Scotland in Two Weeks: 2 Recommended 14-Day Itineraries to Scotland

- Shelley Anne
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- Shelley Anne
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- Kristy
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- John
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Scotland 14-Day Itinerary Options
Planning a longer two-week holiday in Scotland? Hike the gorgeous landscapes, go on amazing city adventures, and witness the scenery from a train ride with our Scotland 14-day itinerary suggestions.
Itinerary #1: West Highland and More


Overview | Activity | |
Day 1 | Arrive in Glasgow and dive into the city’s beer culture with a lively tour | Arrival |
Day 2 | Train to Bridge of Orchy; explore this charming village on the West Highland Way | Train ride |
Day 3 | Hike from Bridge of Orchy to Kingshouse, crossing stunning Rannoch Moor and Glen Coe | Hike |
Day 4 | Trek from Kingshouse to Kinlochleven, including the dramatic Devil’s Staircase | Hike |
Day 5 | Complete the West Highland Way from Kinlochleven to Fort William, with views of Ben Nevis | Hike |
Day 6 | Train to Mallaig, ferry to Isle of Skye, and enjoy a whisky immersion experience | Train & ferry ride |
Day 7 | Fish for salmon and sea trout on the Isle of Skye while exploring the island at leisure | Hike & relaxation |
Day 8 | Travel to Inverness and explore the historic Culloden Battlefield | Exploration |
Day 9 | Tour Speyside’s top whisky distilleries and see traditional barrel-making at Speyside Cooperage | Factory vist |
Day 10 | Enjoy a wildlife safari in Cairngorms National Park; transfer to Aviemore for the night | Wildlife safari |
Day 11 | Transfer to St Andrews; play a round at the renowned Carnoustie Golf Course | Golf |
Day 12 | Explore Stirling Castle and enjoy a scenic walk around the historic Gowanhill | Castle visit |
Day 13 | Hop on a train to Edinburgh for a special whisky tour | Train ride |
Day 14 | Depart from Edinburgh | Departure |
From beer touring in Glasgow's vibrant streets to exploring the serene shores of Loch Lomond and the dramatic heights of Glen Coe, 14 days in Scotland offers a rich blend of experiences. Trek the West Highland Way through Scotland’s iconic scenery, including the picturesque Bridge of Orchy and Kinlochleven. On the Isle of Skye, savor whisky tastings and spend a day salmon fishing. In Inverness, delve into the poignant history of the Culloden Battlefield before following the Speyside Whisky Trail to savor Scotland’s finest spirits. Encounter wildlife in Cairngorms National Park, play a round at Carnoustie Golf Course, and explore Stirling Castle, where Mary Queen of Scots was crowned. Conclude in Edinburgh, soaking up the city’s vibrant culture and rich heritage.
Itinerary #2: Island Hopping in Scotland

Overview | Activity | |
Day 1 | Arrive in Glasgow and immerse yourself in the vibrant cultural scene with a Scottish Trad Trail and folk music tour | Arrival |
Day 2 | Drive to Adrossan and catch a ferry to the Isle of Arran | Ferry ride |
Day 3 | Sample local whisky in Arran and explore its stunning natural landscapes | Whisky tasting |
Day 4 | Drive to Oban and spend the day exploring this charming coastal town | Exploration |
Day 5 | Participate in the Highland Oban Games and experience a lively traditional Scottish Ceilidh | Local culture |
Day 6 | Discover Scotland’s snorkel trails and further explore Oban’s local attractions | Snorkeling |
Day 7 | Venture to the Isle of Mull to spot sea eagles taking flight | Bird Watching |
Day 8 | Uncover Christian history of the ancient Iona Abbey | Religion |
Day 9 | Drive to Fort William and hike the scenic Glen Nevis | Hike |
Day 10 | Visit the iconic Eilean Donan Castle before driving to the Isle of Skye | Nature |
Day 11 | Take a tour of the Isle of Raasay to enjoy unique whisky, gin, and chocolate tastings | Whisky tasting |
Day 12 | Travel to Glen Coe and take a scenic walk through the picturesque Glencoe Lochan | Walking |
Day 13 | Drive back to Glasgow to explore the highlights of Scotland’s largest city | Exploration |
Day 14 | Conclude your tour in Glasgow with a final farewell to Scotland | Departure |
If you wish to go on an island-hopping adventure through Scotland’s scenic landscapes and rich history, this two-week Scotland itinerary is your perfect match. Take a ferry from Glasgow to Isle of Arran, known as "Scotland in Miniature," where you can sample the finest local whisky at the Arran Distillery. Wander the picturesque harbor of Oban enjoying the lively Oban Games with fresh seafood. On Mull, spot majestic sea eagles soaring over the island’s dramatic coastline, and uncover the history of Iona Abbey. As you approach Glen Nevis, experience the majestic view of Ben Nevis, Scotland's highest peak, and venture to the iconic Eilean Donan Castle, steeped in tales of Scottish clan battles. Don’t forget to tour the Isle of Skye’s Fairy Pools and the otherworldly Quiraing. On the nearby Isle of Raasay, enjoy a tasting of lightly peated whisky and artisanal gin paired with specialty chocolates before returning to Glasgow to end your tour.
Planning 14-day Itinerary of Scotland
These 14 days in Scotland offer an immersive experience across diverse landscapes, from the North Coast 500 to the ancient wonders of Orkney and the scenic Isle of Mull. Whether you choose one of our Scotland tour packages or or a tailor made vacation, you’ll enjoy a journey that captures the essence of Scotland. For more guidance on planning your perfect trip, check out our Scotland travel guide.
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