Isle of Skye Walking Holiday – The Best of Skye

Spend a week properly exploring the Isle of Skye, combining some of the island’s best-known walks with coast, communities, local makers and plenty of places you might otherwise drive straight past.

Over seven nights we’ll explore different parts of the island, from the Point of Sleat and Glen Brittle to the Quiraing, Coral Beach and the Old Man of Storr. But this isn’t simply about ticking off walks. We’ll also spend time in Portree, visit local cafés and makers, discover quieter corners of Skye and, weather permitting, have the option of heading out by boat towards the Small Isles.

With a maximum of eight people, transport from Glasgow and all our transport around Skye included, it’s an easy and sociable way to get to know the island.

Holiday at a Glance

Duration
7 nights · 6 walking days

Walking grade
Leisurely

Distance
Approx. 6–10 miles per day

Price
From £1250pp

 

Group size
Maximum 8

Accommodation
Cottage

Transport
Car-free · Transport included

Meals
Daily breakfasts, packed lunches on walking days and three evening meals included. Other evening meals are at your own expense.

Check Dates & Book Your Place

Upcoming departure dates:

  • Saturday 1 - Saturday 8 May 2027

  • Saturday 15 - Saturday 22 May 2027

  • Saturday 24 - Saturday 31 July 2027

  • Saturday 7 - Saturday 14 August 2027

  • Saturday 14 - Saturday 21 August 2027

Choose your preferred date and room type in the booking form to check availability and reserve your place.

Deposits – Pay a 20% deposit when booking more than 12 weeks before departure. The remaining balance is due 12 weeks before departure.

 
Skye Banners-3.jpg
 

Exploring the Isle of Skye

There's much more to Skye than its famous viewpoints, and this holiday gives us time to discover the island beyond the usual tourist stops.

Alongside our guided walks, we'll explore villages, coastal communities and quieter corners of the island. We'll make time for local cafés, independent shops and, where possible, artists' studios, weavers and other island makers.

We'll also discover some of Skye's fascinating history, from its clan connections and ancient castles to the Norse influences still reflected in its place names.

Having our own transport gives us the freedom to explore different parts of the island and adapt our plans to make the most of the weather.

With just eight guests, there's plenty of time to enjoy the scenery, stop somewhere interesting and get to know each other along the way.

Highlights

  • Walk through some of Skye's best-known landscapes, including the Quiraing, Glen Brittle and the Old Man of Storr.

  • Discover quieter corners of the island, including the Sleat Peninsula, Coral Beach, Talisker Bay and Neist Point.

  • Experience island life through local communities, cafés, artists and independent makers.

  • Optional wildlife boat trip from Elgol towards Canna and Rùm, subject to weather and availability.

  • Enjoy a small, sociable group of no more than eight guests.

  • Travel from Glasgow and explore Skye with transport throughout the holiday included.

 

Suggested Itinerary

One of the advantages of this holiday is that we don't need to rigidly follow the same plan every week.

Skye's weather can be very different from one part of the island to another, so your host will use the forecast and local conditions to decide what works best. We may change the order of days, swap walks or make the most of other opportunities we discover along the way.

The following gives you a good idea of the places and experiences we aim to include.

If you’re a keen dipper, although this is a walking-based holiday, there are plenty of chances to explore Skye’s lochs, beaches, and waterfalls. So, if you fancy a refreshing dip in Scotland’s wild waters, don’t forget to pack your cosy!

Essential Information

Check Dates & Book Your Place

Upcoming departure dates:

  • Saturday 1 - Saturday 8 May 2027

  • Saturday 15 - Saturday 22 May 2027

  • Saturday 24 - Saturday 31 July 2027

  • Saturday 7 - Saturday 14 August 2027

  • Saturday 14 - Saturday 21 August 2027

Choose your preferred date and room type in the booking form to check availability and reserve your place.

Deposits – Pay a 20% deposit when booking more than 12 weeks before departure. The remaining balance is due 12 weeks before departure.

 

Questions Before You Book?

Not sure whether this walking holiday is right for you? We're always happy to help with questions about the walks, accommodation or joining us on your own.

Email hello@largeoutdoors.com or get in touch through WhatsApp.

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