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 83 results
Post Knockdown Wrap-up
Sailing Into Oblivion

Post Knockdown Wrap-up

After nearly 36 hours without sleep, being knocked down and damaged, and going through some serious waves; the world around Sparrow and I began to calm. This clip is a short wrap-up, thoughts and feelings after such a crazy event at sea.
EP#140 Pre-Gale Podcast from the Sea
Sailing Into Oblivion

EP#140 Pre-Gale Podcast from the Sea

This show was recorded out at sea while still working through the first few weather systems but before the Knockdown that ended the trip. Support the Channel by becoming a Patron!
EP#134 Summer Wrap-up with Murf
Sailing Into Oblivion

EP#134 Summer Wrap-up with Murf

Ctching up now that I'm back on land. Here is one of the last shows from Maine before I left. Good old Murf! Warning we do have a little foul language in this one. Support the show by becoming a Patron!
Escape from the Gulf of Maine EP#1
Sailing Into Oblivion

Escape from the Gulf of Maine EP#1

This is the first of the series of videos from this last adventure. It took a while to get away from the Gulf of Maine but after 5 long days we did it. The weather was up and down but old Sparrow kept me safe and we continued on into the open ocean. More to come... Support the Channel by joining ...
Back after 25 Tough Days at Sea
Sailing Into Oblivion

Back after 25 Tough Days at Sea

Just a quick update now that I have reached land for repairs to old Sparrow. We suffered a violent knockdown and lots of heavy weather during our trip from Maine. The good news is that I have lots of video from the voyage for bunch more videos. For now I just want to clean up the boat and get som...
Hauling your Sailboat Out: Explained
Sailing Into Oblivion

Hauling your Sailboat Out: Explained

This video is all about hauling your boat from the water to be stored on land for the winter. Just a few tips and trick but mostly a good look at what to expect when it's time to get your boat out of the water. Support the Channel by becoming a Patron!
Launching Mighty Sparrow, from the Stands to the slip!
Sailing Into Oblivion

Launching Mighty Sparrow, from the Stands to the slip!

Well things when a little wrong with the boat, ie, fuel system, cooling system and a leak but amazingly, they have all been fixed and we are ready to go. This video is just a quick one about going from the stands to the slip. Follow the voyage on twitter; @dieSailing for daily updates
Stepping the Mast on my Westsail32 Mighty Sparrow
Sailing Into Oblivion

Stepping the Mast on my Westsail32 Mighty Sparrow

Rain or shine, the mast had to go up! This is a quick high speed video and narration of the process of putting the mast back on the boat.
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.
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