Offhand I can't think of any
charter companies in
Anguilla, but there are several in St. Martin. There are several 2nd or 3rd tier companies on the French side whose principal language is French - the contracts will be in French while the checkout/rest of the process might well be in
English; but you would have to be comfortable with that and I've found that to not be the case for many Anglos. The big player Moorings/Sunsail has a good presence there - but there aren't too many charter companies on the Dutch side apart from them.
How's it with French companies? If so - Dream Yacht Charters comes immediately to mind.