| Embark | Disembark | Vessel | Duration | Voyage No |
|---|---|---|---|---|
| Thu 03-09-2026, 08:30Douarnenez, Brittany | Thu 10-09-2026, 17:00Douarnenez, Brittany | Grayhound | 7 Nights | GR030926 |
The Isles of Scilly sits at the crossroads of many traditional sailing routes, with a rich maritime history shaped by their strategic position in the Atlantic out beyond Land’s End. Once a haven for privateers and smuggling luggers like Grayhound in the 18th century, these granite islands remain steeped in stories and natural intrigue.
No better destination, then, for a gloriously varied week on board Grayhound. This round trip from Douarnenez includes two deep water passages, plus some fabulous meandering through these beautiful islands, and lots of exploration ashore.
Please note that the main language on board ship is French, although the majority of the crew also speak excellent English.

| Vessel type / Rig | Three Masted Lugger |
| Guest Berths | 8-10 |
| Beam | 19ft |
| Draft | 10.75ft |
| Deck Length | 64ft |
| Overall Length | 108ft |
| Tonnage | 56 tons |
| Year Built | 2012 |
Your voyage is a round trip from the vibrant French fishing port of Douarnenez. This historic town is renowned for its picturesque quays, dotted with traditional wooden boats and bustling seafood markets. We would highly recommend extending your visit and spending some time exploring Douarnenez, either before or after your sail. The Port-Musée (maritime museum) is excellent, and the famous local sardines are a must try.
Stepping aboard Grayhound, the friendly international crew will welcome you and help you get settled in. You’ll receive a safety briefing and meet your fellow sailors, before setting sail.

As voyage crew you do not have to have any prior sailing experience or knowledge to join on Grayhound. A positive attitude and a wish for adventure is all! Our experienced crew will make sure that you comfortably and eagerly hoist the sails, make fast the ropes, participate in the manoeuvres, steer the ship and ready the anchor. It is all hands-on and you will be a crucial part of getting to our desired destination. You will learn fast and have a giggle while you’re doing it!

The Isles of Scilly has 55 islands, but just 5 are inhabited, each with its own character—from the busy hub of St Mary’s to the pastoral farmland on Tresco. Weave between the islands, dropping anchor by white sand beaches or rocky coves. You may see dolphins, seals, puffins, or even sharks. Ashore, the sub-tropical climate supports rare flora and fauna, and the Scillies’ rich history and archaeology offer plenty to explore. Swimming, rowing, barbecuing on the beach, or simply soaking in the island way of life are all part of the experience.
The Scillonian’s are proud of their nautical history and independence from the mainland. The climate is strongly influenced by the Atlantic Ocean and the warming Gulf Stream. Here, the boundary between land and sea is redrawn with each tide, as deep blue channels thread between reefs and islands, only to reveal glittering white beaches as the water falls away.

JUNE VOYAGE: June is a lovely time of year for this voyage, and you’ll appreciate the extra long daylight hours both at sea and when you’re exploring ashore. Conditions should be generally settled with plenty of bright spells. High pressure periods bring clear skies and steady breezes. Passing fronts occasionally bring bands of rain and brief squalls. It’s worth bearing in mind that this trip is an Atlantic crossing of sorts, albeit a little one! Be prepared for some ocean swell and potentially choppy seas at times.
SEPTEMBER VOYAGE: The wind carries a bit more force in September than in June, but fine settled periods are still common. Timing for the passage-making parts of the voyage is even more critical, to avoid the more frequent low pressure systems. As ever, be prepared for changeable conditions from sunshine to soaking, and some choppy seas on exposed stretches. It is worth mentioning here also that the sea will be nearing its warmest in September… perfect for those morning swims off the anchorage!
On a sailing voyage we never use the word itinerary, as skippers will always be aiming for the best and safest sailing routes for the forecast. They are as keen as you to include some of the highlights described above, but when it comes to sailing, you have to go with Mother Nature, not fight her. The description provided is based on what we think might be possible, based on past trips, or prior experience, but nothing is guaranteed on a sailing voyage. As such, the scheduled joining ports, routes, activities and/or destinations may be altered. Due to the complexities of weather systems, this may be at very short notice.
Whether you are an experienced sailor or a complete beginner, the professional crew will train you to be guest crew from the moment you arrive, with the intention that everybody works together to sail the ship. The common thread to all Classic Sailing holidays is ‘Hands on’ participation on ships that use ropes, blocks and tackles and ‘people power’ to set sail. For more on this, see our article ‘What is a Hands-On Sailing Holiday?’
We cater for a wide range of ages and physical abilities and how much you are expected to do varies a bit between vessels. See the vessel tab above which explains all about the ‘sailing style’ and what to expect in terms of hands on participation. There is a lot of information about day to day life, the ships facilities and accommodation on the vessel pages.
With its twin harbours, Port Rhu and Port du Rosmeur, Douarnenez is rich in maritime history. A standout attraction is the Port-Musée (maritime museum). The food is also excellent, particularly the local sardines, and there are some great spots for lively evenings listening to traditional Breton tunes.
Sailing on Grayhound in the Caribbean, March 2024
James recently shared his feedback from his voyage on Grayhound, sailing from St. Lucia to Guadeloupe from 6th to 12th March. He thoroughly enjoyed the experience, rating it as amazing, but he felt the need to share some insights.
The crew comprised 11 people, including a professional skipper, a young mate, a cook, and the boat's Swedish owners, Willie and Oscar. The passengers included two Americans, Connor and Leah, along with James and Nigel Sharp, who was there to write an article about the trip. A young couple joined as volunteer crew but lacked experience, which somewhat impacted the dynamics.
James appreciated the diverse age range and found the mixed sleeping arrangements manageable, though he noted the challenges of sleeping in tropical heat. His prior experience on classic boats like Pilgrim and Johanna Lucretia helped him enjoy working on the boat, though he advises that physical fitness is essential for activities like using the hand winch and rowing in the Caribbean heat.
A significant aspect of the trip was the administrative process of checking into each Caribbean island, which James found somewhat tedious. He also highlighted that Grayhound is a vegetarian boat, which, while not a major issue for him, did limit the culinary experience of the Caribbean.
Despite some minor issues, James emphasises that future passengers should be prepared for a more casual and less professional experience on Grayhound, compared to other vessels. He always felt safe and enjoyed the boat's beauty, describing the atmosphere at times as akin to a 'happy hippy expedition'. The owners' approach to running Grayhound as a business seemed more focused on enjoyment, including evenings with drinks and beach BBQ’s.
Overall, James is grateful for the experience and open to future sailing adventures. He also stayed on in the Caribbean for an extra week, offering to share his discoveries with others. He's curious about Nigel Sharp's upcoming article in Classic Boat, noting Nigel's mixed impressions during the trip.
This is a summary of the comments by James March 2024
Thank you so much to all the Grayhound crew for an unforgettable adventure. I cannot imagine a kinder and better crew with which to sail.
Caroline
Thanks all for a great time, I really enjoyed it. Fastest Channel crossing I have managed!
Barney
An unforgettable experience
Jonathon
We've had two idyllic sailing trips. One particularly fantastic day scrambling over big volcanic rocks down a deep craggy valley to a black sand beach with dramatically high cliffs. Grayhound was waiting, attracting attention because she's so beautiful and unique. Swimming out to her in the clear waters o the Atlantic rates as one of life's highlights.
Grayhound Guest
Fantastic, exhilarating and an honour to be on such a ship.
Des
Excellent company of genuine all round sailors. The wind in my face and the swell beneath. 5 stars for welcome, accommodation on board, safety, quality of sailing, food, skipper and crew.
Barry
Outstanding and unforgettable experience. Loved learning the lug rig, meeting the crew and other guests, playing an active role on board.
Charlie
Brilliant sail on an interesting boat with friendly and knowledgeable people.
Steve

Three masted lugger Grayhound is a unique sight and a joy to take photos of. Not only does she look very unusual as it is a rig not seen much now, she has a mission to deliver cargoes under sail, so she is the darling of the press. Photos from Classic Sailing customers, ships crew and professional photographers. We hope it gives a flavour of her sailing, life on board, the people that come, her beautiful sailing grounds and what it is like to live below decks.





















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