Hi there, Claus,
You're dead right about the heeling thing. The same thing happens whether you use a rope ladder or one of the fixed, solid variety. I’ve tried both on the CBL. I’ve also tried getting in over the stern but she’s double ended and so I get tangled up in mizzen booms and sheets, spiked by the outboard leg and gouged by the mooring cleats. Not at all the easy, elegant re-board I’d hoped for. (You’d manage better on the Sea Raider with its nice wide transom.)
The only thing that worked for us was a rope ladder fixed to the port side grab rail, draped over the cabin top and down the starboard side on a knotted, large diameter rope. The trick is to brace the bottom step against the (lowered) bilge board, get the foot on as high a step as you could reach without causing permanent injury and start hauling the boat down to meet you. By progressing hand over hand, up the side and over the cabin top, employing a sort of lay-back rock climbing technique, it is possible to get the trailing leg up and on to the side decking. After that it’s easy! The vicious roll back that follows is quite likely to tip your crew in - so they can have a go, too! It’s much easier to re-board by commandeering a passing sail board or sit-on-top canoe. (Pedalos are not recommended as they usually have a crew of two and can put up more of a fight.) but most of the time I’m afraid we are reduced to anchoring in waist deep water for our swims.
Last summer, after a bit of prime seamanship (which I’d rather not talk about, thanks) we managed to roll her right over - 180° - with the all washboards out and the hatches wide open. When we (quickly!) got her back upright, the cabin and cockpit were both full of water and with about 6” freeboard left we got back in VERY easily. Perhaps this is the answer- extreme water ballast!
At the moment I am seriously unprepared for a real emergency re-boarding. Without the rope ladder being deployed I will have to rely on the adrenalin that fear produces. Best to get on board quickly, though, as it soon wears off leaving you and your dilated blood vessels wide open to rapid heat loss and an early demise from hypothermia.
I should really wear the life jacket, carry a couple of flares in the pocket and clip the VHF to my belt as recommended by the RNLI – but I don’t. Especially not when picnicking off an Ionian beach. Insisting on life jackets tends to put a damper on the proceedings when surrounded by those in normal beach attire for the area. (i.e. not alot.) It feels rather like asking people to wear hiking boots, cagoule and ski poles to nip out to the corner shop for some milk.. and even those who would never dream of driving without a seatbelt can be reluctant.
Whatever. A life jacket won’t help you get back on board after a dip so this is still a serious problem for single handed sailors. The next thing I’m going to try is a large fender fixed to the end of a ladder. If it supports even a little of the swimmers weight it will be a help. The trick (as you mentioned earlier) is to make sure the swimmer can actually reach it!