I'm imagining channels in a busy waterway or a regular ferry route. Of course it needs economy of scale, but at that point everyone saves on batteries, etc. Unless there are submarines, I don't know what would pass under the boat and cut the connection.
Maybe watercraft usage or routes aren't predictable enough? Maybe the sliding connector is too expensive underwater, especially in sea water.
Example (7 minute charge time):
https://global.abb/group/en/technology/did-you-know/maid-of-...