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Kirkwall to Whitby in Yorkshire

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£1250.00 1350

Embark Disembark Vessel DurationVoyage No
Sat 05-08-2023, 16:00Kirkwall, Orkney Sun 13-08-2023, 10:00Whitby Trinovante 8 NightsTR050823

East Coast Adventure

Kirkwall to Whitby in Yorkshire. Explore the Orkney Islands. the Farne Islands and the East Coast of Scotland as you head south to Whitby. This is a passage making voyage with over night sailing. You will be part of the watch system on board.

The professional crew are a friendly and welcoming bunch, and you’ll soon feel part of the team. Tis trip is a fantastic mix of island hopping, open water sailing and coastal wandering, and every day will be different.

  • Voyage
  • Vessel

Highlights ….

  • Bird watching
  • Long sea passages
  • Night Sailing
  • Watch Keeping
  • Learning the ropes in a friendly environment


Vessel type / Rig 3 Masted Gaff Rigged Schooner
Guest Berths 8
Beam 4.4m 14ft 6ins
Draft 2.1m
Deck Length 21m 70ft
Overall Length 23.9m 80ft
Year Built 1994
More about the Vessel

Voyage Description

Orkney to Whitby: Open Sea and Coastal Sailing


Eastern adventure

8 Nights and days to sail just over 320 miles so not a huge distance required per day. This means you can expect concentrated patches of sailing followed by breaks in safe harbours or anchorages anywhere between Orkney and Whitby.

But where you stop will be the decision of the skipper and his understanding of the wind for the period of the voyage.


Established by the Vikings in the 11th Century Kirkwall was first mentioned in the Orkneyinga Viking Saga (also called the History of the Earls of Orkney). We have a copy on board for those who fancy a topical read.

The dominant feature of the town is the cathedral founded in 1137 by the Viking, Earl Rognvald, in honour of St Magnus who was martyred in Orkney. Otherwise, you can enjoy a wander in the busy shopping centre on the stone slabbed streets, visit the Orkney museum, The Bishops and Earls Palace and, of course, there is a distillery in the town.

It is well worth having a few days extra in Kirkwall if you have time. There are lots of day trips worth doing from Kirkwall including several stone circles and two sites run by Historic Scotland.

Getting ready to set the topsail on a schooner.

Possible Stop-Overs En Route


Previously a bustling fishing port, Wick now has a marina and services the offshore wind farm industry. We think the main attraction is the walk south along the cliffs and beach where there are large rock-pools and easily seen areas of fossilised, sand-rippled ancient beach.


A volcanic plug island at the entrance to the Firth of Forth Bass Rock  was once a retreat for Christian hermits.

Today it is home to the worlds largest colony of northern gannets along with a host of other birds. Trinovante can get quite close because the rock has sheer sides. How close you want to get we can decide on the day. The noise and smell are quite something but gannets are the most beautiful seabirds.

Trinovante alongside Eyemouth.


Hopefully Trinovante will be able stop here. An active fishing port (or at least it was before Brexit) with an unusual ‘tunnel’ entrance and cliff top walks, Eyemouth has a distinctive crouching gargoyle rock at the entrance which can only be seen from the sea.

There are also a friendly harbour seals, fresh lobster and langoustines and fine haggis from the local butchers.

Lindisfarne, (Holy Island) and the Farne Islands are a slim possibility.



A picture postcard, bustling, seaside town nestled in a hollow in the surrounding moors landscape, Whitby is now known for the many festivals that run year round, coastal walks, fossils, jet jewellery,  the 199 very steep steps leading to a ruined abbey that overlooks all the activity below and most importantly for the seafarer the massive stone breakwaters that protect the entrance to the harbour.

Originally a coal and whaling port, for the sailor this harbour is notable as the place where Captain Cooks Endevour  was originally built as the ship rigged collier Earl of Pembroke.  There is a now replica Endevour in the port.

Trinovante always gets lots of attention in Whitby.

Whitby Harbour Entrance
Whitby Harbour Entrance

Start & End Port

Kirkwall, Orkney


Kit List

Equipment Trinovante Provides

Foul Weather Waterproofs

Life Jackets

Very warm insulated water-proof flotation suits suitable for colder conditions. These will keep you toasty warm on  Offshore Night Watches  and sailing in Norway


  • Sleeping bag
  • Clean pillow case. We provide a pillow.
  • Pair of wellies. Any wellies will do. We might be able to lend you a pair – email us with your size. If you are buying some yacht wellies tend to be a bit lighter
  • Passport This is needed if your sailing holiday starts and/or finishes in a non UK port and we will be in more than one country during the voyage.
    No passport, no sailing holiday.
  • Non slip footwear – any non slip footwear will do, we are not a yacht so there is no need to buy expensive deck shoes.
  • Warm hat and clothing. Layers work best. Thick fleece, thin fleece, shirt, tshirt is a good layer set up. Thermal underwear is a great idea and doesn’t take up much room in your bag.
  • Gloves. Most people don’t bother with gloves, but if you do want to wear some, leather sailing  gloves with no fingers may be best. It can be difficult to handle ropes in full gloves.
  • Towel and toiletries. Most people bring travel towels.
  • Strap to hold your sunglasses/glasses on with. Essential if you wear glasses.
  • Hat, sunscreen, sunglasses and loose clothing to cover up from the sun. Trinovante sails in Northern Europe so you are not going to roast but sometimes it can get surprisingly hot even in Norway.
  • Any medication that you need.
    If you think you may need sea sickness medication Stugeron seems to be the one most people take. The active ingredient is Cinnarzine. We do have Stugeron onboard.
  • Travel insurance for sailing. For some of our holidays this means ‘offshore insurance’.
    We do not require that you have travel insurance for our sailing weekends in the UK.
    SchoonerSail’s  Buying Travel Insurance For Sailing Holidays has more information about travel insurance.
    One specialist sailing holiday insurer is Topsail Insurance. There are lots of other insurers and you do not have to use Topsail Insurance when you sail with us. They may or may not be the most suitable for you.

  • No valid travel insurance when you arrive onboard, no sailing holiday.

Pack everything for your sailing holiday in a squashable bag, not a large suitcase. Remember space onboard is limited.


Fantastic scenery Shetland and Orkney Fair Isle Westray good weather and fair winds. Instructions very clear safety in mind at all times. Food cooked by Sue was wonderful we had crab and fresh fish as a treat. Crew were also very friendly and helpful. Would love another voyage !


I have spent most of my sailing time in modern yachts of various sizes but having the helm of a 3 masted schooner under full sail is an experience like no other.


Thanks for a truly memorable weekend! The sailing experience and tuition were first class: I enjoyed the companionship very much: all that under the leadership of two people talented and thoroughly pleasant in equal measure. It was a privilege. Thank you again. And the megastar was Trinovante – what a ship!


“Food, laughter and space were all in generous supply,
as were the opportunities to learn as much or as little as you chose.
Thanks Su and John the tapestry of life is richer for having sailed with you.”


We have loved it all from being at the helm, hoisting sail, fixing fenders and weighing the anchor.


Just a note of thanks for the fabulous time I had aboard Trinovante across the North Sea. I think it mended something in me I hadn’t realised was broken. Of course the reason it’s so good is the way you make us incompetent crew able to share a part of your life.


The scenery was stunning. We moored or anchored in a series of small harbours and bays keeping our eyes open for wildlife. Sharing a beer on deck as the sun slowly sank over the silent scene will be an enduring memory.

Stuart & Sara

What a great time I had with you and my fellow crew members last weekend.
I really enjoyed being part of a small and friendly group and being hands-on with the sailing manoeuvres.


Thanks for a fantastic week..
It is the skill of a successful host to take a gang of disparate (desperate?) folk and turn them into a group of friends – Well done!
We are thoroughly bitten by the bug and would like to have another go next year

Chris & Alastair

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