Watch Sailing & Boating Adventures Around the World – Page 11 of 137

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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Sailing North, New Boat! Engine Failure!? Night Mission And Close Encounter.
SailorBarry

Sailing North, New Boat! Engine Failure!? Night Mission And Close Encounter.

Finally adventure is upon us and we set sails for new islands, places neither of us have seen, close to my place of birth, the land feels familiar with its golden grassy bluffs, reaching into the ocean. Support: Patreon: PayPal: Buy Us A Beer!!: ————- Help Us Re Rig The Boat And Buy New Sails!...
Our Generator BROKE IN HALF 😳 Sailing Vessel Delos Ep. 522
Sailing SV Delos

Our Generator BROKE IN HALF 😳 Sailing Vessel Delos Ep. 522

Use code SVDELOS at the link below to get an exclusive 60% off an annual Incogni plan: Buckle up for this week's episode it's a doozie! The title of the video pretty much says it all, and yes it was as bad as it sounds..our generator had been out of action and when I dug in to see what w...
Final Sail in Greece! Chaotic Docking & Farewell to Miss Lone Star
Sailing Doodles

Final Sail in Greece! Chaotic Docking & Farewell to Miss Lone Star

It’s our last day in Greece aboard the charter catamaran, sailing from the beautiful island of Agistri back to Athens. As we entered the marina, a line of a couple dozen boats all tried to dock at once with the wind picking up—things got a little hectic, but we managed to get in safely. After one f...
Captain’s Log: Atlantic Crossing (Day 1) (Patron-only)
Sailing Zingaro

Captain’s Log: Atlantic Crossing (Day 1) (Patron-only)

The real captain's log from the Atlantic Crossing of sailing vessel 'Aequus'. True story, read by the author: Captain James Evenson. Want the WHOLE Captain's Log series? Go here: Get the Collector’s Edition of my new book 'Be The Captain' →
Minerva Reef Relief… Or So We Thought | Episode 311
WE|Sail

Minerva Reef Relief… Or So We Thought | Episode 311

Welcome back to another episode of WE|Sail! After seven of the most brutal days we've ever experienced at sea, nothing has ever looked more beautiful than the crystal-clear waters of Minerva Reef. Our grueling passage from New Zealand tested every limit we had - constant pounding waves, relent...
Fast Sailing to Poros & Finding a Private Paradise in Greece!
Sailing Doodles

Fast Sailing to Poros & Finding a Private Paradise in Greece!

On our next-to-last day sailing in Greece with Sailing Miss Lone Star, we had some of the best moments of the trip! 🌊⛵ We pushed the boat hard in brisk winds on the way to the beautiful Greek town of Poros, flying across the water under sail. The following day, we motored up to the island of Agistr...
Rescued at Sea After Extreme Weather Sailing
Secondhand Sailors

Rescued at Sea After Extreme Weather Sailing

After a great sail to Deer Island, Turner & Renee's trip back to Gulfport turns into a disaster. Their boat's engine has a sudden mechanical failure, leaving them stranded at sea. With a storm approaching, they face an emergency as they try to figure out what to do next. (Episode 28)
Wasp Invasion, Engine Failure, & Seasickness 🐝 WEIRDEST PASSAGE EVER…Sailing Vessel Delos Ep. 521
Sailing SV Delos

Wasp Invasion, Engine Failure, & Seasickness 🐝 WEIRDEST PASSAGE EVER…Sailing Vessel Delos Ep. 521

Grab a Delos Tribe flag before they're gone forever: Ahoy Delos Tribe, we've got a pretty, ummmm....interesting video for you today 😂 The time has finally come to sail from Tonga to Fiji, and it was time to bring in the big guns. Our very own VIP crew member, the one, the only...DAN THE ...
Toga Party in Greece! Sailing, BBQ, and Plate Breaking
Sailing Doodles

Toga Party in Greece! Sailing, BBQ, and Plate Breaking

Join us for a short but beautiful downwind sail from Aegina to Agistri, where things get interesting as I attempt a creative (and slightly unusual) mooring. After some relaxing beach time, we head to the Jamaica Yacht Club for an unforgettable Greek BBQ and toga party. There’s live Greek music, tra...
LIVE UPDATE: Hurricane Season In The Bahamas | Sailing Sunday Vlog 295
Sailing Sunday

LIVE UPDATE: Hurricane Season In The Bahamas | Sailing Sunday Vlog 295

👇 Drop a comment and let us know what you think! Hurricane season is here in The Bahamas and this week we found ourselves right in the middle of it as hurricane Erin passed right by us in the Abacos. 🌪️⚓ While most people dream of crystal-clear waters and perfect sailing days, the reality is that l...
Greek Island Adventure Ends in Trash Avalanche!
Sailing Doodles

Greek Island Adventure Ends in Trash Avalanche!

We continue our Greek island adventure with Sailing Miss Lone Star as we sail from Vathy to Aegina. Along the way we stumble across something unusual on the cliffsides… but the day finishes in true Mediterranean style — with a dip in crystal-clear waters and a relaxing beach afternoon. Join us as we...
The Side of Sailing You Don’t See…Sailing Vessel Delos Ep. 520
Sailing SV Delos

The Side of Sailing You Don’t See…Sailing Vessel Delos Ep. 520

Going to therapy is a sign of strength, not weakness. Our paid partner BetterHelp makes therapy simple, with 10% off your first month to help you get started: For those of you who have been missing the build videos, we've got the next best thing....endless boat work 🤣 The biggest difference o...
Clothing Optional Sailing in Greece! | 25+ Knot Winds on a Lagoon 38
Sailing Doodles

Clothing Optional Sailing in Greece! | 25+ Knot Winds on a Lagoon 38

We’re back sailing in Greece with Miss Lone Star aboard a Lagoon 38 catamaran! 🌊⛵️ With the wind blowing over 20 knots, we reefed down twice and still flew along at 8 knots on our way from Aegina to one of my favorite harbors in the Saronic Islands — Vathy. Along the way, Aubrey embraced the “cloth...
Fiji or Bust: The Most BRUTAL Ocean Crossing EVER!!!! | Episode 310
WE|Sail

Fiji or Bust: The Most BRUTAL Ocean Crossing EVER!!!! | Episode 310

Welcome back to WE|Sail! This was supposed to be another beautiful Pacific crossing to Fiji. Instead, it became the most terrifying, difficult passage of my sailing career. Without Erica by my side for the first time in 7 years, I had to captain VA and our crew through the worst conditions we'...
Baby on Board! Sailing from Athens to Aegina with Miss Lone Star
Sailing Doodles

Baby on Board! Sailing from Athens to Aegina with Miss Lone Star

We’re in Greece! 🇬🇷 In this episode, I fly into Athens to meet up with fellow YouTuber Sailing Miss Lone Star! @SailingMissLoneStar our very first collaboration. We chartered a beautiful catamaran and set sail on our maiden voyage together. Joining us were two other adventurous women and Auburey’s ...
BUILD UPDATE + Life Right Now…Sailing Vessel Delos Ep. 519
Sailing SV Delos

BUILD UPDATE + Life Right Now…Sailing Vessel Delos Ep. 519

Get an exclusive 15% discount on Saily data plans! Use code SVDELOS at checkout. Download Saily app or go to After weeks of the boat yard scramble and a VERY challenging 1400 mile passage, we are sooooo happy and relieved to catch our breaths and enjoy the fruits of all our labor. We're back...
Hauling Out for Hurricane Season
Sailing Doodles

Hauling Out for Hurricane Season

After weeks of hard work keeping my boat in shape, I finally wrap up the last round of repairs and set sail for Maryland. Along the way, I enjoy the last miles of the trip before hauling the boat out of the water, where it will be stored safely for the summer and hurricane season. Come aboard for th...
The BIG SPLASH – Months of Work Pay Off! | Episode 309
WE|Sail

The BIG SPLASH – Months of Work Pay Off! | Episode 309

Welcome back to WE|Sail! After 6 weeks of non-stop solo work on the hard, it's finally time for the moment we've all been waiting for - SPLASH DAY! While Erica recovers from achilles surgery back home, Warren has been grinding through an epic list of boat projects to get Va ready for th...
Can I Sail 500 Miles Alone Around Cape Hatteras?
Sailing Doodles

Can I Sail 500 Miles Alone Around Cape Hatteras?

I set out from Charleston, South Carolina, on a solo sailing journey of nearly 500 miles—rounding the notorious Cape Hatteras and heading up into the Chesapeake Bay. Along the way, I face changing weather, long nights at the helm, and the beauty (and challenges) of offshore sailing alone. With just ...
Trapped Between Two Bad Choices…Sailing Vessel Delos Ep. 518
Sailing SV Delos

Trapped Between Two Bad Choices…Sailing Vessel Delos Ep. 518

Use code SVDELOS at the link below to get an exclusive 60% off an annual Incogni plan: We've got a doozie of an episode for you this week! After a very challenging 8 days at sea, we had finally made it to the calm and crystal clear waters of Niue, a literal rock in the middle of the Pacific O...
ONE STEP CLOSER! Pre-Splash Day Push with the New Crew | Episode 308
WE|Sail

ONE STEP CLOSER! Pre-Splash Day Push with the New Crew | Episode 308

Welcome back to WE|Sail! The crew is here and we're SO close! 🛥️ Our amazing new crew just arrived to help us finish the final boat jobs before splash day. Warren's got his list ready and honestly, he can't wait to get back on the water and start sailing to Fiji! There's somet...
Boat Maintenance Mayhem After 400 Miles at Sea
Sailing Doodles

Boat Maintenance Mayhem After 400 Miles at Sea

After sailing more than 400 miles from the Bahamas to Charleston, SC, it’s time to tackle all the boat work I’ve been putting off. In the Bahamas, it’s nearly impossible to get the parts and materials you need—but now that I’m stateside, it’s full-on maintenance mode. From electrical fixes to engine...
Sailing 400 Miles with No Rules? | Bahamas to USA Adventure
Sailing Doodles

Sailing 400 Miles with No Rules? | Bahamas to USA Adventure

We sail more than 400 nautical miles across open ocean, leaving the Bahamas behind and heading back to the U.S. coast — destination: Charleston, South Carolina. The weather throws us some surprises, the seas don’t make it easy, and morale is tested. But the crew pulls through — especially Jennifer, ...
Sailboat Projects: FINALLY the Help Warren Needed! | Episode 307
WE|Sail

Sailboat Projects: FINALLY the Help Warren Needed! | Episode 307

Welcome back to WE|Sail! The finish line is finally in sight! After what feels like endless boat projects, we're so close to getting Va back out on the open water where she truly belongs. But just when we thought we'd have to tackle the final stretch alone, something incredible happened.....
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