Sounds like a great trip. Weather at this time of year can be a bit tricky although certainly not a show stopper. Be aware that you are going during Hurricane season. ( June-December in the Atlantic) So in your planning, aside from having good reliable weather info available during your trip and being able to interpert it, you should have some good bail out points planned in case one "sneaks up on you".
S/V Iemanja on Lake Champlain (for now..)