Dogtag specifically list Transcontinental as their example of endurance cycling, so they're a safe bet. Annual Extreme+ cover was about £280. Winter sports adds about £30.
That's well spendy though. I guess they're cover the nutter end of the spectrum.
A 5s look at Pedalcover has me at ~£85 for anal multitrip and yellow jersey was about 150 I think, but I'd need to check what they each cover.
What travel ins are you using? ETA no longer cover races so that's kind of scuppered my plan to use them again.