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...
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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...
Sailing Doodles Podcast Podcast Guide
Listen to Sailing Doodles Podcast, a Society & Culture podcast by Sailing Doodles. Stream 145 episodes in English, follow new audio stories, and play episodes online on Radio and Podcast.
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Episodes
20 of 145 episodes
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...
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 rece...
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...
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 abdomina...
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 Thailan...
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...
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 bo...
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 bat...
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 occupa...
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 f...
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...
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...
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 Pod...
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 cat...
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, care...