Episodes 83
Avg. Duration 16m
Activity Highly Active
Since Jan 2019
Latest Episode Jun 2026

Publishing Details

Schedule
Monthly
Format
Episodic
Hosting
rss.libsyn.com

Contact & Outreach

About This 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!"

Explore Statistics

Recent Episodes

Ep. 69: Escape? (Finding Jacie Sails, Pt. 2)

Jun 12, 2026 29m

Show Notes at HowNotToSail.com/69

Ep. 68: Finding Jacie Sails

Oct 10, 2025 14m

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…

S4 Annapolis Meetup Friday 5pm at Davis' Pub!

Oct 04, 2025 2m Bonus

Join me in Annapolis at Davis' Pub on Friday, Oct. 10 at 5pm! More info at HowNotToSail.com

S4E67 Ep. 67: A Compliant Individual (Losing Jacie Sails Finale)

Jun 27, 2025 31m

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…

S4E66 Ep. 66: Losing Jacie Sails, Pt. 2

Mar 25, 2025 24m

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,…

S4E66 So How's Your New Year's Eve Going?

Dec 31, 2024 3m Bonus

Happy New Year's Eve! (And don't drop the phone like I did.)

S4 Update...and St. Pete Meetup Saturday!

Nov 27, 2024 4m Bonus

(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…

S4 We FOUND Her!

Nov 14, 2024 1m Bonus

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.

S4E65 Ep. 65: Losing Jacie Sails, Pt. 1

Nov 08, 2024 20m Transcript

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.…

S4 Coming Soon: Losing Jacie Sails

Oct 18, 2024 1m Trailer Transcript

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)

Oct 09, 2024 1m

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…!

S4E63 Ep. 63: Milton

Oct 06, 2024 6m

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.)

S3E62 Ep. 62: I Forgot The Grand Prize!

Jul 29, 2024 6m Bonus

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…

S3E61 Ep. 61: Tour of the Boat (and Party Info!)

Jul 05, 2024 22m

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…

S3E60 Ep. 60: A New Way To Sail (Season Finale)

Jun 05, 2024 19m

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…

S3 Not The Droid You're Looking For (Announcement)

May 17, 2024 1m Bonus

An announcement.

S3E59 Ep. 59: Sarasota to Bradenton

May 03, 2024 21m

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…

S3E58 Ep. 58: Southbound, Headed North

Apr 20, 2024 15m

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…

S3E57 Ep. 57: Who needs an engine?

Apr 06, 2024 15m

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…

S3E56 Ep. 56: A Sh*tty Situation

Mar 22, 2024 13m Transcript

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…

Frequently Asked Questions

How many episodes does How Not To Sail Podcast have?

How Not To Sail Podcast has published 83 episodes since January 2019, covering topics in Documentary, Places & Travel.

Is How Not To Sail Podcast still active?

How Not To Sail Podcast is currently highly active with new episodes monthly. Average episode length is 16m.

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