We Thought They Were Pirates! The Real Dangers of Sailing Around the World
How dangerous is it really to sail around the world? Are pirates something sailors should actually worry about? While sailing through Indone...
Radio and PodcastLive Radio & Podcasts
Society & Culture
Sailing Doodles Podcast
Bobby and Laura are sailing around the world with two full size labradoodles and document their adventures as they go! In the podcast series they will get more in depth on topics related to...
Episodes
20 of 159 episodes
I Was a Flydubai Pilot… Here's What Went Wrong
I was one of the very first pilots hired by Flydubai back in 2009, and I was there for the airline's very first passenger flight. But after...
4 Years Flying Private Jets in Africa — Bribes, Guns and Gaddafi
Before YouTube, I spent four years living in Nigeria and flying a Gulfstream III all over Africa for a wealthy businessman. In this episode,...
Why I’m Selling My 56-Foot Sailboat
It probably looks like my 56-foot CT56 is falling apart, but there’s more to the story. After sitting on the hard unattended for over a year...
Aerosmith Never Knew Their Private Jet Had a Serious Problem
Before Sailing Doodles, I spent years flying Gulfstream private jets around the world, and for about six to eight months I was one of the pr...
What's Really Happening with my Electric Catamaran?
In this episode I’m answering your questions about what’s happening with my electric catamaran, whether I’m keeping it, selling it, or movin...
I Flew Snoop Dogg… Then Customs Brought the Drug Dogs
Back in 2004, I was a young Gulfstream III copilot flying celebrities around the world—and one of our regular passengers was Snoop Dogg. On...
Superyacht Ownership Explained by an Actual Owner
What is it actually like to own a superyacht? I sit down with my friend Bob, who has owned yachts ranging from 65 feet all the way up to 165...
Burning Man Is Getting Older, More Expensive… and Losing Money
I’m recording this episode from the roof of my RV in the middle of Black Rock City at Burning Man 2026. Burning Man has grown from a small g...
He Climbed Everest, Sailed Around the World & Conquered the Northwest Passage
In this episode, I sit down with Gabriel, whose list of adventures is almost hard to believe. Most recently, he completed the legendary Nort...
RV Life vs Boat Life — Which Is Actually Better?
I’ve spent years living and traveling on boats, but lately I’ve been back on the road in the RV — and it got me thinking: which lifestyle is...
There Are No New Frontiers Left
For most of human history, people who felt trapped by their circumstances could leave everything behind and head toward a new frontier. They...
Will Nika Be Coming Back?
In this Ask Me Anything podcast, I answer some of the questions patrons and viewers have been asking most. I start with Nika—whether she’ll...
My New Yacht Has Some Problems—Here’s the Full Story
Owning a brand-new hybrid-electric yacht has been exciting—but it has also come with a much steeper learning curve than expected. In this po...
What Kind of Boat Should I Buy Next?
I’m back with the second half of my patron Q&A, and this time we’re talking about what kind of boat I should buy for my next adventure. Woul...
I Was Wrong... Here's the Better Plan
A few weeks ago I shared an idea that I thought could completely change the way people experience luxury sailing. Then I asked for your feed...
Why Does My Crew Keep Leaving?
In this patron Q&A podcast, I answer some of the most common—and most interesting—questions viewers have been asking. I talk about what happ...
I'm Buying YOU a Yacht?
What if there was a better way to own a luxury yacht? I've been working on a business idea that I honestly can't decide is brilliant... or c...
Getting a Motor Yacht Instead?
In this episode, I talk through a big realization about the future of Sailing Doodles: because of location, weather, and cruising seasons, I...
Stop Waiting Until You’re Ready
Most people have a dream. Maybe it’s sailing around the world, building a cabin in the mountains, starting a farm, opening a business, movin...