Watch Sailing & Boating Adventures Around the World – Page 2 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 25-48 of 75 results
Westsail 32 mast prepped for Stepping
Sailing Into Oblivion

Westsail 32 mast prepped for Stepping

Just a quick update on the project I did with the mast. Video of the mast going back on coming next!
Where the Golden Globe Sailors are Right Now
Sailing Into Oblivion

Where the Golden Globe Sailors are Right Now

These clips are from my trip to the Great Southern Ocean, just about in the same area of the ocean as the GGR racers are entering. Its a scary place and the last bit of "normal sailing" they will do for months to come. Support the Channel by becoming a Patron, Thanks
EP#127 Conversation with Jade, Sailing to far off places.
Sailing Into Oblivion

EP#127 Conversation with Jade, Sailing to far off places.

Today I sit with Jade and talk about finding love on a tropical island, sailing almost halfway around the world, and more. Support the Podcast by becoming a Patron.
Sailing back to Land after 74 days at Sea
Sailing Into Oblivion

Sailing back to Land after 74 days at Sea

These are the last few clips from my trip around the Atlantic Ocea in 2021.
EP#124 Conversation with Russ, Post Maine Summer Sailing
Sailing Into Oblivion

EP#124 Conversation with Russ, Post Maine Summer Sailing

Today I sit with Russ and talk about the summer sailing season he had here in Maine. The good and the bad. Support the Podcast on Patreon;
EP#123 Rationing Food At Sea
Sailing Into Oblivion

EP#123 Rationing Food At Sea

Today I talk about my experience rationing food on the trip around the world. For months I had to slowly cut down on the food I ate each day until I reached the Falkland Islands for an emergency food supply drop. Support the Podcast on Patreon;
Sailing Into Oblivion Part 5, Rounding Cape Horn
Sailing Into Oblivion

Sailing Into Oblivion Part 5, Rounding Cape Horn

**Note** Something has gone wrong with my editing software and after many weeks of trying to fix the bug, I can't seem to get the voice over to work with the video. So, I have to move on for my own sanity and just put this one out. I will be working on the final parts this weekend with hope th...
EP#121 Haul Out Season with David
Sailing Into Oblivion

EP#121 Haul Out Season with David

Today I sit with my friend and co-worker in the yard, David. We talk about hauling boats and what you can do to make it a stress free event!
Preparing the Mast for Removal Tomorrow
Sailing Into Oblivion

Preparing the Mast for Removal Tomorrow

Just a quick overview of the prep that I am doing to get ready to take down the mast on Mighty Sparrow.
Record Run on my Westsail 32: 214 Miles
Sailing Into Oblivion

Record Run on my Westsail 32: 214 Miles

This is a few clips of the day from my best 24 hour run in Sparrow. We were in the Gulf Stream and being helped by not only the current but the South WInd aswell.
Top Three Myths About Solo Sailing
Sailing Into Oblivion

Top Three Myths About Solo Sailing

Today I talk about the Myths that are sometimes thought of when it comes to solo sailing. Support this Channel on Patreon: One Time Donations Via PayPal and Venmo: Children's Book: Sailing Into Oblivion Children's Audio Book: Audible.com Sailing Merch: Books: Reach out to the ...
EP#119 Finding Sparrow
Sailing Into Oblivion

EP#119 Finding Sparrow

Today I tell the story about how I became the owner of my Westsail 32 Mighty Sparrow. A big thanks to all the Patreon Supporters! If you want to help support the show click the link!
Charter Sailing in the British Virgin Islands
Sailing Into Oblivion
Sailing through a wild Squall on a Westsail 32
Sailing Into Oblivion

Sailing through a wild Squall on a Westsail 32

This is a few clips of the action around the doldrums with a nasty Squall. I had been out about 40 days at this point. Support the channel on Patreon;
Heavy Weather Sailing On Mighty Sparrow Explained
Sailing Into Oblivion

Heavy Weather Sailing On Mighty Sparrow Explained

I have a clip of some heavy weather deep in the Southern Ocean that I voice over and talk about what I'm doing and how I manage the situation.
Massive Squall in a Westsail 32 Offshore Raw Footage Video
Sailing Into Oblivion

Massive Squall in a Westsail 32 Offshore Raw Footage Video

On a solo sail from South Carolina to Maine I was overtaken by a massive squall system. The winds were in the 30's and waves were thankfully going with the Gulfstream current, so never got too big. It was an exciting ride and I hope you enjoy the video clip.
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.
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