10 Days Through Scotland: A Road Trip of Castles, Highlands & Hidden Gems

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Advisor - Hayley Phillips
Curated By

Hayley Phillips

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  • Adventure Travel

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  • Scotland

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  • Local Culture

Advisor - 10 Days Through Scotland: A Road Trip of Castles, Highlands & Hidden Gems
Curator’s statement

Scotland is a land of rugged beauty, ancient castles and stories waiting to be uncovered around every winding road. This 10-day road trip itinerary is inspired by my own unforgettable journey through Scotland with my family. This trip was filled with breathtaking landscapes, hidden gems and moments that felt like stepping back in time. From the historic streets of Edinburgh to the wild beauty of the Highlands and Glencoe, and the dramatic coastal cliffs of Eastern Scotland, every stop on this itinerary is one I personally experienced and loved. Whether you're a history enthusiast, a nature lover or simply seeking a unique adventure, this guide will help you craft your own epic Scottish road trip! I would be honored to help you plan your dream trip to Scotland, one of my very favorite places in the world!

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Day 1: Travel day, arrive into Glasgow - the cultural heart of Scotland

Morning:

  • Arrive in Glasgow and check into your hotel. The Kimpton Blythswood Square Hotel or The Grasshopper Hotel.

  • Visit Kelvingrove Art Gallery and Museum to explore art, history and culture. Houses one of Europe’s great art collections, featuring works from the Renaissance to the Scottish Colourists.

  • Walk through Kelvingrove Park for stunning city views. Walk the grounds of one of the oldest universities in the world, founded in 1451, and admire its Hogwarts-like architecture.

Afternoon:

  • Explore the University of Glasgow, an architectural masterpiece.

  • Lunch at Ardnamurchan Scottish Restaurant, known for traditional Scottish dishes.

Evening:

  • Shop on Buchanan Street and enjoy dinner at Ox and Finch (modern Scottish cuisine).

  • Drinks at The Pot Still, a renowned whisky bar.

Day 2: Ferry to the Isle of Islay - whisky & clan history

Morning:

  • Drive to Kennacraig Ferry Terminal (~2.5-hour drive).

  • Ferry to Port Ellen, Islay (~2-hour ferry ride).

Afternoon:

  • Tour Ardnahoe Distillery and taste their signature whisky.

  • Visit the Finlaggan Trust, the seat of the Lord of the Isles. The historic seat of the Lords of the Isles and a major site of medieval Scottish power.

  • Lunch at Ballygrant Inn, famous for fresh seafood. A historic inn perfect for a cozy lunch.

Evening:

  • Browse The Celtic House bookshop and visit Islay Woollen Mill for local textiles made since 1883.

  • Optional stop at Islay Gin.

  • Dinner at The Lochside Hotel & Restaurant.

Day 3: Islay’s whisky trail & ferry to Oban

Morning:

  • Whisky tastings at Laphroaig, Lagavulin and Ardbeg distilleries.

  • Take the afternoon ferry back to Kennacraig.

Afternoon:

  • Drive to Oban, stopping at Dunstaffnage Castle en route. A medieval stronghold that played a pivotal role in Scotland’s Wars of Independence.

  • Oban Distillery: One of Scotland’s oldest distilleries, dating back to 1794.

Evening:

  • Dinner at Ee-Usk, a top seafood restaurant.

Day 4: Fort William & Glencoe

Morning:

  • Drive to Fort William (~1.5-hour drive).

  • Visit the West Highland Museum for Highland history. Learn about the Jacobite uprisings and Bonnie Prince Charlie’s failed rebellion.

  • Browse The Highland Bookshop.

Afternoon:

  • Drive to Glencoe, a scenic area with hiking opportunities. Walk through the site of the infamous 1692 Massacre of Glencoe, where the MacDonald clan was betrayed.

  • Explore the Glencoe Visitor Centre.

Evening:

  • Dinner at Crannog at Garrison West in Fort William.

Day 5: Great Glen, Urquhart Castle & Inverness

Morning:

  • Drive along the Great Glen and stop at Urquhart Castle. A ruined medieval fortress with ties to the Wars of Scottish Independence, on the banks of Loch Ness, great for pictures!

  • Tour Great Glen Distillery and visit Loch Ness. Learn about Scotland’s ancient waterways and the legend of the Loch Ness Monster.

Afternoon:

  • Visit Inverness Castle (opening Spring 2025).

  • Explore Inverness Cathedral.

Evening:

  • Dinner at Scotch & Rye, known for its whisky selection.

Day 6: Culloden Battlefield & Inverness

Morning:

  • Visit Culloden Battlefield and Clava Cairns. The site of the last pitched battle on British soil in 1746, where the Jacobite dream was crushed.

Afternoon:

  • Browse Leakey’s Bookshop and tour Uilebheist Distillery.

  • Lunch at Café 1.

Evening:

  • Dinner at The Mustard Seed, a cozy spot in Inverness.

Day 7: Balmoral Castle & Aberdeen

Morning:

  • Drive to Balmoral Castle, the Scottish royal residence. Discover the royal family’s connection to Scotland and Queen Victoria’s love for the Highlands.

Afternoon:

  • Continue to Aberdeen (~1.5-hour drive).

  • Explore Old Aberdeen and University of Aberdeen.

  • Explore cobbled streets and medieval architecture dating back to the 14th century.

  • Lunch at Moonfish Café.

Evening:

  • Walk along Aberdeen Beach and have dinner at The Silver Darling.

Day 8: Stirling, Linlithgow & Midhope Castle

Morning:

  • Drive to Stirling (~2-hour drive).

  • Visit Stirling Castle, one of Scotland’s most significant strongholds. One of Scotland’s most important castles, where Mary, Queen of Scots, was crowned in 1543.

  • Tour The National Wallace Monument. Dedicated to William Wallace, the hero of the Wars of Independence.

Afternoon:

  • Visit Linlithgow Palace, the birthplace of Mary, Queen of Scots. Birthplace of Mary, Queen of Scots, and a stunning ruin reflecting Scotland’s royal history.

  • Stop at Midhope Castle. A must-visit for Outlander fans, this 16th-century tower house served as Lallybroch in the show.

  • Lunch at Brea in Stirling.

Evening:

  • Drive to Edinburgh (~1-hour drive).

  • Dinner at The Witchery by the Castle, a historic fine-dining spot.

Day 9: Edinburgh’s historic highlights

Morning:

  • Visit Edinburgh Castle. Home to the Crown Jewels of Scotland and the Stone of Destiny, where ancient Scottish kings were crowned.

  • Walk the Royal Mile, stopping at The Royal Mile Gallery for art souvenirs.

Afternoon:

  • Tour Holyrood Palace, the King’s official Scottish residence.

  • Visit St Giles’ Cathedral and explore The Real Mary King’s Close, a preserved underground street from the 1600s.

  • Lunch at The Scran & Scallie, a gastropub by a Michelin-star chef.

Evening:

  • Shop at Tron Kirk Market for unique souvenirs.

  • Enjoy dinner at Sheep Heid Inn, Scotland’s oldest pub.

Day 10: Final explorations & departure

Morning:

  • Hike up Arthur’s Seat for panoramic city views. An ancient volcanic hill offering stunning views of Edinburgh.

  • Visit Dean Village, a picturesque hidden gem. A picturesque riverside area showcasing Scotland’s historic mill industry.

Afternoon:

  • Last-minute shopping on the Royal Mile and Victoria Street.

  • Lunch at Ondine, a top seafood restaurant.

  • Depart for the airport with incredible memories of Scotland!

Need to know

This journey through Scotland unveils centuries of rich history, from the medieval power struggles of the Scottish clans to the rise and fall of the Jacobite rebellions. Visitors can explore ancient castles that once housed royalty, battlefields where the fate of Scotland was decided and historic universities that have shaped intellectual thought for centuries. The whisky distilleries tell the tale of Scotland’s craftsmanship and economic influence, while sites like Glencoe and Culloden offer poignant reminders of Scotland’s turbulent past. With stops at historic sites linked to figures like Mary, Queen of Scots, Robert the Bruce and William Wallace, this itinerary provides an immersive dive into Scotland’s heritage, blending cultural experiences with legendary landscapes. For those who are fascinated by Scotland's history, you will cherish the memories made along this 10-day itinerary!

Advisor - Hayley Phillips

Travel Advisor

Hayley Phillips

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