Your arrival might be a little tight. Its doable if your flight is on time and bags come out quickly. The 5:00 ferry is a safer bet. Or you can try to arrange a water taxi. There is also a new ferry operator out of Red Hook (St. Thomas) that may have another ferry option for you.

Many places close during the heart of hurricane season (mid august thru mid-late sept).

For you return, I would not try to take the 1130 ferry to make a 230 flight. Any delays and you would not make your flight. Take the 730am ferry from Road Town (or water taxi) to be safe and stress free.

Check out the "Official Ferry Schedules" at the top of this forum and the thread called "ferry" for more info. BestofBVI.com is also a good resource for ferry options.