Watch Sailing & Boating Adventures Around the World

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.

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64 Days Until I Sail Nonstop Around The World
Sailing With Phoenix | Oliver

64 Days Until I Sail Nonstop Around The World

Jerome and my brother join me on the first phase of sea trials ahead of my circumnavigation. In October 2026 I will attempt a 30,000 mile solo nonstop circumnavigation of the planet aboard my Pacific Seacraft 40, "Phoenix do Mar", meaning Phoenix of the Sea in Portuguese. Departing from P...
EP#268 GGR 2026 with Gunnar Christensen
Sailing Into Oblivion

EP#268 GGR 2026 with Gunnar Christensen

Today we sit with Gunnar Christensen once again to hear about the new boat and his crossing of the Atlantic. Check out his website here: to help support his race campaign . Support @SailingIntoOblivion on Patreon: One Time Donations Via PayPal and Venmo: Children's Book: Sailing Into...
Joining the team @oceanresearchproject
Sailing Into Oblivion

Joining the team @oceanresearchproject

Just a quick update video on the upcoming trip into the Atlantic aboard the Marie Tharp with @oceanresearchproject Much more to come over the next few weeks. We have a day of prep and then set sail to the York River on the other end of the bay. Ocean Research Project Website: Support this channel...
That’s a Wrap, Yard Week is Over
Sailing Into Oblivion

That’s a Wrap, Yard Week is Over

One of the most fun weeks I have had in a yard for quite some time. Lots of projects done and looking forward to returning in September. Thanks for watching and all of the support. Off to sea with @oceanresearchproject we go! Support this channel on Patreon: One Time Donations Via PayPal and Ven...
Smooth Like Butter! Cockpit revamp action.
Sailing Into Oblivion

Smooth Like Butter! Cockpit revamp action.

Time to make the cockpit ready for paint. Last fall I ripped all the wood deck out as it was leaking but I ran out of time to finish the job, the time is now!! Love busting out these projects before heading out on the next adventure. Just sharing and not intended for instruction, I'm not an ...
EP#246 @JasonNellis Building a Content Platform
Sailing Into Oblivion

EP#246 @JasonNellis Building a Content Platform

I'm very happy to have Jason Nellis back on the show to share some insight into the world of building and growing in the world of content creation.  Whether it is a podcast, YouTube or social media you are interested in, Jason has been in the industry for many years and is happy to share his ad...
EP#216 Conversation with Sailor/Fisherman John
Sailing Into Oblivion

EP#216 Conversation with Sailor/Fisherman John

Today I sit down with my new friend, John.  We met at my presentation and quickly found out that he was preparing his Pacific Seacraft for a Caribbean trip this winter, and he was only two slips away from the boat I was living on.  Crazy ow small the yachting community really is!  He started out as ...
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...
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
EP#131 Conversation with Pro-Rigger Loric
Sailing Into Oblivion

EP#131 Conversation with Pro-Rigger Loric

Today we talk all about rigging for boats. From wire to rod rigging, line and much more. Loric is a pro and this is one of the Expert series podcasts were I get as much info from the guest as I can. So much fun to sit aboard Sparrow on a rainy afternoon with a nice bottle of Rum, compliments of L...
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
Sailing Stuff, the next trip and Q&A
Sailing Into Oblivion
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.
EP#126 Pre-work and Post-work Podcast
Sailing Into Oblivion

EP#126 Pre-work and Post-work Podcast

I had to break this one up for work but we talk sailing, Sparrow and the GGR in the Doldrums
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.
Westsail 32 in my favorite offshore conditions
Sailing Into Oblivion

Westsail 32 in my favorite offshore conditions

A little sailing on a flat sea a few hundred miles from land. These are the conditions I enjoy the most and are very rare to find offshore. Become a Patron,
Westsail 32 Hove-To preparing for the coming Heavy Weather
Sailing Into Oblivion

Westsail 32 Hove-To preparing for the coming Heavy Weather

This is a quick video and narration of the hours before Tropical Storm Wanda overtook Sparrow and I mid Atlantic. We are Hove to, small sails and just wanting to keep things under control for the long night ahead. Become a Patron; Shirts Available now;
Mid-Ocean Breakfast on Sparrow
Sailing Into Oblivion

Mid-Ocean Breakfast on Sparrow

Just a quick video from a perfect morning out at sea!
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;
Changing Sails on a Westsail32
Sailing Into Oblivion

Changing Sails on a Westsail32

Just a quick video about changing sails out at sea. Winds are getting light, and I need more sail, so a bigger sail, the drifter, needs to be rigged and hoisted. Support the Content on Patreon;
EP#122 Jerome, Murf and Heath Over-Served
Sailing Into Oblivion

EP#122 Jerome, Murf and Heath Over-Served

***Strong Language Warning*** Today three friends sit and talk about the lobster industry, life and have a few drinks. It was a blast and exactly why I love the summers in Maine. 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...
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