At Discreet Scotland, we believe the Scottish Islands are some of the most enchanting and unforgettable places in the world. Scattered like stepping stones around the edge of the mainland, these remote and rugged islands combine breathtaking landscapes with a powerful sense of history, culture, and quiet magic.
Whether you’re dreaming of standing among ancient stones, strolling along windswept beaches, or sipping whisky while watching seabirds soar above turquoise waters, the islands offer a unique experience for every traveller.
This guide provides a comprehensive introduction to the Scottish Islands, with insights drawn from our luxury private Scotland multi-day tours and first-hand local knowledge. It’s a perfect companion to our Guide to the Scottish Highlands, especially if you’re planning a longer stay.
Read on to start our Guide to the Scottish Islands — and if you have any questions for the Discreet Scotland team, please just get in touch.
Scotland is home to around 900 islands, though only about 90 are inhabited. These islands are largely grouped into three main archipelagos: the Shetland Islands, the Orkney Islands, and the Hebrides, which are further divided into the Inner and Outer Hebrides.
With so many incredible islands to choose from, we focus on a few firm favourites in our luxury Scotland tours: Lewis and Harris, the Isle of Skye, and the Orkney Isles. These destinations combine accessibility with a rich mix of natural beauty and cultural interest. For the ultimate endorsement, they’re also the most popular island inclusions in our bespoke tours of Scotland.
Every Scottish island has its own charm and personality, so there’s no “best” island or islands. However, some consistently stand out for their stunning scenery, historical interest, and warm hospitality. Being easily accessible from the mainland also helps!
Despite its name, Lewis and Harris is a single landmass, not two islands. Mountains divide Lewis in the north (covering around two-thirds of the island) from Harris in the south. And though technically one landmass, the two communities have developed their own cultures and traditions, offering contrasting experiences for visitors.
The Isle of Lewis and Harris is the third largest island in the British Isles, and it’s the home to the famous Harris Tweed. What better place to pick up some handmade tweed items than in the very place it’s made?
Skye is easily one of the most iconic Scottish islands. With its dramatic peaks, wild coastlines, and folkloric sites like the Fairy Pools, it offers an accessible yet otherworldly experience. The island is also home to the Cuillin mountain ranges — separated into Red and Black — both of which are a magnet for hikers and climbers.
This northern archipelago is a treasure trove of prehistoric monuments, Viking heritage, and fertile farmland. Orkney’s mainland is home to Kirkwall and the stunning St Magnus Cathedral, which was founded in 1137 and is Great Britain’s most northerly cathedral.
The expert trip planners at Discreet Scotland have designed fun and fascinating multi-day itineraries that feature these three islands, albeit not all in the same trip. Our Highland and Hebridean Luxury Holiday: 10-Day Scotland Tour explores Lewis and Harris and the Isle of Skye along with other unmissable Scottish destinations. The Luxury Scotland and Orkney Tour: 8-Day Experience includes unforgettable visits to Orkney and Skye as well as essential stops on the mainland.
While many islands are remote, reaching Lewis and Harris, Skye, and Orkney is easier than you might think. Discreet Scotland can arrange all transport and logistics as part of your bespoke or pre-planned tour.
For more insight into how you will get around on a Discreet Scotland tour, be it to the islands or anywhere else, head to Our Private Vehicles page.
Life in the Scottish islands is rooted in small towns and tight-knit communities, each with its own appeal. There are countless incredible places to list, so let’s focus on some of our favourites:
The Scottish Islands are packed with natural and historical wonders, all of which sit alongside a lively and welcoming culture. Here are just a few highlights, which we have grouped together by island:
Many of Orkney’s must-see sites make up the UNESCO-listed Heart of Neolithic Orkney. The monuments in this area are protected due to their “outstanding universal value”.
Due to their remote location and small population, the Scottish islands are a natural playground for outdoor enthusiasts. Just some of the activities you can enjoy here include:
Fresh seafood is a highlight of any island visit. Fishermen often land their catch directly at local restaurants, so you might eat lobster or scallops just hours after they’re caught.
The islands also have a strong tradition of crofting and preserving food, from smokehouses to hand-made cheese and oatcakes. On Skye and Orkney, don’t miss the opportunity to dine in award-winning restaurants that showcase modern Scottish cuisine with locally sourced ingredients.
Looking for some standout options? On Skye, The Three Chimneys is Michelin-starred as is Loch Bay Restaurant. And this is just the beginning. If you want delectable food at the heart of your island experience, we can tailor our bespoke tours of Scotland to your tastes using our local knowledge and expertise.
No Highland or Island trip is complete without whisky. While Islay is its own region, the rest of the islands produce some of the most varied and fascinating whiskies in Scotland.
Our itineraries can include distillery tours and tastings for any whisky lover.
The Scottish islands are a haven for wildlife, be it on land, in the air, or the water. You may need more patience to spot certain creatures compared with others, but typical sightings include:
Whether you’re a photographer, a birdwatcher, or just a nature lover, you’re bound to encounter memorable wildlife moments on your Scottish Islands experience.
Discreet Scotland offers exclusive private tours to the most beautiful and culturally rich Scottish islands. From fully curated multi-day adventures like our 10-day Tour of Scotland and Outer Hebridean Islands to bespoke trips tailored to your personal interests, we’ll help you discover the magic of island life.
Our 8-day Orkney Islands Tour includes everything from Neolithic wonders to whisky tasting, while our 7-day Scotland Tour offers the perfect mix of mainland highlights and island escapes.
Let us take care of the logistics so you can relax and enjoy the scenery, the stories, and the unforgettable moments that the Scottish Islands deliver so beautifully. If you have any questions for the Discreet Scotland team, please don’t hesitate to contact us.