Sailing Into Oblivion Podcast artwork

Places & Travel · Jerome Rand, Bleav

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/sailingintooblivionpodcast One Time Donations Via PayPal and Venmo: https://www.paypal.com/paypalme/JeromeRand https://account.venmo.com/u/sailingintooblivion Childrens Book: https://a.co/d/1q2Xkev Sailing Merch: https://www.bonfire.com/store/sailing-into-oblivion/ Books: https://a.co/d/eYaP10M Reach out to the Show: https://www.sailingintooblivion.com/podcasts What started as a podcast about sailing has evolved into my way to sit down with people from all walks of life and share our experiences with the listener. I hope you enjoy the podcast and help it grow into the future.

Latest episodes

Showing 20 · updated from the feed

Haul-Out Day Made easy! EP#450

#42 trending · Places & Travel

Today we get into a few top tips for the haul-out season for all you boat owners that dread the end of the season's most stressful day.  Just a few things that I think wi

Sep 28
52 min

Florida to Maine with Mazi and Teddy, EP#449

Today I sit down with @washupsailing aka Mazi and Teddy, to talk about how they made the leap to living on a boat and cruising from Florida to Maine!  Check out the YouTu

Sep 25
1 h 32 min

Yard Monkey Day One, EP#448

Day one of being back at work and working for the Boatyard! Great to be filthy, tired and ready for many days to come working with the team here at Knight Marine Services

Sep 21
38 min

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. He

Sep 14
1 h 00 min

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,

Sep 4
38 min

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

Aug 27
43 min

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 Suppor

Aug 23
51 min

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

Aug 17
1 h 02 min

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

Aug 13
35 min

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.

Aug 5
32 min

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

Jul 28
1 h 00 min

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 o

Jul 21
1 h 01 min

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

Jul 18
1 h 03 min

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/sa

Jul 13
40 min

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

Jul 9
51 min

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 Sup

Jun 28
43 min

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 h

Jun 23
1 h 16 min

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

Jun 19
57 min

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

Jun 11
27 min

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 yo

Jun 9
1 h 07 min

Chart trend

Position in the Places & Travel chart (US), last 90 days.

#37
all-time peak
5
days in the top 50 since Nov 2024

Chart positions

Where Sailing Into Oblivion Podcast ranks today in each Apple Podcasts chart (US, Sep 30, 2026).

#89 ▲ 39 Places & Travel US

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