We went with Medipac out of Ontario for our insurance this past winter. It was pricey (over $4,000) but we do have pre-existing conditions and are 72 & 67. Medipac is associated with Canadian Snowbird Association but don't think that you must join the Association to deal with them. In previous years we had used Snowbird MediQuote but they got too expensive ($5200.) for the same 5 months.
It does pay to shop around but remember to be very careful in answering all the questions honestly. This paid of for me a couple of years ago when I was in hospital for 3 days in the US. All my expenses were paid in full within a few weeks, and yes I was with Manulife at that time.
Good luck with your search.
