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You are here: Home1 / UK Sailing Holidays

Tall Ships Sailing Holidays UK

View All 2023 Tall Ships Sailing Holidays UK

Including Sailing holidays in Orkney, Shetland, Fair Isle

Each year our schooner Trinovante sets sail on a voyage.
Individual sections of the voyage create sailing holidays from 3 to 14 days and are carefully crafted to make it easy for you to get to and from the ship.

SchoonerSail’s 2023 Tall Ships Sailing Holidays are all in the UK. They include Taster Weekends, coastal day sailing and some overnight passages.

Print UK Sailing Holidays 2023

Want a quick geographical overview?
View the Sailing Holidays Voyage Maps

COVID POLICY & INFORMATION Please read our Covid policy before you book. If you have any questions at all do phone 07977594649 or email us

Link to: UK Sailing Weekends

UK Sailing Weekend

Taster Weekend

3 Nights
100 Sea Miles
2023
Friday 5th May
to
Monday 8th May
£495

Join The Ship In Ipswich at 16.00
Leave 16.00 on Monday

Uk Sailing weekends on the schooner Trinovante

Dip a toe in the water for the weekend and enjoy some sailing in a relaxed and friendly atmosphere.

Find Out More
Link to: Harwich To Kirkwall, Orkney

UK Sailing Voyage

Harwich To Kirkwall

14 Nights
500 Sea Miles
2023
Saturday 13th May
to
Saturday 27th May
£2160
2 Spaces Only
Join The Ship In Harwich 16.00
Leave Kirkwall 10.00

View of waves sailing offshore to Norway.

Set sail on a 500 mile voyage to Orkney with time to explore once we get there.

Find Out More
Link to: Sailing In Orkney

Sailing In Orkney

Kirkwall To Kirkwall

7 Nights
130 Sea Miles
2023
Friday 2nd June
to
Friday 9th June
£1295
2 Spaces Only
Join The Ship In Kirkwall 16.00
Leave Kirkwall 10.00

A small traditional sailing boat on a mooring with stone wall and islands in view, Stromness Orkney

Sail and explore ashore in the islands of Orkney

Find Out More
Link to: Orkney to Shetland & Shetland to Orkney

Orkney To Shetland

Kirkwall To Lerwick
Via Fair Isle

7 Nights
Sea Miles 160
2023
Thursday 15th June
to
Thursday 22nd June
FULL
The Ship In Kirkwall at 16.00.
Leave Lerwick  10.00

Puffins on Fair Isle

Sail on a voyage from Orkney to Shetland Via Fair Isle

Find Out More
Link to: Sailing In Shetland

Sailing In Shetland

Lerwick To Lerwick

7 Nights
130 Sea Miles
2023
Wednesday 28th June
to
Wednesday 5th July
£1295
Join The Ship In Lerwick at 16.00
Leave Lerwick 10.00

Walking ashore on a sailing holiday in Shetland

Sail and explore ashore in the islands of Shetland

Find Out More
Link to: Sailing In Shetland

Sailing In Shetland

Lerwick To Lerwick

7 Nights
130 Sea Miles
2023
Tuesday 11th July
to
Tuesday 18th July
£1295

Join The Ship In Lerwick at 16.00
Leave Lerwick 10.00

Walking ashore on a sailing holiday in Shetland

Sail and explore ashore in the islands of Shetland

Find Out More
Link to: Orkney to Shetland & Shetland to Orkney

Shetland To Orkney

Lerwick To Kirkwall
Via Fair Isle

7 Nights
Sea Miles 160
2023
Monday 24th July
To
Monday 31st July
£1295

Join The Ship Lerwick 16.00
Leave Kirkwall 10.00

Puffins on Fair Isle

Sail on a voyage from Shetland Orkney Via Fair Isle

Find Out More
Link to: Kirkwall, Orkney To Whitby

UK Sailing Holiday

Kirkwall To  Whitby

8 Nights
Sea Miles 320
2023
Saturday 5th August
To
Sunday 13th August
£1360

Join The Ship In Kirkwall at 16.00
Leave Whitby 10.00

A deck view on a schooner under sail, looking aft.

Set sail on a 300 mile voyage from Orkney to historic Whitby

Find Out More
Link to: Whitby To Harwich

UK Sailing Holiday

Whitby To Harwich

6 Nights
Sea Miles 210
2023
Saturday 19th August
To
Friday 25th August
£960

Join The Ship In Whitby 16.00
Leave Harwich 10.00

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

Sail from Whitby to Harwich. This is a voyage for those who want a passage leg.

Find Out More
Link to: Ipswich To London

UK Sailing Holiday

Ipswich To London

4 Nights
120 Sea Miles
2023
Thursday 31st August
to
Monday 4th September
£720

Join The Ship In Harwich 16.00
Leave London Tower Bridge 10.00

The Waverly paddle steamer ship heading under Tower Bridge London

Sail the East Coast Rivers and finish with a trip up the Thames to Tower Bridge

Find Out More
Link to: London to Harwich

UK Sailing Holiday

 London To Harwich

4 Nights
120 Sea Miles
2023
Friday 8th September
To
Tuesday 12th September

FULL
Join The Ship London 16.00
Leave Harwich 10.00

The Waverly paddle steamer ship heading under Tower Bridge London

Sail from the heart of London into the wilds of the Thames Estuary.

Find Out More
Link to: London to Harwich

  • Now in our 15th Year

    Over 40,000 miles at sea.

    Voyage maps

  • Wide variety of voyage types .

    From coastal day sails to challenging offshore voyages and Tall Ships Races.

  • No Previous Sailing Experience?

    Beginner sailors are very welcome.

    Learn To Sail /Sail Training 

  • Experienced Sailor?

    This rig may provide an interesting challenge and you will find Trinovante sails surprisingly well.

    Schooner sail plan

  • 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 where the bigger boats 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.

Choosing Your Tall Ships Sailing Holiday In the UK

Not sure which voyage is ideal for you? Feel free to give us a ring and discuss, or if you let us know a little about yourself, we can put you in touch with someone similar who has sailed with us recently. We know your holiday time is precious, and it is important to us that you choose the right sailing holiday.

Remember SchoonerSail is not an agency – if you phone SchoonerSail you will be talking directly to the people you will be sailing with – either Su or John.

What is a Tall Ship?

SchoonerSail Limited
16A Stafford Mill
London Road
Thrupp
Stroud
Gloucestershire
GL5 2A

Ships phone +44 (0)7977 594 649
info@schoonersail.com

Company No 06133553
SchoonerSail1.5k+ likes
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  • Home
  • 2023 Itinerary
    • View All 2023 Sailing Holidays
    • UK Sailing Weekends
    • Harwich To Orkney
    • Orkney Sailing
    • Orkney to Shetland Via Fair Isle
    • Shetland Sailing
    • Shetland to Orkney Via Fair Isle
    • Kirkwall To Whitby
    • Whitby To Harwich
    • Ipswich To London
    • London to Harwich
    • Travel To The Ship
    • Back
  • Our Sailing Holidays
    • Life Onboard
    • Where We Sail
    • Crew Stories
    • Sailing Videos
    • Offshore Sailing
    • Learn To Sail | Sail Training
    • Back
  • The Ship
    • About The Ship
    • Sail Plan
    • History
    • Back
  • Booking
    • How To Book
    • Online Booking Form
    • Travel To The Ship
    • FAQS
    • What To Pack
    • Sailing Holiday Insurance
    • Payment Page
    • Terms And Conditions
    • Privacy Policy
    • Back
  • Tall Ships & Schooners
    • Tall Ships & Schooners
    • Tall Ships Race Films
    • Tall Ships Gallery
    • Learn To Sail A Schooner
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    • Back
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