Kiteboarding - go to Tommy Gaunt Kiteboarding at Anegada Beach Club. The beach there is also the safest place to learn in the BVI.
Fishing - I almost always drag 6-8 lines on longer sails, but frankly the odds of catching good eating fish is pretty small unless you spend some hours trolling the south drop some 3 miles south of the Drake. You'll likely catch a few bonito in the inshore waters. Reasonably edible if marinated and grilled. You'll probably have more fun casting a swim shad lure with a collapsible spinning rod near sunset while moored/anchored.
Dining - for a grouo of 16, The Restaurant at Leverick Bay and Wonky Dog both can handle the crowd, have a range of offerings, and are very convenient to get to. I think Caravela at Scrub has been relabeled Cardamon & Co - ate there pre-Irma, but was underwhelmed given the high prices. Brandywine Estate Restuarant is a bit off the usual charter loop, but they have great food & views, and they have 2 mooring balls and dinghy dock in Brandywine Bay.
.
