OFAC FAQ #772 · Cuba Sanctions
Are insurers that are persons subject to U.S. jurisdiction allowed to provide travel insurance to persons subject to U.S. jurisdiction engaged in authorized travel to Cuba?
OFAC's answer
Yes. See [31 CFR § 515.560](https://gov.ecfr.gov/current/title-31/subtitle-B/chapter-V/part-515/subpart-E/section-515.560).