Friday 27th August: The Square & Compass
We drove down in the evening and met our friend Gus in the car park near the Square and Compass pub at Worth Matravers. This pub is something special – I’ve mentioned it before but on reflection it deserves its own post, so I won’t go into detail. We turned up, ordered three Kiss me Kate ciders and drank in the garden, enjoying the mild summer air and sea views.
Once we were a pint or so in and approaching the giggly stage, a Spanish band started playing from a small gazebo next to us. We didn’t understand a word but appreciated some post-covid, impromptu live music, especially when the keyboardist came out with an impressive solo and the singer donned some bright yellow, horizontal-barred sunglasses with flashing rims which had no business being designed, manufactured or worn, but somehow added to the slightly trippy atmosphere.
My hazy memory suggests that we chatted to the singer and came away with some random band stickers, listened to a mind-numbingly repetitive encore song which had approximately two chords and precisely two lyrics – te and amo – , stayed until (and a bit beyond) last orders, got unintentionally drunk and (on my part) threw up outside the van. I’m not proud, so I’ll move onto the next day.
Saturday 28th August: Paddleboarding Winspit to Swanage, 6.5 miles
Gus slept in the pop-top roof of the van and reported that it was surprisingly comfy, although I suspect he’s too polite to say anything less. We had bacon and sausage sandwiches for breakfast, packed a day’s worth of paddleboarding stuff and walked the mile-or-so down the beautifully green, wild valley to the sea-level ledge at Winspit. After some exertion, the three paddleboards were pumped up and launched.
Section 1: Winspit to Dancing Ledge
We paddled away from the shore and looked back on the sheer limestone cliffs that dominate the long Purbeck coastline, topped by rolling green fields under a blue sky punctuated by fluffy, harmless-looking white clouds. The weather was dry and the sea was fairly calm, but an annoying north-easterly headwind hampered our progress and disturbed the water enough to make travelling in a straight line very difficult for me, as I’d borrowed Tom’s short-finned river/lake paddleboard.
A kayaker passed us and asked if everything was okay, which we perhaps should have taken as a warning. I told him we were fine and enjoying our trip from Winspit to Swanage and he looked at me as if I was positively mad.
After a frustrating half hour Ryan and I swapped, realised to my amusement that he was heavy enough to submerge the board, then both jumped on the family-sized board that Gus had lent us. We paddled along happier, towing the other board, speaker blaring one of my questionable Spotify playlists. Gus flew ahead at an impressive speed on his racing board, which cut through the water like soft butter.
We passed some big caves, resisting the temptation to take a closer look as we realised that reaching Swanage might be an ambitious task. Hedbury Quarry seemed to take forever to pass, and eventually we reached a very busy Dancing Ledge after about an hour and a half.
Section 2: Dancing Ledge to Durlston Lighthouse
Lunch at Dancing Ledge was a good idea as it broke up the journey, lifted our spirits and gave the tens of people sitting and swimming there a chuckle as we attempted to beach and re-launch the boards over the sharp-barnacled, uneven rock ledges. Ryan’s homemade Scotch eggs went down a treat – I think he’s finally found his calling.
The wind seemed to die down along this section, which was by far the most pleasant. We paddled happily along the calm surface as the sun warmed our skin, and even when it clouded over the air was still mild. “You’re Beautiful” came on the speaker and Gus fell in the water, presumably due to James Blunt-induced overexcitement, and we watched a handful of climbers making their way up the blocky limestone cliffs. It was interesting to see the areas we usually climb from this angle because the abseil-in trad climbing at Swanage tends to feel quite lonely, as if there’s noone else on the rock, but there were quite a few people fairly close together who wouldn’t have been able to see each other.
Section 3: Durlston Lighthouse to Peveril Point (AKA Peril Point)
After another hour along the long, straight section of cliffs we reached Anvil Point and Durlston Lighthouse, which had taunted us for so long by not appearing to get any closer. This stretch changed our course from due east to north-east, so the land no longer sheltered from the chilly northeasterly wind.
It took us a painfully long time to get past some people fishing at Tilly Whim caves, then along to Durlston Head. We stoicly rejected the offer of a tow from a jetski, paddled hard as the strange little turrets of Durlston Castle on our left barely moved at all, and fought the frighteningly strong currents around the corner between Durlston Bay and the open sea.
Eventually, after some soul-destroyingly slow progress, we made it around the headland and into the less-windy-but-still-quite-choppy Durlston Bay. This was tough news to swallow as I’d forgotten that this bay lies between Durlston Head and Swanage, so had expected to turn the corner and see the finish line. Exasperated but kind of bemused, we pushed northwards along the wild, empty bay using land reference points to check that we were actually moving, watched enviously as Gus made the whole thing look easy, and regrouped just before Peveril Point to agree how to approach the treacherous-looking thin, rocky spit.
Section 4: Peveril Point to Swanage beach
Acutely aware of the lookout station directly to our left and the numerous people observing our plight, probably with a mixture of concern and amusement, we adopted a plan to paddle aggressively past the rocky finger as if striding confidently into battle. Gus went first and again made it look easy, although he later confessed that his life had flashed before his eyes and he thought the end was nigh.
Ryan and I reached the choppy water, which looked as if a frenzy of sharks were feeding just below the surface, and paddled hard. I thought things were under control until I glanced left at the rocks and realised that we were making absolutely no progress whatsoever. I irritably expressed my concern when Ryan decided to point out (using his paddle, which at that moment should have been being used as a paddle) how mesmerising the calm water ahead of us was. Recoiling at the telling-off, he returned to paddling and we made it past the choppy section, thinking we were in the clear.
As it turned out, I was right to be suspicious about the rolling, mesmerisingly calm water that appeared abruptly beyond the choppy bit. We quickly realised that the flattest sea was in fact the worst, where the currents are strongest, and I watched hopelessly as the water pulled us effortlessly back. Ryan said something along the lines of “let’s go as hard as we can”, I refrained from sarcastically replying “you reckon”, and we paddled our sorry little shoulders off to get out of the current. The paddleboard we were towing was pulling us back and it took nearly everything we had to paddle fast and hard enough to escape, but by some miracle we eventually made it out before muscle fatigue set in.
From there it was plain sailing through the gentle water of Swanage Bay. We paddled triumphantly past the people watching us near the lookout station, between the moored up boats, under the pier and onto the southern end of the busy beach. Relieved to feel solid land beneath our feet, we checked in with Gus to make sure he struggled with Peveril (later named Peril) Point too – he reassured us that he did – and we packed up our stuff.
A few celebratory drinks
We traipsed through the busy streets of Swanage and quickly found ourselves in the tucked-away garden of the White Swan with a cold pint each. The customary post-adventure, post-near-death-experience debrief ensued and we laughed about how – with hindsight – oddly enjoyable the journey had been, and how – even with hindsight – it wasn’t quite all enjoyable. A combination of all day sun, exposure to the elements, hunger, fatigue, relief and on my part lightweightedness meant that the alcohol got to us quite quickly.
We caught the bus from Swanage to Acton with our big paddleboard bags and walked a mile across a field and along a quiet road back to the van. To the others’ delight I managed to flick a big dollop of wet sheep poo up the back of my legs, thanks to my April to October flip-flop policy. We met Tom and Cam (Tom’s girlfriend) in the car park, had a discrete barbecue as we watched the sun set, then returned to the Square and Compass to while the night away. After last orders we came back to the van to talk more rubbish and play card games, but I don’t remember much of that.
Sunday 29th August: Snorkelling and climbing at Winspit
Sunday was comparatively relaxed. After breakfast the five of us walked down to the sea-level ledge at Winspit and had a dip in the sea, with varying levels of reluctance. On jumping in I dropped my snorkel mask, which was thankfully retrieved by Ryan. The others messed around while I snorkelled over colourful rocks covered in all kinds of barnacles, anemones, plants and algae, underwater forests of long, gently swaying seaweed and fish, including large, tropical-looking red, yellow, blue and green wrasse.
We sat talking, eating, drinking and people/dog watching on the flat, rocky ledge, enjoying the sun. Around mid-afternoon we persuaded a reluctant Gus to try rock climbing, so we walked up the bank to Winspit west Quarry and Ryan led Bread Knife, a grade 4 sport climb up a corner crack with a couple of tricky-ish moves for the grade. I belayed while Gus trembled his way up (in Vans as Ryan’s shoes didn’t fit him, poor boy), until he reached a difficult section and decided that the most sensible option was to come down. He did a good job of putting on a brave face – we only realised his genuine terror once he was back on the ground.
I toproped the climb, came down, then toproped again to clean it once we realised Gus wasn’t getting back on the wall. Having successfully managed to put him off climbing, we walked back up the valley to Worth Matravers, all jumped in Tom and Cam’s van and went down the road to the Scott Arms at Kingston for dinner.
We were pleased to find that their outdoor Jamaican shack was open and serving food for the first time since we’d been there, so we found a table in the busy garden overlooking Corfe Castle and ordered various jerk dishes. We were all starving and the food seemed to take an age to come, but it was so worth it once it did – I’ve never had proper Jamaican food before and it was lovely – sweet, spicy and incredibly satisfying. We enjoyed the evening sun and the lovely view (but not so much the occasional sewage smell coming from a drain in the garden) over a couple of drinks, then Tom and Cam went home ready to work the following day.
The remaining three of us walked 3 miles back to Worth Matravers as the sun was setting, through a cattlefield and along a wild, narrow, steep-sided wooded valley on a path filled with slugs and stinging nettles. I’m glad I took a headtorch because it was absolutely pitch black when I turned it off. We emerged in a field at the back of Worth and walked to the Square and Compass via the cobbled village. The rest of the evening involved mead, jelly snakes, deep conversations, admiring the mustard walls and eclectic décor and a visit to the pub’s fossil museum.
Monday 30th August: Mountain biking at Puddletown Forest
We got up, packed up, had a classic van breakfast of eggs in purgatory and headed about half an hour west to Puddletown Forest, where Gus knew some mountain bike trails.
Puddletown Forest is a large area of Forestry Commission leased woodland interspersed by bridleways, firebreaks and footpaths. It’s quite hilly and after a climb up a sandy, gravelly track, we emerged from the trees onto a high, heathery ridge. Mountain bikers have carved natural trails through the heather and the first section we did was very narrow, overgrown and scratchy, which woke us up and started the adrenaline pump.
From there we went to find a couple of bombhole-type bits with flowy jumps and steep drop-ins. I’m confident downhill but very much in the learning stage of jumping a bike, so I messed about on my own while the other two flew around all over the place. Some of the jumps looked crazy – way too ambitious for any of us – and I wonder how on earth people manage them. The ground was nice, compact dirt, but the tree roots were a bit annoying as they threatened to throw wheels off course at the most inconvenient moments.
We spent the rest of the afternoon riding around looking for more trails, which cropped up either side of the bridleways and provided some lovely singletrack riding. Some of it was quite committing (mainly because of the loose ground, roots, steepness and drop-offs) but we made it round fine. The trails have been named but the location feature of Gus’s Trail Forks app was playing up, so we had no idea where we were or how to get to each one; instead we ended up riding along until we saw something that looked good. One trail in particular had a lovely section of flowing, S-shaped berms, and another had some fun, technical rooty downhill.
I felt quite sluggish after a long weekend of exertion, drinking and a less-than-ideal amount of sleep, but I really enjoyed the riding and I’ll definitely come back. It’s the kind of place where you have to spend time to work out how to get around, but I’m sure that once you do it’s easier to link the trails together and cut down on the firebreak/gravel track riding.
Tired and hungry, we accepted that the weekend had to finish at some point and made the unanimous decision to soften this blow with a team McDonalds. We packed the bikes up after 3 hours of riding and met at Ferndown Maccies, where we ate naughty food and agreed that we can’t leave it too long until the next adventure… and so concluded a pretty epic weekend.




























































