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      155 reviews

      Sailing Holidays in Scotland

      Our sailing holidays offer an incredible way to explore Scotland’s wild coastline and remote islands. We offer a limited selection of skippered sailing trips, and due to the world-class nature of the waters we sail and the boats we use, they are popular and often sell out. In addition to joining the crew on board, we also offer private charters in Scotland which can be tailored to your request.

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      Sailing and Walking Tours
      Yacht Charter Holidays
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      Set Sail

      Discover the joy of sailing in Scotland as you explore the rugged coastline and stunning westerly isles by yacht. We sail and explore by day and stay on the boat by night, often moored in remote wilderness anchorages.

      These trips combine sailing and gentle walking as a great way to explore Scotland. Although we have outline itineraries, these are flexible, allowing us to make the most of the weather and the wind. During your adventure, you may choose to become fully involved with life on board or simply take the opportunity to relax as the captivating coastline unfurls beyond the bow. On trips that include walking on the islands, you will be joined by a professional hiking guide.

      We also arrange private charters, allowing you to craft the perfect voyage. Due to demand, these trips must be arranged 12 – 18 months in advance. Visit our tailor-made page for more details here.

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      Our Scottish Sailing Holidays

      3 Sailing Trips

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              Sailing Journeys – The Inner Hebrides

              47 reviews
              • Enjoy spending time on a stunning traditional gaff-cutter, gliding up the captivating coastline.
              • In the company of a small, extremely knowledgeable crew look out for dolphins, eagles, seals and coastal birds.
              • Journey ashore to stretch your legs, exploring pristine beaches and ancient ruins.

              Region: Inner Hebrides including Skye

              Grading: Green Grade 3 (Easy - Moderate) ? What does this mean?
              Click here to learn more about our trip difficulty grading system.

              Carbon Footprint: 120kg ? What does this mean?
              Click here to find out about our carbon labelling project and what we're doing to be more sustainable.

              Download Itinerary View Trip Details

              Sailing – West Coast of the UK

              • Experience sailing under the stars in the twinkling darkness of the Irish Sea.
              • Hike the beautiful shores of uninhabited and remote islands, spotting coastal plants, birds and wildlife.
              • Wild swim from the deck of Eda, exploring turquoise depths and hidden coves.
              • Immerse yourself with life on board, actively participating in the sailing adventure.
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              Next Departure: 15th September

              Region: Multi-Location

              Duration: 10 Days / 9 Nights

              Grading: Blue Grade 4 (Moderate to Challenging) ? What does this mean?
              Click here to learn more about our trip difficulty grading system.

              Carbon Footprint: 128kg ? What does this mean?
              Click here to find out about our carbon labelling project and what we're doing to be more sustainable.

              Download Itinerary View Trip Details
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              Sailing – West Coast of the UK

              This trip is operated by our England team. Clicking on the links below will redirect you to the Wilderness England website.

              Sailing and Walking – Knoydart, Skye, and the Small Isles

              102 reviews
              • Enjoy the perfect blend of sailing and walking as you explore the Inner Hebrides.
              • Discover Scotland's wonderful wildlife in the most pristine and remote locations.
              • Explore Scotland from the bow of a boat on the beautiful gaff-cutter Eda Frandsen.

              Next Departure: 30th August

              Region: Inner Hebrides including Skye

              Duration: 7 Days / 6 Nights

              Grading: Blue Grade 5 (Moderate to Challenging) ? What does this mean?
              Click here to learn more about our trip difficulty grading system.

              Carbon Footprint: 120kg ? What does this mean?
              Click here to find out about our carbon labelling project and what we're doing to be more sustainable.

              Download Itinerary View Trip Details
              X
              Sailing – West Coast of the UK

              This trip is operated by our England team. Clicking on the links below will redirect you to the Wilderness England website.

              X
              Sailing – West Coast of the UK

              This trip is operated by our England team. Clicking on the links below will redirect you to the Wilderness England website.

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              Our holidays reviewed in your own words...

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              Every client receives a feedback survey when they return from their guided, self guided or tailor made holiday with us. Once completed the review is published on our website just as soon as our database updates. The little touches and details are important to us and where issues are raised we make positive changes to our trips to improve your experience.

              That’s why we read each of our client’s reviews and although we don’t respond to all of them, if it’s glowing feedback then we get the satisfaction of helping to make your holidays truly memorable.

              KB

              Kerry Barling

              Sailing and Walking - Knoydart, Skye and The Small Isles

              Age: 60 - 70
              Country: Australia
              Trip Date: 31/05/2025
              Trips Taken: 1

              The Bottom Line

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              AL

              Anne Lewis

              Sailing and Walking - Knoydart, Skye and The Small Isles

              Age: 70 - 80
              Country: Australia
              Trip Date: 31/05/2025
              Trips Taken: 1

              The Bottom Line

              The Bottom Line

              Good experience but weather prevented a better experience

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              LM

              Lacie Morrison

              Sailing Journeys - The Inner Hebrides

              Age: 50 - 60
              Country: United States
              Trip Date: 17/08/2024
              Trips Taken: 3

              The Bottom Line

              The Bottom Line

              Can’t wait to do another trip and bring a friend or two

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