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Family Friendly Sailing Holidays

Imagine having your own Classic Sailing vessel for your next family holiday. Your own floating home for the day, weekend or week as you journey from place to place. Home cooked local food prepared in the galley by the expert chef and al fresco dining in the sunshine as the sea laps at the side of the hull. Barefoot landings on deserted beaches, escaping the tourist hot spots in the height of summer and  Plenty of entertainment for the younger ones or teenagers as they learn how to sail and handle a traditional historic ship, just like they used to back in the day. Don't just take our word for it!

Our best bits were: 1. Miriam climbing the mast on her 12th birthday, full of the cake that Freya had baked on board, fresh from blowing out the candles and hearing everyone sing; 2. taking part in exciting and fun sailing - from sweating and tailing sheets, to navigation and helming; 3. rowing ashore to explore a variety of otherwise hard-to-reach islands. - Family Holiday on Grayhound off the Coast of Brittany 2018 by B. Sellick

Your transport does not cost you anything, all that is required is your enthusiasm and an enjoyment of spending time in the great outdoors! 

Grayhound Family holidays, teenagers swim off the ship
Grayhound Family holidays, teenagers swim off the ship

Latest voyages

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Options to Reserve the Whole Ship "Exclusively Yours" Whole Boat Groups Big Discounts.

Our traditional boats and tall ships are fantastic fun for a family voyage, but you have to be quick to be able to reserve a vessel exclusively. The vessel sizes range from 6 berths to 12 for the UK based fleet. Get in touch with us in the office, let us know your ideal dates and we will try our best to find a voyage most suited:


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A Family Run Boat for Families

Grayhound's owners Marcus and Freya have their own family on board with young Malachi. If you add to the mix - the ship's crew and guest crew of all ages it creates a small community on the ocean. 

They are completely used to children under five at sea or teenagers steering the ship as ably as any adult.  It is not the place for precocious youth. There are both safety rules and daring activities. Everybody washes up, helps row the boats ashore, or sweats on a rope to hoist a sail to the best of their abilities.  Meals are all around a big table or on deck in the sun. We think it brings out the best in young people and adults. Sailing ships are busy places. Boredom is rarely an option.

Accommodation with families in mind

The beauty of Grayhound's two big cabins is that they can each accommodate a family or group of 4-5 people. Equally the ship can be crewed by 8 adults or a mix of individuals and couples or father and son, grandmother and grand daughter pairs.

The Interior of Grayhound has featured in Coast Magazine and the seat covers are sponsored by Quba Clothing Company and made out of re-cycled sails.

Interior on Grayhound everybody sits round the large saloon table for dinner
Interior on Grayhound everybody sits round the large saloon table for dinner

Home Sailing Grounds are the West Country, Cornwall, Isles of Scilly and France plus in 2019 a mini Atlantic circuit including the Azores and Spain.

Grayhound has a lower prices for those under the age of 15 years and you on their very 'hands on' adventures. You don't need to book the whole boat to enjoy a discount with offers to father and son or grandmother and daughter, or whatever mix you want.


Family Friendly Voyages on Grayhound


Grayhound family holidays


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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