Discover Britain’s Coastal Gems and Hidden Harbours

Embark on a sailing adventure through the majestic waters of the United Kingdom. From the iconic sailing grounds of the south coast, to the rugged beauty of the west of Scotland, these sailing trips are a unique blend of adventure, sailing and exploration. Navigate past historic castles, charming seaside villages, and breathtaking coastal cliffs, all while experiencing the thrill of sailing. Whether you’re a seasoned sailor or new to the helm, these routes combine British elegance with lashings of history, beautiful coastline, and the spirit of adventure. Read our full guide on sailing holidays in the UK here.

19 Items

  • Duart Castle
    Coastal

    5 Days Sailing The Western Isles of Scotland

    5 Days from £999

    Join this gorgeous 5-day sailing adventure around the enchanting Isle of Mull on Scotland's west coast. Explore rugged coastlines, historic castles, and beautiful anchorages. Discover wildlife, embrace nature, and enjoy superb sailing.

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      Join Waitlist

      Monday 20th May 2024 - Friday 24th May 2024
    • Medal icon
      Experience: None
    • Pin icon
      Region: UK & Ireland
  • Duart Castle
    Coastal

    5 Days Sailing The Western Isles of Scotland

    5 Days from £999

    Join this gorgeous 5-day sailing adventure around the enchanting Isle of Mull on Scotland's west coast. Explore rugged coastlines, historic castles, and beautiful anchorages. Discover wildlife, embrace nature, and enjoy superb sailing.

    • Calendar icon

      Join Waitlist

      Monday 27th May 2024 - Friday 31st May 2024
    • Medal icon
      Experience: None
    • Pin icon
      Region: UK & Ireland
  • st kilda
    Coastal

    Myths & Legends: St Kilda & the Hebridean Islands

    12 Days from £1,799

    Dreaming of sailing to the mythical St Kilda? Spend two weeks sailing and exploring the world-famous cruising ground of the western isles of Scotland, with its castles, history, stunning scenery and wildlife. Weather permitting, we will have a magical sail and overnight anchor at St Kilda.

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      Available

      Monday 03rd June 2024 - Friday 14th June 2024
    • Medal icon
      Experience: None
    • Pin icon
      Region: UK & Ireland
  • Sale

    yacht in atlantic ocean
    Offshore

    Sail the Atlantic: New York - Newfoundland - UK

    42 Days from Original price was: £5,499.Current price is: £4,499.

    The ultimate Atlantic sailing adventure, starting in New York City and sailing north Nova Scotia and on to Newfoundland, before crossing the Atlantic Ocean and arriving into the beautiful west coast of Scotland.

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      2 Places Available

      Monday 15th June 2024 - Friday 26th July 2024
    • Medal icon
      Experience: Low to some
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      Region: Caribbean & The Americas
  • Faroes
    Coastal

    Trolls, Giants & Elves: Scotland & the Faroe Islands

    12 Days from £2,499

    True adventure sailing between the west coast of Scotland the Faroe Islands. An unforgettable journey through breathtaking landscapes.

    • Calendar icon

      Join Waitlist

      Monday 17th June 2024 - Friday 28th June 2024
    • Medal icon
      Experience: None
    • Pin icon
      Region: Europe & the Baltic
  • Sailing in the Irish Sea
    Masterclass

    England-Scotland: Passage Making Masterclass

    12 Days from £1,799

    Join an intensive sailing course from England to Scotland, focusing on more advanced navigation, seamanship, and handling challenging offshore conditions.

    • Calendar icon

      2 Places Available

      Monday 17th June 2024 - Friday 28th June 2024
    • Medal icon
      Experience: Day Skipper +
    • Pin icon
      Region: UK & Ireland
  • Faroes
    Coastal

    Trolls, Giants & Elves: Scotland & the Faroe Islands

    12 Days from £2,199

    True adventure sailing between the west coast of Scotland the Faroe Islands. An unforgettable journey through breathtaking landscapes.

    • Calendar icon

      Available

      Monday 1st July 2024 - Friday 12th July 2024
    • Medal icon
      Experience: None
    • Pin icon
      Region: Europe & the Baltic
  • Faroes
    Coastal

    Trolls, Giants & Elves: Scotland & the Faroe Islands

    12 Days from £2,199

    True adventure sailing between the west coast of Scotland the Faroe Islands. An unforgettable journey through breathtaking landscapes.

    • Calendar icon

      Available

      Monday 15th July 2024 - Friday 26th July 2024
    • Medal icon
      Experience: None
    • Pin icon
      Region: Europe & the Baltic
  • Shetlands cliffs
    Coastal

    Scotland's Wild Islands: Orkney, Fair Isle & Shetland

    12 Days from £1,899

    Sail and explore the Wild Islands of Scotland, including the Outer Hebrides, Orkney, Fair Isle and Shetland. Rugged beauty and magical wildlife.

    • Calendar icon

      Available

      Monday 05th August 2024 - Friday 16th August 2024
    • Medal icon
      Experience: Low to some
    • Pin icon
      Region: UK & Ireland