I listen to a ton of podcasts, not just sailing related. Whether its in the car, on the plane, or at the Gym I normally have one playing.
I have listened to the “On the Wind” (formally 59 North) podcast for a number of years. I first found it searching for Allied Seawind information on the web, Andy Schell and his wife were ocean cruising in an Allied Mistress and blogging.
Recently he has had three guests from England on his show and they are absolutely fascinating:
Rev. Bob Shepton: Talks about climbing and northern latitude sailing
Robin Knox Johnston: Life and Sailing
Nigel Calder: Alternate Energy Systems
Check them out, he has way more including Don Street, The Pardys, and Webb Chiles. All are excellent!