Dirty Daves 5-day Highlands & Skye sample itinerary — dramatic highland scenery
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5 Day Private Highlands & Isle of Skye Tour

This is one of our most popular private multi-day tours of Scotland: five days taking in the best of the Highlands plus a full day on the Isle of Skye.

Sample 5-Day Itinerary

It's completely private — just you (or your group) and Dave. No big coaches, no strangers, and no rigid timetable. We shape the days around what you actually want to see and how fast (or slow) you want to go.

You'll get the classic Highland highlights — Loch Ness, Glencoe, Glenfinnan, the Cairngorms — plus a proper day exploring the Isle of Skye. The itinerary below is a proven starting point, not a fixed script. Want to add a whisky distillery, spend longer on Skye, or skip something? Just say the word.

Perfect if you want a private Highlands and Skye tour without the tourist-trap experience.

  • Day 1 – Edinburgh to Aviemore: Leave Edinburgh → photo stop at the Queensferry Crossing → Pitlochry → Ruthven Barracks → Cairngorms National Park → overnight in Aviemore.
  • Day 2 – Aviemore to the Isle of Skye: Whisky distillery stop → Clava Cairns standing stones → Culloden Battlefield → Inverness → Loch Ness → Eilean Donan Castle → arrive Isle of Skye for the night.
  • Day 3 – Isle of Skye: Full day exploring the Isle of Skye. Classic stops usually include the Old Man of Storr, the Quiraing, and other highlights depending on weather and what you fancy. Overnight on Skye.
  • Day 4 – Skye to Oban: Leave Skye → Ben Nevis viewpoint and Commando Memorial → Glenfinnan Viaduct → Fort William → Glencoe → Castle Stalker viewpoint → arrive Oban.
  • Day 5 – Oban to Edinburgh or Glasgow: Leave Oban → St Conan's Kirk → Kilchurn Castle → meet a hairy coo at Kilmahog → Callander → Doune Castle → drop-off with Edinburgh or Glasgow.

Completely Flexible

This is just a starting point. Almost everything can be adjusted:

  • Add or remove stops
  • Spend longer on Skye
  • Include more whisky
  • Change overnight locations
  • Make it shorter or longer

We build the final version together based on what you actually want.

Price & How It Works

Tours are priced per group (maximum 8 people). The more people you bring, the better the value per person.

Typical price range: £1000–£1200 per day, depending on group size, the final itinerary, and the time of year. Peak season (especially summer) is usually at the higher end of the range.

  • Accommodation
  • Food and drink
  • Attraction entrance fees
  • Personal expenses

You choose the standard of accommodation — from simple to luxury. See our Stay Your Way page for more detail.

Ready to Book or Customise?

Want this exact itinerary, a variation of it, or something completely different?

Just get in touch and tell us your dates and group size.

You can also look at our other sample itineraries:

Want a custom itinerary or a variation of this tour?

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