Watch Sailing & Boating Adventures Around the World tagged “Living on a boat” – Page 3 of 144
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You Won’t Believe What’s Under Our Sailboat | Our RAW Ocean Life | Sailing SV CUBA E.144
In this episode of Our RAW Ocean Life, we uncover something incredible beneath our sailboat. Join us as we dive into the unexpected!
We Made It to the Bahamas… And Immediately Hit the Bottom 😳 Ep-178
We finally made it to the Bahamas! 🇧🇸 After a smooth landfall in Inagua, the adventure really begins as we prep passage food and set sail on a 24-hour run toward the remote Ragged Islands. But of course… it doesn’t go to plan. With strong winds ...
Light at the End of the Tunnel… Or Was It? | Sailing Sitka Ep 169
Jay and Kenna finally breathed a sigh of relief after securing a new propeller for their outboard—a mission that took a grueling 9-hour sail to complete. With that crucial task checked off, they took time to regroup in Linton Bay, refueling, stocking up,...![FULL Sailboat Tour [4 Sale Affordable 38ft Self Sufficient Reliable Ocean Sailing Monohull 2025]](https://i.ytimg.com/vi_webp/FCNTJuynAtk/mqdefault.webp)
FULL Sailboat Tour [4 Sale Affordable 38ft Self Sufficient Reliable Ocean Sailing Monohull 2025]
***If you're interested in buying Adventureborne. She is for sale at $58,000 USD. The boat is in Oriental North Carolina. Email me at [email protected] Stay tuned for a more detailed listing.*** WELCOME!!! To this updated 2025 full in-depth tou...
Goodbye Land Life, Hello Boat Life! | Sailing Sunday Vlog 283
We’re back aboard our sailboat Sailing Sunday! After RV life across America, it’s splash day, boat upgrades and baby Oakley’s first time at sea. This week, it’s all about getting her ready for the water again and we’re not just talking about a q...
A New Sailing Chapter – Lets Find TREASURE! – E.143 – Sailing SV CUBA
We start a new sailing chapter, it is no longer just about boat life and sailing adventures, remote anchorages, off grid living, and travelling the oceans to new distant shores. Our story of sailing around the world might just take a turn. Now she must als...
We’re Finally SAILING to THE BAHAMAS! (It’s Happening 🌊) Ep 177
We wrap up our time in the Dominican Republic with one last dreamy anchorage in front of the stunning Cayo Levantado, before setting sail on a 2-day open water passage to the Bahamas! Most of this episode follows our journey across the sea — the sails, t...
Moving Aboard The Boat, Spoiler Alert: Not Ready.
Support: Patreon: http://www.Patreon.com/SailorBarry PayPal: http://www.paypal.me/dustcollect Buy Us A Beer!!: https://www.buymeacoffee.com/sailorbarry ————- GoFundMe: https://gofund.me/79e54e5d ————- Total Boat X Sailor Barry Affiliate L...
Sailing 700 Miles Through the Caribbean’s Most Notorious Pirate Territory
Get an exclusive 15% discount on Saily data plans! Use code TULA at checkout. Download Saily app or go to https://saily.com/tula The Mosquito coast of Nicaragua and Honduras is known among sailors for incidents of piracy and theft. Due to its remote locat...
LIVING THE DREAM: SAILING into the Dominican Republic’s AFFORDABLE LUXURY! EP-176
Docked at Puerto Bahia Marina in Samaná, Dominican Republic, we embrace boat life with luxury amenities, thrilling ATV adventures, and fresh market finds. In this episode, we arrive at the stunning Puerto Bahia Marina, where we indulge in the resort's in...
German Countryside Girl Lives Full Time on a Sailboat 🦈👙🤿 E.142
I swapped my land life for a full time sailing adventure on the ocean. Every day is a new adventure. Come sail with me! 🦈🌊🏝️ #boatlife #sailing #adventure #offgridliving *Want to support us?" Patreon: https://www.patreon.com/svcuba Buy Salsa ...
When EVERYTHING Goes wrong. 🤯
What started as a simple solo wild camp adventure, with my family waiting for me back on shore, quickly spiralled into one of the most difficult trips I’ve ever filmed. The plan was simple: head off alone, catch dinner, soak in the wilderness, and retur...
Tiny Fix, Huge Relief + Japan Food Tips from Roundabout II #cruising #japan #onigiri
I ’m back in full writing mode, working on my next major video—where I’ll be revealing news about the future : • For me • For my boat, • For this channel In the meantime, life in Buren Bay continues: - I’m relying on a tender again, and af...
Upgrading My Sailboat for Summer: Solar, Teak & Adventures in Greece
Support on Patreon: https://www.patreon.com/dylanmagaster After months of lockdown on the Greek island of Evia, I finally upgraded my sailboat’s solar power, repaired the teak, fixed the outboard, and patched up the dinghy — all to get ready for the ne...
BEHIND THE SCENES: THE SAILING STRUGGLES WE USUALLY CUT! Ep-175
Sailing from Puerto Rico to the Dominican Republic doesn’t go as planned. Delayed by missing boat parts, sick at sea, no wind, storms, and no fuel. In this episode, we finally leave Puerto Rico after waiting weeks for a crucial boat part to arrive—but...
Sometimes cruising doesn’t always go according to plan… | Sailing Sitka Ep 166
Jay and Kenna navigate the harsh realities of cruising. There are both challenges and benefits to sailing and both can rock your world. From fixing broken systems, to installing new ones and reaching for the medical kits with no healthcare facilities in si...
Boat Life: It’s Dirty… and She’s Just Not Into It | Ep.141
It's a dirty situation—literally, the vibe is off, and she’s just not feeling it. In this Sailing Episode we show what life really looks like behind the dreamy sunset shots. Subscribe for weekly sailing life—raw, real, and unfiltered. #boatlife *Wan...
Ep 376 | Right in the Path of CYCLONE ALFRED, Nowhere to Hide, Nutshell Nuthouse
Cyclone Alfred is coming. We scout out various locations and decide on the Santa Barbara boat ramp, where we should get good protection from the wind. Magnus works on the engines to make sure they are tickety boo for the cyclone in case we need to move in...
It’s time to leave. Preparing the boat and crew for 5 days at sea!
After four months of some really awesome times and some of the hardest days of our life it’s time to get on the move again. Before we can cast off it’s time for some boat projects, provisioning, doctors appointment and lots more to prep for our next 1,...
Sailing Off-Grid in One of the World’s Last Untouched Paradises | Sailing Sitka Ep 164
In this episode, Jay and Kenna welcome aboard their friends from Canada and give them the full tropical, sailing experience by island hopping and cruising through the San Blas islands. We are sailing off-grid between sand spit islands in search for adventu...
We Changed Our Propellers In the Dirtiest Water Ever
Here's the special link to get your own Insta360 X4 + a FREE invisible selfie stick! https://www.insta360.com/sal/x4?utm_term=INRMLU4 We lost a prop and eventually got the most beautiful replacement. I never thought I could love a prop the way I love our...
Minimalist Boat Life 🌊 Come Swim with Me in Crystal Blue Water! | Ep.140
Come swim with me in some of the clearest, most beautiful blue water we’ve ever anchored in! In today’s episode, I take you along for a slice of my minimalist life on the sailboat — where the days are simple, salty, and full of sunshine...SUBSCRIBE a...
San Blas at Last: A Sailors Dream Years in the Making | Sailing Sitka Ep 163
Jay and Kenna depart from Shelter Bay marina after a week straight of boat work and diagnosing problems. Finally, after stopping in Linton bay for one night, they sail to the desolate and world renowned San Blas islands. A dream come true. They've worked h...
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