May to June is considered to be the right time to leave Caribbean to head north. You want to leave before hurricane season anyways. No personal experience but that is what I would do. Nova Scotia is on my list also.
Re: Best time of year to sail from Caribbean to Nova Scotia?
Make your way up to St Martin then jump off from there early April to mid May.. remember.. hurricane season officially kicks off June 1st and you'll be sailing up 'Hurricane Alley' at least as far as Bermuda.. early tropical storms often hit the 'fleets' heading for Europe via Bermuda after mid May...
Have a good trip..