Journey Through Scotland’s History

The Patel Family

Monday 9th June – Friday 20th June 2025

Number of Travellers:  3
Duration: 12 Days / 11 Nights

Overview

Scotland’s landscape is a tapestry of history, where medieval castles rise above rugged cliffs, ancient standing stones whisper their secrets, and centuries-old traditions endure in the present day. This self-drive journey has been carefully designed to immerse you in Scotland’s rich past, with an emphasis on art, architecture, and the medieval world. From the grand halls of Edinburgh Castle to the quiet beauty of beehive monasteries, you’ll explore at your own pace, uncovering hidden gems and breathtaking landscapes along the way. Alongside these historic wonders, you’ll wander through charming towns and villages, each with its own unique character—whether it’s the colourful harbour of Portree, or the ancient alleyways of Edinburgh’s Old Town. With luxurious boutique stays and historic inns, each evening promises a blend of comfort and character, ensuring a journey as rich in atmosphere as it is in history.

Itinerary at a Glance

Day 1 | Monday 9th June | Welcome to Scotland | Overnight: Edinburgh

Day 2 | Tuesday 10th June | Exploring Edinburgh | Overnight: Edinburgh

Day 3 | Wednesday 11th June | Rosslyn Chapel & Drumlanrig Castle | Overnight: High Blantyre

Day 4 | Thursday 12th June | Inveraray Castle & Kilmartin Glen | Overnight: Benderloch

Day 5 | Friday 13th June | Private Boat Trip to the Island of the Saints | Overnight: Benderloch

Day 6 | Saturday 14th June | Over the sea to Skye | Overnight: Portree

Day 7 | Sunday 15th June | Exploring Skye | Overnight: Portree

Day 8 | Monday 16th June | Fairy Pools & Talisker Bay | Overnight: Portree

Day 9 | Tuesday 17th June | Eilean Donan Castle, Culloden & Clava Cairns | Overnight: By Kingussie

Day 10 | Wednesday 18th June | Exploring the Cairngorms National Park | Overnight: By Kingussie

Day 11 | Thursday 19th June | Farewell to the Highlands | Overnight: Edinburgh

Day 12 | Friday 20th June | Depart for home

Highlights

  • Edinburgh’s Historic Depths – Walk in the footsteps of medieval Scots, uncovering the hidden closes and vaults beneath the Royal Mile.
  • Ancient Landscapes – Stand among the prehistoric monuments of Kilmartin Glen and Clava Cairns, where Scotland’s earliest inhabitants left their mark.
  • Exclusive Island Exploration – Set sail to the Slate Islands, home to ancient monastic ruins and abundant wildlife.
  • Handpicked Accommodations – Stay in historic castles, charming farmhouses, and boutique retreats that enhance your journey’s sense of place.

Day by Day

Day 1 - Monday 9th June - Welcome to Scotland

Upon arrival in Edinburgh, Scotland’s captivating capital, settle into your boutique hotel in the heart of the city. Depending on your arrival time, take a moment to refresh before stepping out to explore the historic streets. Begin with a leisurely stroll through the medieval Old Town, where the Royal Mile stretches from the iconic Edinburgh Castle to the grand Palace of Holyroodhouse. Along the way, browse the charming independent shops, and perhaps pause for a coffee in one of the city’s atmospheric cafés. This afternoon, delve into Edinburgh’s hidden past on a guided tour to the city’s underground vaults. Beneath the bustling streets lies a preserved warren of 17th-century alleys, where costumed guides bring to life the tales of former residents, from merchants to plague doctors. This immersive experience offers a fascinating glimpse into the city’s layered history, revealing the darker, often overlooked side of Edinburgh’s past. Afterwards, enjoy a relaxed dinner at one of the city’s renowned restaurants.

Overnight: Edinburgh | Kimpton Charlotte Square
Meals Included: None

Day 1 - Travel from Edinburgh Airport Read More +

Edinburgh Airport is well connected by transport links to the city centre including taxis, trams and buses.

You can see the transport links here.

Day 1 - Exploring Edinburgh Read More +

Activity: Exploring Edinburgh

If times allows, exploring Edinburgh reveals a captivating blend of historic charm and vibrant modern culture, from the cobbled streets of the Royal Mile to the sweeping views atop Arthur’s Seat.

Day 1 - The Real Mary Kings Close Read More +

Activity: The Real Mary Kings Close
Start Location: 2 Warriston’s Close, High Street, Edinburgh EH1 1PG | Start Time: 18:00
Booking Reference: 42004519
Phone: +44 (0) 131 225 0672 | Website: https://www.realmarykingsclose.com/

The tour around the historic vaults of Scotland takes you beneath Edinburgh’s Old Town into eerie, dimly lit chambers where tales of ghosts, smugglers, and 18th-century life come vividly to life.

Day 2 - Tuesday 10th June - Exploring Edinburgh

Spend this morning with a private guide, whose expert knowledge will bring Edinburgh’s layered past to life in a way no guidebook can. As you walk the historic streets, your guide will share lesser-known stories, uncover hidden details in the city’s architecture, and provide deeper context to the landmarks that have shaped Scotland’s history. Stroll past St Giles’ Cathedral, an architectural masterpiece that has stood for over 900 years, its distinctive crown spire rising above the Old Town skyline. Inside, admire its intricate stained glass windows and learn about its role in Scotland’s religious and political history. Continue to Parliament Square, once the center of Scotland’s political power, where your guide will recount tales of the country’s legal and governmental evolution. Then, step into John Knox House, a rare surviving relic of the Reformation era, offering a glimpse into the turbulent 16th century. In the afternoon, leave your guide and ascend Castle Rock to explore Edinburgh Castle, an imposing fortress that has withstood centuries of siege and intrigue. At precisely 1:00 p.m., experience one of Edinburgh’s most famous traditions—the firing of the One O’Clock Gun. Originally introduced in 1861 as a time signal for ships in the Firth of Forth, this almost daily event is now a beloved spectacle, echoing across the city as a reminder of Edinburgh’s maritime heritage. From the castle’s battlements, take in sweeping views over the city, a breathtaking vantage point that connects past and present. Head inside the castle to admire the Scottish Crown Jewels, gaze upon the Stone of Destiny—used in the coronation of Scottish and British monarchs—and stand within St Margaret’s Chapel, the oldest surviving building in Edinburgh.

Overnight: Edinburgh | Kimpton Charlotte Square
Meals Included: Breakfast

Day 2 - Walking Tour Of Edinburgh Read More +

Activity: Walking Tour Of Edinburgh
Lorna Colvin-MacLean :
Start Location: Kimpton Charlotte Square Hotel, Edinburgh | Start Time: 09:00
End Location: Edinburgh Castle | End Time: 1:00 pm
Phone: 07814036325 | Website: https://app.stga.co.uk/guides/lorna-colvin-maclean

This morning, discover Edinburgh’s rich history and stunning architecture on a guided walking tour through its atmospheric Old Town and hidden closes.

The tour starts at 9am with Lorna meeting you at your hotel. The tour will finish at Edinburgh Castle at 1pm to witness the guns being fired from the castle walls.

Day 2 - Edinburgh Castle Read More +

Activity: Edinburgh Castle
Start Location: Castle Hill, EH9 1SH
Booking Reference: 20250318-206542851
Phone: 07774 757222 | Website: https://www.edinburghcastle.scot/

At the end of your guided tour you will arrive at the spectacular Edinburgh Castle. You can enjoy lunch locally on the Royal Mile before exploring the castle.

Your tickets grant you entry at any time throughout the day – with the last entry being 5:00PM.
Find these below under the Important Additional Information section below. Upon arrival you can pass over the booking reference number and ‘Patel’ for booking confirmation.

Day 3 - Wednesday 11th June - Rosslyn Chapel & Drumlanrig Castle

Collect your hire car and head south toward Rosslyn Chapel, one of Scotland’s most enigmatic sites. Built in the 15th century by Sir William St Clair, this exquisite chapel is renowned for its intricate and mysterious stone carvings, which have sparked centuries of speculation. Among the most famous is the Apprentice Pillar, a masterpiece of medieval craftsmanship with a compelling legend—said to have been carved by an apprentice who was tragically killed by his jealous master. The chapel’s ornate interior features carvings depicting biblical stories, pagan symbols, and figures that some believe hint at connections to the Knights Templar and the Holy Grail, adding to its aura of intrigue. Continue south visit Drumlanrig Castle, an opulent Renaissance-style palace with a rich and dramatic history. Completed in 1689 by William Douglas, the 1st Duke of Queensberry, the castle is an architectural marvel, constructed from distinctive pink sandstone and featuring grand staircases, ornate plasterwork ceilings, and lavish period interiors. Inside, explore its remarkable art collection, alongside fine antique furniture and elaborate Flemish tapestries. Drumlanrig’s history includes a touch of modern day drama—in 2003, a daring art theft saw a group of thieves steal Leonardo da Vinci’s “Madonna of the Yarnwinder” from the castle’s walls. Fortunately, the painting was recovered in 2007, but the event only adds to the castle’s fascinating past. Today, visitors can still admire an authentic Rembrandt painting, a true highlight of the collection. Your day concludes with an overnight stay at Crossbasket Castle, a beautifully restored 17th-century castle hotel

Overnight: High Blantyre | Crossbasket Castle
Meals Included: Breakfast

Day 3 - Car Rental Pick Up Details Read More +

Car Rental Company: Aberdeen 4x4 Self Hire
Pick Up Location: The Kimpton | Pick Up Time: 09:00
Phone: 01224 877899

Your rental car will be dropped off at The Kimpton Hotel. Please meet the representative from the company at 9am, they will have a sign with your name on it and they will go over the vehicle with you.

Day 3 - Rosslyn Chapel Read More +

Activity: Rosslyn Chapel
Start Location: Chapel Loan, Roslin, Midlothian, EH25 9PU | Start Time: 10:30
Booking Reference: q3prewnv
Phone: 0131 440 2159 | Website: https://www.rosslynchapel.com/

This morning you will be visiting one of Scotland’s most remarkable buildings – Rosslyn Chapel which is a 15th-century masterpiece famed for its intricate stone carvings and mysterious history.

Your entry time slot is from 10:30 and the Chapel guide will give a short history presentation promptly at 11am. Please provide your QR code and reference on arrival. These are attached in the Additional Information below.

Day 3 - Drumlanrig Castle - Private Tour Read More +

Activity: Drumlanrig Castle - Private Tour
Start Location: Thornhill, Dumfries & Galloway, DG3 4AQ Scotland | Start Time: 13:30
Phone: 01848 331555 | Website: https://www.drumlanrigcastle.co.uk/

This afternoon you will arrive at Drumlanrig Castle – a stunning 17th-century estate set within expansive gardens and woodlands. The castle is about an hour and 20 minute drive from Rosslyn Chapel. You may want to grab a light lunch at the castle cafe before your tour.

Please give your name and Wilderness Scotland as a reference when you arrive.

You’ll enjoy a private guided tour of the castle, followed by free time to explore.

Day 3 - Directions: Edinburgh, Rosslyn Chapel, Drumlanrig Castle & Crossbasket Castle Read More +

Day 3 - Dinner Details Read More +

Restaurant: Tocadero's | Location: Crossbasket Castle
Reservation Time: 19:00

Please pay locally

Day 4 - Thursday 12th June - Inveraray Castle & Kilmartin Glen

After breakfast this morning journey westward to Inveraray Castle, the ancestral home of the Dukes of Argyll and a striking example of Scottish Baronial and Gothic Revival architecture. Its turrets, spires, and battlemented towers rise from manicured lawns, giving it the romantic appearance of a fairytale fortress. Constructed in the mid-18th century, inside, ornate ceilings, grand fireplaces, and gilded mouldings reflect its aristocratic heritage, while the state rooms are adorned with French tapestries, family portraits, and an impressive collection of weaponry. The Armoury Hall, with its soaring vaulted ceiling, displays a remarkable array of muskets, swords, and ceremonial arms, offering insight into the military history of Clan Campbell. Next, travel to Kilmartin Glen, one of the richest prehistoric landscapes in Britain, where history is etched into the land itself. Walk among over 350 ancient sites, including standing stones, intricate stone circles, and burial cairns dating back 5,000 years—a remarkable testament to Scotland’s Neolithic and Bronze Age civilizations. Unlike many historical sites, here you can step right up to and touch the stones and burial chambers, tracing the very paths of Scotland’s earliest inhabitants. Visit Kilmartin Museum, where artefacts such as carved stone balls, polished axe heads, and Bronze Age jewellery offer a deeper understanding of the people who once thrived in this mystical landscape. Continue on to the Isle of Eriska Hotel, a tranquil retreat set on its own private island, where luxury meets nature in a setting of stunning coastal beauty.

Overnight: Benderloch | Isle of Eriska
Meals Included: Breakfast

Day 4 - Inveraray Castle & Gardens Read More +

Activity: Inveraray Castle & Gardens
Start Location: Inveraray Castle, Inveraray, Argyll, PA32 8XE | Start Time: 10:00
Booking Reference: INV-CBK-CAISWN-I
Phone: 01499 302203 | Website: https://www.inveraray-castle.com/

Begin your morning at Inveraray Castle, exploring its grand halls, historic armory, and elegant period rooms. Then wander through the beautifully landscaped gardens, taking in stunning views of Loch Fyne and the surrounding countryside.

Pass over the booking reference code to reception upon arrival. Entry is from 10am with the drive taking about 2 hours from your accommodation.

Day 4 - Kilmartin Glen & Museum Read More +

Activity: Kilmartin Glen & Museum
| Start Time: 13:00
Phone: 01546 510278 | Website: http://www.kilmartin.org

Head to Kilmartin Glen, which is one of Scotland’s most important prehistoric landscapes, filled with ancient standing stones, burial cairns, and rock carvings.

Visit the Kilmartin Museum too where Scotland’s ancient past is brought to life, showcasing fascinating artefacts from the surrounding prehistoric landscape.

Please give your name and Wilderness Scotland as a reference for entry to the museum. Entry time is flexible with the last admittance at 4pm. Kilmartin Museum is about 50 minutes drive from Inveraray Castle and has a cafe on site.

Day 4 - Directions: Crossbasket Castle, Inveraray Castle, Kilmartin & Eriska Hotel Read More +

Day 4 - Dinner Details Read More +

Restaurant: Isle of Eriska Hotel
Reservation Time: 19:30
Website: https://www.eriska-hotel.co.uk/food-drink

Please pay locally

Day 5 - Friday 13th June - Private Boat Trip to the Island of the Saints

Board a private boat to explore the Slate Islands, a secluded archipelago known for its rugged beauty, deep-blue waters, and rich history. These islands are not accessible by public ferry, making this an exclusive journey into one of the country’s most untouched coastal landscapes. As you travel, your expert skipper will share stories of the region’s past, from its ancient monastic settlements to its slate quarrying heritage, which once earned these islands the title of the ‘Islands that Roofed the World.’ Your journey takes you to Eileach an Naoimh, meaning ‘Island of the Saints,’ one of Scotland’s earliest Christian sites. This remote and windswept island is home to the ruins of an early Christian monastery, founded in the 6th century by St. Brendan and later associated with St. Columba, the Irish missionary who spread Christianity through Scotland. Arriving in the island explore the well-preserved beehive cells, built from dry stone, stand as a testament to the austere and solitary lives of the monks who sought refuge here. The island is believed to be the final resting place of St. Columba’s mother, adding to its sacred significance. As you cruise between the remote isles, take in breathtaking views of the Atlantic, where the deep blue sea meets dramatic cliffs and white-sand beaches. The area is a haven for wildlife—watch for seals, pods of dolphins, minke whales, and majestic sea eagles soaring overhead. After a day of adventure and discovery, return to your luxurious retreat, carrying with you the echoes of Scotland’s ancient past and untamed natural beauty.

Overnight: Benderloch | Isle of Eriska
Meals Included: Breakfast and Lunch

Day 5 - Private Boat Tour Read More +

Activity: Private Boat Tour
Coastal Connections:
| Start Time: 09:00
| End Time: 4:00 pm
Phone: 07919 615 210

A boat trip to the Isle of the Saints takes you across tranquil waters to a peaceful island steeped in history. Once there, explore ancient monastic ruins, scenic trails, and enjoy the island’s serene beauty.

The meeting place is Oban Times Slipway in front of the Regent Hotel (PA345PZ). Google Map Location: Here
Please arrive 15 minutes early and dress warmly, even on a warm day the sea breeze can be chilly. Please being a packed lunch. One can be ordered from your hotel the night before or you can stop in Oban to pick up lunch to bring with you.

Day 5 - Directions: Eriska Hotel, Oban & Back To Eriska Hotel Read More +

Day 5 - Dinner Details Read More +

Restaurant: Isle of Eriska Hotel
Reservation Time: 19:00
Website: https://www.eriska-hotel.co.uk/food-drink

Please pay locally

Day 6 - Saturday 14th June - Over the sea to Skye

Today, you’ll leave the mainland behind and journey towards the Isle of Skye, but first, you’ll travel through one of Scotland’s most awe-inspiring landscapes—the dramatic valley of Glencoe. Visit the Glencoe Visitor Centre, where you’ll uncover the tragic story of the 1692 Massacre of Glencoe, a dark stain in Scotland’s history books. Afterwards, walk to a reconstructed Highland turf house, where you can step inside and experience what life was like for the Highland clans. Leaving the glen behind, you’ll continue along the Road to the Isles, stopping at the Glenfinnan Viaduct, the sweeping 21-arch railway bridge made famous by the Harry Potter films as the route of the Hogwarts Express. If your timing is right, you may even see the Jacobite steam train cross, its plume of smoke rising over the valley. Nearby, visit the Glenfinnan Monument, which stands at the head of Loch Shiel, marking the spot where Bonnie Prince Charlie raised his standard in 1745, calling the Highland clans to his cause. A short drive along the coast brings you to Prince’s Cairn, where the Jacobite rebellion came to its fateful end. Here, standing on the edge of Loch nan Uamh, you’ll be in the very place where, in 1746, Bonnie Prince Charlie fled Scotland, setting sail for France after months of hiding in remote caves. Board the ferry at Mallaig, you’ll travel “over the sea to Skye”, following in the footsteps of the prince and his Jacobite allies. Upon arrival, continue north to Portree, the island’s colourful capital, settle into your cozy island retreat, ready to explore the wonders of Skye in the days ahead.

Overnight: Portree | The Bosville
Meals Included: Breakfast

Day 6 - Glencoe Visitor Centre Read More +

Activity: Glencoe Visitor Centre
Phone: 01855 811307 | Website: https://%20https://www.visitscotland.com/info/see-do/glencoe-visitor-centre-p247481

Your first stop this morning is Glencoe, where you can visit the Visitor Centre to learn about the area’s rich history and stunning landscapes. Entry is by donation.

Day 6 - Glenfinnan Viaduct Read More +

Activity: Glenfinnan Viaduct
Start Location: Glenfinnan, PH37 4LT
Website: https://www.nts.org.uk/visit/places/glenfinnan-monument/highlights/viaduct

Next, you can visit the iconic Glenfinnan Viaduct, famous for its sweeping views and elegant 21-arch design. Fans of Harry Potter will recognise it as the route of the Hogwarts Express, featured in several scenes from the films.

Day 6 - Glenfinnan Monument Read More +

Activity: Glenfinnan Monument
Website: https://www.nts.org.uk/visit/places/glenfinnan-monument

The monument sits below the viaduct right on the edge of Loch Shiel. It offers a poignant reminder of Scotland’s Jacobite past, set against a stunning natural backdrop.

Day 6 - Ferry Details Read More +

Operator: Caledonian MacBrayne
Booking Reference: S2500347172

Departure Port: Malliag | Departure Time: 14:40
Arrival Port: Armadale (Skye) | Arrival Time: 15:25

Traveling by ferry from Mallaig to Skye offers a scenic and serene journey across the sea, with stunning views of rugged coastlines and distant mountains.

Check in closes at 2:20pm, this is very strict so please make sure to arrive before then. The journey over is approximately 45 minutes.

Your ferry voucher is in the Additional Information section below.

 

Day 6 - Directions: Eriska Hotel, Glencoe Visitor Centre & Viaduct, Loch Nan Uaumh & Skye Read More +

Day 6 - Dinner Details Read More +

Restaurant: Dulse & Brose Restaurant | Location: Bosville Hotel
Reservation Time: 18:45

Please pay locally

Day 7 - Sunday 15th June - Exploring Skye

Begin the day with a visit to Dunvegan Castle, Scotland’s oldest continuously inhabited castle, home to the MacLeod clan for over 800 years. Set on the edge of Loch Dunvegan, this fairy-tale fortress is surrounded by lush gardens and dramatic coastal scenery. Inside, explore a treasure trove of clan artifacts, including portraits, weapons, and the legendary Fairy Flag—a sacred MacLeod relic said to have been gifted by the fairies themselves. According to legend, unfurling the tattered silk banner in battle would bring victory to the clan, a belief so strong that it was carried into multiple historic conflicts. Step into the Great Hall, where generations of clan chiefs have ruled, and wander through rooms filled with antique furnishings, rare books, and Jacobite relics that tell the story of Skye’s noble past. After exploring the castle, take time to drive through Skye’s winding roads, where breathtaking views unfold at every turn. Along the way, stop to browse the island’s many independent art galleries and craft studios, where local artists capture Skye’s ever-changing light and rugged beauty. Whether it’s a landscape painting, handwoven textiles, or pottery inspired by the sea, these hidden gems offer a perfect chance to take home a unique piece of the island. For a truly local experience, visit Skye Skyns, where you can see traditional sheepskin processing in action. Watch as expert craftsmen transform locally sourced fleeces into beautifully soft rugs and garments, using time-honored methods. The workshop offers an insight into Skye’s deep connection to the land and its heritage of sustainable craftsmanship. Continue your scenic drive to see more of Skye’s breathtaking landscapes, take a detour to some of the island’s most iconic sights. Stop at the Old Man of Storr, a towering rock pinnacle set against the dramatic backdrop of the Trotternish Ridge, where a short but rewarding hike offers unparalleled views over Skye’s rugged coastline. Further along, visit Kilt Rock, where sheer basalt cliffs rise from the sea, resembling the pleats of a kilt, and witness Mealt Falls plunging 60 meters into the Atlantic below. For the ultimate scenic adventure, drive through the Quiraing, a surreal, landslip-formed landscape of towering cliffs, jagged pinnacles, and hidden plateaus—one of the most photographed and otherworldly places in Scotland.

Overnight: Portree | The Bosville
Meals Included: Breakfast

Day 7 - Dunvegan Castle Read More +

Activity: Dunvegan Castle
| Start Time: 10:00
Booking Reference: DUN-CBK-TSOMHX-E
Website: https://www.dunvegancastle.com/

Please present your reference number at the ticket booth, tickets have been pre-paid by Wilderness Scotland. Entry is flexible from 10am.

Day 7 - Portree to Dunvegan, then exploring Skye Read More +

Day 7 - Details Read More +

Restaurant: Edinbane Inn
Reservation Time: 19:00 | Booking Reference: BMZMA3PR
Phone: +44(0)1470 582414

Please pay locally

Edinbane Inn is located between Dunvegan Village and Portree – see the location here.

 

Day 8 - Monday 16th June - Fairy Pools & Talisker Bay

Begin the day with an early visit to the Fairy Pools, a series of crystal-clear waterfalls and turquoise pools set against the backdrop of the Cuillin Mountains. Arriving early allows you to experience the pools before the crowds arrive. Walk along the winding stream, where water tumbles over rocky ledges into deep blue pools, said to be home to the spirits of the fairies. The short but scenic hike offers sweeping views of Skye’s wild landscapes, with the jagged peaks of the Black Cuillin rising dramatically in the distance. For those willing to brave the cold, the Fairy Pools are a tempting spot for a refreshing dip in their icy, pristine waters. Next, travel to Talisker Bay to take a leisurely stroll along the secluded beach known for its dramatic black sand, crashing waves, and towering basalt cliffs. This rugged coastal gem feels wonderfully remote, its dark volcanic sands contrasting against the white foam of the Atlantic swell. Keep an eye out for seabirds soaring overhead and seals popping up in the waves as you soak in the unspoiled beauty of this hidden cove. From here, visit Talisker Distillery, the oldest whisky distillery on Skye, where the island’s wild elements are captured in every dram. Tour the distillery to see how peat-smoked barley and pure island water create Talisker’s signature rich, maritime-influenced whisky. Enjoy a guided tasting, where you’ll savour the bold, smoky flavors with hints of sea salt, spice, and honey, a true taste of Skye’s rugged character. Enjoy lunch at The Three Chimneys pop up, a celebrated restaurant renowned for its focus on Scotland’s finest local ingredients. After lunch, head back to Portree to spend the afternoon exploring the island’s charming capital. Wander the picturesque harbour, and take a walk round the bay, where colourful houses overlook the bobbing fishing boats. Browse the town’s art galleries, boutique shops, and cozy cafés before enjoy a relaxed drink and dinner with views of the waterfront.

Overnight: Portree | The Bosville
Meals Included: Breakfast and Lunch

Day 8 - Fairy Pools Read More +

Activity: Fairy Pools
Start Location: Isle of Skye, IV47 8TA

Enjoying the Fairy Pools in the early morning feels magical—cool, fresh air, the gentle rush of water, and the peaceful solitude make it a truly enchanting experience. Hiking around leads you along winding trails, past cascading waterfalls and deep, clear pools set against a backdrop of towering peaks. To avoid the crowds try and arrive as early as possible.

Day 8 - Talisker Bay Read More +

Activity: Talisker Bay
Start Location: Skye, IV47 8SF

Talisker Bay is a strikingly scenic spot on the Isle of Skye, known for its dramatic sea cliffs, black-and-white sand beach, and often moody skies, making it a peaceful yet powerful coastal landscape.

Day 8 - Talisker Distillary Read More +

Activity: Talisker Distillary
Start Location: Carbost, Isle of Skye, IV47 8SR | Start Time: 11:30
Booking Reference: 7514920
Phone: 01478 614308 | Website: https://www.malts.com/en-gb/brands/talisker

Later this morning visit Talisker Distillery to tour its traditional whisky-making process and enjoy a guided tasting of its bold, peat-smoked single malt, rich with sea salt, spice, and honey—a true reflection of the island’s wild character.

The tour is roughly around an hour long please arrive 15 minutes before the start time and give your name and reference number at reception. You will enter a working distillery so place wear appropriate footwear, what you had for hiking will be fine.

Day 8 - Lunch Details Read More +

Restaurant: Three Chimneys & House | Location: Colbost, Dunvegan, Isle of Skye, IV55 8ZT
Reservation Time: 13:00 | Booking Reference: BYNTLAHL
Phone: 01470 511258 | Website: https://www.threechimneys.co.uk/

Enjoy lunch at The Three Chimneys pop-up, renowned for its creative use of the finest local ingredients and a true taste of Skye’s culinary heritage.

Please give your name and the booking reference to be seated. The budget for lunch is £38 per person, any spend over this will be payable locally by yourselves. The restaurant has a voucher to charge but if there are any issues please call our on call phone number on +44(0)7766 794 640.

Day 8 - Exploring Portree Read More +

Activity: Exploring Portree
Start Location: Portree, Isle of Skye, IV51 9EL

Spend the rest of the afternoon exploring Portree, strolling around its picturesque harbor, browsing local shops, and enjoying a coffee or treat in one of its cozy cafés.

Day 8 - Directions: Portree, Fairy Pools, Talisker Bay & Distillery & The Three Chimneys Read More +

Day 8 - Dinner Details Read More +

Restaurant: Dulse & Brose Restaurant | Location: Bosville Hotel
Reservation Time: 19:00
Website: https://perlehotels.com/the-bosville/

Please pay locally

Day 9 - Tuesday 17th June - Eilean Donan Castle, Culloden & Clava Cairns

Leave Skye behind and cross back to the mainland, where your first stop is Eilean Donan Castle, one of Scotland’s most iconic and photogenic fortresses. Set on a small tidal island at the meeting of sea-lochs, its dramatic location has made it a favourite among artists and filmmakers. The castle, originally built in the 13th century as a stronghold for Clan Mackenzie, played a key role in defending the Highlands against Viking invasions. Later, it became embroiled in clan feuds and Jacobite uprisings before being destroyed by government forces in 1719. Left in ruins for nearly 200 years, it was lovingly restored in the early 20th century, bringing its Great Hall, bedrooms, and kitchens back to life. From here, continue along to the shores of Loch Ness, the legendary home of Scotland’s most elusive creature. Pause at Urquhart Castle, a ruined stronghold that has witnessed centuries of conflict. Once a strategic medieval fortress, it changed hands many times between the Scots and the English during the Wars of Independence. Now, its dramatic ruins, perched on the water’s edge, offer stunning views across the vast, deep waters of Loch Ness—a perfect spot to scan for the famous monster. Arriving into Inverness you’ll visit Culloden Battlefield, the site of the last battle ever fought on British soil. On April 16, 1746, the Jacobite army, exhausted and outnumbered, faced the government forces of the Duke of Cumberland. In less than an hour, the dream of restoring the Stuarts to the throne was crushed, and the brutal aftermath saw the systematic destruction of Highland culture. Walk among the weathered memorial stones, marking the mass graves of the fallen clans, and feel the weight of history in the winds that sweep across the moor. Just a short drive away lies Clava Cairns, a 4,000-year-old burial site, shrouded in mystery. This collection of ancient chambered tombs and standing stones is believed to have been a place of ritual and remembrance for prehistoric people. The alignment of the stones suggests a connection to the winter solstice, and the site has become famous in recent years for inspiring the Outlander series’ time-traveling stones. Walking among the moss-covered cairns and lichen-speckled monoliths, you’ll sense the deep connection between Scotland’s ancient past and its enduring legends. As the day draws to a close, journey into the Cairngorms National Park, where rolling heather-clad hills and dense pine forests create a landscape of rugged tranquility. Settle into your accommodation this evening surrounded by the wild beauty of the Highlands.

Overnight: By Kingussie | Killiehuntly Farmhouse
Meals Included: Breakfast and Dinner

Day 9 - Eilean Donan Castle Read More +

Activity: Eilean Donan Castle
Website: https://www.eileandonancastle.com/

Tickets to the castle can not be pre-booked. If you would like to visit the castle it is best to arrive early to avoid most of the crowds. The visitor centre is open from 9:30am.

Day 9 - Urquhart Castle Read More +

Activity: Urquhart Castle
Website: https://www.historicenvironment.scot/visit-a-place/places/urquhart-castle/

If you would like to visit the castle tickets can be purchased on the day.

Day 9 - Culloden Visitor Centre Read More +

Activity: Culloden Visitor Centre
| Start Time: 14:00
Booking Reference: 12020394553
Website: https://www.nts.org.uk/visit/places/culloden

Entry time is flexible today but the guided tour of the battlefield is from 3pm. Please arrive to the museum 15 minutes before hand so your ticket can be printed.

There is a cafe on site if you would like lunch before your tour.

Your tickets are in the Additional Information section below.

Day 9 - Dinner Details Read More +

Hotel: Killiehuntly Farmhouse
Reservation Time: 19:30

Dinner at Killiehuntly is included in your stay and is served family style at the farmhouse kitchen table.

Day 9 - Portree to Culloden and Killiehuntly via Eilean Donan Castle Read More +

Day 10 - Wednesday 18th June - Exploring the Cairngorms National Park

Wake up surrounded by the vast beauty of the Cairngorms National Park, the largest national park in the UK and home to some of Scotland’s most dramatic landscapes. Covering nearly twice the area of the Lake District, the park boasts five of Scotland’s six highest mountains, as well as an abundance of ancient Caledonian pine forests, glacial lochs, and open moorland and is a haven for native wildlife. Begin the day at the Highland Folk Museum, where Scotland’s rural past is brought to life. Set on a mile-long site in the heart of the Cairngorms, this open-air museum offers a glimpse into centuries of Highland life, from crofting communities to the rise of industry. The highlight is the recreated 1700s Highland township, where costumed interpreters demonstrate traditional skills like weaving, blacksmithing, and peat-cutting. Wander through thatched cottages, their interiors furnished as they would have been centuries ago, and step inside a smoke-filled longhouse, where families once gathered around an open fire. As you explore, you’ll gain insight into the harsh but deeply rooted way of life that defined the Highland clans before the Clearances reshaped the region. Later, board the Strathspey Railway, a restored vintage steam train that journeys through the rolling landscapes of the Spey Valley. Settle into your elegant carriage, where the rhythmic chug of the locomotive and the billowing steam curling into the sky transport you to a bygone era of rail travel. As you pass through heather-covered hills, dense pine forests, and wide-open farmland, enjoy a classic afternoon tea of delicate sandwiches, warm scones, and fine Scottish shortbread. The distant peaks of the Cairngorms provide a breathtaking backdrop, making this a relaxing and nostalgic way to soak in the timeless beauty of the Highlands.

Overnight: By Kingussie | Killiehuntly Farmhouse
Meals Included: Breakfast and Dinner

Day 10 - Highland Folk Museum Read More +

Activity: Highland Folk Museum
| Start Time: 10:00
Website: https://www.highlifehighland.com/highlandfolkmuseum/

A mile long open air museum where you can walk back in time through Highland history. The Museum opens at 10am and entry is by donation.

Day 10 - Strathspey Steam Railway Read More +

Activity: Strathspey Steam Railway
Start Location: Aviemore Train Station | Start Time: 12:45
Booking Reference: D6CZ5HVM3
Website: https://www.strathspeyrailway.co.uk/

Enjoy a scenic ride on the Strathspey Steam Train in the 1st class cabin with a light lunch.

Please arrive 15 minutes before the departure time.

Your tickets are in the Additional Information section below.

Day 10 - Dinner Details Read More +

Hotel: Killiehuntly Farmhouse
Reservation Time: 19:30

Dinner at Killiehuntly is included in your stay and is served family style at the farmhouse kitchen table.

Day 10 - Killiehuntly to the Highland Folk Museum and Strathspey Railway Read More +

Day 11 - Thursday 19th June - Farewell to the Highlands

Today, you’ll have a relaxed breakfast, savouring the tranquil atmosphere of the Cairngorms before beginning your journey back to Edinburgh. If you wish, take a short morning walk, breathing in the fresh Highland air and soaking in the last moments of this wild and beautiful landscape. Whether it’s a gentle stroll through ancient pine forests, a walk along a riverbank, or simply stepping outside to admire the morning light over the hills, this is the perfect way to begin the day before returning to Scotland’s capital. Your first stop is at the House of Bruar, often referred to as the Harrods of the Highlands. This luxurious country shopping destination is known for its finely curated Scottish goods, from cashmere and tweed clothing to handcrafted homewares, artisan gifts, and fine food. Next, arrive at a private Highland estate, where you’ll be welcomed by the estate owners, who will personally guide you through their historic home and working estate. After meeting the estate animals, jump into a Land Rover and set off on an off-road adventure into the hills, traveling deep into the estate’s untamed landscape. Your journey will take you through rolling heather-clad moorland, past remote glens, and alongside sparkling lochs, with plenty of opportunities to spot red deer, golden eagles, and other native wildlife. Far from the beaten path, you’ll arrive at a remote mountain bothy, a traditional Highland shelter, set in complete solitude among the dramatic hills and open skies. Here, enjoy a luxury picnic lunch, thoughtfully prepared with the best of Scottish produce, from fresh seafood and smoked meats to fine cheeses and homemade delicacies. As you dine in this spectacular wilderness, surrounded by nothing but mountains and the sounds of nature, take in the incredible sense of remoteness and serenity that defines the Highlands. After lunch begin the last leg of your journey back to Edinburgh. As you arrive in Scotland’s vibrant capital for your final night, take time to soak in the city’s energy once more. Drop off your hire car and then perhaps enjoy a stroll through the illuminated Old Town, sip a cocktail in a historic bar, or indulge in a memorable farewell dinner at one of Edinburgh’s renowned restaurants, reflecting on your extraordinary journey through Scotland’s landscapes, history, and culture.

Overnight: Edinburgh | Kimpton Charlotte Square
Meals Included: Breakfast and Lunch

Day 11 - House of Bruar Read More +

Activity: House of Bruar
Website: https://www.houseofbruar.com

House of Bruar is a good place to stop to wander around and shop for any last minute Scottish souvenirs.

Day 11 - Straloch Wild Picnic Read More +

Activity: Straloch Wild Picnic

Start Location: Straloch, Enochdhu | Start Time: 13:00
Phone: +44 (0)7941 200 200 | Website: https://www.straloch.com/

Meet Will, the estate owner for a tour and wild picnic in a remote mountain bothy.

Google maps location: Here

Day 11 - Car Rental Drop Off Details Read More +

Car Rental Company: Aberdeen 4x4
Drop Off Location: Kimpton Charlotte Square Hotel | Drop Off Time: 19:00
Phone: 01224 877899

Please meet a representative from Aberdeen 4×4 at 7pm outside your hotel. Please make sure the vehicle has a full tank of fuel on your return.

Day 11 - Killiehuntly to Edinburgh via Straloch Estate Read More +

Day 12 - Friday 20th June - Depart for home

After breakfast, travel to the airport where you will bid farewell to Scotland, taking with you memories of medieval castles, ancient landscapes, and a journey through time itself.

Meals Included: Breakfast

Day 12 - Travel to Edinburgh Airport Read More +

Choose public transport or a taxi and make your way. to Edinburgh airport for your flight home.

Trip Details

Inclusions Read More
  • 11 nights accommodation
  • Meals, as stated in the itinerary above
  • Luxury car hire from Day 3 to Day 11
  • All Ferry travel included in the itinerary
  • Entrance fees and activities mentioned in the itinerary, specifically:
    • Underground vaults tour of Edinburgh
    • 1/2 day private guide in Edinburgh
    • Entry to Edinburgh Castle
    • Entry to Rosslyn Chapel
    • Private art and history tour of Drumlanrig Castle
    • Private day boat trip to the Slate Islands
    • Distillery tour and tasting
    • Distillery lunch
    • Entry to Dunvegan Castle
    • Entry to Culloden Visitor centre
    • Afternoon tea on the Strathspey Railway
    • Highland estate tour and luxury bothy lunch
  • Personalised trip design and delivery
  • Map and trip itinerary
  • Donations in your name to Kilmartin Glen Museum, Glencoe Visitor Center, Clava Cairns and Highland Folk Museum
  • 24/7 In-Country Support from the Wilderness Team
Exclusions Read More
  • Flights
  • Travel insurance
  • Airport transfers
  • Enhanced car insurance, damage or parking charges
  • Meals not mentioned in the inclusions
  • Activities and entrance fees not mentioned in the inclusions
  • Gratuities
Important Contact Numbers Read More
Wilderness Scotland Office | 9:00am – 5:30pm

UK: +44 (0)1479 420 020
US: 888 351 5707

Out of Office Hours | 5:30pm – 9:00am

+44 (0)7766 794 640

Emergency Services

999

Pricing Read More

The price of this trip is £9,670 per person and is based on availability at the time of booking.

Important Additional Information Read More
Terms & Conditions Read More

Please see our booking terms here.

Accommodation

Kimpton Charlotte Square

Charlotte Square | Edinburgh | Midlothian |
EH2 4HQ | Scotland
Phone: 800 44445 566
Web: kimptoncharlottesquare.com

Crossbasket Castle

Stoneymeadow Road | High Blantyre | Glasgow |
G72 9UE | Phone: +44 (0)1698 829461
Web: crossbasketcastle.com

Isle of Eriska

Benderloch | Near Oban |
PA37 1SD | Scotland
Phone: +44 (0)1631 720 371
Web: eriska-hotel.co.uk

The Bosville

Portree | Isle of Skye |
IV51 9DG | Scotland
Phone: +44 (0)1478 612846
Web: perlehotels.com/the-bosville

Killiehuntly Farmhouse

By Kingussie | Highlands |
PH21 1NZ | Scotland
Phone: +44 (0)154 661 619
Web: killiehuntly.scot

Kimpton Charlotte Square

Charlotte Square | Edinburgh | Midlothian |
EH2 4HQ | Scotland
Phone: 800 44445 566
Web: kimptoncharlottesquare.com

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Glencoe

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Loch Mallachie

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A photo of lots of bluebells in bloom in a field.

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Afternoon Tea

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Dolphins
Virtuoso

Journey Through Scotland’s History

Monday 9th June – Friday 20th June 2025