Yeah I come out of Waquoit and go to the vineyard all the time (rarely moor just fish) There really shouldn't be any shoals between oystervill and the vineyard you should need to worry about other than in oysterville bay or just outside depending on your boat. Most likely cause is the boat settings you have setup with the depth being too deep in the app/plotter for your boat. if I recall correct it defaults to something crazy like 33ft draft probably to be safe. But given your profile says freedom 275 your draft should not be much different than mine on the seafarer. Thanks for the post, my wife is always asking to go to the vineyard but it always seemed daunting to figure out the mooring and launch at oak bluffs, vineyard haven is easier. Usually I just drop her and her friends off and fish off the coast while they enjoy the island with oak bluffs, but this opens up another, option especially for a day trip. Or even an overnight now that I just got all my cabin cushions recovered. BTW if you're looking for someone to do that cheap I have a guy in Woonsocket RI who did a great job for cheap and I"m going to have him do the bolsters, and seat cushions probably over the winter.