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.

14 Items

  • Faroes
    Coastal

    Trolls, Giants & Elves: Scotland & the Faroe Islands

    12 Days from £1,999

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

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      2 Places Available

      Monday 15th July 2024 - Friday 26th July 2024
    • Medal icon
      Experience: None
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      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.

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      Available

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

    Myths & Legends: St Kilda & the Hebridean Islands

    12 Days from £1,999

    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 19th August 2024 - Friday 30th August 2024
    • Medal icon
      Experience: None
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      Region: UK & Ireland
  • sailing yacht bluejay
    Coastal

    Sailing Skills & Mile Builder: Scotland - England

    7 Days from £899

    Sailing Mile Builder between Scotland's west coast & England. Wonderful sailing and a chance to learn sail trim, seamanship, navigation and seamanship from the expert Rubicon 3 skippers

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      Join Waitlist

      Sunday 1st September 2024 - Saturday 7th September 2024
    • Medal icon
      Experience: None
    • Pin icon
      Region: UK & Ireland
  • sailing yacht bluejay
    Coastal

    Sailing Skills & Mile Builder: England's South Coast

    7 Days from £699

    Sailing Mile Builder along the UK's South coast. A great way to build experience, skills and seamanship. Improve your sail trim, navigation and general seamanship

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      Available

      Friday 04th October 2024 - Thursday 10th October 2024
    • Medal icon
      Experience: None
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      Region: UK & Ireland
  • sailing the bay of biscay
    Offshore

    The Bay of Biscay: Passage Making Masterclass

    13 Days from £2,399

    Join an intensive sailing course crossing the Bay of Biscay, focusing on more advanced navigation, seamanship, and handling challenging offshore conditions. Initial training day with world famous sailors

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      Available

      Sunday 13th October 2024 - Friday 25th October 2024
    • Medal icon
      Experience: Day Skipper +
    • Pin icon
      Region: Europe & the Baltic
  • st kilda
    Coastal

    Myths & Legends: St Kilda & the Hebridean Islands

    12 Days from £2,299

    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.

    • Calendar icon

      Available

      Monday 26th May 2025 - Friday 6th June 2025
    • Medal icon
      Experience: None
    • Pin icon
      Region: UK & Ireland
  • 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.

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      Available

      Monday 9th June 2025 - Friday 20th June 2025
    • Medal icon
      Experience: None
    • Pin icon
      Region: Europe & the Baltic
  • Duart Castle
    Coastal

    5 Days Sailing The Western Isles of Scotland

    6 Days from £899

    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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      Available

      Monday 9th June 2025 - Saturday 14th June 2025
    • Medal icon
      Experience: None
    • Pin icon
      Region: UK & Ireland