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Sunday, 31 August 2025

The Tr'Isle of Wight - 23rd - 26th August 2025

The challenge I had set myself this time was the biggest so far…..by quite a margin. It was to circumnavigate Isle of Wight three times, once by swimming, once by cycling and once by running. Each lap would be just over 100km, and I planned to do this consecutively and as quickly as possible, ideally in under 72 hours. 

After months of multi-day training and logistics planning it was finally time to dive into the water and get going. In the week leading up to an event or challenge I burn up nervous energy thinking and rethinking what lies ahead and whether I have got everything in place. Once I take the first stroke or step my mind can focus at the task in hand, and all those worries disappear.

That’s exactly how I felt when I dived into the sea from the slipway at Seaview Sailing Club, which was to be the start and finish point for each of my laps.  A small crowd had gathered to cheer me off, I even had my first selfie!    My crew had prepared the yacht, RIB (power boat) and kayaks in readiness to support what we hoped would be a 16 hour swim (its nice to hope).  The weather was perfect and the sea was dead calm, I couldn’t have asked for better conditions.  As I took those first strokes through the clear water, looking at the sea grass being pushed in the direction I was swimming, I felt fantastic.  I had made a last minute change of start time because I thought I could maximise the tidal current assist. Seeing the direction of the sea grass showed I’d made the right decision and because I had tapered my training in the two weeks before I felt fresh.  I had to remind myself that I had a long way to go and not to overdo it in the first hour.



We made excellent progress as I swam anti-clockwise around the Island.  There are two main tidal gates (the point at which the tide turns and changes to the opposite direction); one at The Needles and one at Bembridge.  To be able to get round as quickly as possible I needed to pass through these tidal gates before the tide turned, otherwise the swim would be impossible or very long.  I had planned where I expected to be at various points around the island so that the crew could determine if I was making progress at the right pace.  This was a combination of my swim pace and the expected tidal flow.  As we reached Cowes and our life guard escort arrived to get me safely across the harbour entrance, it was clear we were making good progress.  In fact I was slightly ahead of plan, even though the swell was starting to build making the swimming much harder. 


These challenges are about the physical and mental ability but they’re also about the ability to take on the right amount of nutrition.  Although I had opted to wear a wetsuit to give me any chance of having the energy to complete the bike and run laps, in all other regard I was following Channel swimming rules – no touching the boat, getting out of the water or being touched by any of the crew throughout the swim.  This meant my feeds of warm carbohydrate drink and a variety of solids (nut mix, energy oat mix, gels etc) were given to be from a fishing net, so that I wouldn’t have to reach up to the boat or swim any further than needed.

I continued to make good progress as we approached The Needles as the tidal flow picked up pace.  In fact it had picked up a bit too much, I was in danger of being swept past The Needles and out to sea.  I had to turn and swim straight in towards the shoreline to cut across the tidal flow, but I was still getting carried at fast pace in the wrong direction.  Fortunately we had planned for this because we’d experienced it on a previous training swim and the crew had positioned me in a good place, as the Needles quickly approached I was making ground in the right direction.  At the point I needed to cross through to the other side of the rock formation, the water was churning up, making it tough to get through, especially because there are rocks close to the surface which I had to avoid.  Safely guided through to the other side I rolled onto my back and looked back at the iconic rock formation and smiled, I was half way through the swim and had just threaded The Needles which was a very cool experience.

Half way in distance, but not in time…thankfully I had no idea how long the rest of the swim would take.  I was still just about on track by the time we made it past Fresh Water Bay, but I could tell that we weren’t moving as quickly as expected.  St Cat’s lighthouse sits on the southern tip of the Isle of Wight, making it a prominent landmark which is great as a navigational point.  However, it didn’t feel like it was getting any closer.  As the sun started to set I knew we didn’t have the expected current to give me the extra push I needed to make the next tidal gate before the tide turned.  Graham, Rich, James and Russ were all upbeat and didn’t focus on the negatives.  They continued to feed me, keeping the mood light, but I could tell there was an edge of concern. 

By nightfall we had reached St Cat’s point, well behind schedule, even though the tidal flow had picked up.  There was a key decision point to made here, keep close to the shore in the knowledge that we weren’t going to make it before the tide turned or swim far out to get as much of the remaining tide as possible.  We opted for the latter, which turned out not to be the best option.  At my next feed stop Graham said that he needed me to swim as hard as possible towards the shore for 30 minutes, otherwise I risked being swept out into The Channel.  I gave it almost everything I had, surprised that I was actually able to increase the pace.  At the next feed stop, the message was the same, another 30 minutes of power.  I could see the lights at Shanklin that we were aiming for, but at the next stop I saw that we had drifted further south towards the open sea.  Another 20 minutes Russ and Graham shouted, get into the cover of the shore and then you can take it easier.  I was exhausted by this point, but I also didn’t want to be going backwards in the open sea in the pitch black.  I have no idea how much longer it took, but I made it into the relative shelter just north of Sandown Bay.  This is where I would spend the next 6 hours, swimming on the spot.  I couldn’t see a thing, I was swimming next to a sheer cliff face, the lights of Shanklin were far in the distance, offering no benefit.  The waves had started to pick up too, so I was getting battered from the side with waves pushing me towards the shore, whilst I was trying to swim straight. I was making a little ground when James pointed out there was a submerge groyne close ahead and we didn’t know how deep it was.  I was worried about swimming into it or over it and getting stuck, so I eased up on my pace whenever we made it close.  I needn’t have bothered because there was no way I was going to make the 50m distance with the tide pushing me back.  As I was forced back I got pushed into a bank of rocks I hadn’t realised were there, cutting my hands and feet as I tried to swim away.  This happened multiple times through the night because I had no idea where I was in relation to the rocks.  

James and Rich took 2 hour stints paddling next to me in the kayak and trying to keep my spirits as high as they could, even though they were struggling as much as I was with the waves and tide.  This is the closest I came to giving up, after I hit the rocks for the first time.  Despite the wetsuit I was freezing and shivering, I was so tired and swimming in the dark is pretty disconcerting when I knew there rocks lurking nearby, not to mention the sea monsters my mind was conjuring up.  It was a comment from Rich about an hour in, he said I reckon you’ll break through the tide in 40 minutes or so.  That gave me hope, and I thought I can handle this for another 40.  Then he swapped out with James for another couple of hours and when he came back he said 40-50 minutes I reckon you’ll get past this.  At that point I realised what he’d done, but it got me through, I’d already done a few hours of going nowhere, I wasn’t going to give up now with those  miserable hours already under my belt. I knew it had to change at some point.  Very slowly, I could see the sky starting to lighten.  The promise of sunrise was a distinct sign that time was moving forwards and if I could just keep going a bit longer, I would break out of purgatory and make good progress with the turning tide in my favour to woosh around to the finish.  Once again…I was wrong.

By the time the sun was poking above the sea I had made it past the groyne and could see Shanklin seafront passing by, this was a good sign.  Rich guided me safely away from the shore into deeper waters where we expect the tide to be at its strongest.  The issue, however, is that the wind had picked up and uncharacteristically was an easterly, which meant wind against tide…which meant…big waves.  I was getting smashed in the face, I’d take a stroke and the sea would disappear as a wave reared up or I’d go to land my hand only to have a wave crash into it.  I’d go to breath only to get a mouthful of seawater, making my stomach turn and an urge to retch.  At feed stops I was actively trying to avoid eating anything, I couldn’t really swallow properly because my throat and tongue were swollen, but Russ insisted that I eat something as well as drink the carbo drink.  It became harder to actually get the feeds.  James had had to abandon the kayak because he wasn’t able to make progress against the waves, so I was feeding from the RIB, which was dangerous in the swell as it reared up and crashed down with the waves.



The cliff face at Culver Down seemed to sit in the distance forever, at one point I felt that I was going backwards.  I was trying not to despair, I’d been in the water for almost 20 hours by this point and I wasn’t going forwards.  I was seriously worried that it was getting too dangerous to continue.  I found out later that both the yacht and the RIB had almost hit a submerged rock which had previously sunk boats in the past.  Eventually I made it round the corner and only had to swim round Bembridge before turning to the home stretch.  The waves died down a bit and I made good progress to the corner, but then we got stuck going nowhere for another hour or so.  I was getting frustrated because we should have had the tide with us for hours by this point, I worried that I wouldn’t get around and the tide might even turn against us pushing me backwards again.  After what felt like an eternity I made it round the corner and into the relative shelter of the Solent where the water was much calmer, but still no flow to boost me. 

I could clearly see the sea floor beneath me for the first time in ages, which helped that I could see that I was making progress in the right direction.  Although, I realised that I had started to hallucinate, I thought there were masses of crabs fighting on the seabed, but on closer inspection they were just rocks, but they would continue to morph into combating crabs as I swam.

At last, I heard what I had been waiting for, for the last 10 hours…last feed.  This meant I was close to the finish, I could see Seaview sailing club, I could even make out people on the slipway.  I put my head down and swam as fast as I could, which actually wasn’t that fast by this point.  I poked my head up to see how much further, I heard a cheer go up from the people waiting.  I was so close, and then in the last few hundred metres, when it didn’t matter anymore, the current picked up.  In fact there was now a danger that I could get swept past, but that thought disappeared as I saw the slipway appear beneath me. I reached out and touched solid ground.  I managed to get my feet under me, but struggled to stand up. Russ and Nick came to give me a hand, but I wanted to get above the water level on my own.  I staggered but managed to get to my feet and clear of the water.  I had done it in a time of 25 hours and 59 minutes, about 10 hours longer than I had hoped.

As I hugged my crew and family tears streamed down my face, and theirs.  We were all so happy to have completed this challenge, it had been far more gruelling for everyone than any of us has expected.  There were people all around the sailing club cheering me and offering congratulations, it felt so surreal.  I noticed I was still hallucinating when I thought a wave was the fin of dolphin. 


I had pretty much decided, in the middle of the night and as I got to the final straight of the swim that there was no way I was going to be able to do the cycle, let alone the run.  But, as my crew and everyone there congratulated me they also wished me luck for the next part of the challenge.  I was thinking to myself I’ve just been through a hell of a swim, I cannot do any more.  I saw Matt, who had come down to support me for the ride, he’d woken in the middle of the night to get to the island in time for our expected start time of around 6am, however due to the length of the swim he’d had to wait much longer.  I couldn’t let him or the others down.  So, I had a warm shower which was heaven, I tried to eat and drink something, but it came straight back up.  This was actually a good thing, I cleared my stomach of the all that seawater and felt much better.  I was whisked back to our base.  Working backwards from when I wanted to be back from the ride, before dark, I decided I had time for an hour and a half sleep.  When I woke to my alarm, I felt better and worse, but I got out of bed and started moving.  Albeit in slow motion, as I tried to get my kit and food together, finally around 3pm we started lap 2.



I was surprised that I was able to sit on the bike and not feel too shaky.  I set a medium pace, I didn’t want the ride to take any longer than it needed to, but also had to be conscious that I was already exhausted and had another lap to go after this one.  Fortunately, Matt was excellent company and the first half of the island disappeared with relative ease, there were some hills to climb which took a lot out of me, but I was able to recoup on the flats.  I still wasn’t keen on eating too much, but found a very happy medium, ice cream.  It was perfect, helped calm my mouth and throat, easy to consume and high in calories.  At the feed stops, Ed who was supporting in his VW Camper, would produce magnum ice creams…it was the perfect fuel. 



At the half way point I was still feeling reasonably good, but I knew we had the toughest part to come, there were some of big hills to climb and we had a head wind to contend with all the way back.  In my mind I was starting to question why I was even doing this, what was the point of it all, but as we came to the top of a long climb a motorcyclist pulled alongside us.  ‘Are you Matt Dawson?’  I said yes and he told me that he’d ridden all the way from Cowes (about 40km) to catch up with us and wish me luck.  That was exactly what I needed to reignite my motivation.  It was nice to know that people were following my progress and keen for me to do well.

The beautiful weather continued to hold and the ride went without incident. St Cat’s lighthouse was once again the focus of my attention.  I knew that this was the penultimate big climb and I really wasn’t looking forward to it.  By the time we started the ascent I had retreated into myself a bit, the tiredness and fatigue hitting me at the worst time.  It was getting late in the day and the sun was starting to go down, we had less than an hour of daylight left and well over 3 hours until the end.  My circadian rhythm was kicking in, with the sun setting my body was telling me it was time to go to bed, to be fair it had been telling me that for the last 24 hours.


Ed and my family met us at various points along the way to provide much needed food and motivation to keep going.  I was starting to feel hungry and could actually stomach pasta which was much needed fuel.  Other than almost falling off the bike because I wasn’t paying attention to the road and cycled into the curb, the rest of the journey passed uneventfully.  We did have the slight issue that we only had Matt’s front light to guide us through the dark, because I’d forgotten mine.  Some of the country roads were pitch black so we had to stay close.  I had visions of me cycling into a pot hole and doing myself some serious damage, luckily we avoided mishap.

Even though this was the ‘easy’ lap, it seemed to go on and on.  It seemed like every time we turned a corner there was another hill to climb.  The last few kilometres just wouldn’t end.  And then, I saw a sign for Seaview and we free wheeled down the final hill to the coast and my end point.  Even late on a Sunday evening people had gathered and were running out of their houses to greet us at the end, to congratulate us and cheer me on for the next lap.  

I was absolutely exhausted and needed to get a few hours sleep before considering starting the run.  I thanked Matt and he was whisked off to get his ferry home and I was taken to the house to have a quick bite to eat and get a whopping three hours sleep.  I wanted to leave on the run as early as possible because I wanted to avoid going into a third night, but I also knew I had to get some sleep.

When the alarm went off at 1am the last thing I wanted to do was get out of bed and get going.  But, I knew I had to get going.  I forced myself out of bed, fumbled around looking for my running gear and kit.  It took almost an hour to get ready, I was moving in slow motion and I was hungry.  Eventually I was ready to go and Russ and I headed out into the night.

My plan had been to run/ walk the whole way around the island, but as we started eastward it was clear to me that there was going to be very little running.  Instead, I had calculated that if we could do a fast march we should easily be able to keep a pace of 5km per hour and get us around in about 20 hours.  It wasn’t going to set any speed records, but at least we’d get round in time for a good nights sleep.  Once again…I was wrong, very wrong.


Russ was excellent company and we chatted non-stop, we relived the swim and it was interesting to hear about if from his point of view.  I hadn’t realised how tough it had been for the RIB and the kayakers during the night when I was stuck going nowhere.  The rocks had been bad for me, but for the others they had had their own challenges to deal with.

We made good progress around the north of the island, the views were stunning, especially as the sun came up as we arrived in Cowes.  We got into a pretty good rhythm doing two hour sections and then meeting up with Ed for food and topping up drinks.  My appetite had come back in full force, I was constantly hungry and eating loads at each stop, as well as snacking along the route.


With the sun rising I felt more awake and a lot less fatigued which helped me stay positive as we slowly ticked off the kilometres.  Russ started struggling with his feet, he was getting blisters which was slowing him down.  He tried changing shoes and socks and different plaster options, but nothing really worked.  He carried on regardless, matching my pace as we made our way along the coastline and the climb up to the top of the Needles.  Every time we had a tough climb we were rewarded with a stunning view.  By the time we made it to the top of The Needles it was clear this was not going to be done in 20 hours, it had taken us over 13 hours to get there and we knew the return section was going to be the toughest especially going deep into the next night.  We tried to keep our spirits up but we were both worried about just how far we had left to go and that a big part of it would be in the dark.



Following the coastal path around the Isle of Wight can be quite dangerous in places, there has been serious coastal erosion and big chunks of the cliff have just fallen into the sea, and with it the coastal path.  It looked as though the ground beneath our feet could give way at any point in some places, coupled with this was the issue that in areas the path ran very close to a sheer drop into the sea beneath us.  In the daylight it was easy to avoid tricky spots but in the dark it was harder to see where the land disappeared into nothing.  Once night was well and truly on us, the only light we could see was from our headtorches and the ships out at sea, and so the navigation became tricker.  For the third time St Cat’s lighthouse loomed in the distance, never seeming to get any closer, but it did help to give us the rough direction.  We had a few difficult moments where the coastal path was closed and we had to divert to the main road, with no pavement and nutters speeding along at ridiculous speeds we opted to get back to the relative safety of the path whenever we could.

The long climb up to St Cat’s was punctuated with a well deserved feed stop.  I stuffed my face with a masses of pasta and chocolate.  The trick on the these stops was to try not to hang around too long, although it was hard not to.  Once we’d sat down to eat the thought of getting up to start again became harder and harder. But one of us would get up and gee the other along, the longer we weren’t moving the longer away the finish would be. Saying farewell to the family and Ed, we headed into the pitch black.



The night time seemed to go on forever, and this is where we had the most issues with closed footpaths.  We would follow our planned route down to the coastal path only to find it closed or re-routed a longer way around.  I lost count of the number of times we had to find another way around.  And just when I thought I couldn’t get any more annoyed, whilst walking along an esplanade, a wave crashed over the top soaking my feet and shoes.  The thing you have to protect throughout any sort of endurance run/ hike is your feet.  Keep them free from sand and grit, address hot-spots (areas where blisters are about to form) as soon as you feel them and, the number one rule…keep your feet dry!  Initially I was really pissed off,  my feet had been ok for most of the way to this point, other than a couple of plasters to prevent blisters I was fine.  This soaking threatened that, but there was nothing I could do about it.  We weren’t in a place where I could call Ed to come and meet us so I could change socks and shoes, so I just had to get on with it.  The whole night was disrupted with these routing issues and they started to take their toll.  Both Russ and I had stopped talking, I made half hearted attempts to start conversations or give me your top 10 whatevers, but hearts weren’t  in it.  We were thoroughly drained, the tank was empty, but we still had a long way to go.  By the time we got to Sandown we were both staggering like drunk people, unable to walk in a straight line.  My eyes kept crossing and then closing with tiredness.  At one point I tried to walk with my eyes closed, but gave up on that when I almost fell into the sea.  As the sun came up on my third day Ed and my family we were waiting at the end of the esplanade and the expression on their faces when they saw us showed just how bad we looked.  We stopped for just a couple of minutes, we had to keep going, to stop now would have been impossible to get going again.  

 

I was expecting another boost from the sun coming up, but it didn’t come.  I just felt worse and worse, and then I started to feel silly-drunk and Russ and I had a bit of a laugh as we climbed up to Culver Down monument.  This silliness helped us to get through a tough incline.  When we got to the top we turned to look back the way we had come, whilst the finish line didn’t feel as though it was getting any closer, looking back showed us just how far we had come.  We had hit the 100km mark, just 8km to go (although with all the detours it ended up being another 12km to go).  From the top of Culver Down, we could see Bembridge Ledge in the distance, this was the turning point where we would head into the home stretch.  The going was slow because we were walking through fields and steep paths, and when we thought we were about to get onto the last stretch before we saw the crew one more time, we had another path closure and were one again rerouted a longer way around.  The walk to the feed stop was less than 2km away but the road seemed to go on forever, our previous fatigue had come crashing back in full force.  When we finally staggered into the meeting point we sat down and stuff as much food as we could in, anything to boost the energy.  As we set off we were joined by Al and his wife, a friend of a friend who lived on the island.  It was so good to have someone else to talk to, Russ and I had fallen into companionable silence, but it wasn’t helping to pass the time.  The next 3km whizzed pass as I chatted with Al and Russ with his wife.  It was just what we needed.


The sun was high in the sky as we crossed Bembridge harbour along The Causeway where we had our final pit stop.  Again this was a quick one, top up some water and then just get going.  My son decided to join Russ and I for the last few KMs to the end, again it was a welcome change to have Jack with us.  We wended our way through the last few tracks and streets until we were within a few hundred metres from the end.  It seemed right to jog in the last bit, so we dug deep and ran along the seafront with people shouting encouragement from their houses, as we approached the end point a cheer went up from the waiting crowd.  I touched the Seaview Sailing Club sign and dropped to the floor, tears once again spilling down my cheeks…it was over.  I had done it.


Prior to my swim only 6 people had previously swam around the Isle of Wight (4 non-wetsuit and 2 with wetsuit).  I was now the 7th, but the only person to follow that up with a cycle lap and then a run lap.  In total my Tr’Isle of Wight had taken 73 hours and 21  minutes, significantly longer than I hoped, but at one point I didn’t event think I was going to be able to finish the swim, so I’ll take that!


I could not have completed this challenge without the support of my amazing crew, during the training and logistics planning as well as during the event itself.  A massive thanks goes to Nick, Trish, Graham, Rich, Jimbo, Russ, Ed, Matt, Dutch, Chrissie, Bruce and of course my family Mel, Jack and Ellasofia.  


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