Hi matt,
I thought I'd leave this for someone else to answer, but alas, no one has stepped up.
All boards will work well in surf if you are just riding out, jumping off ramps, and riding on the face on the way in. It's if you start doing big top turns and transitioning from rail to rail that will make the difference. The X-Rides soft rail will be nicer in the foam and being on the face of the wave.
The Jaimie will also work well but you will need to be more on your game, no slip ups or the rail will catch and you'll eat it.
Work out how much time you realistically expect to be carving waves as opposed to riding in and out in the chop or surf and how much time you think you'll be freestyling.
If the Freestyle side is greater than the surfing side, then go the Jaimie, if the waves shredding is going to out balance the freestyle, then go the X-Ride.
Both boards are excellent for freeriding with, as you say, the Jaimie being more "lively" or "playful". Personally I prefer the Jaimie for most of my riding, but I ride a surfboard when I hit waves as I don't like the compromise in the twin tips for surf. But thats just me and I have a wide selection to choose from so am in a special spoiled rider category.

Cheers mate and happy decision making
