Worldsongs Media
How Not To Sail Podcast
"What could possibly go wrong?" Host Bradford Rogers learns some things NOT to do—and the occasional life lesson—while sailing the Gulf Coast of Florida and meeting salty characters. "Screwing up is part of cruising. Let me show you how!"
Author
Worldsongs Media
Category
Podcast website
Latest episode
Jun 12, 2026
Where to listen?
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Episodes
Ep. 69: Bummer in the Boatyard (Finding Jacie Sails, Pt. 2) 12.06.2026 29:04
Show Notes at HowNotToSail.com/69
Ep. 68: Finding Jacie Sails 10.10.2025 14:35
After our first Atlanta How Not To Sail meetup (a month after losing the vessel), I get a voicemail that changes everything. And Big News... I've just launched The How Not To Sail Minute , a daily (weekdays) dose of How Not To Sail. Let me know what you think! HowNotToSail.com/minute
Annapolis Meetup Friday 5pm at Davis' Pub! 04.10.2025 2:13
Join me in Annapolis at Davis' Pub on Friday, Oct. 10 at 5pm! More info at HowNotToSail.com
Ep. 67: A Compliant Individual (Losing Jacie Sails Finale) 27.06.2025 31:57
In which I finally decide to abandon ship prior to Hurricane Milton's arrival. Show Notes: HowNotToSail.com/67 Thank You, USCG! I want to thank the United States Coast Guard —particularly USCG Sector Key West and Station Key West. Thanks to BM2 Anthony Diggle and BM2 Ethan Kast for sitting down for a thorough interview in the hot sun amongst the roosters, bikers, tourists and children. (Apparen...
Ep. 66: Losing Jacie Sails, Pt. 2 25.03.2025 24:57
Wherein I engage in a pre-Milton Diesel Scavenger Hunt™, suffer an unpleasant evening, and finally run out of a critical item. Show Notes I don't really have many—okay, any —photos from this episode, since I was, first of all, running around Venice and Sarasota like a madman, trying to find diesel and something to put it in; and after that it was as very long night and following morning. New for P...
So How's Your New Year's Eve Going? 31.12.2024 3:31
Happy New Year's Eve! (And don't drop the phone like I did.)
Update...and St. Pete Meetup Saturday! 27.11.2024 4:09
(No, that wasn't a fart at the beginning. That was the boat.) AND...be sure, if you're in the St. Pete area on Saturday, to join the "Jacie Sails Return" party at Chattaway in St. Pete from 4:00 to 6:00 p.m. Stay tuned to the audio podcast, any change will be posted there! (Hopefully there will be none. But..."What could possibly go wrong?") NOTE: Chattaway is a cash-only establishment. But the ha...
We FOUND Her! 14.11.2024 1:04
Just sharing the good news... Thanks as always to our How Not To Sail Patreon Crew ...! Your support (as you can imagine) is more important than ever right now.
Ep. 65: Losing Jacie Sails, Pt. 1 08.11.2024 20:55
Wherein I decide I need to do something to save the boat, and...maybe it's not gonna work out. Show Notes The Latest on Jacie Sails Sadly, no news is…no news. There have been no confirmed sightings. However, I will post updates whenever there are any to hownottosail.com/update . (That link will always point to the page with the latest info.) Atlanta Meetup This Saturday Okay, the Atlanta meetup wi...
Coming Soon: Losing Jacie Sails 18.10.2024 1:16
Trailer for upcoming podcast episode(s) about losing sailing vessel Jacie Sails while trying to protect her from Hurricane Milton.
Ep. 64: I'm safe, but... (Milton, Pt. 2) 09.10.2024 1:23
I will NOT be at the Annapolis meetup…for reasons I think you'll excuse. More to follow…but host a pint for me and for the vessel…!
Ep. 63: Milton 06.10.2024 6:00
I'm on the way to move my vessel…and hope to see you on the other side, in Annapolis. (Where we'll be having a meetup with ALL listeners.)
Ep. 62: I Forgot The Grand Prize! 29.07.2024 6:27
Season 3 Party recap and Grand Prize drawing. "Live"…ish. Show Notes (and Python code for the raffle, in case you're a nerd) at HowNotToSail.com/62 Patreon Yes, you can join the Patreon crew and help keep How Not To Sail afloat (plus get way cool perks) for as little as $3 a month. Help Spread The Word! Looking for a way to help spread the gospel of How Not To Sail? (First of all, THANK YOU!) Yo...
Ep. 61: Tour of the Boat (and Party Info!) 05.07.2024 22:57
Because what could be better than an *audio* tour of the boat? Party RSVP Link : https://hownottosail.com//party Patreon Yes, you can join the Patreon crew and help keep How Not To Sail afloat (plus get way cool perks) for as little as $3 a month. Help Spread The Word! Looking for a way to help spread the gospel of How Not To Sail? (First of all, THANK YOU!) You can find a number of easy ways to h...
Ep. 60: A New Way To Sail (Season Finale) 05.06.2024 19:42
Wherein we discover our prop has fallen off, search for said propeller, and discover a fun new method of travel upon the water. Show Notes at https://hownottosail.com/60 Patreon Yes, you can join the Patreon crew and help keep How Not To Sail afloat (plus get way cool perks) for as little as $3 a month. Help Spread The Word! Looking for a way to help spread the gospel of How Not To Sail? (First...
Not The Droid You're Looking For (Announcement) 17.05.2024 1:59
An announcement.
Ep. 59: Sarasota to Bradenton 03.05.2024 21:06
Wherein I have another senior moment about how long it takes to get somewhere in a sailboat; learn a How Not To Sail 101 lesson about using my eyes; and I may or may not have bumped into the dock in Bradenton. With good reason. With me are "The Admiral" and Jay Elmore, who provides the color commentary. See the Show Notes at HowNotToSail.com/59 ...we got photos from this episode, a craptastic map,...
Ep. 58: Southbound, Headed North 20.04.2024 15:56
In this episode, we finally get the boat out of the marina, have a bizarre interaction at a drawbridge, worry about a loose alternator belt, wonder if there's any oil in the engine...and maybe go aground in the Intracoastal Waterway (ICW). Patreon Yes, you can join the Patreon crew and help keep How Not To Sail afloat (plus get way cool perks) for as little as $3 a month. Help Spread The Word! Loo...
Ep. 57: Who needs an engine? 06.04.2024 15:46
In this episode I prepare to go on a cruise down the coast...but a new wrinkle threatens not only the cruise, but also the future of the boat. Show notes: https://hownottosail.com/57 Patreon Yes, you can join the Patreon crew and help keep How Not To Sail afloat (plus get way cool perks) for as little as $3 a month. Help Spread The Word! Looking for a way to help spread the gospel of How Not To Sa...
Ep. 56: A Sh*tty Situation 22.03.2024 13:30
Wherein I finally get back to the boat...and discover some "wrinkles." Get The Book Want to enjoy your boat, visit awesome destinations, and skip the stress? Then be sure NOT to use any of the "handy tips" mentioned here. Author, sailor, and host of the How Not To Sail Podcast Bradford Rogers shares with you some of his easily-won but hard to forget advice with equal measures of wide-eyed befuddle...
Ep. 55: The Bulkhead (Is she alive, Doctor?) 01.03.2024 14:37
I found someone to make the insurance-mandated repairs in the slip. But did it work out? Get The Book Want to enjoy your boat, visit awesome destinations, and skip the stress? Then be sure NOT to use any of the "handy tips" mentioned here. Author, sailor, and host of the How Not To Sail Podcast Bradford Rogers shares with you some of his easily-won but hard to forget advice with equal measures of...
Ep. 54: Boat Survey Fail 16.02.2024 11:26
Big fun (can you hear the sarcasm?) with a required 10-year survey. Who knew there were so many things wrong with my boat? Wanna help spread the gospel of How Not To Sail? Here's a link with a few suggestions, most of which cost nothing. Zero. Zilch. Nada. Music What Shall We Do With A Drunken Sailor? (Traditional) - performed by Bradford Rogers and Peter Suarez ⚓️
Ep. 53: Listener Questions and Giveaway 03.02.2024 19:57
Did I mention there's a giveaway? Show Notes: HowNotToSail.com/53
Ep. 52: First Annual DINGHY Awards™ 20.01.2024 22:25
Join me as we reveal YOUR winners! Wanna see the video version? CLICK HERE . (I expect this may not stay on YouTube forever…for reasons I mention in the outro.) Show Notes Why these DINGHY Awards™? Glad you asked. As I mentioned in Ep. 51, I was racking my brain to figure out which bucket of haphazardly-organized audio source material I should turn into the fifty-first episode…when suddenly it hit...
Ep. 51: First Annual Dinghy Awards™ Nominations 10.01.2024 14:18
Listen, then vote for your favorites at HowNotToSail.com/51 …!
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