Scottish Highlands & Isle of Skye Scotland

Scotland, Europe

The very best of Scotland, a private adventure just for you and your friends in the Scottish Highlands & Isle of Skye. Your private guide will lead you on an awe-inspiring journey through the country’s finest landscapes and seascapes. The hidden jewels in the heart of this fascinating land where every stone has a story to tell will be revealed. The Scottish are a proud and ancient culture, steeped in turbulent history and colorful legend.

Scottish Highlands & Isle of Skye ScotlandBegin in Edinburgh and travel to places with names that roll off your tongue with a built-in Scottish brogue. Places like Loch Lomond, Isle of Skye, Loch Ness and Inverness. Though the voice you hear inside your own mind sounds perfectly Scottish, once you actually arrive and listen to the local Scotsman speak, you’ll realize how fortunate you are to have our guides translate from proper Scottish to western English. The culture here is deeply rooted to the land and the proud people who live here are genuinely gracious, open and welcoming.

Your own privately guided walking and hiking journey across one of the most beautiful places on Earth – Scottish Highlands & Isle of Skye Scotland.

Your Scottish Highland and Isle of Skye Walking Adventure offers some of the most spectacular walks and hikes in the world. From the actual highlands to the rugged sea coast, hike along the trails, country roads and ancient foot paths; through rural farms, forests and quaint villages. We have handpicked the very best walks and places to visit and created one unforgettable experience in just 9 full days.

Traditional Scottish culture and hospitality are the hallmarks of our adventure. You’ll begin with accommodations that are classic to the area and provide excellent comfort. They have all the modern conveniences you’d expect, yet still have all the historical and cultural significance you came to see. Scotland is a land steeped in rich appreciation for distilled and brewed beverages. There are no shortage of opportunities to meet the local makers, walk the cherished lands that yield the ingredients they use and to sample a local beverage shoulder to shoulder with other thirsty walkers. As well, authentic Scottish cuisine greets you everyday with full breakfasts, many picnic lunches and hearty dinners.

As a private Walking Connection adventure and walking tour, the overall trip can be customized for people of all fitness levels and abilities. For walkers and hikers who are comfortable with undulating terrain and uneven footing, our walks vary in length each day. A few walks contain some elevation ascents and descents, so we will provide ample descriptions prior to each walk. For those who choose not to walk on any particulate day, alternative transportation can be arranged and where and when practical, alternative activities as well.

Please check out the Itinerary to learn more about this special Walking Connection Scottish Highland Walking Adventure just for YOU!

  • Custom Walking & Hiking Itinerary
  • A Private Adventure For You & Your Friends
  • Amazing Highlands
  • Beautiful Seacoasts
  • Excellent Local Cuisine
  • Historical Inn Accommodations
  • Rich Scottish History
  • Expert Walking Guides

Day 1 – Edinburgh – Western Highlands

Loch Lomond – Western Highlands – Rannoch Moor

Travel north along Loch Lomond and head to the Western Highlands and Rannoch Moor, a Special Area of Conservation. Stop off at the Bridge of Orchy a quaint village in the heart of the Western Highlands and begin a walk along part of the West Highland Way. With majestic views all around of mountain peaks it will be a great welcome walk along General Wade’s old military road and drovers trails, flanked by peat bogs and large craters left by the last Ice Age.

Picnic lunch along the way as you head to your lodging in Glencoe Village, one of the most famous old inns In Scotland. This picturesque area has been seen in numerous films, including Harry Potter and the Prisoner of Azkaban and the 2012 James Bond movie Skyfall.

Meals included today: Lunch & Dinner

Overnight 1 of 2 Nights: The Clachaig Inn – One of the most famous old inns in Scotland Nestling in the very heart of Glencoe, among the spectacular and majestic mountains of the Scottish Highlands, the Clachaig Inn has been a source of accommodation and hospitality for travelers for over three hundred years. Clachaig Inn provides modern comfortable accommodation which is complemented with a traditional hearty Scottish breakfast – a really great way to start the day!

Day 2 – Glencoe

Glencoe – Kinlochleven – The Three Sisters

Travel a short distance back up through Glencoe, making sure to stop along the way to get some amazing photos of Scotland’s most famous Glen, before heading for the Devils Staircase, the name given to it by the 400 soldiers under General Wade who built it in the 1720’s. The route offers panoramic views for miles around in all directions and takes us across the pass down into the village of Kinlochleven.

Take a bit of time at the Glencoe Visitors Centre, which illustrates the fascinating and rich natural history of the Glen. It also has an interesting and well done exhibition telling the infamous story of the Massacre of Glencoe which occurred here in 1692.

After visiting the center, you may choose to undertake a walk known as the Hidden Valley, stretching deep into the mountains of Glencoe called the Three Sisters. The path winds it way up to the head of the valley with lovely views of the various peaks. The walk is truly amazing with water cascading through the water cut gorge with numerous waterfalls tumbling down the mountain sides.

Meals included today: Breakfast, Lunch & Dinner

Overnight 1 of 2 Nights: The Clachaig Inn – One of the most famous old inns in Scotland Nestling in the very heart of Glencoe, among the spectacular and majestic mountains of the Scottish Highlands, the Clachaig Inn has been a source of accommodation and hospitality for travelers for over three hundred years. Clachaig Inn provides modern comfortable accommodation which is complemented with a traditional hearty Scottish breakfast – a really great way to start the day!

Day 3 – Glencoe – Sligachan on the Isle of Skye

Neptunes Staircase – Caledonian Canal – Glenfinnan Monument

Today travel on the “Road to the Isles” with a few “must do” stops along the way. Voted as one of the most scenic rides in all of the UK you will also be surrounded by history and Scottish culture.

See Neptunes Staircase, the longest staircase lock in Britain and part of the Caledonian Canal, built by Thomas Telford and linking the Atlantic with the North Sea. The Glenfinnan Monument is also on our route which commemorates the 1745 Jacobite Rising of Bonnie Prince Charlie. Hidden well off the tourist trail you may visit some carvings on a hillside nearby, made at the start of the Rising. You’ll also view the Glenfinnan Viaduct made famous by the Harry Potter movies.

Designated as a National Scenic Area you will walk in the “the Rough Bounds”, also referred to as “Britain’s last wilderness” before heading to the port in Mallaig. Here we catch a ferry and learn how important this tiny fishing village was to the mackerel and herring fishing industry in the last century. It’s a short sail across the Sound of Sleat to the Isle of Skye where you will transfer to your lodgings completely surrounded by unspoiled land which remains much as it would have been in the 1800’s. It would be hard to find a more dramatic and inspiring setting in the whole of Scotland and it will be your home for the next two nights.

Meals included today: Breakfast, Lunch & Dinner

Overnight 1 of 2 Nights: The Sligachan Hotel. The name Sligachan (pronounced “Slig-a-han”) is Gaelic for small shells and so the spot became known as “the shelly place” . With the Black Cuillin towering at its back and the sparkling waters of Loch Sligachan at its foot, the hotel has served mountaineers, walkers and lovers of the wild Highland scenery for nearly 180 years.

Day 4 – Isle of Skye

Loch Coruisk – Cuillin Range – Glen Sligachan

Your next day on Skye takes you to one of the most isolated and breathtaking places on the island. Loch Coruisk has fascinated visitors for centuries and enjoys a magical and mysterious reputation. Here the powers of creation have fashioned a scene of wild and rugged grandeur and it’s beauty lies in the total absence of restraint.

You will take the Bella Jane charter boat out to the Loch, stopping en route to view the resident seal colony and other sea life. The scene is one of small islands and sandy bays ringed all around by the heather clad mountains of the Cuillin Range, which spill their streams into suspended corries, over crags and down into Loch Coruisk. Take on an exploration around the loch, truly one of the most outstanding locations on Skye that anyone could wish to visit.

Following a picnic lunch in this haven, walk out over the hills through Glen Sligachan, perhaps the most stunning of all Skye’s glens.

Overnight 2 of 2 Nights: The Sligachan Hotel.

Day 5 – Sligachan – Portree on the Isle of Sky

Duirinish Peninsula – Outer Hebrides – Dunvegan Castle

Head to the Duirinish Peninsula today for some breathtaking coastal hiking. The circuit of the high cliffs of the Duirinish provide magnificent walking on turf ground in an atmosphere of peace and calm, with awe inspiring views across to the Outer Hebrides drifting on the horizon.

Begin at the sheep station at Ramasaig and head cross country to the deserted crafting community of Lorgill, cleared in 1850 of the fifteen families who lived here and who were forcibly evicted to begin new lives in Nova Scotia.

From here you may choose to hike up to the high cliffs and Skye’s famous sea stacks, Macleod’s Maidens come clearly into view. The walking along the top of the cliffs is a pure delight and following the trail at a relaxed pace, with fantastic views out to sea across the Minch, with the Outer Hebrides drifting on the horizon. These cliffs are home to many nesting seabirds including fulmars, cormorants and shags as well as Neist Point, Skye’s most westerly point.

Upon completion of your hike we drive northwest to Dunvegan Castle, the ancient home of the Chiefs of Clan Macleod. The Castle is still lived in by the current chief and his family and the visit gives a real insight into the history of one of Skye’s oldest and most powerful families.

Meals included today: Breakfast & Lunch

Overnight 1 of 2 Nights: Cuillin Hills Hotel. Stunning Location set within fifteen acres of mature private grounds with a fantastic view over Portree Bay towards the majestic Cuillin Mountain Range, Probably the best view you will get from any hotel on Skye. Retire for the night to one of their 29 bespoke bedrooms; each room is individually styled to a very high standard, some are of traditional style, while others are more contemporary.

Day 6 – The North Of Skye

The Old Man of Storr – The Quiraing – Museum of Island Life

Today you will head on the road to the very north of Skye and undertake two of Skye’s most famous trails. The Old Man of Storr and the Quiraing, both well known for their amazing geological formations, where a series of huge landslips in post glacial times have resulted in the most incredibly contorted shapes. The views from both locations high on the Trotternish Ridge out to the islands of Raasay and Rhona and across to the Torridon Mountains on the mainland beyond are breathtaking.

Take a well deserved lunch locally and also visit the Museum of Island Life at the very northern part of Skye, which gives visitors an insight into crofting life in centuries gone by. For those that want a little more walking, there is an optional walk in Portree from the hotel around a beautiful headland, with glorious views out across the Sound of Raasay. It takes about an hour, as a circular walk and you’ll return to the hotel where there will be a roaring fire waiting for you.

Meals included today: Breakfast, Lunch & Dinner

Overnight 2 of 2 Nights: Cuillin Hills Hotel.

Day 7 – Portree – Inverness

Skye Bridge -Eilean Donan Castle – Loch Ness

Head south back across Skye and the famous Skye Bridge to visit Eilean Donan Castle, named after St Donan, the Celtic saint martyred in 617. It is one of Scotland’s most iconic locations, looking out over Loch Duich, the castle having been rebuilt some 100 years ago after being destroyed in the 1719 Jacobite Rebellion. It was the stronghold of the Mackenzie Clan and their Macrae allies. From here you’ll head through the beautiful Glen Shiel and northwards to the icon Loch Ness, home to the world’s most famous monster, (with sightings as recently as 2014!) Here you will take a boat trip fitted with the latest sonar equipment to allow getting up close and personal to Nessie herself!

From Loch Ness it is a short drive to Inverness, where just outside The Culloden House Hotel awaits to welcome you for our final two days of your Scottish odyssey.

Meals included today: Breakfast, Lunch & Dinner

Overnight 1 of 2 Nights: Culloden House. At the time of the Jacobite uprising in 1745-46, Bonnie Prince Charlie used Culloden House as his lodging and battle headquarters prior to that fateful battle on Culloden Moor. Today, this handsome Inverness luxury hotel stands in nearly 40 acres where you are free to wander about the woodland and private gardens to enjoy the exceptional peace, tranquility and majesty of the grounds. Here Highland hospitality has been elevated to its highest art form without being “stuffy” nor too “proper” or reserved.

Day 8 – Inverness

Culloden Battlefield – Cawdor Castle

After a hearty Scottish breakfast you will make your way a short distance to the famous Culloden Battlefield, where in April 1746, Bonnie Prince Charlie’s brave Highland warriors met their makers on a bleak and windswept moor and the direction of Scottish history was changed forever. Walk through the fantastic interactive visitor center here and then explore the battlefield and Clan graves.

Your afternoon includes a walk visiting Cawdor Castle and its three gardens with the oldest dating back to the 1600’s. With fertile soil, a climate tempered by the Gulf stream, rainfall well distributed throughout the year, around 18 hours of sunshine during the summer the gardens at Cawdor Castle grow beautifully.

One last evening to enjoy Scottish hospitality bid farewell with a vintage farewell dinner.

Meals included today: Breakfast, Lunch & Dinner

Overnight 2 of 2 Nights: Culloden House

Day 9 – Inverness – Edinburgh

Scottish Highlands – Edinburgh – Isle of Skye

Following a final farewell hearty Scottish breakfast feast, you will make your way back down through the Scottish Highlands towards Edinburgh once again, finishing off your grand Scottish Highlands and Isle of Skye Tour.

Meals included today: Breakfast

*Itinerary: Please note that the details of this itinerary are subject to change. Many of the planned activities are organized according to availability, events or seasonal dates, appropriate weather conditions, and the discretion of our guides. We make every effort to provide the experience described in the itinerary with the understanding that some things may change.

Reservations for this private trip are available on a limited basis according to hotel availability.

The trip begins and ends in Edinburgh, Scotland.
Meet in Edinburgh at the B&B Edinburgh, Rothesay Terrace, Edinburgh

Your Walking Connection – Scottish Highland Walking Adventure Includes:

  • Entry into The Walking Connection High Mileage Club.
  • Hosted by Gene and Jo Ann Taylor.
  • Expertly planned custom itinerary.
  • All park fees, any sanctuary fees, government taxes.
  • Historical Inn Accommodation all with en suite.
  • Local experienced interpretive and naturalist guide(s) on walks and hikes.
  • Daily Meals as indicated in itinerary: (B) Breakfast, (L) Lunch and (D) Dinner.
  • 8 Breakfasts, 8 Lunches and 7 Dinners.
  • All transfers and transportation while on tour from designated pick up and drop off points in Edinburgh.
  • Detailed “Know Before You Go” information including recommended website, reading lists, packing list, what to bring, weather and much, much more.

Your Walking Connection Experience Does Not Include:

  • All international and domestic airfares with taxes not outlined in the above inclusions.
  • All items of a personal nature including beverages, guide gratuities, laundry and shopping.
    All passport and visa application fees, vaccination and medical consulting fees.
  • All international departure taxes collected at airport of departure.
  • Gratuities for the local guides
  • Travel insurance
  • Early check in & late check out of rooms
  • Optional tours or items of a personal nature such as drinks
  • Airport transfers are NOT included.
  • Photographs & phone calls
  • No discounts or refunds on any unused portion of the tour.
  • Anything that is not expressly stated in the itinerary or on the inclusions page as included.
  • Travel Insurance is not included, we recommend CSA Travel Pro.

Tour Price per person 4-5 Guests: $4198 USD per person (based upon double occupancy).
Tour Price per person 6-7 Guests: $4098 USD per person (based upon double occupancy).
Tour Price per person 8+ Guests: $3998 USD per person (based upon double occupancy).

Single occupancy: Limited availability, $650 USD supplement.

Deposits: A deposit of $500 USD per person is required to reserve your space. No space will be held without a complete deposit. Deposits may be made by check or credit card. Prices are subject to change due to currency fluctuation at the time of final payment.

Payments: All payments must be made according to the schedule & are subject to the cancellation & penalty policy. Final payment is due on or before 90 days prior to the trip. We request that all final payments be made by check. Credit card payments for final amount due may be available but all credit card company surcharges will apply. They are usually 3% of the total due.

Itinerary: Please note that the details of this itinerary are subject to change. Many of the planned activities are organized according to availability, events or seasonal dates, appropriate weather conditions, schedules of hosts, or the discretion of our guides. We make every effort to provide the experience described in the itinerary with the understanding that some things may change.

Special Supplier Gifts and Items: As a local custom, vendors, suppliers, ground operators, restaurants and hotel properties may offer complimentary beverages that may or may not contain alcohol. Should you elect not to accept this gift, complimentary water may not be offered as a replacement and may only be offered for a fee. This is a local custom beyond the control of The Walking Connection.

Travel Roommates and Single Supplements: If you have registered for double occupancy but don’t have a travel roommate, the Walking Connection will attempt to locate one for you. In the event that a roommate cannot be found, you may be charged for a Single Supplement for any portion of the trip where you will be rooming as a single unless otherwise indicated.

Travel roommates are assigned in the order in which we receive deposited and confirmed reservations. Final roommate assignments will be made and you will be notified of any Single Supplement charges due 30 days prior to the due date of your final payment.

Air Arrangements: The Walking Connection does not typically make airline reservations. We will gladly provide you with the recommended arrival and departure time for this trip. Please let us know if you would like assistance and we will provide you with the information.

Trip Minimum: 10 Full Paying Guests: Because the Walking Connection specializes in traveling in small groups, many times we stay in small boutique hotel properties, historical Inns, private homes and bed and breakfasts. For this and contractual related reasons, some trips may require a minimum number of guests traveling together to go. FOR THIS TRIP, an additional Small Group Surcharge of $150 a person may be assessed or the trip may be cancelled at the option of the Walking Connection if sign ups does not meet the 10 person minimum. This trip will be guaranteed to be conducted either when we have reached the minimum number of guests or evaluated 120 and 90 days prior to departure. Also, should the minimum not be met, the Walking Connection at it’s sole discretion may elect to operate the trip with just one Walking Connection host. Please do not make your international or domestic air arrangements until trip is confirmed.

Waiting List Policy: On occasion, Walking Connection tours sell out and a waiting list is formed. If this should happen, the following policy will apply. To be put on the waiting list, a fully refundable deposit is due with reservation. If space becomes available, you will be notified at that time and if you choose to go, the standard cancellation policy will then apply. If not, your money will be refunded in full.

Cancellation, Penalty & Refund Policies: Should you have to cancel your tour the following terms will apply: Due to the exclusive and small group nature of this adventure, all cancellation requests will incur a $300 per person administrative fee.

For cancellations from 91 -120 Days prior to the trip: deposit is forfeited.
For cancellations from 61 -90 days prior to the trip 40% penalty of the total trip cost.
For Cancellations and no shows 60 days before trip, no refunds.
No refunds will be made for any unused portion of the tour.

All cancellations must be made in writing and delivered to The Walking Connection via e-mail and/or United States Post Office. Your cancellation date is the date your notice is received and confirmed by The Walking Connection, not the postmark date.

Should this trip be cancelled by The Walking Connection: 100% Refund.

Travel Insurance: Travel Insurance

*PLEASE NOTE that Gene & Jo Ann Taylor are the designated hosts and escorts for this trip. Another host and guide maybe substituted should they be unable to lead this adventure for any reason.