13 episodes

"What could possibly go wrong?" As he sails alone from St. Pete to Miami and back, host Bradford Rogers takes you through the fascinating, often hilarious, and occasionally startling world of cruising, including chatting with fellow cruisers, musicians, bikers, and other salty characters.

How Not To Sail Worldsongs Media

    • Places & Travel

"What could possibly go wrong?" As he sails alone from St. Pete to Miami and back, host Bradford Rogers takes you through the fascinating, often hilarious, and occasionally startling world of cruising, including chatting with fellow cruisers, musicians, bikers, and other salty characters.

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

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

    In this bonus episode, I answer your questions! 

    • 5 min
    Episode 10: Miami

    Episode 10: Miami

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

    • 17 min
    Episode 9: Eastbound!

    Episode 9: Eastbound!

    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.

    • 26 min
    Update: We Found Fuel Dock Debbie

    Update: We Found Fuel Dock Debbie

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

    • 7 min
    Episode 8: I Don't Wanna Be Buffett

    Episode 8: I Don't Wanna Be Buffett

    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.

    • 20 min
    Episode 7: Fuel Dock Debbie

    Episode 7: Fuel Dock Debbie

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

    • 16 min

Customer Reviews

Kiera Byrd ,

It’s going to be great!

If the trailer and my love of Bradford’s blog are any indication, this is going to be a great podcast! Intelligent people speaking clearly about interesting topics!! ⭐️⭐️⭐️⭐️⭐️
And episode one drops and is a complete hit!! Hilarious and informative, I laughed out loud for real! As a fellow boater (though not with Bradford’s experience....) “learning” whilst navigating the waters around us is constantly challenging and the best way to sail through it is with a sense of humor. Otherwise you become a literal stick in the mud. Like literally. ⚓️

Bleeping is a big part of podcasting!! Let him show you how!!

😂😂😂😂😁

S/V Teaghlach ,

Great Find!

Stumbled upon this gem while wrapping Christmas presents. This is one of the best sailing podcast I’ve found. It’s in my top five, and surely to be in your favorites. Give it a try!

Michael The Sound Guy ,

Makes You Want to Go Sailing

Whether you've been sailing or not, this podcast makes you want to get out on the water and experience what Bradford is talking about in his sailing adventures. The stories, music and interviews make it so much fun. The How Not to Sail book is great too! Love it!

Top Podcasts In Places & Travel

Listeners Also Subscribed To