Trailer Sailer

I'm mainly a dinghy sailor but I did own and sail a small keelboat a while ago. I am considering replacing my little used Spice dinghy and my Avon Adventure 4.5m/50HP RHIB with a trailer sailer. I want to dry sail the boat in the same way I use the RHIB but am concerned that the extra weight and draught will make launch and recovery sufficiently difficult to make it a none starter. Does anybody have experience of day sailing a 6-7m lifting keel boat. The boats on the shortlist include First 21.7 or 211, Sun 2000, Cornish Shrimper 19 & Hunter Medina. They displace between about 860kg (Medina) up to about 1250kg (Shrimper and First 21.7) where the RHIB is about 450kg and needs about 50cm to float off the trailer. It may be possible to leave the boat at anchor overnight in a sheltered bay sometimes when the forecast is suitable (insurance permitting) but I would mostly be hauling out after each sail, the mast would stay up for the season.