
Sailing Doodles Podcast
134 episodes — Page 2 of 3

S1 Ep 83Regrets, Romance & Refit: Sailing Doodles Unfiltered
In this special Q&A episode, Bobby answers the questions YOU asked — from the biggest mistakes he’s made at sea to the future of Sailing Doodles, what really happened with Amanda, and what it’s like owning the same classic yacht twice. He also tackles topics like finding crew, dealing with black water, his favorite sailing regions, the future of the channel, and even what dogs and Starlink have in common. Whether you’re a long-time viewer or just discovering Sailing Doodles, this episode is packed with behind-the-scenes insight, sailing wisdom, and a few laughs. Want more info in the Island Spirit 525e? Be sure to say you saw it on Sailing Doodles. https://inspiredyachting.com/sailing-doodles-and-inspired-yachting-island-spirit-525e-referral/ This channel is funded by viewers like you. Please help us keep this channel creating great content by Joining the Sailing Doodles Navy https://sailingdoodles.podia.com/sailing-doodles-course-community or become a channel member https://www.youtube.com/channel/UCkDwexrF43p_1QurfKFBCBA/join or join our Patreon http://www.patreon.com/sailingdoodles Donate Via Paypal to help http://www.paypal.me/sailingdoodles Our partners: Precision Sails: https://www.precisionsailloft.com/request-for-quote/?utm_medium=affiliates&utm_source=sailing-doodles Highfield Boats: https://www.highfieldboats.com/ Island Spirit and Inspired Yachting contact Phillip Winter [email protected] 727-648-0044 https://www.inspiredyachting.com/ Here is the link for 5% off Total Boat: https://www.totalboat.com/?sca_ref=7873710.M07fS3H4Xu #SailingLife #NewBoat #SailingDoodles #IslandSpirit #CatamaranLife

S1 Ep 82Cruising Isn’t All Sunshine: The Real Work of Boat Maintenance
Living the dream on a sailboat or trawler? It’s not just turquoise water and sundowners—there’s a lot of behind-the-scenes maintenance to keep things running smoothly. In this episode of the Sailing Doodles Podcast, we dive into the day-to-day, weekly, and seasonal upkeep every cruiser needs to manage, whether you're crossing oceans or island hopping. We cover Daily checks and troubleshooting Engine, electrical, and rigging upkeep Hull cleaning and anti-fouling tips Tools and spares you should never cruise without Budgeting and when to haul out Tips to stay ahead of breakdowns while off-grid Whether you’re a new boat owner or a salty vet, this episode will help you stay one step ahead of your boat’s needs. Available wherever you get your podcasts or watch on YouTube.

S1 Ep 81Insurance, Solar, and Catamarans: The Real Cost of Boat Ownership
In this episode, I dive into the realities of owning a boat — the good, the bad, and the expensive. I talk about buying back my old CT, what went wrong the first time, and whether it was actually a smart move financially. I also cover the latest upgrades onboard, including my full solar and lithium setup, and whether it’s powerful enough to run the A/C while at anchor. Plus, I share my thoughts on gas vs. electric engines, insurance headaches, bow thruster repairs, and how I’m prepping for my next catamaran. If you’re thinking about owning a cruising boat — or just want to hear the behind-the-scenes of my boating journey — this one’s for you. This channel is funded by viewers like you. Please help us keep this channel creating great content by Joining the Sailing Doodles Navy https://sailingdoodles.podia.com/sailing-doodles-course-community or become a channel member https://www.youtube.com/channel/UCkDwexrF43p_1QurfKFBCBA/join or join our Patreon http://www.patreon.com/sailingdoodles Donate Via Paypal to help http://www.paypal.me/sailingdoodles Our partners: Precision Sails: https://www.precisionsailloft.com/request-for-quote/?utm_medium=affiliates&utm_source=sailing-doodles Highfield Boats: https://www.highfieldboats.com/ Island Spirit and Inspired Yachting contact Phillip Winter [email protected] 727-648-0044 https://www.inspiredyachting.com/ Here is the link for 5% off Total Boat: https://www.totalboat.com/?sca_ref=7873710.M07fS3H4Xu

S1 Ep 80Sailing into Tariff Trouble: Yachting Market Update 2025
In this deep-dive episode of The Sailing Doodles Podcast, we unpack how the sweeping new U.S. tariffs and turbulent global economic conditions are shaking up the sailboat and yacht industry. From massive increases on import duties—jumping from 1.5% to as high as 54%—to buyer behavior shifts and industry-wide production slowdowns, we cover it all. How these tariffs affect popular brands like Beneteau, Lagoon, Ocean Alexander, and more Why U.S.-built yachts are suddenly more attractive than ever How European and Asian manufacturers are reacting—and adapting The impact on both sailboats and motor yachts What it all means for you if you're buying, selling, or just watching the market Whether you're a full-time cruiser, a dreamer in the research phase, or just trying to make sense of what’s happening in the boating world—this episode breaks it all down in a casual, informative way. Subscribe for more sailing insights, market updates, and boat life stories every week. Drop your thoughts or questions in the comments below—how are these changes affecting your boating plans? #SailingDoodles #YachtMarket2025 #BoatBuying #Tariffs #SailingPodcast #SailboatLife #MarineIndustry Blog Post from SV Eoti & Sam Liles: https://sveoti.net/how-high-tariffs-could-drown-the-mid-tier-yachting-world-and-leave-american-cruisers-stranded/ This channel is funded by viewers like you. Please help us keep this channel creating great content by Joining the Sailing Doodles Navy https://sailingdoodles.podia.com/sailing-doodles-course-community or become a channel member https://www.youtube.com/channel/UCkDwexrF43p_1QurfKFBCBA/join or join our Patreon http://www.patreon.com/sailingdoodles Donate Via Paypal to help http://www.paypal.me/sailingdoodles Our partners: Precision Sails: https://www.precisionsailloft.com/request-for-quote/?utm_medium=affiliates&utm_source=sailing-doodles Highfield Boats: https://www.highfieldboats.com/ Island Spirit and Inspired Yachting contact Phillip Winter [email protected] 727-648-0044 https://www.inspiredyachting.com/

S1 Ep 79Sailboats at Every Budget: What You Get for $10K, $100K, $500K & $1M
In this episode of the Sailing Doodles Podcast, we break down what kind of sailboat you can expect to buy at four very different price points: $10,000, $100,000, $500,000, and $1 million. Whether you're dreaming of a cheap fixer-upper, a bluewater cruiser, a luxury catamaran, or something in between, we explore the features, trade-offs, and realities of buying a boat in each bracket. I share real-world examples, ownership tips, and how each tier fits different sailing lifestyles—from weekend warriors to full-time liveaboards. Grab a drink, tune in, and let’s go yacht shopping—from dirt cheap to dreamboat. This channel is funded by viewers like you. Please help us keep this channel creating great content by Joining the Sailing Doodles Navy https://sailingdoodles.podia.com/sailing-doodles-course-community or become a channel member https://www.youtube.com/channel/UCkDwexrF43p_1QurfKFBCBA/join or join our Patreon http://www.patreon.com/sailingdoodles Donate Via Paypal to help http://www.paypal.me/sailingdoodles Our partners: Precision Sails: https://www.precisionsailloft.com/request-for-quote/?utm_medium=affiliates&utm_source=sailing-doodles Highfield Boats: https://www.highfieldboats.com/ Island Spirit and Inspired Yachting contact Phillip Winter [email protected] 727-648-0044 https://www.inspiredyachting.com/

S1 Ep 78Bahamas Travel Safety Explained In Depth For Your NEXT Big Trip
Hey everyone – in this Q&A episode, I’m diving into your most-asked questions about sailing life, crew dynamics, future travel plans, relationships, and of course, the pups. We’ll cover everything from: The recent Bahamas travel advisory and onboard safety protocols Amanda, Lauryn, McKenzie... and the real crew drama My thoughts on switching it up with a trawler and the Great Loop Boat costs, upgrades, regrets, and plans for Island Spirit Hull #5 How being a pilot prepared me for life at sea The dogs’ life aboard and how big they’ll get Highs, lows, and what’s really going on behind the scenes Thanks for sending in so many great questions. If I missed yours, drop it in the comments and I’ll catch it next round! Behind-the-scenes and extras: https://sailingdoodles.podia.com

S1 Ep 77Tragedy at Sea: Sinbad Submarine Sinks + Florida Boating Laws You Need to Know
In this episode of the Sailing Doodles Podcast, we dive into the tragic sinking of the Sinbad submarine off the coast of Egypt—what happened, why it matters, and the chilling details. Then we break down all the latest changes in Florida’s boating laws for 2025, and what you need to know if you’re cruising or living aboard in the Sunshine State. Don’t forget to like, comment, and subscribe for more maritime news and sailing adventures!

S1 Ep 76Crew Tell-All: My Sailing Crew Grill Me! (Honest Opinions Revealed!)
In this special episode of the Sailing Doodles Podcast, my crew, McKenzie and Clarice, turn the tables and put me in the hot seat! They ask the hard questions about what it's REALLY like to have them onboard, and I share my unfiltered thoughts on their sailing and crewing skills. But it doesn't end there—they also give their brutally honest opinions on what it's truly like to sail and live aboard Nauti Dogs with me as their captain. Expect laughter, candid revelations, and genuine insight into the realities of life at sea. Don't miss this hilarious and heartfelt conversation! Join the Sailing Doodles Navy! https://sailingdoodles.podia.com

S1 Ep 75Why Gone with the Wynns Sold Their Boat! (PLUS: Wind-Powered Cargo & SailGP!)
Join us in this episode as we dive deep into why Gone with the Wynns made the surprising decision to sell their beloved sailboat! We’ll unpack what this means for their sailing adventures and what's next for this adventurous couple. Plus, explore the exciting world of wind-powered cargo ships and how they could revolutionize maritime shipping, and get an adrenaline boost as we cover the latest from SailGP, sailing's fastest-growing international racing league! Join the Sailing Doodles Navy! https://sailingdoodles.podia.com

S1 Ep 74Sailing, Heartbreak & The Future of Sailing Doodles – Bobby White Answers It All
In this special Q&A episode, I answer the most burning questions from YOU—our amazing Sailing Doodles community! From my thoughts on single life and past relationships to the future of the channel, the catamaran situation, upcoming adventures, and the realities of life at sea, we cover it all. Join the Sailing Doodles Navy! https://sailingdoodles.podia.com

S1 Ep 73MARINA FIRE DISASTER, Iconic Ship’s Fate, & Major Marina Acquisition!
In this week's boating news update, tragedy strikes at the Imperial Yacht Club Marina as a devastating fire destroys multiple yachts, shocking the maritime community. We also dive deep into the uncertain future of the iconic SS United States—will this historic ocean liner finally meet its end, or is there hope yet? Plus, major shifts in the marina industry as Blackstone acquires Safe Harbor Marinas, potentially impacting thousands of boaters nationwide. Join us as we uncover the full stories behind these headlines, exploring what they mean for boat owners and maritime enthusiasts alike. Don't forget to LIKE, COMMENT, and SUBSCRIBE for weekly boating news, adventure sailing, and much more! #MarinaFire #SSUnitedStates #BoatingNews #Blackstone #SafeHarborMarinas Join the Sailing Doodles Navy: https://sailingdoodles.podia.com

S1 Ep 72How Much Experience Do You REALLY Need to Cruise? (Shocking Stats!)
Ever wondered who actually lives on boats full-time? Are they all retired millionaires, or is it possible for anyone to start cruising? In this video, we break down the REAL stats on liveaboards and cruisers—how much experience they actually have, how they afford it, and the #1 mistake that ends most cruising dreams. We’ll cover:** ✅ The average age of new liveaboards & cruisers ✅ How much sailing experience they have (it’s less than you think!) ✅ Marina life vs. full-time cruising—who actually leaves the dock? ✅ The most common boats for new cruisers (monohull vs. catamaran) ✅ Where first-year cruisers go—Bahamas, Caribbean, or coastal cruising? ✅ How long most people last before quitting boat life ✅ The biggest mistake that ruins the dream for so many sailors

S1 Ep 71Single and Sailing: Is Solo Cruising the New Norm?

S1 Ep 70AI Powered Sailing is Coming, and other sailing news.
I'm starting a new topic for this podcast. Sailing News! In this episode I cover the recently completed Vendee Globe around the world solo sailing race, the advancement of autonomous and AI powered boats, catch the final ruling on the 3 abandoned vessels of the 2024 Newport Bermuda Race and give you updates of the popular sailing shows like Sailing La vagabonde, SV Delos and Sailing Doodles. Want to support this channel? Join the Sailing Doodles Navy https://sailingdoodles.podia.com

S1 Ep 69What's it REALLY like Sailing with Dogs?
I answer all your questions about sailing with dogs and so much more. Several times a month I takes questions from our patrons and channel members and give it my best shot to answer them all! https://www.patreon.com/sailingdoodles

S1 Ep 68Retiring in Thailand
Should you retire in Thailand! absolutely yes and I will tell you why in this podcast. An Ask Me Anything edition where I answer all my patrons and channel members questions. become a patron https://www.patreon.com/sailingdoodles

S1 Ep 67The Truth About Below Deck with Capt. Glenn Shephard
I sat down with Captain Glenn Shephard of the Bravo show "Below Deck: Sailing Yacht" at the Annapolis boat show and had a great discussion about his experiences on the hit show! Follow's Captain Glenn's social media to keep up with his adventures Instagram: https://www.instagram.com/capt_glennshephard/ Facebook: https://www.facebook.com/captainglennshephard Support the show by becoming a patron! https://www.patreon.com/sailingdoodles
S1 Ep 66Going into depth on the Island Spirit 525e
I answer all the question from my Patrons and CHannel members about my new yacht, the Island Spirit 525e. Its a Sailing electric hybrid catamaran that I am going to sail around the world. For more info https://www.sailingdoodles.com/island-spirit-525e/
S1 Ep 65How much is Burning Man and what does it earn?
With Burning Man 2024 just wrapping up, I wanted to know how much does the average person spend to go there and what does the Burning Man Organization earn from the festival? Also, how much is spent in total by all festival goers to attend the festival? I answer all these question and more in the podcast.

S1 Ep 64What is Sailing Italy All about!
We spent a week sailing around the Gulf of Naples and the Amalfi Coast in Italy and I give you my opinion on what it is like. From the costs, to the sights, I give you the run down on Italy

S1 Ep 63Psychedelics healing PTSD with Rick Doblin
Rick Doblin is the founder of MAPS (multidisciplinary association for psychodelic studies), which just complete phase 3 trials for using MDMA to treat PTSD. They have an astounding success rate curing PTSD with 67% and addition 21% seeing good progress towards healing... thats 88% success in helping people live better lives. https://www.maps.org

S1 Ep 62Should I Fly Again?
I answer all of our patron's questions including: Should I get my medical back and fly part time again? Would you like to have your question answered on one of our Ask Me Anaything segments? Become a patron! https://www.patreon.com/sailingdoodles Link to the pay per view video: https://www.sailingdoodles.com/bvi-movie-final/ Link to my new catamaran Island Spirit 525: https://navigare-yachting.com/en/yacht-ownership/new-yachts/island-spirit/island-spirit-525-nn/209?ny=4163 Link the the Croatia Flotilla: https://navigare-yachting.com/en/events/other/join-sailing-doodles-on-a-croatia-yacht-charter-with-navigare-in-july-2024

S1 Ep 62The Future of Space Medicine with Dr. Shawna Pandya
I sit down with Dr. Shawna Pandya and discuss how the effects of space on the human body and how advances in space medicine will dictate the future of crewed space expoloration. Dr. Shawna Pandya is a scientist-astronaut candidate with Project PoSSUM, physician, aquanaut, speaker, martial artist, advanced diver, skydiver, pilot-in-training, VP Immersive Medicine with Luxsonic Technologies and Fellow of the Explorers' Club.
S1 Ep 61Boat Life vs RV life, which is better?
I sit Down with Amanda and discuss what type of cruising life is better, by boat or RV? We have spent a good amount of time in each mode of transportation so its time to discuss which we like better Link to the pay per view video: https://www.sailingdoodles.com/bvi-movie-final/ Link to my new catamaran Island Spirit 525: https://navigare-yachting.com/en/yacht-ownership/new-yachts/island-spirit/island-spirit-525-nn/209?ny=4163 Link the the Croatia Flotilla: https://navigare-yachting.com/en/events/other/join-sailing-doodles-on-a-croatia-yacht-charter-with-navigare-in-july-2024

S1 Ep 60Addressing the Negativity
I address the negativity that my most recent video received from viewers in the comment section. People make a lot of assumptions without knowing all the facts, so I did my best to give them the proper information Link to the pay per view video: https://www.sailingdoodles.com/bvi-movie-final/ Link to my new catamaran Island Spirit 525: https://navigare-yachting.com/en/yacht-ownership/new-yachts/island-spirit/island-spirit-525-nn/209?ny=4163 Link the the Croatia Flotilla: https://navigare-yachting.com/en/events/other/join-sailing-doodles-on-a-croatia-yacht-charter-with-navigare-in-july-2024
S1 Ep 59Latitudes & Attitudes Editor David Levesque
I had a chance to sit down at the Miami Boat Show with David Levesqu, the Editor of Latitudes and Attitudes Magazine. We discussed the cruising life and his magazine!

S1 Ep 58Can you earn income owning a boat? w/ Phillip Winter
I sit down with Phillip Winter, the Sales Manager for Navigare Yachting a the Miami boat show to discuss yacht ownership and how you can earn guaranteed income on the boat by putting it in charter. Navigare Yachting has one of the largest charter fleets in the world with bases all over the globe. Link to Yacht Ownership: https://navigare-yachting.com/en/yacht-ownership/new-yachts?ny=4163 Link to more info on the Island Spirit 525: https://navigare-yachting.com/en/yacht-ownership/new-yachts/island-spirit/island-spirit-525-nn/209?ny=4163 Link to Yacht Charter: https://navigare-yachting.com/en/services/bareboat-yacht-charter?ny=4163
S1 Ep 57Catamaran or Monohull? Which is better for cruising?
I answer probaby the most asked question we get.... Should you cruise in a catamaran or a monohull? It's honestly a very tough question to answer but I have a lot of experience on both types of boats and give the best insight as I can! I also answer all of our patron's question! If you would like your question answered please become a patron at https://www.patreon.com/sailingdoodles for more information about the miami boat show, please RSVP at: https://docs.google.com/forms/d/e/1FAIpQLScVyJuA8hngq2IHFQcWJDA-9kQ62ePXW2eZIuRfNssAYMwPeA/viewform For more information about the Island Spirit 525e, visit: https://navigare-yachting.com/en/yacht-ownership/new-yachts/island-spirit/island-spirit-525-nn/209?ny=4163
S1 Ep 56Is she just a sex symbol?
I ask Amanda what she thinks about being a sex symbol on Sailing Doodles. Does she hate it or love it? She lets you know! Sign up to for the Miami boat show happy hour and meet up! https://docs.google.com/forms/d/e/1FAIpQLScVyJuA8hngq2IHFQcWJDA-9kQ62ePXW2eZIuRfNssAYMwPeA/viewform
S1 Ep 55Looking for new crew!
It another Ask Me Anything episode where I answer all our patrons questions. If you'd like to have a question answered become a patron at https://www.patreon.com/sailingdoodles In this podcast the main topic is that we are looing for new crew!
S1 Ep 54The END of VLOGS
Vlogs across the board have been in decline over the past 3 years for several reason. In my opinion it is beacuse of youtube's preference for Shorts, new Ai technology and IP Theft from bad actors

S1 Ep 53Ask Amanda Anything
I sit down with crewmate Amanda Zakri and our patrons ask her anything! From her personal life to professional life, Amanda tells it all! Amanda is an actor and has her own youtube channel @AmandaZakri. So lets have fun and talk to Amanda!
S1 Ep 52Meet Murphy - a Cock-a-poo
Meet my new "brother" Murphy, He's a cock-a-poo puppy and so cute! I also answer all the questions from our patrons about sailing doodles, the crew and the future of the show!
S1 Ep 51Meet Amanda, my returning crew
Amanda Sailed with me back in 2017 for 3 months or so and now she's back! Find out what she has been up to and why she decided to come sailing with me again.
S1 Ep 50Should we sail a circumnavigation?
I answer all your wuestions about Sailing Doodles and sailing in general. My patrons want to know if we are going to sail a circumnavigation.... what do you think? Should we sail around the world? Want to get your questions answered on the next podcast become a patron at https://www.patreon.com/sailingdoodles

S1 Ep 49What's the hardest thing to give up for Sailing Life?
I answer all the Sailing Doodles Patrons and members questions about the sailing and cruising life. Specfically, What is the hardest thing to give upo for the sailing and cruising life? Such a good question and I hope I answered it well!

S1 Ep 48Buying a new motor yacht!
Well my new sailing Cat Island Spirit 525 has been delayed and I likely won't get it until next summer. I need something to sailing the mean time so I am buying a used Sea Ray to scream around the bahamas for 4 months! Does it sound like a good time?

S1 Ep 47I almost went to Mexican prison
I tell you how and why we ended up in Mexico. We had such a good time down there. It is a beautiful place and the people are so warm and friendly. It's too bad about how corrupt the government is and the crime. We almost were held for ransom or went to prison just for making a wrong turn. This is my story.
S1 Ep 46The new Show host!
I sit down and talk with Dakota who is the new host of Flying Doodles on Youtube. Its the show where we interview airplane owners about their planes,strap a few gopros on the plane and then go fly! So please welcome Dakota!
S1 Ep 45Sailing Greece - the pros and cons
I give you my thoughts on my sailing experiences sailing around Greece this summer for 3 months. There good and the bad, it was still worth it!
S1 Ep 44What was it really like at burningman this year
I have been going to burningman for 10 years and was in attendance this year, 2023, also. I give you the real life behind the scenes scoop on what it was like at burnginmany during the rain event and what everyone did to cope with it. It was not nearly as bad as the media is hyping it up to be.

S1 Ep 43Precision Sails and Break Waves Youtube show
I interview Darryl from Precision Sails and Ben from the Youtube show Breaking waves. Visit SailingDoodles.com to find out more information about us!

S1 Ep 42Pro Rally Car Driver Todd Romano
I interview Todd about his racing career and his brand new line of side by side utvs SpeedUTVs.com @theromaniak @speedutv Visit Sailingdoodles.com

S1 Ep 41Finding Yacht Crew
I answer all my patron's questions about Sailing doodles and sailing in generally. Specifically in this episode we hone in on a lot of crewing questions. Visit Sailingdoodles.com

S1 Ep 40Stephanie talks about adventuring with Sailing Doodles
Stephanie and I sit down and have a chat about whats been going on with sailing doodles and what is next!

S1 Ep 39Banned again!
I can't believe I have been banned again from facebook! Check out SailingDoodles.com to help out the show!

S1 Ep 38The End of the Sailing Vlog?
All of the sailing vlogs are in a slump? Is this the end of the sailing vlog era? Support this show by becoming a patron! https://www.patreon.com/sailingdoodles

S1 Ep 37Banned from Facebook!
Yes that's right, my entire Facebook platform was demonitized for 90 days and there is nothing I can do about it. To help support the show you can go to Patreon.com/sailingdoodles

S1 Ep 36Sailing Greece - Everything you need to know!
I talk with Stephanie @psychodelicdaydream about our time sailing around in Greece and give you all the info you need to know! Its such a great place and we are happy to share the details about it here is the link for "The Cruising Life" http://gcsf.gnosishosting.net/Events/Info/The_Cruising_Life_By_Bobby_White-4517

S1 Ep 35Made it to the Bahamas! Live cast
Steph , Megane and I sit down and talk about our travels so far to the Bahamas!