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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...
Listen to Sailing Doodles Podcast, a Society & Culture podcast by Sailing Doodles. Stream 134 episodes in English, follow new audio stories, and play episodes online on Radio and Podcast.
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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...
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...
The Bahamas pushed cruising fees too far in 2025, and the boating industry says the fallout was immediate: fewer boats, weaker marina occupa...
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...
In this episode of the Sailing Doodles Podcast, I’m answering your questions—from the new 525e catamaran build to future sailing plans, life...
For years I assumed I had another 5–10 years as a content creator before technology really started disrupting things. After seeing how fast...
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...
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...
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...
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...
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, wh...
Sailing YouTube looks easier than ever — bigger audiences, better cameras, more success stories. But the reality? It’s harder now than when...
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 a...
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 p...
In this episode, I share my personal thoughts on the tragic aviation accident involving Greg Biffle and his family. I had the opportunity to...
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...
Ever wondered what sailing is really like? After years living aboard, crossing oceans, rescuing boats, breaking boats, and teaching new crew...
After many delays, stress, paperwork, and uncertainty… the insurance saga is finally over. As most of you know, the delivery crew had a majo...
Ever wonder where everyday expressions like “three sheets to the wind,” “overboard,” “the bitter end,” or even “windfall” actually came from...
What upgrades are actually worth the money on an older sailboat… and which ones you should avoid? In this episode of The Sailing Doodles Pod...
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...
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...
In this episode, I dive into how sailors and cruisers deal with one of the biggest threats on the ocean — hurricanes. Fifty years ago, cross...
A Queensland superyacht agent was offered $300,000 for a “simple” job — help two divers enter Australia. Days later, one diver was dead, ano...
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 w...
This week’s Sailing Doodles Podcast gets personal. Viewers submitted hundreds of questions — and of course, the most common one was about La...
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...
At the Annapolis Boat Show, Bobby sits down with Amanda and Maryline from Current Yachts, a new brokerage that’s shaking up the traditional...
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...
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 thi...
Sailing the Caribbean has always been a dream — but is it getting riskier? Between rising fees in the Bahamas, U.S. drug-interdiction ops ne...
In this special episode, I’m sharing my full life story — from my childhood sailing a Sunfish on my grandparents’ lake, to my aviation caree...
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 rea...
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 ca...
Think the ocean is lawless? Think again. In this episode we dive into some of the quirkiest maritime laws that still affect sailors today —...
It’s time for another Q&A podcast with questions straight from our amazing Patrons and YouTube Members! In this episode, I cover: The bigges...
In this episode of The Sailing Doodles Podcast, I sit down with Lauryn from Lost Lauryn to talk about her life of adventure. She’s built a f...
In this episode of The Sailing Doodles Podcast, I sit down with fellow YouTuber Auburey from Sailing Miss Lone Star while we’re in Greece ch...
In this episode, I take a moment to address some recent negativity from former crewmates. While I won’t name anyone or speak ill of them, I...
From lightning strikes and engine failure to fires and man overboard situations—this episode dives deep into the scariest things that can ha...
In this episode of The Sailing Doodles Podcast, I’m giving you an exclusive first look at Hull #3 of my brand-new catamaran! It’s currently...
Everyone sees the bikinis, sunsets, and crystal-clear water… but what does it really take to film a successful sailing YouTube channel? In t...
After years of sailing with dozens of amazing crew members, I finally answer one of the most asked questions — Who was my favorite? From wil...
The Bahamas just hiked their cruising permit fees—and boaters are not happy. In this episode of The Sailing Doodles Podcast, we break down t...
What happens when Deadpool and Wolverine dive into the world of high-speed sailing?
In this episode of the Sailing Doodles Podcast, I answer the top questions submitted by our fans and patrons. From frustrating insurance del...
Ever wondered how much it really costs to live and cruise on a sailboat? In this episode, Bobby breaks down the actual monthly expenses of f...
In this episode of the Sailing Doodles Podcast, I sit down with our newest crew member, Jennifer Brown (@jenniferbrownakajb) — a model, actr...
In this special Q&A episode of the Sailing Doodles Podcast, I’m answering your best questions from Patreon, Podia, and YouTube Members! From...
Wondering where the best cruising grounds in the world really are? In this episode of The Sailing Doodles Podcast, I break down the pros and...
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Sailing Doodles Podcast is listed as a Society & Culture show. The show language is listed as English.
This page lists 134 episodes for Sailing Doodles Podcast. More episodes are available from the View more button when the list continues.