
Sailing Doodles Podcast
Sailing Doodles
Show overview
Sailing Doodles Podcast has been publishing since 2018, and across the 8 years since has built a catalogue of 233 episodes. That works out to roughly 130 hours of audio in total. Releases follow a monthly cadence, with the show now in its 102nd season.
Episodes typically run twenty to thirty-five minutes — most land between 21 min and 46 min — though episode length varies meaningfully from one episode to the next. It is catalogued as a EN-language Society & Culture show.
The show is actively publishing — the most recent episode landed 4 days ago, with 29 episodes already out so far this year. The busiest year was 2025, with 50 episodes published. Published by Sailing Doodles.
From the publisher
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!
Latest Episodes
View all 233 episodesRV Life vs Boat Life — Which Is Actually Better?
There Are No New Frontiers Left
Will Nika Be Coming Back?
My New Yacht Has Some Problems—Here’s the Full Story
What Kind of Boat Should I Buy Next?
I Was Wrong... Here's the Better Plan
Why Does My Crew Keep Leaving?
I'm Buying YOU a Yacht?
Getting a Motor Yacht Instead?
Stop Waiting Until You’re Ready
The Questions I’ve Been Avoiding… Health, Olivia & What Happens Next
Is This the End of Sailing Doodles As I Know It?
My Health Scare: Cancer Fears, Blood Clots, and What Happens Next
I Really Don’t Want To Do This
The Truth About My New Electric Catamaran
Is Electric Sailing Finally Safe? Lithium, Lightning & My 210 kWh Catamaran
Dating in Paradise Is Harder Than You Think
The Bahamas Raised Fees Too Far… Now They’re Reversing Course

S1 Ep 130Chloe 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 some important news. Chloe will be leaving Sailing Doodles for now to head home and take care of some medical things. We talk about what’s going on, what this means moving forward, and what’s next. It’s not goodbye forever — just a new chapter. Chekc out her Patreon https://www.patreon.com/chloer

S1 Ep 129Big 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 scenes. Nothing is off limits in this one. Topics include: Status of the new Island Spirit 525e Future sailing plans (Maldives, Australia, beyond) Life and relationships on the road and at sea Boat systems, maintenance, and lessons learned Content, Patreon, YouTube, and how it all works Thanks to everyone who submitted questions—these AMA episodes are some of my favorites to do.