Orkney & Shetland Guided Walking with Sightseeing

2027 dates available Early Booking Offer

7 nights accommodation

Availability Aug-Sep 2026, Apr-Aug 2027

2 Itineraries available

Full Board

Grades 3 details

304kg CO2 details

Non-members From

£2,229

pp

Members From

£2,199

pp

For group booking of 10 or more please click here
Scattered off the northeast coast of Scotland, Orkney and the Shetland Islands are staggeringly beautiful. In a land that’s been largely tamed, they remain rare unspoiled outposts of rugged coastline and remote beauty. Fiercely independent and sprinkled with Scandinavian tradition, this pair of wild windswept archipelagos offer an island-hopping holiday that ticks-off squawking seabird colonies, stunning scenery, and some of the best-preserved Neolithic ruins in Europe.

Accommodation

A range of handpicked hotels...
We’ve had a long love affair with Orkney’s family-run Merkister Hotel, not least for its enviable setting on the shores of Harray Loch. It’s just six miles from Skara Brae and has an award-winning restaurant overlooking the loch, serving outstanding Scottish seafood and Aberdeen Angus beef. Rooms are simple but homely and all come with TV and tea and coffee making facilities. You’ll find comfortable public areas with free Wi-Fi, as well as a cosy bar, and handy drying facilities, too. This hotel is dog-friendly so you may meet four legged friends in some of the communal areas.
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Walking grades and options

This Guided Island Hopping Trail is graded 3 which involves walks/hikes on well-defined paths, though often in hilly or upland areas, or along rugged coastal footpaths. These may be rough and steep in sections and will require a good level of fitness. It is your responsibility to ensure you have the relevant fitness and equipment required to join this holiday. Provision cannot be made for anyone who opts out. Please be sure you can manage the daily mileage and ascent detailed in the daily itineraries. The walking day is normally 6 to 7 hours. It is important for your own enjoyment, and that of your fellow guests that you can maintain the pace. It makes a lot of sense to spend time getting some additional exercise before your holiday. We suggest you try to fit in a number of longer walks, including some on hilly terrain. Other exercises such as cycling, jogging and swimming are also excellent for developing increased stamina.

Your fitness

Having a solid base of fitness before your holiday will ensure you've the best chance of completing the holiday and enjoying it to boot. Here's a few simple tips to help you get fit and ready for your challenge:

  • Get out walking - whether the weather, get out there, and start building your fitness months before your holiday
  • Build your distance gradually and get a number of 6-8hr hill days in
  • Ideally, try and do two consecutive days training if possible
  • Take the stairs every time
  • Train on different terrain
  • Train with your day pack and your walking boots too, to ensure they're well worn in before your holiday
  • Other sports help improve your walking fitness too. The best ones are jogging, cycling, swimming, which will build your stamina, and yoga which will help strengthen your core and improve balance
  • Time training will help ensure you enjoy your holiday to the max.

What You’ll Love

  • Hopping between Orkney & Shetland
  • Exploring the best of both islands on foot
  • The wild and windswept natural landscapes
  • Spotting wildlife on these relatively untouched islands
  • Visiting some of the best prehistoric archaeological sites in Europe
  • Sharing the experience with a group of like-minded walkers
  • A more personalised experience thanks to small group sizes (maximum 15 people)
  • Read our blog post on why Orkney and Shetland should be your next destinations.

What's Included

  • Entrance to Skara Brae, Maes Howe, and Jarlshof archaeological sites
  • Comfortable en-suite rooms in our partner accommodation(s) 
  • Cooked or continental breakfast every morning 
  • Daily packed lunches
  • Three-course evening meals, plus tea & coffee  
  • Guided walks with an experienced HF Holidays Leader 
  • All transport to and from walks where necessary 
  • Luggage transfers
  • Flights to Kirkwall returning from Sumburgh, including internal flights, hold baggage and airport transfers

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Itinerary

All our carefully-curated itineraries are designed by our experts. While we make every effort to adhere to the described itinerary, we may take alternative routes or adapt the running order for weather and/or operational reasons.

Island Hopping

Arrive on Orkney and settle in to the Merkister Hotel. Your leader will be in reception at 18:30 to give you a quick introduction to the holiday before dinner.

Our first walk on Orkney follows a clifftop coastal path from Marwick Bay to the Brough of Birsay, overlooking RSPB Marwick Head reserve. In the afternoon we’ll visit Maes Howe, one of the most treasured Neolithic sites in Europe. This mysterious tomb was built from huge sandstone blocks over 5,000 years ago and aligns perfectly with the winter solstice – testament to an advanced knowledge of astronomy by its architects. We’ll also visit the Ring of Brodgar and the Standing Stones of Stenness, which together with Skara Brae and Maes How, form the Heart of Neolithic Orkney UNESCO World Heritage Site.

9 miles (14km) with 760 feet (230m) of ascent.

A superb coastal trail along the spectacular sea cliffs from Yesnaby to the impressive ancient settlement of Skara Brae – a remarkable feat of ancient engineering predates the pyramids of Egypt and even Stonehenge.

9½ miles (15.5 km) with 1,280 feet (380m) of ascent.

One of the most beautiful and rugged of the Orkney Islands, Hoy is much more akin to the Scottish Highlands than the rolling countryside and crofts found across the archipelago. Today’s walk takes us to the famous sea stack known as the Old Man of Hoy and will have bird watchers twitching with excitement at the prospect of spotting arctic and great skuas.

8½ miles (13.5km) with 850 feet (260m) of ascent.

Today we leave Orkney and head north to Shetland. On arrival, we visit Sumburgh Head RSPB reserve. It’s the most southerly point of mainland Shetland and where thousands of species of seabird come ashore to nest on the cliffs. This elevated viewpoint affords extensive views over Shetland and of Fair Isle to the south. We’ll also visit the impressive archaeological site of Jarlshof. Over 4,000 years old, discoveries here include everything from Stone Age settlements and Bronze Age dwellings to Norse longhouses and medieval farms.

2 miles (3km) with 200 feet (60m) of ascent. We then rejoin our transport for the scenic transfer to Busta House.

There’s an opportunity to learn about Shetland’s heritage at the Tangwick Haa museum today as we circumnavigate the beautiful Eshaness peninsula. Wildlife watching here is superb. Seabirds flock to this rocky outcrop in their thousands during breeding season and colonies of common and grey seal spend autumn in the waters of the bay. 

9 miles (14km) with 1,060 feet (320m) of ascent.

A fitting finale to the holiday, this walk along the magnificent granite coastline around Muckle Roe offers a chance to admire the windswept isolation and remote beauty of Shetland.

7½ miles (12km) with 1,360 feet (420m) of ascent.

Group transfer to Sumburgh airport for your return flight.

Fully Escorted Tour

Welcome! On our Fully Escorted departures, your HF Holidays leader will meet you at the airport prior to your flight and will travel with you to your hotel ready to start your holiday. 

Please meet your HF Holidays Leader 2 hours 30 minutes before your flight departure Dundee Airport: 

Group Meeting Point - Central Check-in-Hall. Look out for the HF Holidays sign. 

Your HF Holidays Leader will then travel with you to the hotel, helping you settle in and ensuring a smooth and enjoyable start to your holiday.

Our first walk on Orkney follows a clifftop coastal path from Marwick Bay to the Brough of Birsay, overlooking RSPB Marwick Head reserve. In the afternoon we’ll visit Maes Howe, one of the most treasured Neolithic sites in Europe. This mysterious tomb was built from huge sandstone blocks over 5,000 years ago and aligns perfectly with the winter solstice – testament to an advanced knowledge of astronomy by its architects. We’ll also visit the Ring of Brodgar and the Standing Stones of Stenness, which together with Skara Brae and Maes How, form the Heart of Neolithic Orkney UNESCO World Heritage Site.

9 miles (14km) with 760 feet (230m) of ascent.

A superb coastal trail along the spectacular sea cliffs from Yesnaby to the impressive ancient settlement of Skara Brae – a remarkable feat of ancient engineering predates the pyramids of Egypt and even Stonehenge.

9½ miles (15.5 km) with 1,280 feet (380m) of ascent.

One of the most beautiful and rugged of the Orkney Islands, Hoy is much more akin to the Scottish Highlands than the rolling countryside and crofts found across the archipelago. Today’s walk takes us to the famous sea stack known as the Old Man of Hoy and will have bird watchers twitching with excitement at the prospect of spotting arctic and great skuas.

8½ miles (13.5km) with 850 feet (260m) of ascent.

Today we leave Orkney and head north to Shetland. On arrival, we visit Sumburgh Head RSPB reserve. It’s the most southerly point of mainland Shetland and where thousands of species of seabird come ashore to nest on the cliffs. This elevated viewpoint affords extensive views over Shetland and of Fair Isle to the south. We’ll also visit the impressive archaeological site of Jarlshof. Over 4,000 years old, discoveries here include everything from Stone Age settlements and Bronze Age dwellings to Norse longhouses and medieval farms.

2 miles (3km) with 200 feet (60m) of ascent. We then rejoin our transport for the scenic transfer to Busta House.

There’s an opportunity to learn about Shetland’s heritage at the Tangwick Haa museum today as we circumnavigate the beautiful Eshaness peninsula. Wildlife watching here is superb. Seabirds flock to this rocky outcrop in their thousands during breeding season and colonies of common and grey seal spend autumn in the waters of the bay. 

9 miles (14km) with 1,060 feet (320m) of ascent.

A fitting finale to the holiday, this walk along the magnificent granite coastline around Muckle Roe offers a chance to admire the windswept isolation and remote beauty of Shetland.

7½ miles (12km) with 1,360 feet (420m) of ascent.

Group transfer to Sumburgh airport for your return flight.

Daily Walk Options

Grade 3

Medium Walks

Walks follow well-defined paths, though often in hilly or upland areas, or along rugged coastal footpaths. These may be rough or steep in sections and will require reasonable fitness.

Accommodation

The Merkister Hotel - Orkney

We’ve had a long love affair with Orkney’s family-run Merkister Hotel, not least for its enviable setting on the shores of Harray Loch. It’s just six miles from Skara Brae and has an award-winning restaurant overlooking the loch, serving outstanding Scottish seafood and Aberdeen Angus beef. Rooms are simple but homely and all come with TV and tea and coffee making facilities. You’ll find comfortable public areas with free Wi-Fi, as well as a cosy bar, and handy drying facilities, too. This hotel is dog-friendly so you may meet four legged friends in some of the communal areas.

Busta House, Shetland - Orkney & Shetland

In the Shetlands, it’s all about Busta House. While most tour operators use hotels around the capital, Lerwick, we choose to stay somewhere you can really appreciate Shetland’s remote beauty. This 16th century laird’s manor has bags of historic charm, as well as a roaring fireplace for chilly days, and a well-stocked whisky selection. Tastefully decorated rooms provide a comfortable place to sleep and on a clear night you can gaze up at the starry skies and search for the swirling ribbons of neon green, pink, and purple known as the northern lights. This hotel is dog-friendly so you may meet four legged friends in some of the communal areas.

Food & drink

Your stay is full-board. This includes daily breakfasts, packed lunch options, and evening meals. Vegetarian choices and dietary requirements can be catered for (please give advance notice when booking).

Packed lunches

Our packed lunches will be too much food for some and not enough for others; if you feel you might need more food during the walk, please bring a supply of snacks to supplement this – it won’t always be possible to buy these on the route. Your packed lunches will include: a bread sandwich or roll with a choice of filling; some fresh fruit; fruit cake/flapjack or similar, crisps and/or biscuits. For those of you tackling a level 4 or above holiday, we would highly recommend bringing some trail mix or something similar to ensure you've some fuel in reserve should you need it.

Dietary requirements

Our partner hotels can cater for most dietary requirements, but it is important you advise us of any allergies and dietary restrictions you have at the time of booking.

Getting here

Transfers from the airport to the Merkister Hotel are available for those who have booked flights with us. Otherwise, please make your own way from the airport to the hotel (a taxi will take approx. 30 mins).

By air

If you're travelling by air, you should book return flights to Kirkwall (Orkney). There are flights available from Glasgow, Edinburgh, Dundee, Inverness, Aberdeen, and London. See Logan Air. www.loganair.co.uk

 

By ferry

Return ferry travel is available from Scrabster to Stromness or from Aberdeen to Kirkwall, and back from Lerwick to Aberdeen. Ferries are operated by North Link Ferries; www.northlinkferries.co.uk The ferry terminal at Aberdeen is a 5 to 10 minute walk from Aberdeen railway station. There are bus and train routes available to Scrabster from Inverness with City Link www.citylink.co.uk. There are also train services from Inverness to Scrabster with connections from Thurso, ran by Citylink & Rapson’s Coaches.

More Information

Packing list - UK Guided Walking

The UK has a famously unpredictable climate so it's best to be prepared for weather that’s sunny one minute and raining the next.  To make it easier, here’s a list of items you should consider packing.   

Essentials  

  • Suitable footwear such as waterproof walking boots that provide ankle support and good grip  
  • Waterproof and windproof jacket 
  • Comfortable clothing (jeans & waterproof capes are not suitable)  
  • Mid-layer(s) to keep you warm. Fleeces make a good choice
  • Waterproof overtrousers  
  • Gloves and a warm hat  
  • Rucksack with waterproof liner 
  • Flask for hot drinks   
  • Water bottle (at least 1 litre capacity)  
  • Sunscreen  
  • UV sunglasses  

For holidays operating October through to the end of March, please also bring the following on your walks:

  • spare warm clothing
  • spare high energy food
  • head torch and spare batteries
  • please note for the October to March season your waterproof jacket needs to offer a high level of waterproofing and wind resistance, and a hood. Look for a waterproof jacket with sealed/taped seams and a minimum HH (hyrodstatic head - this is the rating given on waterproof jackets) of 10,000mm+

Recommended  

  • Several base layers (long-sleeve or short-sleeve)  
  • Cushioned walking socks to avoid blisters  
  • First aid kit, including plasters and insect repellent and tick remover tool
  • Sit mat   
  • Waterproof pouch for valuables  
  • Rubbish bag (remember to always leave no trace)  
  • Wallet/purse  
  • Camera
  • Walking poles

With flights - Travelling with the group for Orkney & Shetland Guided Island Hopping Holiday

This holiday begins in Orkney. For those who have booked our “with flight” option, you will fly from Glasgow (2023 dates), Edinburgh (2024 dates) airport to Kirkwall airport (Orkney), from where you will be transferred to the Merkister Hotel.

The flight between Orkney and Shetland on Day 5 is included in your holiday price and our Shetland coach company will pick you up at Sumburgh Airport.

All passengers aged 16 and over are required to provide photographic ID at the check-in desk and at the departure gate.

Holiday Finish: Your holiday ends in Shetland. If you have booked our “with flight” option, we will take you back to Sumburgh airport, for your return flight to Glasgow (2023 dates), Edinburgh (2024 dates).

On occasion luggage can be delayed. It's always best to pack essentials in your hand luggage just in case. 

Without flights - Independent travellers for Orkney & Shetland Guided Island Hopping Holiday

If you are travelling independently, we look forward to welcoming you at the Merkister Hotel. A taxi transfer from the airport will take approximately 25 minutes. 

By air

If you're travelling by air, you should book an outward flight to Kirkwall (Orkney), and a return flight from Sumburgh (Shetland). There are flights available from Glasgow, Edinburgh, Inverness, Aberdeen and Manchester. See Logan Air

By ferry

Ferry travel is available from Scrabster to Stromness or from Aberdeen to Kirkwall, and back from Lerwick to Aberdeen. Ferries are operated by North Link Ferries; www.northlinkferries.co.uk. The ferry terminal at Aberdeen is a 5 to 10 minute walk from Aberdeen railway station.

There are bus and train routes available to Scrabster from Inverness with City Link www.citylink.co.uk. There are also train services from Inverness to Scrabster with connections from Thurso, ran by Citylink & Rapson’s Coaches.

On your departure day a taxi transfer from the Busta House Hotel to Sumburgh airport will take approximately 58 mins.

ATM availability for Orkney and Shetland

Please be aware that apart from the ATMs at Kirkwall and Sumburgh airports, that charge a withdrawal fee, there are no ATM machines located anywhere on our itinerary. Both hotels accept payment by card.

Carbon Footprint - 304kg CO2

We see it as our responsibility to minimise our emissions, not just for this year but every year to come. Our work with sustainability experts, ecollective, has enabled us to measure our carbon footprint and create a strategy to reduce the carbon intensity of our product by 5% each year. Our ambition is to be net zero by 2040 – earlier if we can.

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Dates & availability

Orkney & Shetland Guided Walking with Sightseeing

Members save an additional £30 on this booking and get a range of other exclusive benefits. You can join during booking process. Read more about membership

2026

2 Aug - 9 Aug 2026

7 nights. Trip notes

23 Aug - 30 Aug 2026

7 nights. Trip notes

6 Sep - 13 Sep 2026

7 nights. Trip notes

2027

Early Booking Offer Save £50 Per Person

26 Apr - 3 May 2027

7 nights. Trip notes

Twin & double rooms

Non-members

£2,649 £2,599

pp

Members

£2,619 £2,569

pp
Single rooms

Early Booking Offer Save £50 Per Person

27 Jun - 4 Jul 2027

7 nights. Trip notes

Twin & double rooms

Non-members

£2,669 £2,619

pp

Members

£2,639 £2,589

pp
Single rooms

Early Booking Offer Save £50 Per Person

23 Aug - 30 Aug 2027

7 nights. Trip notes

Twin & double rooms

Non-members

£2,669 £2,619

pp

Members

£2,639 £2,589

pp
Single rooms

£2,991 £2,941

pp

£2,961 £2,911

pp
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Trusted British co-operative

We are proud to be Britain’s only walking holiday co-operative. Led by almost 40,000 members, offering hundreds of holidays across the UK and overseas, with all surplus being reinvested back into our Society.

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Flexible choice of guided walks

Experienced volunteer HF Leaders guide every walk at our UK country houses, offering up to three daily options. Making it easy to find a holiday to suit your ability, and with the flexibility to switch grades each walking day.

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Book early with confidence

Become an HF Member to benefit from our Price Pledge. Secure your first choice of holiday early, and if the cost drops after you book, we will automatically refund the difference (exc. travel agent & group bookings).

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Book with confidence

If the flights we have organised are cancelled or changed, we’ll do everything we can to find alternative transport, with minimal disruption to your holiday

If we cancel your holiday, we honour all refund requests 

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Travel with confidence

We know that peace of mind is priceless, so we’ll always go above and beyond to meet – and exceed – expectations

If the flights we have organised are cancelled or changed, we’ll do everything we can to find alternative transport, with minimal disruption to your holiday

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HF Holidays

A British heritage brand with 111 years of experience

Offering a choice of over 260 itineraries in nearly 40 countries

Run as a co-operative with 40,000-plus members

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