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Sheikh
🇸🇴 Somalia · Somaliland: Hargeisa and the interior (more stable, limited recognition)

Sheikh

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⛰️Location and altitude
Sheikh is a mountain town in the Sahil region, in the Golis range, at an altitude of about 1,430 metres. It sits roughly halfway between Berbera, about 71 kilometres away on the Gulf of Aden coast, and Burao, about 60 kilometres inland, on the Berbera-Burao road. You reach it by climbing the Sheikh Pass, one of the most spectacular roads in Somaliland.
📌The Sheikh Pass
This is the real highlight of the trip. From the village of Hudisa, at the foot of the Golis, the road climbs about 700 metres in barely ten kilometres of hairpin bends until it reaches the pass, at around 1,490 metres. The views over the coastal plain are huge, and on clear days they stretch to the Gulf of Aden. The original road dates from the British colonial period, and the stretch between Sheikh and Berbera has been under phased rehabilitation for years, funded by the Somaliland Development Fund. Sit on the cliff side.
📅Climate
This is why Sheikh exists the way it does. It has a mild steppe climate, with an average annual temperature of around 19 °C and about 466 mm of rain a year, peaking between April and May and between August and October. After Berbera's 40 °C-plus heat, driving up to Sheikh feels like entering a different world. Nights can be cold even in summer, so bring something warm. That advice sounds absurd until you're up there.
📌What kind of destination it is
Sheikh isn't a place for monuments or tourist services. It's a place for atmosphere: a town laid out on a grid, with British colonial buildings that are still standing or in ruins, the remains of a fort and of the governor's house, gardens and trees you won't find anywhere else in the region, a historic boarding school and, on the outskirts, one of the largest medieval settlement sites in the Horn of Africa. Visit it as a half-day trip from Berbera or as a stop on the way to Burao.
📌Population
Wikipedia gives a figure of around 93,600 inhabitants for 2023. That number covers the whole Sheikh district, not the town itself, which is much smaller: a place of straight streets with basic hotels, pharmacies, shops and eateries. Somaliland has no reliable modern census, so every figure is an estimate.
📌Safety
Important warning. Sheikh is in the Sahil region, one of three regions, together with Awdal and Maroodi Jeex, that the British FCDO excludes from its highest warning level. For these three it advises against «all but essential travel», while for the rest of Somalia it advises against all travel (June 2026 version). The US Department of State keeps all of Somalia at Level 4, «Do Not Travel», with no territorial exception and with an explicit mention of Somaliland (14 May 2025). In practice, people drive the Berbera-Sheikh stretch normally, but outside the cities foreigners usually need an armed SPU escort. Consular assistance is almost non-existent and healthcare is very limited, so dedicated travel insurance is essential.
📌Permits and escort
You need a Somaliland visa. A Somali visa is not valid. Eligible nationalities can get one on arrival at Hargeisa airport (about US$ 60), or you can apply at the missions in Addis Ababa, Djibouti, Nairobi and London. To travel outside the cities you need an SPU escort, which costs US$ 15-40 per day according to Wikivoyage and is negotiable. You arrange it in Hargeisa or, if you're coming from the coast, ask about it in Berbera.
📌Best time and how long to stay
November to February is when the coast is bearable and the drive up is a pleasure. Thanks to the altitude, Sheikh is actually pleasant almost all year round, but getting there means passing through Berbera or Burao. Half a day is enough for the town, the school, the colonial buildings and a stop at the pass. With a full day you can add the medieval site of Fardowsa, on the outskirts.
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🌤️ Weather in Sheikh
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There's a road in Somaliland that climbs seven hundred metres in ten kilometres of hairpin bends. Along the way, the landscape, the temperature and the vegetation all change completely. Below lies Berbera, with its forty degrees and its coral-stone old town baked bare by the sun. At the top is Sheikh: a town of straight streets at 1,430 metres, with trees, fresh air and British brick buildings that look like they belong to another colony.

The British made Sheikh their high-altitude retreat, the Somali version of the hill stations they built in India. It was a place to escape the heat of the coast, set up offices and a small garrison and, in 1958, open an elite boarding school. That school, the Sheikh Secondary School, now the Pharo School, educated a large part of the Somali and Somaliland ruling class, including two future presidents of Somaliland.

But the place's history goes back much further. On the edge of town lie the ruins of Fardowsa, a medieval stone city that between the 13th and 15th centuries was a trading hub between the pastoral interior and the ports of the Gulf of Aden. Excavations there have turned up imported pottery and Chinese porcelain. So Sheikh has two layers: a medieval trading post and a colonial mountain town. You can see both in a single morning.

📖 History of Sheikh

For centuries, the mountain pass where Sheikh now stands was the natural gateway between the Somali pastoral interior and the port of Berbera. On the outskirts of today's town are the ruins of Fardowsa, one of the largest medieval settlement remains in the Horn of Africa. This stone city traded with the Indian Ocean world between the 13th and 15th centuries, as the imported pottery and Chinese porcelain found at the site show. When the British Somaliland protectorate was set up in the late 19th century, the colonial administration valued the place for a different reason, its cool mountain climate, and turned it into a hill station with offices, residences, a small detachment and gardens. In 1958 the Sheikh Secondary School was founded there. It was a free, selective boarding school with a British curriculum, and it went on to educate much of the political elite of Somalia and Somaliland, including the future Somaliland presidents Mohamed Haji Ibrahim Egal and Ahmed Silanyo. The school was destroyed in 1989 during the offensive by Siad Barre's regime and stayed closed for more than a decade. In January 2003 the British educators Dick and Enid Eyeington, a married couple, reopened it with 53 pupils. In October of that same year both were shot dead on the school grounds. In 2005 a Hargeisa court handed down death sentences and life sentences for the crime. The school kept going and today operates as Pharo Secondary School.

Read the full history ↓

🏛️ Sheikh is in Somaliland: Hargeisa and the interior (more stable, limited recognition)

5,000-year-old rock art, a capital rebuilt from the rubble of 1988, and a state with its own currency, passport and elections that the world took thirty-four years to start recognising.

Read the history of Somaliland: Hargeisa and the interior (more stable, limited recognition) →

🗺️ What to see

1
The Sheikh Pass
This is the road that climbs from the village of Hudisa, at the foot of the Golis, to the pass at about 1,490 metres. It rises seven hundred metres in ten kilometres of hairpin bends, with makeshift viewpoints over the coastal plain and, on clear days, over the Gulf of Aden. It's probably the most spectacular road in Somaliland. Ask your driver to stop at the top.
2
The town's British colonial buildings
Sheikh keeps a striking set of British colonial buildings: residences, administrative offices, storehouses and military structures. Some are still standing and in use, while others have collapsed. People often compare the town to the British hill stations of India's Deccan Plateau, and that's no accident, because that was exactly the model. The rectangular street grid is also a colonial legacy.
3
Remains of the fort and the governor's house
Among the town's best-known ruins are the remains of a fort and of the colonial governor's residence. They show Sheikh's role as an administrative post and rest station for the protectorate. The sites are open, with no signs and no guards, so watch your step.
4
Pharo Secondary School (the former Sheikh Secondary School)
This is the most famous boarding school in the country's history. It was founded in 1958 under the British protectorate and admitted about fifty pupils a year by exam, with free tuition and a British curriculum. Its classrooms produced two presidents of Somaliland, Egal and Silanyo, along with prime ministers, cabinet ministers and much of the professional class. It was destroyed in 1989 and stayed closed for more than a decade. It reopened in 2003 and today teaches both the Somaliland curriculum and IGCSE. Visiting the campus requires permission, so ask beforehand and don't walk in on your own.
5
In memory of Dick and Enid Eyeington
This British couple of educators had spent forty years teaching in Africa when they reopened the school in January 2003 with 53 pupils. In October of that same year they were shot dead on the school grounds. In 2005 a Hargeisa court sentenced eight people to death and seven others to life imprisonment for the crime. The school carried on. It's a hard story, but it's part of the place's identity and worth knowing before you arrive.
6
Medieval ruins of Fardowsa
On the outskirts of town lies one of the largest medieval settlement remains in the Horn of Africa. This stone city flourished between the 13th and 15th centuries as a trading hub between the Somali interior and the ports of the Gulf of Aden. Excavations recorded imported pottery and Chinese porcelain, direct proof of its link to the Indian Ocean trade networks. The site isn't set up for visitors. You'll need a local guide and, if you want more than a walk around, a permit from the Department of Archaeology.
7
The gardens and trees
The British planted species in Sheikh that don't grow anywhere in the surrounding semi-desert. After hours of acacias and rock, the town's trees and gardens come as a surprise. They're the quickest way to understand why the British chose this spot.
8
The town, its shops and its eateries
Sheikh is a real town, not a stage set. It has straight streets, shops, pharmacies, very simple hotels and eateries where transport on the Berbera-Burao route stops. Sitting down for a cardamom shaah while the trucks roll past is one of the best ways to understand the rhythm of inland Somaliland.
9
Views of the Golis
The Golis range runs parallel to the coast, and here it reaches heights that give a mild climate in the middle of the Horn of Africa. Around the town there are short walks with wide views, best done early in the morning. Don't wander off without a local guide, because the terrain is open but easy to get lost in.
10
Herds and highland pastoral life
Goats, sheep and camels are still herded around Sheikh, by families who move with the rains. A herd crossing the road at the pass is the most common sight on the drive, and a good excuse to get out of the car and chat.
11
The road to Burao
About 60 kilometres inland lies Burao, Somaliland's second city and the place where independence was declared in May 1991. It's the natural next stop if you're heading east. Before you continue in that direction, though, check the security situation in the eastern regions.
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What nobody tells you

💵 Prices

Tickets

TypePrice
Pueblo, edificios coloniales, paso de SheikhFree, open access (2026)
Pharo Secondary School (antiguo Sheikh Secondary School)This is a working school, not a tourist attraction. Visits require prior permission and there's no admission fee. Ask the school management or go through your guide (2026)
Ruinas de FardowsaNo published rate. Access to archaeological sites in Somaliland requires permits from the Ministry of Trade and Tourism / Department of Archaeology. Ask in Hargeisa or through your agency (2026)
Escolta SPUUS$ 15-40 per day according to Wikivoyage, negotiable to around US$ 15. Mandatory for foreigners outside the main cities (2026)
🔄 updated monthlyOfficial / reference values · double-check when buying

Activities and tours

ActivityPriceDurationOperator
Half-day trip from BerberaYou hire a vehicle with a driver. No published rate. Add the escort if requiredHalf a day (about 71 km each way)Hired car or a Hargeisa/Berbera agency
Stop at the pass on the Berbera-Burao driveNo extra cost if you're passing through20 to 40 min stopShared transport or hired car
Walking tour of the town and the colonial buildingsFree; local guide by arrangement1 to 2 hOn your own or with a local guide
Visit to the medieval ruins of FardowsaNo published rate. Requires a local guide and, for any work beyond a visit, an archaeological permit1 to 2 hLocal guide / Somaliland Department of Archaeology
Short walk around the GolisFree1 to 3 hWith a local guide; there are no marked trails
🔄 updated monthlyOfficial / reference values · double-check when buying

🚌 How to get there and distances

Getting around

On foot around town
Free
DurationAs you like
Notes
Sheikh is small and easy to get around on foot. Unlike the coast, the cool climate makes walking pleasant
Hired car with driver
DurationPer day
Price
Negotiated per day. This is the standard way to get there and get around
Notes
Essential for driving up the pass and combining the visit with Berbera or Burao. If an SPU escort is required, add its cost
Shared minibuses and 4x4s on the Berbera-Burao route
DurationAbout 1.5 h from Berbera
Price
Cheap local fare. Against the Compass puts intercity buses at 20,000-40,000 Somaliland shillings (2026)
Notes
They leave when full and run to no timetable. This is the cheap option, but for a foreigner the escort requirement can make it complicated
🔄 updated monthlyOfficial / reference values · double-check when buying

How to get there

Berbera → Sheikh
Airlines / operatorsShared minibuses and 4x4s; hired car
Avg. priceCheap local fare if shared; negotiable if private
DurationAbout 1.5 h for roughly 71 km, climbing the pass
Burao → Sheikh
Cheap local fare
Airlines / operatorsShared minibuses and 4x4s
DurationAbout 1 h for roughly 60 km
Hargeisa → Sheikh (via Berbera)
Airlines / operatorsHired car or a combination of shared transport
Duration4 to 5 h in total
Avg. price
Negotiable. The Hargeisa-Berbera leg costs around US$ 5 per seat in shared transport according to Wikivoyage (old figure)
Laas Geel + Berbera + Sheikh combined
Airlines / operatorsHired car with escort from Hargeisa
Duration2 to 3 days with a night in Berbera
Avg. price
Ask for a quote. The Laas Geel permit costs about US$ 25 per person (2025-2026)
🔄 updated monthlyOfficial / reference values · double-check when buying

🏨 Where to stay

No exact prices: a scale from $ (budget) to $$$$$ (luxury), with 2-3 options per category.

Hotels in town
Price$$$$$
Recommended options
Sheikh has very basic lodgings aimed at truckers and local travellers on the Berbera-Burao route: a plain room, a mattress, a shared bathroom and little else. There are no published rates and no online booking. You pay on the spot in cash, and prices run to a few dollars a night. There are no mid-range or upscale hotels
Staying in Berbera (recommended)
Price$$$$$
Recommended options
The usual and most comfortable option is to visit Sheikh as a day trip and sleep on the coast. In Berbera, the Maan-Soor in Batalaale and the Berbera Beach Hotel are the go-to beach hotels. The Barwaqo Hotel listed private rooms from about US$ 10 according to Against the Compass (2026)
Staying in Burao
Price$$$$$
Recommended options
If you're carrying on inland, Burao has a modest but workable choice of hotels, roughly US$ 15-40 a night. Rates aren't reliably published
Basing yourself in Hargeisa
Price$$$$$
Recommended options
For a full circuit, the capital is still the best base. The Maansoor Hotel starts at about US$ 58 according to its own rate sheet (2026), the Ambassador and the Damal are in the same bracket, and budget options such as the Maamu Hotel cost around US$ 20-25 (Against the Compass, 2026)

🍴 Where to eat

Comedores de ruta
Price$$$$$
Options / signature dish
What Sheikh offers: simple eateries for truckers and travellers, serving rice, goat stew, Somali-style pasta and canjeero. Less than a dollar to a couple of dollars per meal (for reference: 10,000-20,000 Somaliland shillings in popular places, Against the Compass, 2026)
Salones de té
Price$$$$$
Options / signature dish
Shaah, black tea with milk, cardamom, cinnamon and cloves, costs a few cents and is the town's social institution. In the cold of the highlands, it's genuinely welcome
Puestos y tiendas
Price$$$$$
Options / signature dish
Biscuits, dates, bottled water, fruit and sambusas. If you're spending the day, bring water and some food from Berbera
Comer bien: en Berbera
Price$$$$$
Options / signature dish
For a proper meal, try the fish from Berbera's port: grilled grouper, snapper, tuna and lobster, at around 30,000-40,000 shillings in mid-range restaurants (Against the Compass, 2026). There's nothing like it in Sheikh

📖 History of Sheikh

Origins, formation and what the sources say.

The pass: why there was always someone here

The Golis range runs parallel to Somalia's northern coast like a wall. It separates the scorching plain along the Gulf of Aden from the inland plateau, home to Somali herders and the way up to the Ethiopian highlands. That wall has few passable crossings, and one of the best lies exactly where the town of Sheikh stands today, at an altitude of about 1,430 metres.

For centuries, everything moving between Berbera and the interior had to come through this point. Caravans came down loaded with hides, myrrh, frankincense, ivory and coffee from the Ethiopian highlands. Going up were the cloth, rice, dates, iron and pottery that arrived by sea from Arabia, Persia and India. The pass was more than a geographical feature: it was a natural toll point, a place to stop, water the animals and sleep before tackling the descent or the plateau.

The climate added a second advantage. At this altitude, the average annual temperature is around 19 °C, and about 466 mm of rain falls each year. That is a great deal by the region's standards, with peaks between April and May and between August and October. It means pasture, water and living conditions completely different from the coast, where Berbera stays above 40 °C for almost four months. Anyone who has driven up the slope in high summer understands at once why people stayed up top.

en.wikipedia.org · Sheikh, Somalilanden.wikipedia.org · Berbera

Fardowsa: a stone town from the 13th to the 15th century

On the outskirts of the present-day town, among the scrub and the rocks, lie the remains of one of the largest medieval settlements documented in the Horn of Africa: the town of Fardowsa. It was a stone-built urban centre, with domestic and commercial buildings, that flourished roughly between the 13th and 15th centuries as a hub of trade between the pastoral interior and the ports of the Gulf of Aden.

The archaeological finds tell the story better than any chronicle. Surveys and excavations at Fardowsa and the other stone towns of inland Somaliland have turned up imported ceramics and Chinese porcelain, which in this region ranges from the Tang to the Ming period, along with glass and other long-distance goods. This is direct proof that this mountain town, remote today, was linked to the Indian Ocean networks that connected East Africa with Arabia, Persia, India and China.

Fardowsa is not an isolated case. Inland Somaliland is dotted with ruined medieval stone towns, and many others besides. Among them are Amud, near Borama, with hundreds of houses, mosques and courtyards full of glass and porcelain; Abasa; and Aw Barkhadle. Most of them date from the period of the Adal Sultanate and the region's Islamic trade networks. This sophisticated, cosmopolitan medieval urban world flatly contradicts the image of the Horn of Africa as a purely nomadic place.

Much of what we know comes from systematic work begun in 2007 by the Somali archaeologist Sada Mire. As Somaliland's Director of Antiquities, she helped set up the Department of Tourism and Archaeology and recorded close to a hundred heritage sites in the territory. Like almost all of them, Fardowsa still has no large-scale excavation, no visitor facilities and no international protection.

link.springer.com · S10437 015 9184 9africanhistoryextra.com · The ruined stone towns of medieval

The protectorate's hill station

When the British set up the Somaliland protectorate between 1884 and 1888, they inherited a domestic problem well known across their empire: the heat. Berbera, the protectorate's capital until 1941, was unbearable for European officials and soldiers for much of the year. The solution was the usual one, already tried in India: build a hill station.

Sheikh filled that role. At 1,430 metres, with a mild climate, water and greenery, it became the protectorate's highland retreat. It had residences, administrative offices, storehouses, a small military detachment and gardens planted with imported species. The town's layout, a grid of straight streets, gives away that origin. So does the architecture of its buildings, which more than one visitor has compared with the British hill stations of the Deccan plateau. The same goes for the ruins visible today: a fort, the governor's house and official housing.

The British also built the piece of engineering that defines the place. The road climbs from the village of Hudisa, at the foot of the Golis, rising some seven hundred metres in barely ten kilometres through a series of hairpin bends. This route is still the main road between Berbera and the interior. It is now paved and being rehabilitated in phases funded by the Somaliland Development Fund. It is the most spectacular road in Somaliland and one of the most impressive in the Horn of Africa.

It is worth remembering that the British protectorate was a bare-minimum colony. London invested little, built no infrastructure and treated the territory essentially as a source of meat for the Aden garrison. Against that backdrop of deliberate scarcity, Sheikh stands out precisely because the British did build something there, and for a far from selfless reason: so they could breathe.

en.wikipedia.org · Sheikh, Somalilanden.wikipedia.org · British Somaliland

1958: the school that shaped a country

The most lasting mark the British left on Sheikh was not an administrative building but a school. In 1958, two years before independence, Sheikh Secondary School was founded. It was a free, selective boarding school with a British curriculum, taking about fifty pupils a year from across the protectorate, chosen on merit by examination.

Its impact was far greater than its size. Between 1958 and 1989, those classrooms produced a large share of the Somali and Somaliland ruling class: ministers, prime ministers, academics, doctors and diplomats. Former pupils include Mohamed Haji Ibrahim Egal, prime minister of Somalia and later president of Somaliland from 1993 to 2002. They also include Ahmed Mohamed Mohamoud "Silanyo", president of Somaliland from 2010 to 2017, and Ali Khalif Galaydh, prime minister of Somalia. That a boarding school in a mountain town produced two heads of state and several heads of government says a lot about the role it played.

The end came with the war. In 1989, during the Siad Barre regime's offensive against the north, the school was badly damaged. The collapse of the Somali state and the civil war then kept it closed for more than a decade. The buildings fell into disrepair, the boarding school emptied and the town lost its most important institution.

In September 2002, a British couple of educators with forty years of work in Africa moved to Sheikh to reopen it. Dick and Enid Eyeington had taught in Swaziland and were working for SOS Children's Villages. The school reopened in January 2003 with 53 pupils and took in another fifty that same year. In October 2003, both were shot dead in their home inside the school grounds, and their bodies were found the next morning. In November 2005, a court in Hargeisa sentenced eight people to death and another seven to life imprisonment for the crime.

The school did not close. It kept going and grew, and today it operates as Pharo Secondary School, teaching both the Somaliland curriculum and IGCSE. Once again, it is one of the leading schools in the territory.

en.wikipedia.org · SOS Sheikh Secondary Schoolthenewhumanitarian.org · Heavy sentences murder aid workers…

Sheikh today: a town between two sets of ruins

Today's Sheikh is a small town of straight streets where traffic on the Berbera-Burao road stops. It has very basic hotels, pharmacies, shops, truckers' canteens and tea houses. It lives off passing traffic, highland herding and the school. The herds of goats, sheep and camels move with the rains. There is no tourist infrastructure of any kind.

What makes it interesting is the layering. On the outskirts are the stones of Fardowsa, a medieval town that traded with China. In town are the ruins of a British fort and of a colonial governor's house. In between are a boarding school that trained presidents and a whole collection of 20th-century stories. All of it lies within a few kilometres, without a single information sign.

The lack of signage is no accident. Because no state recognises Somaliland, it cannot use the mechanisms of the UNESCO World Heritage Convention or put forward nominations. That rules out Laas Geel, the medieval stone towns and the colonial heritage of Berbera and Sheikh. Protection depends on the local Department of Archaeology, on occasional bilateral cooperation and, above all, on the local people.

The big change under way is the road. The section-by-section rehabilitation of the Berbera-Burao road, with the Sheikh-Berbera stretch now under construction, is part of the logistics corridor linking the port expanded by DP World with the interior and with Ethiopia. For Sheikh, that means more traffic, better access and probably more visitors. For now, though, it is still what it has always been: a cool spot at the top of a climb, where you stop for a cup of tea and look down.

somalilanddevelopmentfund.org · Motrd and sdf celebrates upgrades to the…en.wikipedia.org · Sheikh, Somaliland

📚 Bibliography

  • Wikipedia (EN) — «Sheikh, Somaliland»: https://en.wikipedia.org/wiki/Sheikh,_Somaliland
  • Wikipedia (EN) — «SOS Sheikh Secondary School»: https://en.wikipedia.org/wiki/SOS_Sheikh_Secondary_School
  • Wikipedia (EN) — «Dick and Enid Eyeington»: https://en.wikipedia.org/wiki/Dick_and_Enid_Eyeington
  • Wikipedia (EN) — «British Somaliland»: https://en.wikipedia.org/wiki/British_Somaliland
  • Wikipedia (EN) — «Sheikh District»: https://en.wikipedia.org/wiki/Sheikh_District
  • The New Humanitarian — «Heavy sentences for murder of aid workers in Somaliland» (15 November 2005): https://www.thenewhumanitarian.org/news/2005/11/15/heavy-sentences-murder-aid-workers-somaliland
  • ReliefWeb — «Two British SOS Children's Villages staff killed in Somaliland»: https://reliefweb.int/report/somalia/two-british-sos-childrens-villages-staff-killed-somaliland
  • Sada Mire — «Mapping the Archaeology of Somaliland: Religion, Art, Script, Time, Urbanism, Trade and Empire», African Archaeological Review (2015): https://link.springer.com/article/10.1007/s10437-015-9184-9
  • African History Extra — «The ruined stone towns of medieval Somaliland and the empire of Adal (ca. 1415-1577)»: https://www.africanhistoryextra.com/p/the-ruined-stone-towns-of-medieval
  • SAPIENS — «Sada Mire: Somali Archaeologist»: https://www.sapiens.org/archaeology/sada-mire-somali-archaeologist/
  • Somaliland Development Fund — rehabilitation works on the Berbera-Burao road (Sheikh-Berbera section): https://www.somalilanddevelopmentfund.org/media-room/press-releases/motrd-and-sdf-celebrates-upgrades-to-the-berbera-burao-road-inaugurates-next-phase-of-construction-between-sheikh-and-berbera
  • Sheikh Alumni — «Our school» (history of Sheikh Secondary School): https://www.sheikhalumni.org/Home/OurSchool

❓ Frequently asked questions

Is Sheikh worth the detour?+
If you're interested in colonial architecture, history or just mountain scenery, yes. It's one of the most unusual visits in Somaliland, and the contrast with the heat of the coast is unforgettable. If you're looking for monuments, museums or tourist services, you won't find any. The best plan is a half-day trip from Berbera, or a long stop if you're on your way to Burao. The pass alone makes the trip worthwhile.
Can you visit the school?+
It's a working boarding school, not a museum. Pharo Secondary School is the successor to the historic Sheikh Secondary School founded in 1958, and it has resident pupils. Don't walk in on your own. If you want to see it, you have to ask the school management for permission in advance, ideally through a local guide or your agency. Even from outside, you can appreciate the buildings, and the history of the place speaks for itself.
What happened to the Eyeingtons?+
Dick and Enid Eyeington were a British couple of educators with forty years of work in Africa behind them. They arrived in Sheikh in September 2002 to reopen the school, which had been destroyed in 1989 and closed for more than a decade. The school reopened in January 2003 with 53 pupils. In October of that same year both were shot dead in their house on the school grounds. In 2005 a Hargeisa court sentenced eight people to death and seven others to life imprisonment for the crime. The school kept running and grew. Local people know the story well, so ask about it respectfully.
Do you need an armed escort to go?+
The rule in Somaliland is that foreigners need an SPU escort outside the main cities, at a cost of US$ 15-40 per day. The Berbera-Sheikh stretch is in the Sahil region, which along with Awdal and Maroodi Jeex is the least restricted, and people drive it normally. Still, how strictly the rule is applied varies. Check with your hotel in Berbera or with the local police before you set off, and don't argue about the requirement at a roadside checkpoint.
What are the Fardowsa ruins?+
Fardowsa is a medieval site on the outskirts of today's town and is cited as one of the largest medieval settlement remains in the Horn of Africa. Between the 13th and 15th centuries it was a trading hub that linked the pastoral interior with the ports of the Gulf of Aden. Excavations recorded imported pottery and Chinese porcelain, direct proof that it was part of the Indian Ocean trade networks. The site has no facilities or signs. Visit with a local guide, and if you want more than a quick walk around, ask about permits from the Department of Archaeology.
How should you dress?+
Dress conservatively, as everywhere in the territory: cover your shoulders and knees, and women should bring a headscarf. Wearing one is appreciated, although foreign women aren't always required to. Also bring a warm layer. At 1,430 metres, especially at night or when it's windy, it gets a lot colder than you'd expect in the Horn of Africa. Plenty of people arrive from Berbera in hot-weather clothes and regret it.
How much time should you give it?+
Half a day is enough for the town, the colonial buildings, a long stop at the pass and a look around the area. Allow a full day if you want to add Fardowsa and do a bit of walking in the Golis. As a base for the night it's awkward: the guesthouses are very basic, so unless you want the experience, it's better to head back to Berbera or carry on to Burao.

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Image credits
Photos from Wikimedia Commons, each under its own licence (CC BY, CC BY-SA or public domain). Open each file to see its author and licence.
Somaliland, Sheikh, aerial view (02)