I forgot about the size of your vessel. Having said that I still think that an inflatable floor and keel is not a good idea. Maybe necessary but not good for cruising.
Perhaps it's just me but our tender is extremely important to the way we cruise. Puttering around with a 5 hp is not something we do much as the distances are just too far and the abuse is too much. The Admiral calls it the SUV. Throw gear in, go a few miles and spend the day exploring. If the dingy fails, the big boat might as well fail as we need both of them.
Most people cruising go long distances in the dingy from the big boat. That means that you'll need a go-fast dingy so you can get there and back in a reasonable amount of time. Going fast means at some point you will run into something and tear the bottom out. Now you're in big S--t. You're cruising an area with no place to repair the darn thing and no shoreboat to use.
I would think that a smaller lightweight rib with a folding transom would be a good dingy. When you store it on deck deflate it so the only thing taking up space is the actual fiberglass bottom facing up. Now you can have a go-fast dingy that won't self destruct if you hit anything. We've crashed into many things with our AB rib. She's still in good shape. If it was an inflatable floor it would have been gone a year after we started cruising.
Something like an Avon 310 (damn their expensive) with a 9.8 2 stroke Tohatsu would be a good combination for cruising on your 26' cutter. Easy to store and the Tohatsu will get you up on a plane with the two of you and a lot of gear. You can go miles from the big boat and not worry about ripping the bottom out.
But damn, that Avon is expensive,,, so,,, perhaps a roll up would be good for you (just bring a lot of glue and Hyperlon). I just think it's not something to seriously cruise with confidence.