Watch Sailing & Boating Adventures Around the World – Page 3 of 4
Explore sailing, boating, and water sports through our curated video archive. From epic sea voyages to serene diving escapes, discover unforgettable adventures from top YouTube creators. Start your journey. Dream big. Sail far.
Showing 49-72 of 75 results
Sailing Into Oblivion EP#104 Conversation with Chris S/V Maine Cottage
Today I sat down with Chris, AT thru-hiker, sailor and extremely hard working guy! Thanks for taking the time Chris!
Sailing for love, the John Caldwell Adventure
In 1946 John Caldwell set sail, not knowing how, to cross the Pacific Ocean for love! What a legend. You can read the full story in his book, Desperate Voyage.
Sailing Into Oblivion Part Two, The South Atlantic
The second Ocean to cross when sailing around the world is the South Atlantic. Gateway to the Southern Ocean and now at sea for more than two months, things get interesting and I reach the point of no turning back. Big thanks to everyone for the support and comments! At least four more parts to...
Sailing Into Oblivion Part 1, The North Atlantic
Well here is part one of the story of my single-handed, non-stop sail around the world. It's a bit rough and I may rerecord but I think it is a good start. More to come as I think this will be a 6 part series. Thanks for the support on Patreon and in the comments.
The Day of Departure Oct 3rd 2017
Every sailing adventure starts with the departure. This video was filmed and edited by members of my family. And so the story begins with thoughts of the coming months, motivations to leave and Sparrow sailing off into the empty ocean. Support the channel on Patreon;
EP#98 Living on, Sailing, and adventuring on a boat plus the story of the Sean Seamour II
Today we talk about what goes into living aboard a boat, buying one and taking it to the Caribbean for a winter season. Then I tell the tragic story of the Sean Seamour 2 sinking in a massive storm. I know not the best pare but hey I'm doing my best. Support the podcast on Patreon;
EP#97 Sailing Safety Gear and the Steven Callahan Story
Today I go through some of the safety gear I have aboard Sparrow on the Podcast. Support the show on Patreon;
Learning to Solo Sail: Part 2
This is part two of my month long training sail out from the Caribbean to the middle of the Atlantic and back in 2017. Support the Channel on Patreon:
Waiting for the coming Storm
A quick video showing how I hove-to and stop Sparrow in the water. Tropical Storm Wanda was fast approaching and I knew I couldn't get out of the way, so it was time to hold fast and take the beating. Support the Channel on Patreon:
Sailing Alone Around the Atlantic, the 3rd voyage of the Mighty Sparrow Part 1
This is the first part of the trip that was suppose to go on for nearly a year. But the ocean can sometimes change the best made plans. Support the channel or the Podcast at Patreon:
Single Handed Spinnaker on Westsail 32
A nice little clip from a perfect day mid ocean with great spinnaker conditions. Sailing into Oblivion Book and Audio Book available:
Sailing to Cape Horn
Only a few weeks until we set sail for Cape Horn
Solo sailing Westsail32 Mighty Sparrow to Maine Part 2
Mid trip highs and lows, well its all highs really except the wind Sailing into Oblivion book;
Lone Sailor gone mad!
Add a little speed and it's pretty funny Full story:
Solo Sailing Stories, Westsail 32
Never get too comfortable in the Doldrums, how to destroy a sail in just a few seconds. For the full story;
Solo Sailing Stories
You learn a lot out at sea! For more stories here is the link to my book:
Finding Some Kind of Eggs in the Middle of the Ocean
Came across these discolored areas in the Indian Ocean. For the whole story check out the AudioBook here;
Sailing Into Oblivion Podcast #23
New to sailing and up for the adventure, Jason has some great stories to tell.
Reefing the Mainsail
Just another day at the office sailing around the world. Here I go over a quick mainsail reefing. For the entire story you can find my book on Amazon at:
It must have been Cocktail Hour
Sometime the ocean is just the best place. This was somewhere in the South Atlantic Ocean as I was heading to the Cape of Good Hope. For the entire story you can find my book on Amazon at:
Alone Around the World, closing in on Cape Horn April 2018
The months spent deep in the Southern Ocean were almost over as Cape Horn was only a few hundred miles away. Snow, Squalls and calms both day and night. Difficult to sail but amazing to be there. For the entire story you can find my book on Amazon or Audible at:
Southern Ocean Sailing
A few of the gales from the Southern Ocean, unfortunately I broke all the camera mounts and could only take footage while the seas were manageable. As a certain point I would need both hands when on deck. For the entire story you can find my book on Amazon at:
Crossing the Indian Ocean
One of the most unpredictable ocean crossings on the planet is the South Indian Ocean. After two months at sea I had passed South of Good Hope and was heading into the vast stretch between Africa and Australia. Big trouble ahead!