RYE, East Sussex – England’s Town of Smugglers & Mermaids
Explore Rye, East Sussex, one of England’s most atmospheric medieval towns, famous for Mermaid Street, the Mermaid Inn, and its long history of smugglers, raids and coastal legends. In this vlog I walk through Rye’s cobbled lanes, medieval gateways, Ypres Tower, St Mary’s Church and the old harbour landscape to uncover how this small town became England’s Town of Smugglers & Mermaids.
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Hi everyone! In this video, I explore the beautiful town of Rye in East Sussex, one of the most historic places on England’s south coast. Rye sits where the rivers Rother, Tillingham and Brede meet, and although the sea now lies almost two miles away, it was once a major medieval harbour. Medieval maps show the town on the edge of a vast inlet known as the Rye Camber, which created a sheltered harbour and made Rye a natural maritime hub.
When the Domesday survey was compiled in 1086, Rye had nearly two hundred households, already an important settlement. For centuries it lived by fishing, shipbuilding and coastal trade, and its name likely comes from an old West Saxon word meaning “island.” Before Henry II died in 1189, Rye and Winchelsea were granted the same privileges as the original five Cinque Ports — Hastings, New Romney, Hythe, Dover and Sandwich — becoming the two Ancient Towns of the confederation.
Rye’s fortunes rose and fell with conflict and the shifting coastline. After coming under English control in 1247, the town began building serious defences. The 1300s were dramatic: Rye supplied ships for the Crown, acted as a royal dockyard, and suffered a devastating French raid in 1377, which burned much of the town.
I begin the vlog at the train station and walk up Cinque Ports Street to the Landgate, the only surviving medieval gateway, built around 1329 during the early years of Edward III’s reign when Rye was strengthening its defences against threats from across the Channel. One of the Landgate’s biggest modern problems isn’t invaders but pigeons — you’ll see what I mean.
From there I head towards St Mary’s. A service was underway, so I explored the cobblestone streets and churchyard. I talk about the 1377 raid, when the French stole the church bells. The men of Rye and Winchelsea launched a counter‑raid across the Channel, recovered the bells, and even brought back goods taken in earlier attacks — a story that feels like legend but is rooted in fact.
Ypres Tower is one of Rye’s oldest buildings. First known as Baddings Tower, it was built in the mid‑13th century as part of the town’s defences during long‑running conflict with France. In 1430 it passed to John de Ypres, giving it the name it still carries today. During Henry VIII’s coastal defence programme, an artillery battery called the Gun Garden was built beside it, later rearmed for the Spanish Armada and again during the 18th‑century wars with France. As late as 1830, the battery still mounted eighteen guns.
Over time, storms, silting, changes in the River Rother and deliberate land reclamation pushed the shoreline further away, leaving Rye inland and reshaping its harbour.
I then walk towards Mermaid Street and talk about Rye’s smuggling history. As ships grew larger and deeper harbours elsewhere took over long‑distance trade, Rye’s fortunes faded. Fishing remained important, but smuggling — especially the illegal export of wool, known as “owling” — became central to local life. By the eighteenth century, contraband tea, brandy and tobacco flowed through the town. The most feared group on this coast was the Hawkhurst Gang, active from the 1730s to the 1740s, who often drank at the Mermaid Inn.
Next, I explore Lamb House, built in 1722 and later home to writers Henry James and E. F. Benson, whose Mapp and Lucia novels were inspired by the house and garden. I then visit St Mary’s Church and climb the tower for one of the best views in Rye.
The vlog ends with more of High Street, Mint Street and the Strand, where I talk about Rye’s trading history and storehouses before heading back to the station.
I hope you enjoy this vlog on Rye! Please LIKE, SUBSCRIBE and leave a COMMENT.
Happy exploring!
Willie
Chapters:
0:00 Intro
0:38 Map
0:45 Orientation & Key Facts
2:43 Cinque Ports Street
6:37 Landgate
9:01 Lookout points
11:32 High Street
15:41 Walking to St. Mary’s
17:49 Church yard
20:43 Cobblestone street
23:19 Ypres Tower
25:32 Gun Garden
28:07 Walk to Mermaid Street feat. Smuggling
34:43 Mermaid Street feat. Mermaid Inn
41:14 Lamb House
43:03 St. Mary’s Church
46:34 St. Mary’s Tower
51:48 More town centre
58:29 Strand
59:11 Close
22 Comments
Rye soos in die brood? Ek wonder haha! Cinque port dorpie klink na n interessante titel en funksie. Dis net soos jy daar se… Privateering is sanctioned piracy. Pragtige steen hek! Pragtige Tudor styl huise daai! Daai is n awesome waystone. Van daar af kan jy presies bepaal waar jy is en hoe om by wat uit te kom. Ek is mal oor daai ou straatjies. Hulle is so vol lewe en karakter. Simon the Pie man het lyk vir my gesmokkel met pasteie en goud haha! Daai is laag. Steel die mense se klokke maar ek reken daai was ander tye so dit was seker n saak van trots. Om so naby aan n begrafplaas te bly is wild… Interessante kasteel. Nee ek dink stocks is n nare ding om in te wees. Die gun garden lyk nogals indrukwekkend! A20 is werklik kort haha. Ja nee daai kobble stene maak mens seker moeg saam met die opdraande Lyk my daai Franse manne het groot skade verrig daai tyd. Kan jy jou dink watse gesprekke was in daai kroeg gevoer. Klink my daai Hawker manne was wild! Dit gaan altyd my verstand te bowe om te sien hoe die kerke gebou was in al hulle glorie deur mense wat basies ongeletterd was. Ek het nou al geluister na die simbolies goed wat geinkorporeer was in die ontwerp. Daai klokke is indrukwekkend maar die uitsig meer so! Lyk my die dorp is baie toeris gefokus maar as ek hulle was met daai geskiedenis sou ek ook! Baie unieke deur by die mint! Ek dink daai strate sal nogal sprokie agtig wees met storm weer en sagte winkel ligte. Dankie vir die deel Willie! Die was n great een! Mooi loop daar in die vertes!
Absolutely stunning town. Love it
dankie!
Baie dankie broer Willie.
What a lovely surprise to see the notification of a new video Willie 👍 What a wonderful walk through Rye and to hear its detailed history down through the ages … totally agree with you about how this town and its townsfolk never gave up despite its many challenges. What a quaint and historic town, so very well maintained and still attracting many many tourists daily. The view from the Bell tower was spectacular … thank you for making it to the top👏👏
Those cobble stone streets and alleyways are just so typical of the many historical towns in the UK. St Mary’s church was just awesome. We can learn from towns like this , how they just never gave in to destruction and unscrupulous gangs … Brilliant and informative Willie, as is the norm with your Vlogs. Take care
DurbanSA🇿🇦
Jou brokkies geskiedenis oor hierdie middeleuse dorpies in Engeland is so interessant, Willie! Beslis iets vir my bucket list. Ps… wat het van jou pragtige hare geword? 😮
❤
Great video Willie. My wife says this town rivals Bath for her… big call!
Willie Briljante Video. EK leer
Thank you for another great vlog. I have seen pictures from the Mermaid Inn before, so was thrilled to hear more about it. Also St. Mary's Church was impressive, what a view from the top.
You know, in Denmark it was often quite normal to see an inn across from the church 🤭
Your new hairdo is very nice, perfect for summer 👍
As always, a very interesting tour. Beautiful, peaceful & history preserved town. 😊
Very beautiful place, never been to Rye. The church was magnificent!
Willie what would make your videos even a little more interesting woud be if you can get a small drone… give an aerial view of your travels…
Go and visit Margaret Thatcher's home town, I'm sick and tired of the Communists.
Aweh Willie my bru lanklaas van Jou gehoor hier uit South Africa lekke bru.
Yo bro,I donna how you do it, brilliant videograghy, presentation and knowledge, love it my man,keep on keeping on ,not dna but RSA😎
Hi Willie, welkom terug! Uitstekende video! Jy lyk vars en jeugdig met jou mooie kapsel, groete vanuit ñ oorstroomde Karoo!
So very interesting., especially the church. Thanks Willie. Blessings!
Rye! Willie, that’s something!
Beautiful!
I thank you for the extensive history lesson and for a remarkable video!
I didn’t know Rye was so beautiful!
I’ve never been there.
I arrived in the Dominican Republic 3 days ago, sitting watching your video here in the evening. Been amazing!
Thank you Willie! Thank you!
Absolutely loved this journey through Rye! The mix of cobblestone streets, medieval architecture, and fascinating smuggling history makes the town feel alive with stories from centuries past. Walking through Mermaid Street and visiting the Mermaid Inn almost feels like stepping into a novel. The way you combined historical context with a personal walking tour made me feel like I was exploring Rye right alongside you. Can’t wait to see more of your English town adventures!
❤❤ hello friend 👋
I really enjoyed watching your vlog 😊good job 🎉🎉
A new friend joined 😉