That's entirely possible! I was just talking to my wife about that this morning. More likely we'd just come up for the day Saturday though. I need someone w/some decent surf boards to take me on a demo ride.
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I confirmed w/owner that the lift is bunks not sling but set up for pontoon boat so regardless won't work and wasn't planning on using it anyway. He said just leave it down and just dock the boat there. And yes, there's a GFCI outlet available for a charger.
Here's a link to our rental for the week. If the weather is halfway decent, it should be an awesome week.
https://www.homeaway.com/vacation-rental/p957460vb
I also asked him about any clearance issues w/that railroad bridge and a wake boat and he said should not be a problem. plenty of clearance and wake boats are in and out of that cove all the time.
Looks gorgeous. Have fun and be safe!