Highlands and Islands of Scotland

Hiking the Outer Hebrides and Isle of Skye


In Scotland’s realm of mist-shrouded crags and heathered moors, we’ve crafted a hiking trip from the legendary Isle of Skye to the wild seascapes of the Outer Hebrides, a haven of Scottish Gaelic culture on the outer edge of Europe. Our trails bring us to the glistening lochs of Glen Affric, the sandy beaches of Harris, and among the pinnacles of the Quiraing, a geological wonder and an icon of Scotland. Between hikes, we’ll be welcomed into the culture as we meet a tweed weaver, listen to a seanachaidh (storyteller), sample fresh scallops, sip fine single malt whisky, and hear tales of the Campbell and MacDonald clans.

Itinerary at a Glance

Days 1-2
Loch Ness / Glen Affric

Our hikes bring us along Loch Ness, where we keep an eye out for Nessie, and into Glen Affric, Scotland’s most beautiful glen. One evening, we’ll be entertained by a local storyteller—storytelling is a beloved Scottish tradition.

Coul House Hotel
Contin, Scotland
Days 1 to 2 (2 nights)
Days 3-5
Outer Hebrides / Lewis and Harris / Callanish Standing Stones

On the Isle of Lewis in the Outer Hebrides, we hike along coastal cliffs to a village of thatched houses, then end our day at the Callanish Standing Stones, older than Stonehenge, which we can approach on foot—no fences! On the Isle of Harris, beaches and mountain tracks offer us fantastic hikes, and we visit a traditional Harris tweed weaver. Fine gin and whisky are created on Harris and we’ll sample some of the best.

Hotel Hebrides
Tarbert, Scotland
Days 3 to 5 (3 nights)
Days 6-7
Isle of Skye / Quiraing / Cuillins

The Isle of Skye is a world of jagged mountain peaks and towering sea cliffs. We hike among the incredible rock pinnacles of the Quiraing, a place of wonder and amazement, and into the mysterious Black Cuillins, which rise straight out of the sea.

Skeabost House Hotel
Isle of Skye, Scotland
Days 6 to 8 (3 nights)
Days 8-9
Isle of Raasay

On our last day on Skye, we ferry out to the Isle of Raasay, an often-overlooked gem, for a hike amid the island’s breathtaking beauty, including iconic Dun Caan mountain and the picturesque ruins of Brochel Castle. Offshore, otters and seals play and hunt, and dolphins are regular visitors. Depart on Day 9 via the graceful Skye Bridge, with a photo stop at Eilean Donan Castle en route to Inverness.

Skeabost House Hotel
Isle of Skye, Scotland
Days 6 to 8 (3 nights)



Hike along Loch Ness and in the Caledonian pine woods of Glen Affric
Enjoy magnificent hotels, including Coul House, set on an ancient estate
Meet a traditional weaver, hear a local storyteller, taste whiskies
Discover the wild landscapes of the Outer Hebrides and Isle of Skye
Gaelic legends, sweeping seascapes, and stunning rock pinnacles of the Quiraing
Walk amid the Callanish Standing Stones, older than Stonehenge


Length: 9 days
Cost From: $6895  
Arrive: Inverness, Scotland
Depart: Inverness, Scotland
Lodging: 8 nights hotels and historic inns
Meals: All meals included except 2 dinners as indicated in the Detailed Itinerary (B=Breakfast, L=Lunch, D=Dinner)
Activity: Hiking / Trekking
Trip Level:

8 hiking days on moderate to steep trails, 3-7 hours a day, van support