Worldsongs Media

How Not To Sail Podcast

Society EN ↓ 83 episodes

"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

Society

Podcast website

www.hownottosail.com

Latest episode

Jun 12, 2026

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Episodes

Ep. 26: How Not To Paddleboard 24.11.2021

In this episode, I try to stay upright on a paddleboard and get some peace…but I run into a familiar obstacle. Take the survey here: HowNotToSail.com/survey Produced by: Bradford Rogers Voiceover: Bradford Rogers Mixed by: Maxi Frini (MaxiFrini.com) Music What Shall We Do With A Drunken Sailor? (Traditional) - performed by Bradford Rogers and Peter Suarez MusicVine: Circles of Life - Adi Goldstein...

Ep. 25: How Not To Paint Your Cabin Top 18.09.2021

A week in the blazing sun. A thousand dollars worth of materials, some of which may or may not be the right stuff for the job. What could possibly go wrong?  Edited by: Bradford Rogers Voiceover: Bradford Rogers Mixed by: Maxi Frini This episode contains music and SFX from the below. (All other music, SFX, location sound, etc., by Bradford Rogers for Worldsongs Media. ©2019, 2020 and/or 2021 World...

Ep. 24: Listener Questions 05.09.2021

I answer your questions!

Ep. 23: Reaching Reality with Barry Walton 26.08.2021

Check out my convo with HowNotToSailer Barry Walton, director and one of the stars of the sailing documentary Reaching Reality. Not subscribed to the podcast yet? Click HERE to get every episode automatically delivered to whatever gadget you use.

Ep. 22: O Brother, Here Art Thou 22.05.2021

In this episode, I get to take my recently-discovered brother sailing, and uncover some more How Not To Sail tips…

Ep. 21: Pluses and Minuses 14.03.2021

This first episode of Season Two is about a rather dirty topic. Listener Survey Help make How Not To Sail better in just a few minutes! Take the survey at: HowNotToSail.com/survey Get The Book Get How Not To Sail (the book) at HowNotToSail.com/book Get The Free How Not To Sail Newsletter Join the How Not To Sail email list and get the almost-sorta-biweekly newsletter at HowNotToSail.com/email Musi...

Unheard Gems from Season One 18.02.2021

Here are some of the stories and How Not To Sail moments from Bob Bitchin, Fuel Dock Debbie, and Eric Stone you *didn't* hear in Season One...!

Seaon One Party-The Crunchiest Bits 29.01.2021

The best bits from the party! More suitable than the YouTube version for using during activities like driving or bathing a cat.

Episode 20: Eric Stone 10.01.2021

In the FINAL episode of Season One, I visit with Eric Stone.

Episode 19: Loose Ends 25.12.2020

Kinda self-explanatory, no? Don't forget to RSVP to the end-of-season party at: HowNotToSail.com/party

News: Season One Wrap Party! 05.12.2020

Join me for the end-of-Season One party!!!! Reserve your FREE ticket at HowNotToSail.com/party

Episode 18: Back To The Barn 24.11.2020

After a month and 700-mile round trip, it's about time to put Jacie Sails back into her slip.

Episode 17: It's Alive! 08.11.2020

In this episode we come full circle. (You'll hear what I mean if you've heard the previous episodes...)

Episode 16: ...or Stubbornness? 07.10.2020

In this episode, I do a couple of stupid things. Try not to act surprised.

Episode 15: Persistence...? 28.08.2020

In this episode, I finally head back toward my home port, meet some "old friends" (I didn't say they were human!), and am stubbornly persistent as usual. Hopefully that works out okay. Check out the Show Notes at HowNotToSail.com/15 for photos, a map, a little bit about the particular bosun's whistle model I found (that actually works)...and lord knows what else...

Episode 14: Happy Where I Am? 15.07.2020

Ah...back in Marathon with a frosty beverage in hand. But is there trouble in paradise?

Episode 13: Back Toward Marathon 08.06.2020

After coming to grips with the new reality of things, I start the 350-mile journey back toward Marathon, and "home." (And I probably should learn how certain things work on the boat. Just sayin'.)

Episode 12: The Way Forward 29.04.2020

In the aftermath of a major setback, I learn that you have to go with the current. (Produced aboard Jacie Sails during the COVID-19 pandemic.)

Episode 11: My Favorite Dance Is The Whiskey Tango Foxtrot 14.04.2020

The Admiral and I finally make it to the boat show in Miami...and a shocking development.

Listener Mail: Free Book Offer, Favorite Cruising Grounds, and more... 22.02.2020

In this bonus episode, I answer your questions! 

Episode 10: Miami 12.02.2020

Wherein I point the boat toward downtown Miami at last! (Plus info on the How Not To Sail book giveaway!)

Episode 9: Eastbound! 30.11.2019

FINALLY, I sail east from Marathon toward Key Biscayne, Miami and the Miami Boat Show, stopping at Rodriguez Key near Key Largo, getting rained on, scraping through some shallow water, and having the usual misadventures.

Update: We Found Fuel Dock Debbie 27.09.2019

I tracked down Fuel Dock Debbie, and here's the phone call... (Also, an update on the How Not To Sail book giveaway.)

Episode 8: I Don't Wanna Be Buffett 17.09.2019

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.

Episode 7: Fuel Dock Debbie 03.08.2019

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

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