Sail & Explore: Coastal Adventures with Time Ashore

Experience the best of both worlds with our coastal sailing trips, offering shorter sailing days and ample time to explore ashore. These run in all regions of the world. Delight in the charm of seaside villages, sun-drenched beaches, and scenic trails while enjoying wonderful sailing each day. Our coastal-rated adventures are perfect for those who want the thrill of the sea and the joy of discovery on land. On coastal adventures,  every day is an opportunity to sail. explore, and discover the world. Read our full guide to coastal sailing trips here.

24 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
  • lofotens 2560
    Coastal

    Arctic Paradise: Norway's Lofoten Islands

    12 Days from £2,699

    Spectacularly beautiful sailing and exploring in the UNESCO world heritage region of Norway's Lofoten Islands. Soaring mountains, sheltered inlets, rich in wildlife  - a magical adventure.

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      Join Waitlist

      Monday 22nd July 2024 - Friday 02nd August 2024
    • Medal icon
      Experience: None
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      Region: Norway, Iceland & The Arctic
  • 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
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      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
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      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
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      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
  • 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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      2 Places 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
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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 21st January 2025 - Thursday 30th January 2025
    • Medal icon
      Experience: None
    • Pin icon
      Region: Caribbean & The Americas