Sailing Into Oblivion Podcast - podcast cover

Sailing Into Oblivion Podcast

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.
Last refreshed:
Follow this podcast in the Metacast mobile app to refresh it and see new episodes.
Download Metacast podcast app
Podcasts are better in Metacast mobile app
Don't just listen to podcasts. Learn from them with transcripts, summaries, and chapters for every episode. Skim, search, and bookmark insights. Learn more

Episodes

Ep #29 Interview with Adine

Today we hear from adventures on the East Coast, plans for a school bus renovation and much more. Its all about off grid, mobile living. Adine has a true passion for finding out what she is made of and what the world has to offer.

Mar 25, 20211 hr 34 minEp. 29

Ep #28 Appalachian Trail Four States VA-PA Part 6

The half way point on the AT is a strange place, rocks, short states, and the realization that your closer to finishing than you ever thought you would get. This was both a great section and some of the most annoying hiking I found on the trail.

Mar 21, 202150 minEp. 28

Ep# 27 Interview with Chris

The stories that come from sailors never seem to end. Many years ago Chris took a chance on sailing and had years of wild times along the East Coast. If you need a hand with your boat check him out at Below the Waterline in Beaufort SC.

Mar 10, 20211 hr 2 minEp. 27

Ep #26 Interview With Cari

A great chat about boats and life aboard with two dogs. Cari sailed into Beaufort and things have never been the same! She was great to have on the show and didn't seem nervous at all.

Mar 08, 20211 hr 23 minEp. 26

Ep #25 Interview with Aaron S/V K

Today I chat with Aaron, new to sailing but ready to sail off into adventure. He and Cari are still in the first year but having a blast as the adventure unfolds. Follow them on Tic Tok @misscaribaby and instagram @svkaimana

Feb 14, 20211 hr 29 minEp. 25

Ep 24 Appalachian Trail Part 5 Virginia

Back to the old AT during the Virginia section. Over 550 miles of trail make the state of Virginia more of a mental challenge than anything. Good times as we make our way to 1,000 miles!

Feb 12, 202152 minEp. 24

Ep #23 Interview with Jason S/V Prince of Tides

Buckle up for some great stories about what happens when you buy a boat, have little to no experience, and just keep going. Jason is new to sailing but has had some good and bad experiences with his boat Price of Tides. He has the right attitude to become a true sailor and one day make it to the Caribbean.

Feb 05, 20211 hr 6 minEp. 23

Ep #22 Appalachian Trail #4 Tennessee

A few good stories as we get back in the woods and meet up with more hikers, deal with fog and thunder, and make our way to hiking 20 miles in a day!

Feb 05, 202137 minEp. 22

Ep 21, Interview with Photographer Josh Drake

Great chat with a great friend, check out some of his work at; insta; @joshuadrakephoto - www.joshuadrakephotography.com We go all over the world and into many subjects, most notable into the world of following your passion around the planet via photography. Josh has done and seen some amazing places. I was very glad to sit and listen to his thoughts on life and the world we live in.

Feb 02, 20211 hr 22 minEp. 21

Interview with Eli Ep #19

I had the pleasure of sitting down with Eli, who is not only a sailor but a Bee Keepers as well. We talk Tall ships, sailing, and Bees! We are all really glad to have this guy around at the marina this winter. For more info about Eli, check out; www.elisbees.com

Jan 24, 20211 hr 3 minEp. 20

Ep #18 Appalachian Trail North Carolina

Back on the trail and gearing up for the big mountains of NC and the Great Smoky Mountains. Heavy weather, beautiful views and the return of Scuba Steve. The Smokies have pros and cons but we were able to push on through and make our way back to the unregulated woods of the AT.

Jan 18, 202147 minEp. 18

Episode #17 Interview with Pax and Amy

I had the pleasure of talking with some new arrivals at the marina. They are fresh into the boating life after selling everything and buying a sailboat. Definitely setting up for a lifetime of adventure with stories to tell after only a month.

Jan 12, 20211 hr 15 minEp. 17

Ep #16 Appalachian Trail Georgia

I talk about the first state on the AT, Georgia. I travel from Michigan and let the adventure begin. 75 miles of trail, meeting good friends, finding my hiking groove and just enjoying life at the start.

Jan 05, 202153 minEp. 16

Ep #15 Appalachian Trail Adventure #1

Time to go back to the good old days of hiking from Georgia to Maine on the Appalachian Trail. In 2012 I set out on my first big adventure to Thru-hike the AT. In this show I talk about what the trails is and why I went, how I got there and some of the things I took. The plan is to do a podcast about each state and hopefully inspire a few people to get out in the woods and have some fun.

Jan 01, 202159 minEp. 15

Interview with my Father, Jim Bob Episode #14

I sit down with my father who was on the maiden voyage of the Mighty Sparrow. He has always been an inspiration to me and has a few stories of his own adventures.

Dec 28, 202046 minEp. 14

Interview with Adam my Weather Man, Episode #13

Today I sit down with my brother Adam who has helped me as my land based weather forecaster. On many passages in the Atlantic and around the planet Adam kept a weather eye and shares his thoughts on what to look for and what forecasting platform he uses.

Dec 22, 20201 hr 5 minEp. 13

Preparing for a long Voyage Episode #12

This episode is all about getting ready to set sail for a long ocean voyage. Though not an expert I do have plenty of experience in getting ready for life at sea. I talk about gear, clothing, food and more.

Dec 20, 202059 minEp. 12

Episode 11, Interview with my Mom

With every adventure their are people behind the scenes, most importantly parents. We talk about what it is like to have a child that sets off in search of adventure and into some of the most dangerous places in the world. Sleepless nights and happy days all come out in this interview, enjoy!

Dec 01, 202049 minEp. 11

SIO Episode #10 Interview with Walt, The Great Loop

My first interview is with a fellow adventurer, Walt Inman. Though he is new to boating he started off with a bang when he and his wife took on the challenge of the Great Loop. Aboard his 41 foot trawler, Sea Gypsy, the adventure lasted over ten months and spanned over 6,000 miles. Enjoy

Nov 20, 20201 hr 6 minEp. 10

Landfall!

After 88 days at sea and over 10,000 miles covered we make our way to Beaufort SC in the middle of the night. What a trip and I am glad to be home safe. Thanks for listening and sail safe!

Oct 20, 202026 minEp. 9

From the Caribbean

As we close the gap to less than 2,000 miles I try to keep my mind occupied and give you a look into a sunset aboard Mighty Sparrow.

Oct 20, 202049 minEp. 8

Homeward Bound

As the Hurricanes roll just to the North we sail to the West. Hoping that the season will slow down and I can keep sailing without getting my butt kicked.

Oct 20, 202042 minEp. 7

Around the Atlantic

I have a new plan to sail non stop around the Atlantic, only worry is the hurricane season is underway. I have to stay out of danger but start making my way back to the east coast of America.

Oct 20, 202020 minEp. 6

Low Point

Feeling the isolation and still unsure of the plan I am falling into depression off the coast of Africa.

Oct 20, 202035 minEp. 5

Back to the Sun and Stars

With the Passage above Canada blocked I head South, away from the bad weather and cold. Unsure of where to go I sail to the relative safety of the Azores.

Oct 20, 202023 minEp. 4

Changing Plans

Only a few weeks into the voyage things have changed. If I want to enter the North West Passage I have to wait until the end of October, when its frozen again! Time for a new plan!

Oct 20, 202052 minEp. 3

Setting Sail

Back out on the ocean from Maine, the departure was July 12th 2020 and I am heading East around Newfoundland and then North. Some interesting weather and a worried mind.

Oct 20, 202049 minEp. 2

Predeparture Podcast

Only a few short days away from setting sail for a solo non-stop trip around the Americas, or so I planned. This episode talks about the preparation and mind state as I get ready to set sail.

Oct 20, 20201 hr 4 minEp. 1
For the best experience, listen in Metacast app for iOS or Android