
McKinlay Kidd
Classic Round Scotland by Train
Scottish rail loop from Glasgow through Highlands, Skye, and the West Highland Line
McKinlay Kidd · Tailor-made rail holiday
16-day Scottish rail journey from Glasgow to Edinburgh through Highlands and islands

McKinlay Kidd operates this 16-day self-guided rail journey through the Scottish Highlands and islands, starting in Glasgow and ending in Edinburgh. You travel by train on six distinct railway lines, with included small-group guided tours on three days: a Three Isles boat expedition from Oban to Mull, Iona and Staffa; a full day exploring Skye; and a day trip to Orkney's UNESCO archaeological sites from Thurso. The itinerary includes the Jacobite Steam Train crossing the Glenfinnan Viaduct and ferries to Skye and Orkney. You stay in hand-picked three- and four-star hotels for fifteen nights with bed and breakfast (dinner on two nights). Multiple leisure days allow you to walk, explore independently or book optional activities like Highland wildlife safaris or sailing on the Isle of Skye. This trip suits repeat rail travellers, couples seeking a mix of guided and independent time, and history enthusiasts drawn to the Inner Hebrides and Orkney's ancient sites.
Depart Glasgow (or join from Edinburgh) aboard the West Highland Line, past Loch Lomond and Kilchurn Castle to the coastal town of Oban.
By ferry and coach across the Sound of Mull to Fionnphort, boat to Staffa for Fingal's Cave, then Iona to explore the historic Abbey, returning to Oban via Mull.
Train north across Rannoch Moor and past Glen Coe to the village of Spean Bridge near Fort William.
A day at leisure - walk to the Commando Monument, take the Aonach Mor gondola, or explore Loch Ness. Optional private guided day tour around Ben Nevis and along the Great Glen to Loch Ness.
Transfer to Fort William to board the Jacobite Steam Train (or ScotRail service) across the Glenfinnan Viaduct, then ferry over the sea to Skye's Sleat Peninsula and taxi to Portree.
A full day's small-group guided tour of Skye's highlights, potentially including the Old Man of Storr, the Quiraing, Dunvegan Castle and the Fairy Glen. A reasonable level of fitness and mobility is required due to a one mile walk each way to the Fairy Pools.
A day at leisure in Portree; optional half-day sailing trip from Portree Harbour with a seafood lunch.
Transferred across the Skye Bridge to continue by rail along the Kyle Line to Inverness.
A day at leisure to explore Inverness. Optional small-coach tour from Inverness to Loch Ness with a cruise and a visit to Urquhart Castle.
Continue by rail to the end of the Far North Line at Thurso, skirting the Moray Firth and crossing the Sutherland Flow Country via remote stations.
Ferry across the Pentland Firth to Stromness for a small-group tour of Orkney's UNESCO sites, including Skara Brae, the Ring of Brodgar, the Stones of Stenness and the Italian Chapel.
Return train trip to Inverness, changing to head south to the edge of Cairngorms National Park. Optional guided day-long Highland wildlife safari.
A full day at leisure in the Cairngorms; hosts can arrange excursions to local whisky distilleries (not included). Optional guided day-long Highland wildlife safari.
Continue south by train to Pitlochry. Optional guided day out in Highland Perthshire.
A second day based in Pitlochry, within walking distance of local attractions, shops and the Pitlochry Festival Theatre; short trips to Blair Castle or the House of Bruar possible.
Final train journey to Edinburgh to complete the grand tour of Scotland.

McKinlay Kidd
Scottish rail loop from Glasgow through Highlands, Skye, and the West Highland Line

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