Self Guided Walking Holidays & Cycling Holidays

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Best of Skye Walking Self-Guided Walking Holiday


  • Experience our favourite walks on Skye and take in the island’s cultural highlights
  • Cross the iconic Glenfinnan Viaduct on a scenic rail journey from Glasgow to Mallaig
  • Enjoy stays in Skye’s best accommodations; from the stylish to the classic
  • Take a private guided day tour of Skye, designed exclusively for Macs guests!
  • Immerse yourself in the wild landscapes, and sample locally distilled whisky

Discover the best of Scotland's Isle of Skye with off-the-beaten-path walks, a private guided tour, hand-picked accommodations and a scenic rail journey on the West Highland Line.

On two of Scotland's favourite walks marvel at the sight of the jagged Cuillin Ridge, Skye's backbone, and the otherworldly beauty of the Quiraing's unique rock formations. Experience Scotland's most scenic rail journey, the West Highland Line and enjoy an exclusive private tour that takes you to the Fairy Pools and the renowned Talisker Distillery.

Stay in the colourful harbour town of Portree and also overnight in Sleat, a secluded peninsula on Skye's southern shore. Overnight in special accommodations and create many memories of your time in Skye, the "misty isle".

Day 1: Arrive on Skye and overnight in Sleat

Arrive in Glasgow, easily reachable from Glasgow or Edinburgh airports, take a scenic rail journey (5hrs) on the iconic West Highland Line railway, crossing the Glenfinnan viaduct to reach the small harbour town of Mallaig. A ferry (45 mins) brings you to the Isle of Skye where you’ll be met at the ferry terminal and transferred to your nearby accommodation on the Sleat Peninsula.

You’ll arrive with plenty of time to enjoy a leisurely dinner in your hand-picked Highland hotel, perhaps followed by an evening stroll and a glass of the local whisky—Talisker—in the lounge!

Overnight: Sleat Peninsula

Day 2: Private guided day tour of Skye

Today you’ll discover the island’s highlights by car in the company of one of our endlessly knowledgeable, local guides. On this day tour, exclusively designed for Macs guests, you’ll have time for short walks at both the Fairy Pools in Glenbrittle and at Skye’s most westerly point—Neist Point Lighthouse. We have also allowed time for optional visits to Talisker Distillery and Dunvegan Castle & Gardens.

After a full day discovering Skye’s west coast enjoy another wonderful evening in the tranquil surrounds of the Sleat Peninsula.

Walk: Optional

Overnight: Sleat Peninsula

Day 3: Walk Kilmarie to Sligachan

Your day begins with a taxi transfer (35 mins) to Kilmarie, on the beautifully remote Strathaird Peninsula, where you’ll begin the day’s walk. You’ll gain some height—and with it unrivalled views down onto the secluded Camasunary Bay and the Cuillins—before descending to the sandy shore of Loch Coruisk. From here the route is easy going, with a few stream crossings, as you wind your way north between Bla Bheinn and the jagged Cuillin ridge, towards Sligachan. This is one of Scotland's finest day walks!

Arrive at Sligachan Hotel (with over 400 whiskies behind the bar) from where you’ll be collected and transferred to your accommodation in the colourful harbour town of Portree—the isle’s bustling heart.

Walk: 17km

Elevation gain/loss: +247m/-274m

Overnight: Portree

Day 4: Walk Quiraing to Flodigarry

This morning a scenic transfer (40 mins) brings you from Portree to the car park for the Quiraing rock formation. Follow a narrow path through this otherworldly landscape of rock pinnacles and cliffs with spectacular views of Skye’s east coast towards the Torridonian mountains on the mainland.

The return leg of your transfer is flexible—finish the day’s walk with a late lunch at Flodigarry Hotel or return to the vibrant town of Portree with time to explore.

Walks: 7km

Elevation gain/loss: +260m/-460m

Overnight: Portree

Day 5: Onward travel

After a hearty breakfast your trip has come to an end. Portree has good onward bus connections to Kyle of Lochalsh (1hr), and from here you can connect to Inverness by train and fly to UK airports, or continue to Fort William by bus then change to train for an onward journey to Glasgow or Edinburgh.

If you have time to discover more of Scotland, why not consider one of our other walking adventures in Scotland?


4 Nights in 4* hotels; the hotels near Armadale on the Sleat Peninsula
are country lodges or small country hotels with restaurants that stand
alone in the countryside, whereas the hotels in Portree are located in
the bustling town centre

If you would like to add extra nights to your trip we recommend doing so in Glasgow at the start of your trip. If you’d like to upgrade your room type please ask your Sales Specialist for more information.

We regularly use the below properties but may accommodate you elsewhere if these are not available. However, they will be of a similar standard.

Single Rooms & Solo Walkers

This trip is available to solo walkers, although there is a supplement due to the fact that some of the costs (such as transfers) are not shared. Single rooms are available on request and a supplement is payable.


A breakfast will be provided by your accommodation every morning. Usually these are buffet or continental-style, with the option to order a traditional Scottish breakfast from a menu. Dinners are not included, however the hotels on the Sleat Peninsula have their own distinguished restaurants. In Portree you can also eat in your hotel, but there are plenty of alternatives and you might also like to sample Scotland’s renowned fish & chips.


Of course the region is also famous for it’s whisky! The isle of Skye now has two distilleries, the Talisker Distillery (established in 1830) and the newer Torabhaig Distillery (established in 2017). On the guided tour of the island you’ll have time to take a tour of the Talisker Distillery if you wish.




Toravaig House Hotel - Sleat Peninsula

A small country house hotel located on the tranquil Sleat Peninsula of Skye. After settling in you can enjoy beautifully considered cuisine from the 2 AA rosette winning restaurant and enjoy views over the island from your cosy room before falling into a comfortable bed.







Kinloch Lodge - Sleat Peninsula

A wonderful family-run, retreat located on the peaceful shores of Loch na Dal. Feast on mouth-watering cuisine provided by chef Marcello Tully in the award-winning restaurant, and after a stroll around the grounds why not relax in one of the drawing rooms or the dedicated Whisky Bar before retiring to your room?







The Bosville - Portree

Located in the heart of Portree, The Bosville over-looks the town’s colourful harbour. Delight in dinner with a view at the hotel’s restaurant or dine out at one of the many nearby options in Portree.







The Marmalade - Portree

So called because Alexander MacLeod, treasurer for the MacDonald clan, and his wife, together cultivated oranges in the garden and made sweet homemade marmalade. In the evening you can choose from a wide selection of local produce in their restaurant.





You can begin your holiday on any day of the week except Sundays (due to limited train & ferry timetables) between April and early October.

Portree is a popular overnight stop on Skye and can be busy during the summer season, so if you have any flexibility with your dates please let your Sales Specialist know when you book.

Single Rooms & Solo Walkers

This trip is available to solo walkers, although a single supplement is payable. If you require single rooms within your party we would be happy to accommodate your request, although it is not generally possible to secure more than three single rooms in a party. A single supplement is payable.

Grade & Terrain

This trip is graded ‘easy to moderate’ overall. You should be in good physical fitness to fully enjoy the walking on this tour. Most of the route follows either gravel or dirt paths and tracks, along with some short stretches on quiet roads.

On your private guided day tour we have allowed time in the schedule for walking at the Fairy Pools and Neist Point (these are entirely optional short walks).

The other walks on the trip are point-to-point from 7-17km. The terrain is undulating, but not especially challenging. There are some stream and small river crossings on the Kilmarie to Sligachan walk (not recommended after or during prolonged rainfall as the stream crossings may be too high to cross), and some sections of narrow paths with steep grassy drop-offs on the Quiraing trail, but neither of these should pose problems for experienced walkers.


The route is largely not waymarked and follows a mixture of tracks, and narrow paths (both gravelly and grassy). We provide you with detailed turn-by-turn route notes and maps in our GPS Macs Adventure smartphone app. You can simply download the GPX tracks to your phone for offline use and off you go!

Baggage & Taxi Transfers

Your bags will be transferred from your accommodation as per your itinerary and moved onto your next overnight stay. We ask you to limit your luggage to one bag of up to 20kg per person.

There are a few private taxi transfers included as part of your trip. We have included these for your ease and enjoyment and have booked them for specific times each day but you’re welcome to adjust these based on your requirements where possible.

Travel Insurance

It is a requirement of booking this tour with Macs Adventure that you have suitable travel insurance which covers you for the activity and emergency evacuation and hospital care.

General Information

The distances and ascent/descents are approximations of the recommended routes. Please be prepared by packing all necessary items, for example, proper rain gear (jacket and pants), sun hat, sunscreen. Your information pack has a detailed equipment list which includes standard walking gear such as good walking boots or shoes, warm and waterproof clothes for the cooler months and lightweight clothing for summer, and a day pack. 

Travelling to Glasgow 

The trip begins at Glasgow Queen Street train station—easily accessible from the UK via rail and motorway links. If you’re travelling from Europe, North America or further afield we recommend flying into Glasgow Airport just a short taxi journey from the city centre (20 mins).

The airport has plenty of UK and European links. There are also direct flights available from New York, Orlando, Toronto and Halifax. Otherwise, you can easily connect from other North American airports via Iceland, London or Amsterdam using British Airways, KLM, or a multitude of low budget airlines such as Ryanair or Easyjet.

Returning from Portree

From Portree there are frequent onward bus connections to Kyle of Lochalsh (1hr). From here you can connect to Inverness by train and fly to UK airports. Alternatively, to reach Glasgow continue to Fort William by bus then change to the train for your onward journey to Glasgow.

Glasgow and Edinburgh airports provide daily flights to key UK, European and Worldwide destinations.


  • 4 Nights in 4* hotels
  • 4 Breakfasts
  • Luggage transfers
  • Travel from Glasgow to the Sleat Peninsula
  • Transfers as listed in the itinerary on day 1, 3 & 4
  • West Highland Line rail tickets (standard class)
  • Ferry journey
  • Private guided day tour of Skye
  • Information pack, maps, route notes and GPX tracks within our smartphone app
  • 24/7 Emergency telephone support


  • Travel insurance (required)
  • Travel to Glasgow and from Portree
  • Lunches & dinners
  • Drinks & snacks
  • Personal equipment


  • Additional nights before, during or after the walk
  • Solo walker supplement
  • Single room supplement if required

How fit do I need to be?

This trip is graded ‘easy to moderate’ overall. The terrain is undulating, but not especially challenging.You should be in good physical fitness to fully enjoy the walking on this tour.

Most of the route follows either gravel or dirt paths and tracks, along with some short stretches on quiet roads.

How far in advance do I need to book?

We suggest you book as soon as your plans are finalised as the Isle of Skye is extremely popular, especially over May/June and July/August. However we will always try and accommodate your plans.

What personal equipment do I need?

Our pre-departure information pack has detailed advice and a kit list on what to bring with you to the Isle of Skye. This includes warm and cold weather gear, hiking boots/shoes, walking poles, a rechargeable battery pack for your smartphone, and lots of other useful bits and bobs.

When is the best time of year?

Traditionally May has always been the most popular time of year because the theory goes that the weather is better and the midges have not yet appeared. Although having walked in every summer month we believe any time between late May and October offers a wonderful experience.

What if I want to add this onto another tour?

This tour can be adjusted to start in Fort William instead of Glasgow to coincide with finishing the West Highland Way (in Fort William).  The train journey from Fort William would be not cover the same extensive area of the Scottish countryside as beginning in Glasgow but would still cross the Glenfinnan Viaduct before arriving into Mallaig. Please contact us for details.

What are the midges like?

Midges are small biting insects (much like North American gnats) which are prevalent in the summer months. They are particularly bad on still, overcast days but do not bother you if you are moving, the wind is blowing, sun is shining, it’s raining, or you are inside so as long as you carry repellent for the odd occasion you may need it they shouldn’t have any impact on your experience.

Am I able to take my dog?

Unfortunately we are unable to accommodate walkers with dogs as many of the accommodation providers we use do not accept pets and several sections of the way are closed to dogs as they are permissive paths through farm land.

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lf you require more information before booking, please contact us on

+44 (0)141 530 5464

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Macs Adventure - Head Office: Skypark 5, 45 Finnieston Street, Glasgow, G3 8JU, UK


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