Check with IMIS in Annapolis about their Jackline policy for cruisers. The insurance company is Merkel Insurance. We have not had a claim with them so can't talk about that aspect but their coverage is good and not out of line for price. They understand the needs of cruisers.
In South Africa doing lots of boat stuff. Departure north from Cape Town around December 15th. Arrival in the Caribbean around the beginning of February, after 5300 miles or so.