichever voyage you choose, you can be sure you will have a sailing holiday experience akin to no other by a sailing holiday in England. The varied sailing grounds and historic ports provide a backdrop from which to enjoy traditional sailing at its best.

Full UK voyage description can be found here. 

Sailing Holidays in England

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Being 'free', being able to see the sun, stars, waves and the moon! Feeling like I was 'at home'. A mesmerizing and u...

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