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 83 results
EP#114 The Travel Agent, LaNell
Sailing Into Oblivion

EP#114 The Travel Agent, LaNell

Today I sit with LaNell. She has been in the travel industry for decades and sheds some light on how the whole airline ticketing and travel planning worked before computers and modern online ticket sales. She is a wonderful person to chat with and I will always use an agent for peace of mind when ...
EP#115 The Fisherman, Davis
Sailing Into Oblivion

EP#115 The Fisherman, Davis

Today we sit with Davis who takes fishing trips to far off paces around the world and soon find out that the fishing is a small part of why he like to explore places like Bolivia and Cuba. This was a great conversation and a big thanks to Davis for spending some of his time on the Podcast. Support ...
EP#113 Solitude at Sea
Sailing Into Oblivion

EP#113 Solitude at Sea

Today I talk about thew mental state one goes into when alone at sea for months at a time. Highs and lows, and the changes that happen in the mind after leaving the shore behind.
EP#110 Conversation with Jerome
Sailing Into Oblivion

EP#110 Conversation with Jerome

Today I sit down with my cousin Jerome and talk wine, New York and much much more. Always a pleasure to spend some time chatting with my cuz!
The First Person to Sail Alone Across an Ocean, Alfred Johnson
Sailing Into Oblivion

The First Person to Sail Alone Across an Ocean, Alfred Johnson

Today I tell the story of Alfred Johnson who in 1876 set sail from Gloucester Massachusetts for Liverpool England. After 66 days he sailed into Port having become the first person to Sail alone across an ocean, a true Legend!
EP#109 Conversation with Francesca
Sailing Into Oblivion

EP#109 Conversation with Francesca

Today we talk learning to sail, gem stones and much more. Big thanks to my guest for spend some her time with the show.
EP#108 Conversation with Matt
Sailing Into Oblivion

EP#108 Conversation with Matt

Today we talk about Matt's journey with Kidney Transplants and other ways of making the world a better place. Support the podcast on Patreon:
EP#106 The Return of Sven
Sailing Into Oblivion

EP#106 The Return of Sven

Today I sit with Sven, once again, to discuss anything that comes to mind. I love our conversations and look forward to many more.
Sailing Into Oblivion EP#104 Conversation with Chris S/V Maine Cottage
Sailing Into Oblivion

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
Sailing Into Oblivion

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
Sailing Into Oblivion

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
Sailing Into Oblivion

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
Sailing Into Oblivion

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
Sailing Into Oblivion

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
Sailing Into Oblivion

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
Sailing Into Oblivion

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
Sailing Into Oblivion

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
Sailing Into Oblivion

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
Sailing Into Oblivion

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
Sailing Into Oblivion

Sailing to Cape Horn

Only a few weeks until we set sail for Cape Horn
Solo sailing Westsail32 Mighty Sparrow to Maine Part 2
Sailing Into Oblivion

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!
Sailing Into Oblivion

Lone Sailor gone mad!

Add a little speed and it's pretty funny Full story:
Solo Sailing Stories, Westsail 32
Sailing Into Oblivion

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
Sailing Into Oblivion

Solo Sailing Stories

You learn a lot out at sea! For more stories here is the link to my book:
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