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PODCAST

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 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!

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All Episodes

23:15

Everything You Think About Sailing Is Wrong

Sailing Doodles Podcast ·

2025/12/07

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 misleading!) sailing myths that stop people from getting on the water — including the truth about boat costs, storms, sharks, catamaran safety, anchoring, YouTube crew life, and whether you actually need

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34:31

The Insurance Saga Is Finally Over… Here’s What I Can...

Sailing Doodles Podcast ·

2025/12/01

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 share specific numbers, terms, or private details because of my NDA — but I can walk you through what the experience was like, what I learned, and how this affects the future of Sailing Doodles. In this

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35:20

Sailors Invented Half Our Language?!

Sailing Doodles Podcast ·

2025/11/28

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 thinking about it. In this episode of the Sailing Doodles Podcast, I break down over 80 everyday words and sayings that all started on ships — from naval terms, pirate slang, emergency commands, rigging language,

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15:09

Stop Wasting Money on These Boat Fixes!

Sailing Doodles Podcast ·

2025/11/13

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 we’ve sailed. I cover which improvements truly make your boat safer, easier to sail, and more enjoyable… and which “fancy” upgrades usually end up being a waste of money. If you’re shopping for an older

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25:46

Hot Babes, New Boat, and What’s Next for Sailing Doodles

Sailing Doodles Podcast ·

2025/11/06

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 cruising plans in Thailand and the Mediterranean • Crew, relationships, and how the channel has evolved • Life as a full-time liveaboard and YouTuber • Gear, filming setups, and how the dogs handle land life

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8:05

Drove Off the Lot — and the RV Broke Down Immediately!

Sailing Doodles Podcast ·

2025/11/04

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 happened, how I diagnosed the issue, and what comes next. The dealer says they’ll cover the repair — but we’ll see what really happens. I’ll share what I’ve learned from years of owning boats, planes, and RVs

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19:03

Avoiding Disaster: The Truth About Hurricane Season...

Sailing Doodles Podcast ·

2025/11/01

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 in our pocket, with live hurricane data, Starlink connectivity, and routing tools that can literally save lives. We’ll talk about: How hurricane forecasting has changed in just a few decades The role of

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14:10

Dead Diver, Lost Cocaine, and the Australian...

Sailing Doodles Podcast ·

2025/10/29

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 down the true story of James Blake Blee — how financial desperation led to a deadly smuggling plot, what “parasite smuggling” really is, and why this growing underwater drug tactic is spreading around the

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13:37

Yacht RAID in the Bahamas! Guns, Cash & Chaos

Sailing Doodles Podcast ·

2025/10/28

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 breaks down the facts, shows footage from the local news, takes a look at the yacht’s charter listing, and shares his honest opinions about carrying weapons onboard and the risks every cruiser faces when

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31:19

Are Laura and I Getting Back Together? | Sailing...

Sailing Doodles Podcast ·

2025/10/26

This week’s Sailing Doodles Podcast gets personal. Viewers submitted hundreds of questions — and of course, the most common one was about Laura. Are Laura and I getting back together? What really happened behind the scenes at the Annapolis Boat Show? And how does Miss Lone Star fit into all this? I also answer your questions about the new catamaran, future flotillas, the boat raffle, and what’s next for Sailing Doodles in 2026. Drop your next questions in the comments for the next Q&A

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16:21

From Viewer to Crew — I’m Looking for the Next...

Sailing Doodles Podcast ·

2025/10/24

This might be the biggest announcement I’ve ever made. I’m looking for two people — ideally a couple — to come sail with me in Thailand this February for four months. You don’t need sailing or editing experience. I’ll teach you how to sail, how to film, and how to create a YouTube channel like Sailing Doodles. The goal? To train the next generation of creators and help them launch their own sailing channel when the journey’s done. In this episode, I explain what I’m looking for, what the

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15:28

Are Boat Brokers Ripping You Off? How Current Yachts...

Sailing Doodles Podcast ·

2025/10/22

At the Annapolis Boat Show, Bobby sits down with Amanda and Maryline from Current Yachts, a new brokerage that’s shaking up the traditional 10% commission model. Instead of sky-high broker fees, they’re offering a flat-fee, transparent system — just $1,500 to list your boat and à-la-carte options for everything else. We dive into why they believe the old system is broken, how they’re making boat buying and selling fairer, and what this means for the future of yacht sales. If you’ve ever thought

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25:53

Laura Returns! The Wildest Podcast Yet (with Babies &...

Sailing Doodles Podcast ·

2025/10/20

Fan-favorite Laura from Sailing Doodles Seasons 2 & 3 is back! She joined me at the Annapolis Boat Show with her two young kids, and things got a little… chaotic. We catch up on what Laura’s been up to since her sailing days, talk about motherhood, life after the show, and the possibility of getting back on the water. This one’s totally “wheels off” — her 14-month-old demanded plenty of attention (and snacks), interrupted mid-sentence, and even forced an unexpected break for feeding time. It’s

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16:50

The Wild Story Behind Expedition Drenched – How Nate...

Sailing Doodles Podcast ·

2025/10/13

What started as one man’s dream to sail the world has grown into one of the most ambitious and inspiring sailing projects on YouTube. In this episode of The Sailing Doodles Podcast, I sit down with Nate and Amy from Expedition Drenched to uncover how it all began — from filming underwater expeditions to building a worldwide nonprofit that protects the oceans. We talk about: How Nate left everything behind to chase a life at sea The early struggles of creating a sailing show with a bigger purpose

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35:14

Is the Caribbean Becoming Too Dangerous for Cruisers?

Sailing Doodles Podcast ·

2025/10/03

Sailing the Caribbean has always been a dream — but is it getting riskier? Between rising fees in the Bahamas, U.S. drug-interdiction ops near Venezuela, and shifting maritime laws, we dive into whether the Caribbean is still the paradise sailors imagine. In this Q&A episode, I answer fan questions on: Safety in the Caribbean today Rising costs in the Bahamas & alternatives like Cuba and the BVIs Planning & paperwork for international cruising Boat ownership, chartering, and insurance

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50:56

From Living in Nigeria to Living on a Yacht, My Story

Sailing Doodles Podcast ·

2025/09/30

In this special episode, I’m sharing my full life story — from my childhood sailing a Sunfish on my grandparents’ lake, to my aviation career flying Gulfstreams for celebrities, to the stroke that ended my flying days, and how that ultimately led to creating Sailing Doodles. It’s been a wild ride: flying rockstars around the world, living in Nigeria and Dubai, surviving a medical crisis, and then finally selling everything to chase the dream of sailing full time. I’ll take you through the twists,

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37:01

Retire & Sail Away? Here’s the Truth

Sailing Doodles Podcast ·

2025/09/25

Ever dreamed of selling it all and retiring to sail the world? In this episode of The Sailing Doodles Podcast, Bobby breaks down what it really takes to make that dream happen. From health and fitness (because sailing isn’t a spectator sport), to money and income streams, to choosing the right boat and lifestyle — we cover it all. Whether you’re 55 and planning ahead or 67 and wondering if it’s too late, this episode gives you the honest truth about the realities of retiring at sea. Topics

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42:41

Giving Away My Boat?! What's the future of Sailing...

Sailing Doodles Podcast ·

2025/09/21

t’s time for another viewer Q&A podcast! In this episode, I answer your most popular questions about life on Nauti Dogs, the upcoming new catamaran, what’s happening with the crew, and even some personal stuff you’ve all been curious about. We cover everything from: Plans for raffling off Nauti Dogs Who might join as the first crew on the new boat My thoughts on flotillas, the Great Lakes, and future destinations Tech and maintenance questions — chart plotters, radar, twin-engine sync

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23:34

5 Strange Maritime Laws That Still Apply Today

Sailing Doodles Podcast ·

2025/09/15

Think the ocean is lawless? Think again. In this episode we dive into some of the quirkiest maritime laws that still affect sailors today — from the Coast Guard’s power to board your boat anytime without probable cause, to the myth of 33% salvage rewards, to fines for flying the wrong or tattered flag, bizarre anchoring restrictions, and even odd crew contract rules. Topics covered: Coast Guard boarding authority (Revenue Act roots & Prohibition era) Salvage rights & the truth behind the

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31:37

Mistakes, New Catamaran Update & Spicy Crew Questions

Sailing Doodles Podcast ·

2025/09/12

It’s time for another Q&A podcast with questions straight from our amazing Patrons and YouTube Members! In this episode, I cover: The biggest sailing mistakes I’ve made (and what I learned) Updates on the new catamaran in Thailand and what’s next for Sailing Doodles Thoughts on circumnavigation, the Pacific vs. Caribbean, and charter advice Crew questions — who’s joining, what happened with past crew, and Aubrey’s future plans The latest on insurance, gear, and electric boat tech Plus

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