Tall Ship Sailing Holidays

Find Your Next Adventure

Set Sail Onboard A Schooner

A tall ship sailing holiday experience for those who love adventure and exploring. Set sail and leave everyday 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 close knit 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.

Join our tall ship sailing holidays solo as most people do, or come with a friend or partner.

Both beginners and more experienced sailors are very welcome. Regardless of your skill level you our Sail Training ensures that you receive comprehensive instruction to seamlessly integrate into the crew.

Sailing is a fantastic way to travel, get right off the beaten track, unwind amidst the vastness of the sea, explore and meet people. Arriving on a charismatic schooner means you are immediately embraced by the local scene wherever your nautical journey takes you.

2024 Tall Ship Sailing Holidays

On SchoonerSail 2024 tall ships sailing holidays you can dip a toe in the water on a sailing weekend, head north with us for a sailing holiday in Orkney or Shetland, sail to Fair Isle, explore the Thames Estuary and sail to London or join us on an offshore voyage and head out to sea on a passage.

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

View All
2024 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 20th 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

UK Tall Ships Sailing Holidays 2024

Voyages In Date Order

Uk Sailing weekends on the schooner Trinovante

SchoonerSail

Sailing Weekend Breaks UK

September 1, 2023

Fri 17th to Mon 20th May 2024
3 Nights No Spaces Available
A sailing weekend break in the UK. Get out on the water in a relaxed and friendly atmosphere.

View of waves sailing offshore to Norway.

SchoonerSail

An Offshore Sailing Holiday Orkney

September 2, 2023

Sat 25th May to Sat 8th June 2024
14 nights No Spaces Available
A voyage to Orkney lasting several days with time to sail and explore ashore on arrival.

Sailing In Orkney, a small traditional sailing boat at anchor, harbour view near Stromness.

SchoonerSail Limited

Orkney Sailing Holiday

September 3, 2023

Fri 14th June to Fri 21st June 2024
7 Nights No Spaces Available
High summer sailing and exploring in the islands of Orkney

SchoonerSail

Fair Isle Sailing Holiday

September 4, 2023

Thurs 27th June to Thurs 4th July
Or
Wed 24th to Wed 31st July 2024
7 Nights No Spaces Available
A voyage to Fair Isle from Shetland or Orkney

Shetland Sailing Holiday

September 5, 2023

Wed 10th July to Wed 17th July 2024
7 Nights No Spaces Available
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

September 7, 2023

Tues 6th Aug To Wed 14th Aug 2024
8 Nights No Spaces Available
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

September 8, 2023

Wed 21st Aug to Tues 27th Aug 2024
6 Nights No Spaces Available
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

September 9, 2023

Mon 2nd To Fri 6th Sept 2024
4 Nights No Spaces Available
Sail on the East Coast rivers and up to the centre of London.

The schooner Trinovante sailing off Felixstowe

Sailing London to Harwich

September 10, 2023

Fri 13th Sept To Tues 17th Sept 2024
4 Nights No Spaces Available
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.