Sailing Doodles Podcast

Latest Episodes:

Why Gone with the Wynns Sold Their Boat! (PLUS: Wind-Powered Cargo & SailGP!) Mar 24, 2025

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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

Sailing, Heartbreak & The Future of Sailing Doodles – Bobby White Answers It All Mar 21, 2025

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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

MARINA FIRE DISASTER, Iconic Ship’s Fate, & Major Marina Acquisition! Mar 19, 2025

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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

How Much Experience Do You REALLY Need to Cruise? (Shocking Stats!) Mar 13, 2025

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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

Single and Sailing: Is Solo Cruising the New Norm? Mar 10, 2025

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AI Powered Sailing is Coming, and other sailing news. Mar 04, 2025

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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

What's it REALLY like Sailing with Dogs? Nov 24, 2024

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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

Retiring in Thailand Nov 12, 2024

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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

The Truth About Below Deck with Capt. Glenn Shephard Oct 19, 2024

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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

Going into depth on the Island Spirit 525e Oct 02, 2024

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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/

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