Tall Ship Sailing Holidays

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2023 Tall Ship Sailing Holidays

All our 2023 sailing holidays are UK based. You can dip a toe in the water on a sailing weekend on the East Coast, head north with us for sailing in Shetland And Orkney join us in the Thames Estuary and sail to London or join us on an offshore voyage and head out to sea on a passage.

Set Sail Onboard A Schooner

A tall ship sailing holiday experience for those who love adventure. Set sail and leave normal life on land behind for a short while. Feel the sun on your face and the wind in your hair.

Onboard you’ll enjoy good food, wide horizons, sunsets over quiet anchorages, learn some new sailing skills and have the satisfaction of being part of the ship’s crew.

Our schooner Trinovante has a reputation for a relaxed and friendly atmosphere onboard where the small crew numbers mean everyone gets to play a full role in sailing the ship. You will get to helm the ship too.

Most people come on our tall ship sailing holidays on their own and beginners are welcome. We take our Sail Training seriously and will teach you everything you need to know to be part of the crew.

Sailing is a fantastic way to travel, get right off the beaten track, unwind, explore and meet people. Arriving on a charismatic schooner means you are immediately part of the scene wherever you go.

Each year Trinovante sets sail on a different and unique voyage. Some years our ship sails in the Tall Ships Races. Past tall ship sailing holiday voyage maps give an idea of where we sail.

Tall Ships Sailing Holidays - the schooner Trinovante in the Tall Ships Race

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2023 Voyages

Sunlight through a topsail - image for SchoonerSail Tall Ships Holidays

About The Ship

Schooner Trinovante sailing amongst islands to the north of Stavanger, Norway.

About Life Onboard Ship

Crew hauling on the main halyard on a Tall Ships Sailing Holiday onboard the schooner Trinovante

Now in our 17th Year
Over 40,000 miles at sea.
Wide variety of voyage types .
From coastal day sails to challenging offshore voyages.
No Previous Sailing Experience?
Beginner sailors are very welcome.
Experienced Sailor?
This rig may provide an interesting challenge and you will find Trinovante sails surprisingly well.
Solo Sailors Welcome.
Most of our sailors come on their own.

Big enough to give you the experience of a small ship.
Small enough to go to places bigger tall ships can only dream of.
Small Crew Groups.
A maximum of 8 guest sailors (usually 6) means increased involvement for you as well as more space and comfort onboard.
Permanent skipper and mate
You can be sure you are in experienced hands.
Our Guest Sailors Keep Coming Back
Over the last 10 years an average of 70% of the people who sailed with us annually booked again.
Genuine Hands On Sailing
Full involvement as an integral part of the crew from the moment you step onboard.

Let me thank you again for the perfect weekend!
It was fantastic but, unfortunately too short.
All the people I met, the sailing, eating, an excellent mix of activity, training and relaxation, having tea all the time….and some beers in the evening.

This is the way I enjoy sailing.

GeroldSailed On A UK Taster Weekend –UK Sailing Weekends

Thanks for a fantastic week Bergen – Trondheim.
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 and AlastairSailed In Norway–Norway Sailing Holidays

When we weren’t zooming along at 8 knots there was plenty to keep us occupied, two sightings of dolphin, beautiful, clear starry night skies, perfect for shooting star viewing.

And my favourite thing; phosphorescence, and dancing on it when it was washed up on deck to make it sparkle.

Elly Sailed In A Tall Ships Race–Tall Ships Race - Films

Skipper, John and Mate, Su of the schooner Trinovante - SchoonerSail - Tall Ship Sailing Holidays.

Hi

We are Su and John, Mate and Skipper of Trinovante. We have been running our Tall Ship Sailing Holidays for the last seventeen years.

SchoonerSail is just one boat, the two of us, and all the fantastic people who sail with us in the summer.

If you have any questions just call the boat phone on 00 44 (0) 79777 594649 and one of us will answer.

find your sailing holiday
View All Voyages

Book your place
How To Book

Go Sailing
Essential pre-voyage info

All 2023 UK Sailing Holidays

Voyages In Date Order

SchoonerSail

UK Sailing Weekends

October 31, 2019

Fri 5th to Mon 8th May 2023
3 nights
A UK sailing weekend to get out on the water in a relaxed and friendly atmosphere.

View of waves sailing offshore to Norway.

SchoonerSail

Harwich To Kirkwall, Orkney

October 31, 2021

Sat 13th May to Sat 27th May 2023
14 nights
2 Spaces Only
A voyage to Orkney lasting several days with time to sail and explore ashore on arrival.

SchoonerSail Limited

Sailing In Orkney

October 31, 2021

Fri 2nd June to Fri 9th June 2023
7 Nights
2 spaces only High summer sailing and exploring in the islands of Orkney

SchoonerSail

Orkney to Shetland & Shetland to Orkney

October 31, 2021

Thurs 15th July to Thurs 22nd July 2023
Or
Mon 24th to Mon 31st July 2023
7 Nights
A voyage from Shetland to Orkney or Orkney to Shetland Via Fair Isle

Walking ashore on a sailing holiday in Shetland

Sailing In Shetland

November 2, 2021

Wed 28th June to Wed 5th July 2023
or
Tues 11th July to Tues 18th July 2023
7 Nights
A sailing holiday in Shetland with time to explore ashore.

The Schooner Trinovante enters Whitby Harbour on a UK Sailing Holiday. Copyright Alan Green.

Kirkwall, Orkney To Whitby

May 1, 2018

Sat 5th Aug To Sat 13th Aug 2023
8 Nights
Sail south along the Scottish coast to Whitby.

View through a port hole of the sea - taken on a UK Sailing Holiday.

SchoonerSail Limited

Whitby To Harwich

May 1, 2018

Sat 19th Aug to Fri 25th Aug 2023
6 Nights
Set sail on the old collier route. Offshore and Coastal Sailing

Southen Pier at sunset with rigging blocks in the foreground

SchoonerSail

Ipswich To London

November 3, 2021

Thurs 31st Aug To Mon 4th Sept 2023
4 Nights
Sail on the East Coast rivers and up to the centre of London.

The schooner Trinovante sailing off Felixstowe

London to Harwich

July 8, 2022

Fri 8th Sept To Tues 12th Sept 2023
4 Nights
Sail from the centre of London to the historic port of Harwich.

Thanks to our friend Richard Sibley of the Tall Ships Gallery for letting us use his photos of Trinovante taken in the North Sea Tall Ships Regatta.