The #1 Rated Sailing Adventures

Come and join an adventure sailing holiday like no other. We run coastal adventure holidays in the Caribbean to full expeditions up to Svalbard in the polar north and ocean passages across the Atlantic. We also run more intensive skills builders on routes such as the Bay of Biscay. Whether you are a complete novice or a more seasoned sailor, and whether you are joining us solo or as part of a group, you can come and be a part of one of these incredible adventures.

47 Items

  • sailing yacht bluejay
    Coastal

    Sailing Skills & Mile Builder: England's South Coast

    6 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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      Join Waitlist

      Saturday 05th October 2024 - Thursday 10th October 2024
    • Medal icon
      Experience: None
    • Pin icon
      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 shore based training day before sailing.

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      Available

      Sunday 13th October 2024 - Friday 25th October 2024
    • Medal icon
      Experience: Day Skipper +
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      Region: Europe & the Baltic
  • taking a celestial fix
    Offshore

    South to the trade winds: celestial navigation voyage to the Canaries

    14 Days from £2,399

    Learn to use celestial navigation on a spectacular offshore passage from Spain's Atlantic coast to the Canaries. Starting with a to day theory course, you sail 1000 miles south without using GPS!

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      Available

      Sunday 27th October 2024 - Saturday 9th November 2024
    • Medal icon
      Experience: Low to some
    • Pin icon
      Region: Europe & the Baltic
  • Starling at sea mid ocean

    Offshore Passage: Atlantic Spain to the Canaries

    12 Days from £1,899

    A wonderful offshore passage in the warm lower latitudes, sailing from Spain's Atlantic coast to the Canary Islands and warm Atlantic trade winds

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      Available

      29 October 2024 - 09 November 2024
    • Medal icon
      Experience: Low to some
  • sailing the atlantic
    Offshore

    Sail the Atlantic in the ARC

    31 Days from £5,999

    Sail across the Atlantic Ocean with Rubicon 3 in the Atlantic Rally for Cruisers (ARC), a 2600-mile voyage from the Canary Islands to the Caribbean. Four weeks full of adventure, training, exhilarating sailing and memories of a lifetime.

    • Calendar icon

      Join Waitlist

      Wednesday 20th November 2024 - Friday 20th December 2024
    • Medal icon
      Experience: Low to some
    • Pin icon
      Region: Caribbean & The Americas
  • Caribbean island
    Coastal

    The Windwards Islands: Exploring the Grenadines

    12 Days from £2,499

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

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      Available

      Monday 23rd December 2024 - Friday 3rd January 2025
    • Medal icon
      Experience: None
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      Region: Caribbean & The Americas
  • 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 07th January 2025 - Thursday 16th January 2025
    • Medal icon
      Experience: None
    • Pin icon
      Region: Caribbean & The Americas
  • 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
  • Grenada Sailing Week
    Coastal

    Grenada Sailing Week

    9 Days from £1,999

    Join this exhilarating, week-long regatta, mixing none-too-serious but competitive yacht racing with wonderful Caribbean culture and events ashore.

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      1 Place Available

      Friday 24th January 2025 - Saturday 1st February 2025
    • Medal icon
      Experience: None
    • Pin icon
      Region: Caribbean & The Americas