Simpson Bay Lagoon is a good hurricane hole (although they lost a lot of boats when they were directly hit by Hurricane Lenny (?) a number of years ago. Some of the people working in the yacht trades are live aboards who permanently moor their boats in the lagoon. The cost of living is comparable with the US, although you should expect to pay less for your heating bills.
I'll post a photo of the Lagoon. Most of the permanently moored boats are tucked in close to the hill (known as the "Witch's Tit") which is on the right side of the photo just above and to the left of the guy in the striped shirt.
One downside of leaving a boat in the Lagoon is that after a few weeks they grow beards, and after a few months they are connected to the bottom by the slime colony growning on the hull. Leave a boat in one spot long enough and you don't have to worry about hauling for a hurricane. That said, there are lots of yachts there and the tech services are first rate.
Where is your work? The lagoon is about 10 miles from Phillipsburg (sp?). My guess is that the schools are taught in English.