Hi Vincent. There was a guy about 20 years ago who sailed a dugout canoe all the way across the Pacific, from South America to the Philippines. If you have some knowledge of, and affinity for, indigenous watercraft, then your proposal is entirely feasible. Of course, it would be easier, in many ways, to knock up a 28ft Marples Seaclipper, which has flat-bottomed plywood construction. I knew a guy who built one in 100 hours, using little more than a jigsaw, a screwdriver and a 4 inch angle-grinder for "shaping". It is still sailing and has sailed up and down the east coast of Australia and is currently in Tasmania. But it wouldn't perhaps have the spirit you seek.
Same with Euphroes. They work, would suit a traditional boat, and you can make them yourself, but a couple of light modern blocks, bolted end to end (sistered), are friction free and will cause less cranial damage if your head comes into contact with them, though I'd still recommend ducking!
Yo could use either one mast, or two smaller masts, depending on what was available. Both would work. You need about 10% of the mast length buried in the structure, which should be possible with built up topsides in your dugout canoe. You need to fit strong frames and braces to the hull around the mast, as the loads at deck level are considerable, and you also need to make sure the mast step is solid.
I look forward to hearing more!