5-Day Isle of Skye, Oban, St Andrews and North West Highlands Tour

Discover Scotland’s highlights over five days with this well-reviewed tour—covering castles, lochs, mountains, and iconic sites, all with expert guides.

Traveling through Scotland’s breathtaking landscapes and historic sites in just five days sounds ambitious, but this tour from The Hairy Coo makes it surprisingly doable. It’s a carefully planned itinerary that hits many of the country’s most famous spots—think castles, lochs, mountains, and even film locations—without the frantic pace of a day trip. We love that this experience allows you to relax and fully soak in the scenery, instead of rushing from one place to another. Plus, the guides are praised for their knowledge and storytelling, making the journey as educational as it is scenic.

On the flip side, it’s quite a full schedule, with long days and a fair bit of active walking. Also, it’s not suitable for travelers seeking a relaxed, unstructured trip—this is a packed tour that demands some energy and comfort with bus travel. Still, if you’re eager to explore a variety of locations and want a hassle-free way to see Scotland’s highlights, this tour hits many key marks. It’s especially well-suited for those who love history, stunning landscapes, and a good story or two along the way.

<h3 id="section-0">Key Points
  • Well-structured itinerary with a clear focus on Scotland’s iconic sites and hidden gems
  • Expert, engaging guides who bring Scottish stories and history to life
  • Comfortable transport in an air-conditioned mini-coach, with regular breaks
  • Value for money considering the number of stops and experiences included
  • Long but rewarding days that cover a lot of ground, perfect for active travelers
  • Not suitable for those seeking a slow-paced or very relaxing trip

Exploring the Scottish Landscape with a 5-Day Tour

5-Day Isle of Skye, Oban, St Andrews and North West Highlands Tour - Exploring the Scottish Landscape with a 5-Day Tour

This tour offers a chance to experience Scotland in a way that’s both comprehensive and manageable. Instead of trying to cram everything into a single day, you get five days to relax, take photos, and truly enjoy the scenery. The price of around $425 per person might seem steep at first glance, but considering the number of sites visited and the guided expertise, it’s a solid deal for a well-organized adventure. Plus, reviews highlight the value, with travelers praising the guides’ knowledge and the variety of locations covered.

The tour is hosted by The Hairy Coo, a company known for its friendly, local guides and cozy transport. No Wi-Fi on the bus might be a downside for some, but honestly, this gives you a chance to disconnect and soak up the surroundings. The vehicle is air-conditioned, making longer travel stretches comfortable, and it’s designed to keep group sizes manageable—usually up to 16 people—which helps keep the experience intimate and engaging.

Day-by-Day Breakdown

5-Day Isle of Skye, Oban, St Andrews and North West Highlands Tour - Day-by-Day Breakdown

Day 1: From Edinburgh to the Highlands

Starting in Edinburgh, the tour kicks off with a visit to the famous Kelpies—those towering metal horse sculptures that have become a symbol of Scottish industry. It’s a quick stop but a photo opportunity you won’t forget. Next, you’ll cross the river to Luss Pier, where you catch your first glimpse of Ben Lomond rising in the distance—an iconic Highland mountain.

The day’s highlight is the stop at Rest and be Thankful, a historic mountain pass with sweeping views, followed by a lovely lunch in Inveraray, known for its seafood and rich history. Later, you’ll walk the steep path up to Dunadd Fort, where you get a hands-on feel of ancient Gaelic royalty—literally touching the rock where kings were crowned. The visit to Kilmartin Museum completes the day, showcasing one of Europe’s most significant Neolithic sites. The day ends in Oban, with free time to explore or dine out.

Reviewers rave about the guide’s storytelling here, with one mentioning how their guide’s knowledge “really brought the history alive.” The long day (~14 hours) is packed but highly rewarding, offering a first taste of Scotland’s diverse scenery and history.

Day 2: Glencoe, Fort William, and Loch Ness

Early morning, you’ll head into Glencoe, often called the most impressive glen in Scotland. It’s a place that leaves visitors breathless—both with its rugged beauty and its dark past, like the infamous massacre of 1692. Our guide shared details that made the landscape come alive, making it more than just a pretty view.

From there, it’s on to Glenfinnan, famous for the Harry Potter train scenes and Bonnie Prince Charlie’s rebellion. You get a fantastic view of the Glenfinnan Viaduct, and if you’re a Potter fan, this will certainly be a highlight. Next, a stop at Fort William includes an optional whisky tour of the Ben Nevis Distillery—a real treat for whisky lovers, with tastings included in the tour.

After lunch, you visit the Commando Memorial, with sweeping mountain views, and then head to Loch Ness, where you can try to spot Nessie or just enjoy the mysterious waters. The day ends at Eilean Donan Castle, one of the most picturesque castles in Scotland, often featured in films. Arriving in Portree in the evening, you’ll have free time for dinner and exploring the quaint town.

Reviewers like Matthew called the guide “amazing,” appreciating how the stops combined history, scenery, and fun stories. It’s a full but memorable day, with around 14 hours of activity.

Day 3: Magical Skye and Its Landmarks

Waking up on the Isle of Skye feels special, and the day doesn’t disappoint. The guide takes you through the Trotternish Peninsula, with stops at the Old Man of Storr, Kilt Rock, and the Quiraing—places that look like they stepped right out of fantasy films. The landscape’s jagged peaks and bizarre rock formations are fascinating, and guides often share folklore about fairies and giants.

A visit to the Skye Museum of Island Life offers insights into how islanders lived a hundred years ago, adding a human touch to the natural beauty. Later, you’ll return to Portree for lunch and a chance to stroll the harbor, enjoying views across the sea—perfect for photos.

The afternoon includes a stop at Sligachan Old Bridge, where local legends come alive, and then a journey south through stunning scenery, including the Lochalsh area. The day’s highlight is crossing the Skye Bridge into Portree. Travelers recommend booking accommodations early here, as Portree can be busy and expensive.

Review snippets mention how the guide’s storytelling enriches each location, making the landscape’s beauty even more compelling.

Day 4: The Rugged North West Highlands

This day takes you into some of the most dramatic landscapes in Europe. First stop is Corrieshalloch Gorge, where a suspension bridge offers a thrilling view of the deep canyon below. The walk around the native forest is peaceful but invigorating, especially if you’re comfortable with heights.

Next, you move on to Knockan Crag, where the geology of the area is explained through exhibits and a high-level hike (for the brave). The scenery here tells the story of hundreds of millions of years of earth’s history, with plenty of opportunities for photos and learning.

Midday, you arrive in Ullapool, a charming fishing port, for lunch—seafood is a local specialty, and the town’s art scene is lively. Afterward, you visit Rogie Falls, where the rushing water is a sight to behold, and the forest trails are perfect for a quick walk. The day ends with a stop at Beauly Priory, an ancient site that’s peaceful and full of history.

Your final stop before returning to Inverness is Urquhart Castle, offering a superb vantage point for photos of Loch Ness. The castle’s ruins have stood for a thousand years, and the views of the loch are outstanding.

Reviewers appreciated the diversity of scenery and the informative guides, with one appreciating the interesting facts about the area’s geology and wildlife.

Day 5: Ancient Sites and Historic Battlefields

The last day begins with the Clava Cairns, a mysterious set of standing stones dating back over 4,000 years. The atmosphere here is quiet and contemplative, and some say it inspired Outlander’s Craigh na Dun.

Next, you visit Culloden Battlefield, the site of Scotland’s final pitched battle in 1746. It’s a deeply moving place, with guides explaining how the event marked the end of the Highland way of life. Many reviews note how the guide’s storytelling made history feel real and personal.

Afterward, a quick stop in Pitlochry offers a break before heading to St Andrews, known for its university, golf courses, and stunning cathedral ruins. You’ll have time for a walk through the historic town and see the iconic St Andrews Cathedral and castle remains.

The tour concludes back in Edinburgh, around 6 PM, leaving you with great memories and plenty of stories to tell.

Practical Aspects and Value

5-Day Isle of Skye, Oban, St Andrews and North West Highlands Tour - Practical Aspects and Value

The tour is priced at $425.51 per person, which, when you consider the number of sites, expert guides, and comfortable transport, feels like good value. The long days are packed—up to 14 hours—and involve active walking, so it’s best suited for travelers comfortable with a full schedule. No Wi-Fi and no restrooms on the bus might be downsides for some, but the frequent comfort breaks offset this inconvenience.

Meeting points are centrally located, making it easy for most travelers to join. The group size caps at 16, which helps keep the experience personal and engaging. Since accommodation isn’t included, you’ll need to book your own hotels in towns like Oban, Portree, or Inverness, but the tour guides are happy to assist with recommendations.

Authentic reviews praise the guides’ storytelling, with travelers commenting on how their knowledge “really brought the history alive” and how the scenery often left them speechless. The tour’s pacing, with a mixture of scenic views, historical sites, and fun facts, keeps everyone engaged and makes the long days worth it.

Who Is This Tour Best For?

5-Day Isle of Skye, Oban, St Andrews and North West Highlands Tour - Who Is This Tour Best For?

If you’re someone who loves to see a lot of scenery and historical sites without the hassle of planning every detail, this tour fits the bill. It’s perfect for active travelers comfortable with full days on the road, who enjoy engaging guides and picturesque stops. History buffs, film fans, and nature lovers will find plenty to love here.

On the other hand, if you prefer a slow-paced trip with downtime to relax or explore at your own pace, this might feel a bit intense. Families with children under 7 might find the schedule too demanding, but older kids and teens who enjoy scenery and history could enjoy the experience.

Ready to Book?

5-Day Isle of Skye, Oban, St Andrews and North West Highlands Tour



5.0

(83)

95% 5-star

“The trip, April 24-28, 2024, was beyond anything I could have hoped for. First off, John, our tour leader was incredible! When you spend 5 days wit…”

— Thomas B, May 2024

Frequently Asked Questions

5-Day Isle of Skye, Oban, St Andrews and North West Highlands Tour - Frequently Asked Questions

Is this tour suitable for children?
Yes, children 7 years and older are welcome, but keep in mind there’s active walking involved, and younger kids might find the long days tiring.

Are meals included?
No, meals are not included, but there will be stops for lunch and dinner where you can choose local options.

Do I need to book accommodation separately?
Yes, you’ll need to arrange your own stay in Oban, Portree, or Inverness. Guides are happy to help recommend places.

What should I wear?
Comfortable walking shoes are a must, and layers are recommended due to variable weather.

Is Wi-Fi available on the bus?
No, Wi-Fi isn’t provided, so consider this a chance to disconnect and enjoy the scenery.

Can I cancel the tour?
Yes, cancellations are allowed up to 6 days in advance for a full refund.

What’s the group size?
The tour caps at 16 travelers, making for a friendly, intimate experience.

How long are the travel days?
Most days are around 14 hours, packed with sightseeing, so be prepared for full schedules.

Is the tour accessible for people with limited mobility?
It requires some active walking and steep paths, so it might not be suitable for those with mobility issues.

This 5-day Scottish tour offers a fantastic way to see a broad swath of the country’s most beloved sights, thanks to thoughtful planning, engaging guides, and stunning scenery. It’s a strong choice for travelers eager to tick off major sites in comfort and style, especially those with a curiosity for history and a love for natural beauty.