PODCAST · society
Sailing Doodles Podcast
by Bobby White
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 cruising in general and cruising with pets. Some of the information will be regionally specific and some will be a broader base. Come follow along with us and enjoy the ride!
Episodes
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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 Indonesia, we stopped at a tiny, remote atoll hundreds of miles from civilization. Just as we were preparing to leave, a wooden boat carrying six men headed…
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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 a little over a year flying the Boeing 737 for them, I decided to leave. Following the recent shocking incident involving a Flydubai first officer, I'm…
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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, I tell some of my favorite stories from that time — living in Maiduguri and Abuja, dealing with police bribes, flying across Africa, mechanical problems in...
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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, I’m compressing a year’s worth of maintenance into just a few weeks. In this episode, I break down what’s gone wrong, what I’ve fixed, what still needs to…
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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 primary copilots flying Aerosmith on tour. Most nights we'd watch the show, leave halfway through to get the jet ready, then fly the band to their next city as...
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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 moving back to diesel.
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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 one particular trip, our company was bringing Snoop and his entourage home from Brazil. I joined the trip in Brownsville, Texas, where the airplane had to...
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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 feet, to get an inside look at the reality of superyacht ownership. We talk about what these boats really cost to buy and operate, hiring and managing crew,...
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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 gathering on a San Francisco beach into a temporary city of more than 70,000 people in the Nevada desert. But after decades of explosive growth, something is...
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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 Northwest Passage aboard a 48-foot steel-hull trawler, navigating some of the most remote and challenging waters on Earth. But that’s only one chapter of his...
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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 actually better? In this podcast, I compare RV life vs boat life from someone who has lived both. We talk about the cost, maintenance, freedom, comfort,...
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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 could escape their social class, family reputation, past failures, or limited opportunities and try to build something entirely new. But do those kinds of...
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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 be joining me again, how we got along, and what might be next. I also share the scariest experience I’ve ever had at sea: the night my old boat nearly caught...
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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 podcast, I give an honest update on my first few weeks aboard the Island Spirit 525e. I walk through the technical issues we’ve experienced so far, including...
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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. Would a diesel Sea Ray-style express cruiser work for Florida, the Keys, the Bahamas, and potentially farther into the Caribbean? Or would I be better off with a...
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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 feedback. Hundreds of comments later—and one incredibly detailed blog from a viewer—I realized I had made some major mistakes. In this episode I explain what I…
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The Captain Threatened to Jump Overboard Mid-Ocean
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 happened with recent crew members, how I find people to join the boat, the couple who were supposed to launch a Sailing Doodles spin-off channel, whether I’m in…
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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 completely crazy. Imagine having access to a $1.4 million sailing catamaran that cruises the Mediterranean, Caribbean, Thailand and beyond, without having to...
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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 may only be able to film on my new catamaran about four months a year. That creates a real problem. If I want to keep making consistent boat content, I may...
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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, moving overseas, or just walking away from a life that looks successful on paper but doesn’t actually make you happy. But most people never do it. Not because the...
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The Questions I’ve Been Avoiding… Health, Olivia & What Happens Next
In this episode, I’m answering your questions from Patreon, YouTube members, and the Sailing Doodles app. We start with the big one: my recent health scare, the blood clots and thrombosis, whether it could be connected to my past stroke, how medical care has been overseas, and what recovery might...
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Is This the End of Sailing Doodles As I Know It?
After a big health scare, I’ve had to ask myself some hard questions about the future of Sailing Doodles. I just bought my dream yacht, but now I’m dealing with blood clots and thrombosis in major abdominal veins, and I still don’t have all the answers about what caused it or what the long-term...
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My Health Scare: Cancer Fears, Blood Clots, and What Happens Next
In this episode, I talk about the medical issue that suddenly interrupted my life and my plans for Sailing Doodles. It started with abdominal pain that I thought might be something minor, but after hospital visits, scans, and more tests, doctors found inflammation around my pancreas and blood…
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I Really Don’t Want To Do This
After years of delays, setbacks, and finally taking delivery of my new Island Spirit 525e… I’ve run into another problem. Because of Thailand’s import and customs rules, I now have to sail the boat roughly 72 hours to Malaysia, clear customs, and then sail all the way back to Thailand just so the...
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The Truth About My New Electric Catamaran
After years of planning, delays, factory visits, and a whole lot of frustration, my new Island Spirit 525e electric catamaran is finally in the water — and sailing. In this episode, I talk through the last few crazy weeks of the build: inspecting the boat at the factory, the Buddhist blessing...
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Is Electric Sailing Finally Safe? Lithium, Lightning & My 210 kWh Catamaran
Electric boats are no longer some far-off future idea — they’re here, and my new Island Spirit 525e is a perfect example. With a 210 kWh battery bank, two 65 kW electric motors, and around 80 nautical miles of electric range at 6 knots, this is a serious electric propulsion system. In this…
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Dating in Paradise Is Harder Than You Think
Dating while sailing around tropical islands sounds like it should be easy… but the reality is a lot more complicated. When you live on a boat and cruise full-time, you are constantly moving from one place to the next. You are rarely in one place long enough to casually date, and most cruising...
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The Bahamas Raised Fees Too Far… Now They’re Reversing Course
The Bahamas pushed cruising fees too far in 2025, and the boating industry says the fallout was immediate: fewer boats, weaker marina occupancy, and millions in lost economic activity across the islands. As of April 1, 2026, they’ve changed the system again. I’m breaking down the new official fee...
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Chloe Opens Up… And Drops Some Big News
In this episode of the Sailing Doodles Podcast, I finally sit down with Chloe for a real conversation about her background, where she came from, and how she ended up joining the crew. It’s a fun, honest episode where you really get to know her beyond what you see in the videos… But we also share...
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Big Updates… New Boat, Chloe, & What’s Next
In this episode of the Sailing Doodles Podcast, I’m answering your questions—from the new 525e catamaran build to future sailing plans, life in Thailand, and yes… Chloe. We cover everything from boat systems and upgrades, to where I’m sailing next, to how all of this actually works behind the...
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This Scares Me… AI Might Replace Creators Sooner Than We Think
For years I assumed I had another 5–10 years as a content creator before technology really started disrupting things. After seeing how fast AI video is advancing… I’m not so sure anymore. AI can now generate voices, scripts, music, and even realistic video scenes. I recently watched several...
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How I Moved My Dogs From the U.S. to Thailand (The Real Process) | w/ AE Pets International
Ever wondered how hard it is to move pets internationally? visit AE Pets https://www.aepetsgo.com In this episode of The Sailing Doodles Podcast, I break down exactly what it took to move my two dogs from the United States all the way to Thailand. There are a lot more steps involved than most...
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Why I Bought an Electric Catamaran (And What Could Go Wrong)
In this episode of The Sailing Doodles Podcast, I dive into one of the biggest decisions I’ve ever made… going all-electric with the new catamaran. Why did I choose an electric propulsion system? How does it compare to boats like Fountaine Pajot’s electric cats? What are the real risks —…
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The Pilot Behind Flying Doodles: Emma
In this episode of The Sailing Doodles Podcast, I sit down with Emma — the host of Flying Doodles — to talk about her aviation journey, career path, and what really goes on behind the scenes of the channel. From her flight training and early experiences in the cockpit to where she sees her…
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Who’s REALLY Coming to Thailand With Me?
In this Ask Me Anything episode, I answer the question everyone keeps asking… Who is actually coming with me to Thailand to pick up the new boat? There’s been a lot of speculation about crew, plans, and what’s happening next — so I finally address it. I also talk about: Whether Chloe is joining…
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The New Boat Is Almost Done… I’m Flying to Thailand
This one feels surreal to say out loud — the new boat is getting very close to completion. In this update, I share where the build is at, what’s left to finish, and why this moment feels different than anything before. After months (and years) of planning, I’ll be flying to Thailand next month to...
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Why Most Sailing YouTube Channels Fail After 2 Years (And Why It’s Harder Now)
Sailing YouTube looks easier than ever — bigger audiences, better cameras, more success stories. But the reality? It’s harder now than when I started, and most sailing channels don’t even make it past year two. In this episode, I break down why channels really fail — not because they can’t sail,...
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Who’s Going to Thailand With Me? (New Boat, New Crew, Big Changes)
In this podcast, I answer one of the biggest questions I’ve been getting lately: who’s coming with me to Thailand on the new boat? We talk about the new boat timeline, potential crew lineup, and what this next chapter of Sailing Doodles is really going to look—both on and off camera. I also…
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RV Nightmare UPDATE: How Camping World Stepped Up & Made It Right
A month or so ago, I shared a podcast about the nightmare I was dealing with on my RV — and at the time, I hadn’t even gotten to the worst part yet: needing a full engine overhaul. In this episode, I give a full update on everything that happened afterward, how the situation evolved, and how...
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My Thoughts on the Greg Biffle Crash
In this episode, I share my personal thoughts on the tragic aviation accident involving Greg Biffle and his family. I had the opportunity to meet Greg and his wife Kristina about a year and a half ago at Spanish Cay Yacht Club, and they were incredibly kind, welcoming people. This is not an…
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Relationships, Insurance & the New Boat - Ask Me Anything
You asked some tough questions, so it’s time to answer them. In this Q&A episode I cover everything from crew changes and relationships, to insurance and the new boat, along with sailing myths, health insurance while cruising, provisioning mistakes, and what’s coming next for Sailing Doodles and...
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Everything You Think About Sailing Is Wrong
Ever wondered what sailing is really like? After years living aboard, crossing oceans, rescuing boats, breaking boats, and teaching new crews how to sail, I’ve heard every sailing myth in the book… and today we’re busting the big ones. In this episode, we break down the 12 most common (and most...
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The Insurance Saga Is Finally Over… Here’s What I Can Say
After many delays, stress, paperwork, and uncertainty… the insurance saga is finally over. As most of you know, the delivery crew had a major mechanical failure last year that led to my boat being totaled. Since then, I’ve been working through the long insurance process behind the scenes. I can’t...
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Sailors Invented Half Our Language?!
Ever wonder where everyday expressions like “three sheets to the wind,” “overboard,” “the bitter end,” or even “windfall” actually came from? Turns out, tons of common words in English were invented by sailors, pirates, and old-school sea captains, and today we still use them without even…
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Stop Wasting Money on These Boat Fixes!
What upgrades are actually worth the money on an older sailboat… and which ones you should avoid? In this episode of The Sailing Doodles Podcast, I break down the most valuable upgrades I’ve done across all the boats I’ve owned — from my classic CT-56 to the newer catamarans and charter boats…
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Hot Babes, New Boat, and What’s Next for Sailing Doodles
The fans didn’t hold back on this one… In this Q&A episode, I answer YOUR questions about the new catamaran, future sailing plans, past crew, and even a few spicy ones about “hot babes” and babies on board We talk about: • Updates on the new Island Spirit 525e catamaran (Hull #5) • Future…
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Drove Off the Lot — and the RV Broke Down Immediately!
I just bought a brand-new RV… and it didn’t even make it off the lot before breaking down. Within minutes, the engine started smoking and I quickly realized the EGR cooler had failed, dumping coolant straight into the exhaust. In this episode of The Sailing Doodles Podcast, I talk about what...
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Avoiding Disaster: The Truth About Hurricane Season for Sailors
In this episode, I dive into how sailors and cruisers deal with one of the biggest threats on the ocean — hurricanes. Fifty years ago, crossing an ocean meant hoping you didn’t run into a storm. There was no internet, no satellite tracking, and little warning. Today, we carry a weather computer…
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Dead Diver, Lost Cocaine, and the Australian Superyacht Scandal
A Queensland superyacht agent was offered $300,000 for a “simple” job — help two divers enter Australia. Days later, one diver was dead, another had vanished, and 100 kilos of cocaine were floating in Newcastle Harbor. In this episode, Captain Bobby White of The Sailing Doodles Podcast breaks…
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Yacht RAID in the Bahamas! Guns, Cash & Chaos
A U.S.-flagged motor yacht was raided by Bahamian authorities in Bimini after a tip-off — and what they found shocked everyone. Ten people were arrested, including the crew, and officers seized a cache of weapons, ammunition, and cash. In this episode, Captain Bobby White of Sailing Doodles…
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ABOUT THIS SHOW
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 cruising in general and cruising with pets. Some of the information will be regionally specific and some will be a broader base. Come follow along with us and enjoy the ride!
HOSTED BY
Bobby White
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Frequently Asked Questions
How many episodes does Sailing Doodles Podcast have?
Sailing Doodles Podcast currently has 221 episodes available on PodParley. New episodes are automatically indexed when they're published to the podcast feed.
What is Sailing Doodles Podcast about?
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 cruising in general and cruising with pets. Some of the information will be regionally specific and some will...
How often does Sailing Doodles Podcast release new episodes?
Sailing Doodles Podcast publishes regularly with 221 episodes available. Check the episode list for the typical release schedule.
Where can I listen to Sailing Doodles Podcast?
You can listen to Sailing Doodles Podcast on PodParley by clicking any episode. We provide an embedded audio player for direct listening, and you can also subscribe via your preferred podcast app using the RSS feed.
Who hosts Sailing Doodles Podcast?
Sailing Doodles Podcast is created and hosted by Bobby White.
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