Canadian Charter Flights - Air Only
The cheapest I have found, when available, is GoTravelDirect.com They fly using Zoom Air from Toronto Area (Hamilton), Ottawa and Halifax. Their website is:
http://www.gotraveldirect.com/
The following are based on a 14 day trip, leaving the last week of March (only as an example):
Halifax to -
POP Mar. 25 - $730.00 CDN - $471.00 US all taxes included
PUJ Mar. 25 - $710.00 CDN - $458.00 US all taxes included
Ottawa to -
POP Mar. 27 - $730.00 CDN - $471.00 US all taxes included
PUJ Mar. 27 - $710.00 CDN - $458.00 US all taxes included
Hamilton (Toronto Area) to -
POP Mar. 29 - Not Available
With a bit of planning this was available earlier in the Winter Booking Season.
Only available departure date available for 14 days
POP Feb. 1 - $760.00 CDN - $490.00 US all taxes included
Based on $1 US = $1.55 CDN
FYI
Gregg