
The Georgian architecture of Jamestown, St Helena, descending down through Market Street.
Jamestown St Helena has changed little in appearance over the last few centuries.
If Joshua Slocum or even the Duke of Wellington were to step ashore in the island’s capital today, having returned in a time machine, the only thing that might set their alarm bells ringing of something being amiss (besides the time machine) would be the motor vehicles. Other than that, old, grainy archive photos indicate the scene is very similar.
Jamestown St Helena, The Four Street Capital | by Sharon Henry
Okay I might have exaggerated, perhaps the rock netting or the Olympic sized swimming pool or the missing church spire would also be confusing but you get the picture – we are kind of stuck in a time warp. Since the island’s discovery by the Portuguese in 1502 and eventual settlement by the English in 1659 a fair chunk of built heritage has survived.

Ray Hudson, one of the residents in Napoleon Street, Jamestown, St Helena, keeps an eye on the comings and goings from his front steps.

Jamestown, St Helena, the island’s capital. Two of the main roads out of Jamestown can be seen here; the dark shape of Side Path Road running along the hillside on the right and the start of Ladder Hill Road heading up the hillside to the left.

The three storey Post Office building in the heart of Main Street, Jamestown.
Tiny she may be with just four streets, yet St Helena’s capital and only city boasts its fair share of culture and diversity. Scenes can switch from 18th century England to tropical Mediterranean architecture, battered Ford Escorts to flashy SUVs and on occasions sleepy streets to bustling carnival parade.
One of my favourite things to do since childhood is walking along the seaside listening to the piercing cries of the red-billed tropic birds overhead, or ‘trophy birds’ as we call them. And dipping my hands into the Garden pond trying to catch a gobby. And people and traffic watching on the Bridge, London-esque. As you can see, I have a few favourites.
Jamestown is my home town and I love its ‘uniqueness,’ its old worldly vibe and grubbiness. It took me a few years to really appreciate these qualities – that Jamestown is special and sets its own pace.
I like our status as one of world’s most isolated cities.

Having a rest outside the Market building in Jamestown St Helena.
On The Trail Of Breadcrumbs
Don’t mistake ‘old worldly’ for backward. Behind the Georgian facades you’ll find computers and LCD monitors and on the roofs, TV aerials and AC units.
But if you look closely there are remnants of yesteryear everywhere, a clear trail of historic breadcrumbs that cannot be swept away. Fragments from Slocum’s and Wellington’s time, mingle with mine. It’s nice to think that I’ve scuffed the soles of my shoes, as they probably did, on the boot scrapers welded to the railings of Essex House.

Solomon & Company‘s new shipping and insurance offices are brand new, or rather, a stylish renovation of an older Jamestown building.

Inside one of the clothes shops along Main Street in Jamestown, St Helena.

Wellington House (blue building) is a locally owned hotel on the Main Street of Jamestown. It is named after the Duke of Wellington who visited St Helena in the early 19th century but it is unclear whether he actually stayed here.
The history of St Helena and Jamestown is already well documented so instead here’s an informal insight into Jamestown today.
The Secret Of Life
You’ll find no McDonald’s or Starbucks franchises here, minimal commercialism and no garish billboard advertising. The length of the town measures roughly a mile from the edge of the wharf to tip of the hospital at New Bridge. A stroll around Jamestown won’t take long and it’s impossible to get lost.
You’ll meet people like Derek Bennett who walks a mile up Ladder Hill, twice a day, at the impressive age of 85. He does it in half an hour. He says his secret to longevity is to “have plenty of exercise and keep walking!” Also he doesn’t eat “tin stuff” and prefers fish to meat.

Derek Bannett is one of Jamestown’s fittest residents, still walking up and down Ladder Hill every day at age 85. Derek lives near Little Italy in upper Jamestown.

Pilling Primary School in Jamestown. This is one of the three primary schools on St Helena, the other two are located up in the country districts.

Friday night music entertainment by the Big Easy band, at the Mule Yard bar on the sea front. Jamestown is the hub of much of St Helena’s after dark recreation with a selection of pubs and bars in the lower part of the town.
Being the only port to the outside world it almost goes without saying our tiny capital is also the island’s hub. Even though only around 14% of the population lives here, if anything’s happening, this is where it’s at. It’s THE place for island events, gossip, work, services, nightlife, and most especially shopping.
The Thursday Morning Vegetable Rush
Shopping does have its peculiarities and can be a little frustrating if you don’t know some of them. For instance, most shops close half day on Wednesdays, bread is usually sold out after lunchtime and the spoils of fresh vegetables from the country arrive on shelves at 9am on Thursdays. Miss it, miss out!

Vegetable day at Thorpe’s Grocery store in Jamestown, St Helena. Fresh produce from the country is delivered and taken to the shelves for eager customers.

Jamestown is home to St Helena’s only shopping district. Main street is lined with grocery, hardware and clothes shops. This is the cosmetics counter in Warren’s Department store.

Patsy Youde at her house in Botanical Gardens, Jamestown, tells me about the old days on St Helena.
“Being close to the shops really is the best thing about living in town,” Patsy Youde tells me as she sits in her garden watching traffic go by. “There have been loads of changes over the years. I remember watching donkeys coming into town from the country. They used to be tied up at the back of the Rose & Crown.” The water trough and tethering rails are still there on Shy Road; more breadcrumbs.
One of Patsy’s highlights of town life is Old Year’s night. “The neighbours gather and we sit out on the pavement and have a party. We used to dance in the street but there’s too much traffic now.”

The essential street front of Jamestown is little changed over the decades and centuries even. The town and its architecture is a major feature of St Helena.
Bugbears And Glugging Beers
Speaking of which, a town with limited space and originally planned for horse and cart is finding it difficult to swallow the umpteen vehicles pouring in to the island and parking is a problem. It’s a personal bugbear of mine. There is talk of introducing parking meters, park and ride or converting the Prince Philip playground into parking spaces. A limited public transport system exists but it’s restrictive to most needs. I was recently asked if I had a magic wand what would I do for St Helena. Well, I’d use it to whip up a good bus system, one that runs routes every half hour to eliminate the traffic congestion. If only…

Upper Jamestown, St Helena. The hospital (green roof) can be seen at the top of the picture near St John’s church, while Barracks Square is visible near the bottom with the vehicles parked in the middle.

Indian mynah birds are the noisy scavengers of Jamestown. Originally introduced in 1829 to combat ticks on cattle but the birds initially didn’t thrive. Later, in 1885 five mynahs were set free in the Briars and these went on to quickly multiply and become the nuisance they are today. (Info taken from Gosse)

The Standard Bar is a traditional pub located on The Bridge in Jamestown. Cynthia Isaac works as a cleaner in the pub.
There are five bars in town and Cynthia Isaac has been a cleaner in the Standard pub since the 80s (although she hardly drinks herself.) Smiling she remembers working in Dillon’s ‘up the street’ a venue whose dance floor was crammed every weekend. “It used to be really great.”
Now the places to go on the weekends are the White Horse on the Bridge, or Donny’s or Dillon’s on the seafront where imported Windhoek lager slips down as easy as the sun at the end of the day.
Jamestown, St Helena and the Four Storey Scrapers
Jamestown seemingly enjoys its own weather system where it’s warmer, sunnier and drier than the rest of the island. Country people are often caught out having dressed for colder climes! Fruits grow here that you’d be hard pressed to find elsewhere on St Helena; bittersweet tamlets (tamerinds), acid naartjies (citrus) and juicy pawpaws (papaya) and mangoes.

Jamestown, St Helena has a perfect climate for a range of fruit which grow well in the valley, including mangoes, bananas and these naartjies.

During school holidays many youngsters like to meet up and hang out in Jamestown.

Residents at Old Boys’ School apartments in upper Jamestown watching the morning street activity. The 2016 census revealed 629 of St Helena’s 4,534 population live in Jamestown.
Jamestown is the only place on island where you’ll find ‘high rise’ buildings (four storey). As a child I was envious of friends whose ‘upstairs’ houses stood on the street, placing them in the middle of the action able to watch daily goings on. It’s not uncommon to find people in full conversation, one person at street level the other a few storeys up.
Jamestown’s Little Bit Of Hollywood
My love for cinema began in what used to be Cecil Corker’s cinema. Unfortunately the cinema no longer exists, having suffered from the introduction of video tapes and VCRs. But I have many happy memories of watching ‘Mickey Mouse’ cartoon preludes and films like ‘Grease.’

By chance I re-discovered these 76 year old murals that I remember seeing in the Paramount cinema hall, Jamestown, as a young girl. The cinema was long since closed and the building is now used as a warehouse, but the paintings are still there and in surprisingly good condition.
The movie hall walls were bordered with murals of cowboys and Indians, sailing ships and flowers and I only recently discovered they still existed (to a degree), it felt like seeing long lost friends. The old cinema is now a warehouse of Thorpes, a retail business and amongst the shelving some murals are visible. The owner, Nick, who is a walking encyclopaedia on St Helena history, told me they were painted during the war in the 1940s by an Oswald Jones. He used to be a screen painter in Hollywood in the 1920s hence the American theme. Breadcrumbs.

Brown’s Video Library in the middle of ‘downtown’ Jamestown.
A Word About The Elephant
If you haven’t heard already, St Helena fishcakes are the world’s best . They feature on most eatery menus. Fast food is popular here and Michael ‘Black Neck’ Leo’s street food setup offers healthier flame grilled options. It’s hard to resist those delicious barbeque smells.
One way to move about town undetected is via the Run. Tucked out of sight this man-made watercourse channels rainwater through the town and out to sea. It makes a lovely walk and the route runs from China Lane near the hospital down to the playground area (opposite the Rose & Crown shop.) It’s mainly used by locals and feels like a secret getaway.

‘The Run’ hidden away behind the street front property but running the full length of Jamestown, through the valley. The water flow is most plentiful during periods of heavy rain on St Helena.

Mike’s Munchies does great street food in Jamestown. Head chef, Michael Leo, offers an extremely tempting menu that includes stir fry chicken wrap, tuna mince on roll and homemade beef burgers.

Heavy duty steel netting now offer some protection from rock rolls in Jamestown. There are catchment fences like these further up the valley and huge nets that cover the cliffs around the lower wharf area.
Something that should be mentioned are the towering valley hillsides, besides being amazing backdrops they do present the danger of rock fall. Townies have a sort of indifference to the matter, it’s something they live with, adopting an ‘if it’s meant to be…’ mentality.
Good news though, Jamestown St Helena underwent a rock stabilisation programme over the last 10 years and has netting firmly attached to the hillsides designed to reduce the risks. The last significant rock fall was in 2014 and no one was hurt, the last fatal one happened in 1984. A ‘rock guard’ team constantly monitors the hills and safely removes anything untoward.

Jacob’s Ladder a concrete stairway rising 600ft up the steep valley side has 699 steps. It was built in 1829 by Governor Charles Dallas as a funicular to connect Jamestown with the country. It is one of St Helena’s most popular tourist attractions today.
This Is So St Helena
So this is Jamestown St Helena, a mish-mash of tin roofs, full of boisterous mynah birds and quite higgledy-pidledy from certain angles. Streets that are safe, where a smile will be returned, modern age meeting with the old.

The Castle in Jamestown is home to the government of St Helena. The coat of arms, dated 1834, above the entranceway belongs to the last East India Company Governor, Charles Dallas.
By five o’clock the shops are shut, offices closed and company buses haul an exodus of workers back to the country, leaving in their wake a peace broken only at dusk by screeching and squawking birds settling in the playground trees for the night. For me it’s a sound that is ‘so St Helena’ and another Jamestown favourite.
Hopefully you too will have a favourite.

A view across the red roof tops of the island’s capital, Jamestown St Helena.
If you’ve enjoyed this tour through Jamestown St Helena, you might also like to explore the district of Longwood with us, best known for the final residence of Napoleon Bonaparte.
Click Here to go up to Longwood.
Many years ago, whilst serving in the forces, I had the great pleasure of visiting St Helena. Looking at your pictures brought back many happy memories, St Helena is one of the most beautiful places on earth and the people so friendly.
I have the good fortune to live in a little South Devon fishing port and have some fantastic walks on the South West coastal path
armed with my camera, happy days, keep up the excellent work
Thanks for this feedback Steve, very nice that St Helena left such a nice impression.
We spent a little time in your neighbouring Cornwall some years back, Porthleven, another little coastal port, very beautiful, so can imagine what you’re talking about.
Best wishes from St Helena.
as always fantastic piece of reading 😊
Absolutely beautiful, my best friend Greta comes from St Helens and the way she described it is just like the photos you have shown, I would love to come and visit your Island one day, my other friends June and Jerry Evans are coming to the Island next month, lucky them. Please keep posting more beautiful photos of your magnificent Island on Facebook, thankyou from Diane X
Glad the Jamestown photos has brought your friend’s island to life! Fingers crossed that with future air access a visit to St Helena will be a step closer for you. Enjoy the rest of the blog!
Stunning pictures as we have come to expect from this blog. Great story line and I think superbly catches the Jamestown feel….. additionally it portrays the town, the people, the food and the activities as they really are and not a media slant in capturing a story….great stuff!!!
Thanks for that Derek – Jamestown oozes culture and has so many features and stories to tell glad that you enjoyed it. 🙂
My mom was born and grew up in St. Helena (Olive Maud Cranfield) – it is top of my buck list to visit my ‘roots’ Thank you for a most interesting article, especially enjoyed the photos
Thanks Tony! We hope you are able to fulfil this bucket list wish someday and see our historic town for yourself. 🙂
Love it! Well done guys…how extremely lucky we are to have such a beautiful unique little town 🙂
Thanks Julie – it is hard sometimes not to take it for granted 🙂
This is an excellent article, I like it because it mentions three things that sums up Jamestown, the people , the run , our love of gossip.
Thank you Rodney that means a lot coming from a ‘home boy.’ Jamestown rocks! 🙂
Thank you for this fascinating post, reading the article made me feel like I was there, experiencing Jamestown in person. I would love to visit Saint Helena someday…but in the meantime I feel fortunate that I found your site! I look forward to each new post.
Great to have a reader all the way from California! Glad you enjoyed the post and hopefully you’ll visit someday and discover a few breadcrumbs of your own. 🙂
Very tasty breadcrumbs indeed. Thanks for the insight info and great photos. Concerning the call of the Duke of Wellington in 1805 on board the TRIDENT: some people say he stayed in Porteous House, others say he stayed in what is now Wellington House. He in fact stayed with the Balcombe family at The Briars!
Proof of that fact is a letter of Wellesley to Admiral Malcom in 1816, in which he wrote: „Tell Boney that I find his apartment at the Elysée-Bourbon very comfortable and I hope he has
enjoyed mine at the Balcombes’.”
Thanks for the comment and the feedback.
Lovely pictures – they take me back to the wonderful time I spent on the Island ……
Thanks Karel – glad you liked the photos 🙂
History lovingly brought to life Sharon. …I devoured all the crumbs. ..!
Thanks so much Di – hope the belly’s not too full 🙂
Jamestown is a beautiful town, you do such a great job bringing it to life with your photos.
Agreed – Jamestown is beautiful and amazingly there is so much to photograph considering its size 🙂
Great article as usual you Saint guys! Lovely photos too!
Thank you Wendy 🙂
Great memories. True I never got lost in Jamestown, but I did on Diana’s Peak and only just got back to catch the RMS. Dear Irene Harris was such a wonderful hostess and all the Saints are wonderful. Is Annie’s Place still going?
Ha that’s a great story – getting lost on St Helena! Doesn’t sound like you’d have been too upset if the RMS sailed off without you though?! Yes Anne’s Place is still going now under the management of her daughter-in-law. 🙂
Wonderful pictures reminding me of a wonderful time spent on St Helena
waited to see this one Sharon …………………………………u did a great job !!!!!
Thanks Sandra – really enjoyed photographing the town and her people (including mannequins)! 🙂
great shots of a wonderful island let hope it keeps it character as things move on and it develops it tourism potential.st Helena needs to attract visitors but not damage the things that make the island the special place it is, by inappropriate building built in the wrong places and spoiling the old town scenes.
Yes we totally agree – and as well as keeping our character our culture is also as important – as small as it is.
some amazing pictures Sharon, sometimes i have to take a second look and really see where it is…so beautiful
Well that’s really something when a fellow Saint has to do a double-take! Thanks Patsy 🙂
What a lovely article! Thank you so much for such a beautiful insight into the life of your capital, Jamestown, and the people that live there. Hoping to visit sometime soon. Tracy
Glad you liked the post Tracy – hopefully it won’t be too long before you’re finding your own breadcrumbs and favourites in Jamestown 🙂
A beautiful portrayal of Jamestown. Well done Sharon! Brilliant pics as well Guys.
Thanks! This is what comes out of having a brilliant childhood 😉
Both, I just love this – it is really good to see ‘Saints’ enjoying the lifestyle that St.Helena can give. Your photographs bring life to the island and even though I have, over the years seen many hundreds of photographs of Jamestown – these photographs add a real freshness to the perspective – Well done and keep up the good work – Richard
Wow that’s such a lovely thing to say – thank you Richard. Jamestown is so photogenic we really enjoyed putting this post together.