Skip to content
Sailing Into Oblivion Podcast podcast artwork

PODCAST · society

Sailing Into Oblivion Podcast

by Jerome Rand, Bleav

After my 2012 Thru-hike of the Appalachian Trail, my life was changed forever. The challenge of big adventure had me hooked. I soon set a goal of sailing alone and without stopping around the world. In 2017-18, I did just that! Since then, I have taken my podcast aboard my Westsail32 as well as in my everyday life. The shows are a mix of my own past experiences along with interviews of everyday people that have a seemingly endless number of stories themselves.Support the Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcastOne Time Donations Via PayPal and Venmo: https://www.paypal.com/paypalme/JeromeRand https://account.venmo.com/u/sailingintooblivionChildrens Book: https://a.co/d/1q2XkevSailing Merch: https://www.bonfire.com/store/sailing-into-oblivion/Books: https://a.co/d/eYaP10MReach out to the Show: https://www.sailingintooblivion.com/podcastsWhat started as a podcast about sailing has evolved into my way to sit down with people from all walks of life and

Publisher-supplied feed metadata · PodParley refreshed Oct 3, 2026 · Source feed

Episodes

  1. Back to the Boatyard+Q@A, EP#447

    Sumer is over and all my plans have changed; I'm heading back to the boatyard to work the haul-out season before setting sail south. Plus to questions from listeners. Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon:...

  2. Summer Wrap-up Show, EP#446

    End of summer is here, and we talk about all things from teaching sailing to Starlink review. Thanks for listening! Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast Starlink Referral Link:...

  3. Adventures in Small Boat Sailing with Jacob, EP#445

    Today, Jacob and I sit down after a week of sailing on the lovely Walloon Lake here in Northern Michigan. It's been an adventure with ups and downs, good times and storms. Big thanks to Jacob for returning to the show and sharing his experiences. Thanks for listening! Help Support this podcast…

    more
  4. Systems Checks, Rutherford, and Yard Projects, EP#444

    Today I talk about the yard work, Rutherford's trip being derailed, and systems checks before setting sail. Thanks for listening and thanks for the support! Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon:...

  5. Crossing the Gulf of Maine, EP#443

    Made it to Maine in just over two days, this is a recap of the trip with the offshore recording added to the end(the audio had a buzz to it, sorry about that). Now it's time to haul Sparrow out and get to work! Thanks for listening. Help Support this podcast with the following links, Thanks for...

  6. North to Maine, EP#442

    Time to venture north to Maine, quick update about the passage and my time on Cape Cod. Thanks for listening, offshore recordings coming soon! Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon:...

  7. Paper Charts, EP#441

    Today I get into some seamanship skills and tools. The recent rescue of a solo sailor in the Pacific is a great case for having some old school tools aboard your vessel. Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon:...

  8. Morning Ramble Show, EP#440

    Just a rambling show with no particular subject today, I talk about the search for the next Marina, boat work and future plans. Thanks for listening! Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon:...

  9. Landfall, Cape Cod EP#439

    We have made landfall! After 8 days at sea and taking everything mother nature could throw at us, we are safely tied to the dock. Today I talk about the last few days of the trip and a bit of a breakdown of the Westsail 32 for anyone considering buying one of these boats. Thanks for listening!…

    more
  10. Offshore Recordings NC-CC Part Two, EP#438

    It has been a rollercoaster of weather and emotion out here on this trip. The second half is way more positive, so hang in there and thanks for listening! Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon:...

  11. Offshore NC-CC Part 1, EP#437

    Offshore recordings part one... Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast Help fund my next adventure here: https://gofund.me/6df0fb45 One Time Donations Via PayPal and Venmo:...

  12. Coast to Coast, Back on Sparrow, EP#436

    We are back from the west coast and gearing up for the sail from North Carolina to Cape Cod. Today we talk about the coaching trip with Oliver, being back on Sparrow and getting ready for our next passage. Thanks for your support! Help Support this podcast with the following links, Thanks for...

  13. Pirates on the High Seas, EP#435

    Pirates? A question that so many people have asked me about, today I get into the subject and a story from my own experience during the voyage around the world. Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon:...

  14. Author Julie Gerstenblatt, The Stargazer of Nantucket EP#434

    Today I sat down with Author Julie Gerstenblatt, I am currently diving into her second historical fiction, The Stargazer of Nantucket, and I can hardly put it down! The high sea adventure, characters, and plot have me hooked. It was a pleasure to sit and chat about the great age of sail with…

    more
  15. Weather Forecasting and Routing, EP#433

    Today we are talking weather Forecasting and Passage Planning. These days we have all the info at our fingertips but sometimes that can lead to analysis paralysis! Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon:...

  16. Lord of the Flies, Sailing on Lake Michigan, EP#432

    When the going gets tough, the tough get going! We are back on Lake Michigan and the world seems dead set on tossing everything from weather to swarms of flies right into our path. But we forge forth and ever onward around this great lake! Thanks for listening. Help Support this podcast with the...

  17. Mother Nature with Kelsey, EP#431

    Today I am sitting down with Kelsey, a student of Mother Nature and someone that loves the natural world even more than me! We talk about all the little miracles that you can find in nature and more, thanks for listening and big thanks to Kelsey for sharing her time and passion for Mother Nature....

  18. Sailing on a Gap-Year with Max, EP#430

    Today I sit down with Max, a fellow instructor here in Northen Michigan who will soon be setting sail on an epic adventure that includes the Med, an Atlantic crossing and the Caribbean! I can't wait to hear all about the adventure when we do our follow up show next year. Safe sailing my friend ns...

  19. Rutherford Returns to the Show from Nova Scotia, EP#429

    Matt Rutherford returns for an update from Nova Scotia as he waits out some weather and gets some rest, check out the Ocean Research site here for tracing and ways to help the non profit; https://www.oceanresearchproject.org/ also follow him on the OceanResearch Instagram!!! Help Support this...

  20. Sailing with Phoenix Returns for an Update, EP#427

    Oliver Returnes to the Show, we are getting an update on the boat and all things having to do with the upcoming adventure. Alway a pleasure to have @sailingwithPhoenix back on the Pod, thanks for listening! For more content from Oliver check out his YouTube and all social media @sailingwith...

  21. Rutherford and Denker are Underway!, EP#426

    Quick show update on Rutherford and Denker, check out there tracking pages here: https://www.predictwind.com/tracking/Chimera https://www.predictwind.com/tracking/Hoppipolla Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon:...

  22. Fireside at JeromesTown, EP#425

    JeromesTown is officially open and we are having a fireside chat tonight! Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast Help fund my next adventure here: https://gofund.me/6df0fb45 One...

  23. Spring is in the Air, Work Update, EP#424

    Spring is in the air and the boats are coming out and getting ready for the sailing season. We have some new tech for the show and just wanted to do a quick update! Thanks for listening and check out Colin's YouTube channel here: https://www.youtube.com/@colin.denker Help Support this podcast…

    more
  24. Part Two with Colin Denker, EP#423

    Today I have the second part of my visit with Colin Denker aboard his Westsail 32, this time w get into the dreams and destinations that our boats may take us to. Thanks for listening and check out Colin's YouTube channel here: https://www.youtube.com/@colin.denker Help Support this podcast with...

  25. Offshore Recordings FL-NC EP#422

    Today we have the recordings I made while sailing from Florida to North Carolina. It was a light wind battle for sure but a nice time out at sea and thanks to the engine working, low stress. Thanks for listening. Help Support this podcast with the following links, Thanks for listening! Support…

    more
  26. Sailing Adventures with Brendan and Chanell, EP#421

    Today I sit down with Brendan and Chenell who I met while waiting for a weather window in Fort Pierce. These two have had some crazy adventures between the USA, Bahamas, and Panama. Chck out the great videos on their YouTube Channel here: https://www.youtube.com/@LifeOnLaCosmica Help Support this...

  27. Post Light Wind Challenge, EP#420

    And a challenge it certainly was! A good trip though as I have just made landfall in N.C. and that means I made it. Offshore recordings coming soon. Thanks for listening Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon:...

  28. Light Wind Challenge, EP#419

    We have light winds in the forecast for this next passage from Florida to Cape Fear. It's 400 miles and we have the Gulf Stream but we also have a big wind shift that we will be racing against to make for port. Should be a fun challenge to see if we can keep old Sparrow from needing her engine....

  29. Reality of a Refit with Colin Denker, EP#418

    Today I am aboard another Westsail 32 that Colin Denker has been getting ready for the ocean. We talk about the refit process and much more. Thanks for listening and check out Colin's YouTube channel here: https://www.youtube.com/@colin.denker Help Support this podcast with the following links,...

  30. Exercise, Sailing to Charlston, and what's next, EP#417

    Today I talk about exercise and sailing, the recent trip on a Morgan 382, and a little bit of the game plan moving forward as spring approaches and we need to get north! Big thanks to Chase for having me on the voyage to Charlston, it was a pleasure cruise! Thanks for listening Help Support this...

  31. My Cuban Friend, Ernesto EP#416

    Today I sit aboard the Mighty Sparrow with Ernesto, my new Cuban friend, to chat about everything from hard work to cars, to Cuba and beyond. Big thanks to Ernesto for taking time from his busy schedule to share some of his wisdom and experiences. Help Support this podcast with the following…

    more
  32. Glad to be on the Dock, Gale Warning in Effect EP#415

    The wind is howling, rain is driving and I am so glad to be on the dock and not still out at sea! Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast Help fund my next adventure here:...

  33. Offshore Recordings March 2026, EP#415

    On the home stretch, mid trip recordings, thanks for listening. Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast Help fund my next adventure here: https://gofund.me/6df0fb45 One Time...

  34. The Westsail has Sold with Marc EP#414

    Today I am sitting down with Marc for the third time on the show as we go full circle and talk about the adventures of past aboard his Westsail 32 and the process of passing her on to the new owner. Always a pleasure to have Marc on the show. Help Support this podcast with the following links,...

  35. Holding Fast on the Dock, EP#413

    Well, I'm still on the dock and not sad about it one bit! The weather closed in the day I was planning to leave and for once I made the right call to stay safely in port. Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon:...

  36. Knocking Out the Checklist, Pre-departure, EP#412

    A big day today getting old Sparrow ready for the open ocean, lots on the list and it is almost done! Ny tomorrow we will know if its a go or no go. Thanks for listening. Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon:...

  37. Time for a Quick Trip in the Atlantic! EP#411

    Time to go Sailing!!! Just got back on Sparrow and the weather look good enough for a nice little rip into the Atlantic! Thanks for listening, more to come and hopefully from the offshore world. Help Support this podcast with the following links, Thanks for listening! Support this Podcast on...

  38. Fireside Podcast from JeromesTown EP#410

    Stuck for another night, let's have a fireside chat! Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast Help fund my next adventure here: https://gofund.me/6df0fb45 One Time Donations Via...

  39. Self-Steering Systems, EP#409

    Today I get into some info and stories about Windvanes and Autopilots, so many to choose from and the pros and cons to all! Thanks for listening! Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon:...

  40. Solo Show Updates, EP#408

    Today I sit solo as the winter is starting to let up a bit and soon, I will be heading back to Sparrow for some sailing! Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast Help fund my next...

  41. Chartering a Yacht with Ian Pedersen, EP#407

    Today I sit down with Ian Pedersen who is the Senior Marketing Manager for The Moorings yacht charters, and has been in the yacht charter industry for 15 years. He is a passionate ambassador of the sailing lifestyle, and has sailing experience worldwide, from The Bahamas to St. Martin, Croatia,...

  42. Living Life and Facing Fear with Shane Pollard, EP#406

    Today I sit with author Shane Pollard, an old friend from the BVI days that has since published a book and been grabbing life by the horns. We get deep on this show about fear and how to overcome it; I hope you enjoy and check out his new book here https://a.co/d/0hTV2bdc Shane's Website: Shane...

  43. The Engine Lives! EP#405

    It's been a mission to get everything squared away on old Sparrow. Boats hate to be left unused and after nearly 2 months in the marina we are getting this old Westsail ready for sailing in March. Help Support this podcast with the following links, Thanks for listening! Support this Podcast on...

  44. Land and Sea Adventures with Sondra EP#404

    Today I sit with Sondra who has for the last two years been section hiking the Appalachian Trail. She is also gearing up to set sail later this week on a trip that will take her all the way to Guatemala for the hurricane season. Sondra is truly living a life of many adventures, and it makes me…

    more
  45. The Adventures of Lutra with Bryan and Katie EP#403

    Today I stit down with fellow Westsailors Katie and Bryan who have been cruising their way down the West Coast to Baja. Always a pleasure to chat with other Westsail 32 owners that are following their dreams. Thank for listening and check out the YouTube channel here:...

  46. Small Boat Adventures and the Raid Erie Event with Eric Miller EP#402

    Today I sat down with Eric Miller, the founder of Raid Erie to talk about his sailing event, small boat adventures and everything in-between. Check out the links for more information on how to join in on the fun this summer: https://www.raiderie.net/ https://www.facebook.com/groups/raiderie...

  47. Walking with the Silverbacks, EP#401

    Today we talk about a trip my cousin Micheal took to Rwanda to visit the Silverbacks. An amazing experience to say the least. Thanks for listening! Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon:...

  48. Back on Sparrow Post Bahamas Trip, EP#400

    It's 3 am and time for a podcast, yes, the sleep schedule is still off from the last voyage and I'm taking advantage of the quiet time for a little ranting and raving plus some details from this last trip. Help Support this podcast with the following links, Thanks for listening! Support this...

  49. Aboard the New Boat with Oliver @SailingwithPhoenix, EP#399

    Today I am on the West Coast and helping with the maiden voyage, only 32 miles, and the start of the biggest coaching adventure I could ask for. Oliver has set his sights on a solo non-stop, and I am going to help get him ready for the adventure ahead. Tonight, we just chat and have fun, but this...

  50. Appalachian Trail Series, Maine EP#398

    The last state on the AT was a big one, sorry for the delay on this one and thanks to those who reminded me that I needed to get it done! Help Support this podcast with the following links, Thanks for listening! Total Boat 5% discount code: https://www.totalboat.com/?sca_ref=9803393.xY85BaEnxZ...

Type above to search every episode's transcript for a word or phrase. Matches are scoped to this podcast.

Searching…

We're indexing this podcast's transcripts for the first time — this can take a minute or two. We'll show results as soon as they're ready.

No matches for "" in this podcast's transcripts.

Showing of matches

No topics indexed yet for this podcast.

Loading reviews...

ABOUT THIS SHOW

After my 2012 Thru-hike of the Appalachian Trail, my life was changed forever. The challenge of big adventure had me hooked. I soon set a goal of sailing alone and without stopping around the world. In 2017-18, I did just that! Since then, I have taken my podcast aboard my Westsail32 as well as in my everyday life. The shows are a mix of my own past experiences along with interviews of everyday people that have a seemingly endless number of stories themselves.Support the Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcastOne Time Donations Via PayPal and Venmo: https://www.paypal.com/paypalme/JeromeRand https://account.venmo.com/u/sailingintooblivionChildrens Book: https://a.co/d/1q2XkevSailing Merch: https://www.bonfire.com/store/sailing-into-oblivion/Books: https://a.co/d/eYaP10MReach out to the Show: https://www.sailingintooblivion.com/podcastsWhat started as a podcast about sailing has evolved into my way to sit down with people from all walks of life and

HOSTED BY

Jerome Rand, Bleav

Produced by Jerome Rand

Frequently Asked Questions

How many episodes does Sailing Into Oblivion Podcast have?

Sailing Into Oblivion Podcast currently has 455 episodes available on PodParley. New episodes are automatically indexed when they're published to the podcast feed.

What is Sailing Into Oblivion Podcast about?

After my 2012 Thru-hike of the Appalachian Trail, my life was changed forever. The challenge of big adventure had me hooked. I soon set a goal of sailing alone and without stopping around the world. In 2017-18, I did just that! Since then, I have taken my podcast aboard my Westsail32 as well as in...

How often does Sailing Into Oblivion Podcast release new episodes?

Sailing Into Oblivion Podcast publishes regularly with 455 episodes available. Check the episode list for the typical release schedule.

Where can I listen to Sailing Into Oblivion Podcast?

You can listen to Sailing Into Oblivion Podcast on PodParley by clicking any episode. We provide an embedded audio player for direct listening, and you can also subscribe via your preferred podcast app using the RSS feed.

Who hosts Sailing Into Oblivion Podcast?

Sailing Into Oblivion Podcast is created and hosted by Jerome Rand, Bleav.
URL copied to clipboard!