I came in last month on Native son. They asked to see both my health insc and travel insc. I have read other places that they are asking. Seems like a roll of the dice. It was inexpensive enough to grab a policy via 7 Corners. Since my airfare was miles and I could get credits I only got quoted covered the few nights of lodging I had on Virgin Gorda.
Hopefully this requirement will go away soon. Fingers are always crossed.....but the small price I paid for coverage was not worth risking being possibly turned away at the ferry terminal.