In this premiere episode, I have a crazy idea to sail alone around Florida to the Miami International Boat Show to launch the podcast...and talk to cruising mentor, former bodyguard to Evel Knievel, and all-around-bad-influence Bob Bitchin.

Link to the Season One party: HowNotToSail.com/party

In this episode, I make final preparations for my voyage, gain a theme song, and learn an interesting lesson from musician and sailor Peter Suarez.

In this episode, I finally set out from Gulfport, and run into fog...both literal and metaphorical.

In this episode, I visit the home of the Cheeseburger in Paradise to record my show on Pyrate Radio and try to score an interview with the island's elusive and colorful owner.

In this episode, we finally meet the main character—Jacie Sails—and learn how she got her unusual name.

In this episode, I make the leap 90 miles south from Marco to Marathon, and find...something in the way. (Or many somethings, really.)

In this episode, we find out what happened under the bridge, and meet a new interesting character.

In my quest to learn more about this "Trop Rock" music that all the boaters seem to love, I talk to Eric Stone, Mike Nash, and Brian Watson from SV Another Road.