One consideration
The biggest and most expensive option you will pick will be the outboard. A four stroke is preferred over a two stroke as it is quieter, cleaner and more enviromentally friendly. Some states either have or are passing legislation to prevent the use of two stroke motors on some lakes and public lands. The Four stroke cost more but is cheaper to operate.If you are into the 26x for sailing, then you will have the ballast tank full. Under these conditions, the hull acts like a displacement hull and will not come up on plane, even with a fifty HP motor. The rules for displacement hulls limit your speed. A 10 HP motor will move you just as fast and weighs and costs less. Less weight being a factor for good sailing.If you want to tow skiers then you need to drain the tanks and bolt on the big fifty. The weight of the big 50 will slow you down if your into sailing, and a 10 won't get you up on plane if your into power boating. You just can't have it both ways. Happy Sailing,Mike