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.

30 Items

  • sailing yacht bluejay
    Coastal

    Sailing Skills & Mile Builder: England's South Coast

    6 Days from £649

    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

      Sunday 28th April 2024 - Friday 03rd May 2024
    • Medal icon
      Experience: None
    • Pin icon
      Region: UK & Ireland
  • Coastal

    1 Week Sailing Vacation in the Bahamas

    6 Days from £1,199

    Experience paradise with a week-long Bahamas sailing adventure. Sail in crystal-clear waters, wander sun-kissed beaches, dive on coral reefs, and discover paradise islands. 1 week of tropical bliss and unforgettable sailing.

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      2 Places Available

      Monday 29th April 2024 - Saturday 4th May 2024
    • Medal icon
      Experience: None
    • Pin icon
      Region: Caribbean & The Americas
  • Sailing in the Irish Sea
    Masterclass

    England-Scotland: Passage Making Masterclass

    12 Days from £2,199

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

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      2 Places Available

      Monday 6th May 2024 - Friday 17th May 2024
    • Medal icon
      Experience: Day Skipper +
    • Pin icon
      Region: UK & Ireland
  • Coastal

    1 Week Sailing Vacation in the Bahamas

    6 Days from £1,199

    Experience paradise with a week-long Bahamas sailing adventure. Sail in crystal-clear waters, wander sun-kissed beaches, dive on coral reefs, and discover paradise islands. 1 week of tropical bliss and unforgettable sailing.

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      Available

      Monday 6th May 2024 - Saturday 11th May 2024
    • Medal icon
      Experience: None
    • Pin icon
      Region: Caribbean & The Americas
  • 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 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 £2,499

    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
  • Sailing in the Irish Sea
    Masterclass

    England-Scotland: Passage Making Masterclass

    12 Days from £2,399

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

    • Calendar icon

      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 £2,499

    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