http://www.tc.gc.ca/CivilAviation/Re...602.htm#602_39
602.39 No pilot-in-command of a single-engined aircraft, or of a multi-engined aircraft that would be unable to maintain flight in the event of the failure of any engine, shall commence a flight that will leave Canadian Domestic Airspace and enter airspace over the high seas unless
(a) the pilot-in-command holds a pilot licence endorsed with an instrument rating;
(b) the aircraft is equipped with
(i) the equipment referred to in section 605.18,
(ii) a high frequency radio capable of transmitting and receiving on a minimum of two appropriate international air-ground general purpose frequencies, and
(iii) hypothermia protection for each person on board; and
(c) the aircraft carries sufficient fuel to meet the requirements of section 602.88 and, in addition, carries contingency fuel equal to at least 10 per cent of the fuel required pursuant to section 602.88 to complete the flight to the aerodrome of destination.
Perhaps Iceland and Greenland may not require the IR if you go eastbound, but quite honestly, you really should have one. Me, I would seriously consider a Cheetah or Tiger -- they float
