25 Items

  • Caribbean island
    Coastal

    The Windwards Islands: Exploring the Grenadines

    10 Days from £2,199

    Embark on an unforgettable adventure sailing vacation through the Windward Islands, where each island offers its unique paradise.

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      Available

      Tuesday 21st January 2025 - Thursday 30th January 2025
    • Medal icon
      Experience: None
    • Pin icon
      Region: Caribbean & The Americas
  • Antgua shirley heights
    Coastal

    The Leewards: Emerald Islands Of The Caribbean

    10 Days from £2,199

    You can anchor under the insta-famous Piton of St Lucia, enjoy the fusion of French and Caribbean culture in Martinique, explore the Indian river and jungles of Dominica, wander the magical beaches and islands of Guadeloupe and enjoy all the energy and beauty that comes with Antigua.

    • Calendar icon

      Available

      Tuesday 04th February 2025 - Thursday 13th February 2025
    • Medal icon
      Experience: None
    • Pin icon
      Region: Caribbean & The Americas
  • car on cuba beach
    Coastal

    Galleons & Treasure: Jamaica to Cuba

    11 Days from £2,499

    True off the beaten track sailing adventure, as we sail from the north coast of Jamaica to Cuba and explore its magical south western coast

    • Calendar icon

      Available

      Tuesday 4th March 2025 - Friday 14th March 2025
    • Medal icon
      Experience: Low to some
    • Pin icon
      Region: Caribbean & The Americas
  • playa sirena cuba
    Coastal

    Cuba Explorer

    11 Days from £2,499

    Adventure sailing in Cuba, with an intoxicating passage from Cienfuegos to Havana. Islands, culture, wildlife and history combined with warm, trade wind sailing.

    • Calendar icon

      Available

      Tuesday 18th March 2025 - Friday 28th March 2025
    • Medal icon
      Experience: Low to some
    • Pin icon
      Region: Caribbean & The Americas
  • 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.

    • Calendar icon

      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.

    • Calendar icon

      Available

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

    • Calendar icon

      Available

      Monday 16th June 2025 - Saturday 21st June 2025
    • Medal icon
      Experience: None
    • Pin icon
      Region: UK & Ireland
  • Shetlands cliffs
    Coastal

    Scotland's Wild Islands to Norway

    12 Days from £2,399

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

    • Calendar icon

      Available

      Monday June 23 2025 - Friday July 04 2025
    • Medal icon
      Experience: Low to some
    • Pin icon
      Region: Norway, Iceland & The Arctic