Watch Sailing & Boating Adventures Around the World – Page 12 of 138
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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
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
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
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
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
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
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
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?
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
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
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
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
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
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.....
HEAVY WEATHER Sailing! Slammed by 15 Foot Waves 🌊 Sailing Vessel Delos Ep. 517
Get behind the scenes of the build with exclusive, early, and ad free content: Buckle up, It's about to get real!!! 5 meter swell and sustained 30 knot winds are on the horizon, and it's time for Delos to stretch her legs and get back into what she does best, absolutely charging thr...
Our Last Bahamas Beach Day Was WILD! Jennifer is BACK!
Beautiful Jennifer rejoins the crew just in time for one last unforgettable beach day in the Bahamas! We sail up to stunning Spanish Cay, soaking in the final days of sunshine, clear blue water, and tropical vibes before setting our course back to the USA. It's peaceful, a little bittersweet, a...
What Did I Find Inside This Abandoned Ship?
Sailing solo through the stunning Abacos, I make my way from Great Guana Cay up to Green Turtle Cay in the Bahamas. But along the way, I spot something totally unexpected — a yacht, wrecked and abandoned on the beach with no one in sight. Curiosity gets the best of me, so I anchor Nauti Dogs nearby...
WE are in Two VERY Different Places! | Episode 306
Welcome back to WE|Sail... This sail free week we again dive into boat projects, with the fiberglass barbecue and cooler once again taking the lion share of attention. Also we check in with Erica and her surgery from tearing her achilles tendon. WE are starting to feel the pressure and struggle wi...
Day 1 and 1000 Miles To Go! Sailing Vessel Delos Ep. 516
Get 4 months extra on a 2 year plan here: It’s risk free with Nord’s 30 day money-back guarantee! We're BEYOND stoked to share part 1 of our first passage back on Delos with you! After nearly a year as land lubbers, it's no surprise that things were a bit of an adjustment. We had a slow...
Sailing Solo After Crew Drama – Peaceful Until THIS Happened!
After parting ways with my crew in the last episode, I’m finally sailing solo through the beautiful Abacos. Island hopping alone has its perks—peace, quiet, and full control of the boat. But the freedom comes with a price… boat maintenance doesn’t stop just because I’m alone. In this episode, I exp...
Drama with the Crew, Trouble in Paradise
We sail into one of the most iconic spots in the Abacos—Tahiti Beach, home to an epic floating bar and grill right on the sandbar. The vibe starts out fun, sunny, and full of tropical cocktails… but things take a turn. After some tension on board, I end up getting the crew a hotel for the night. We...
NEW EPISODE – Tired of Boat Work ! Too Much to DO! | Episode 305
Welcome back to WE|Sail... Welcome back crew, this weeks video finds VA still out of the water and the work seems endless, we still have the electrical rework with the new battery bank, as well as finishing the fiberglass forms and the beginning of the actual fiberglass work. So much work still n...
FINAL PUSH: Offshore or Bust! Sailing Vessel Delos Ep. 515
Get behind the scenes of the build with exclusive, early, and ad free content: It's that moment that every sailor has a love hate relationship with....There's always soooo much work to be done to prepare the boat and ourselves for a long passage and months of cruising with limited a...