Watch Sailing & Boating Adventures Around the World – Page 10 of 32
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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First Time Up the ICW! | Big Comfort Upgrades on Escapade! Ep-195
We’re heading up the ICW for the very first time! 🚤 From Stuart to Fort Pierce, it’s a whole new kind of adventure for us aboard Escapade. Along the way, we’re showing off a few small upgrades that are making a huge difference — including our new electric table leg that transforms our salon into a c...
Another Day, Another Problem: Final Sail to Hawaii – Episode 318
Welcome back to another episode of WE|Sail! Get some merch from our new collection: 🔔 SUBSCRIBE for our continuing journey: FOLLOW our day-to-day updates: Instagram: Facebook: ⚓ Support us on Patreon and join our sailing charters: 📆 Want to come Sail with us for the next WE|Sa...
S1E29 . DIY Boat Life: Sweat, Sawdust, and a Few Regrets.
It started simple — just mount the tender, test the davits, and clean up a few things. Fast forward to midnight, and I’m covered in sawdust, sweating through my shirt, and wondering what went wrong 😅 This is real DIY boat life — no scripts, no sponsors, just hard work and questionable decisions on ...
I Fell Asleep and Crashed Into the Rocks
Get The Book → The True Story Behind the Night I Almost Lost Everything—and What It Taught Me About Command at Sea. Two boats. Two oceans. Two mistakes I’ll never forget. This is the night I fell asleep under full sail and ran my boat straight into the reef—twice. It’s not about drama; it’s about...
SAILBOATS, SECRETS, AND SHENANIGANS – ANNAPOLIS BOAT SHOW 2025! Ep-194
Go to and use code ESCAPADE to get 10% on Holafly plans for the first 12 months or 5% off on any other Holafly eSIM This isn’t your typical boat show vlog — we’re taking you behind the scenes of what it’s really like to be cruising creators at the Annapolis Boat Show! From creator meetups and af...
Crossing the Equator: Neptune’s Ceremony | Tahiti to Hawaii Delivery – Episode 317
Welcome back to another episode of WE|Sail! We're back! Sorry for the two-week hiatus – charters and boat shows took over our lives, but we promise it's still all about the sailing. In this episode, we're five days into our catamaran delivery from Tahiti to Hawaii, and it's be...
S1E28. DIY Sailboat Refit: Fighting the List, Leaks, and Limited Time
Welcome back aboard the chaos! In this episode, I dive into a real-life day of boat refit madness — moving nearly 60 pounds of solid wood to fix the boat’s slight list to starboard, cleaning up leaks, rerouting hoses, and realizing just how much wiring and plumbing insanity lives behind the panels. ...
Making DIY Carbon Fiber Tables for Our Catamaran!
In this video, we’re taking on a whole new boat project, as we start to build custom carbon fiber tables for our catamaran. Since our old rear cockpit table was another warranty fail, and the upstairs one is less than impressive, we decided to do some boat DIY and make new tables. Instead of teak o...
Installing a MARINE AIR CONDITIONER From ALIBABA…GAME CHANGER or a BIG MISTAKE?! Ep 193
Jase is back in the US, which means it’s upgrade time! After months of waiting, we can finally dive into all the projects we’ve been holding off on — because let’s be honest, there’s no better place for Amazon boxes and endless options than America. This week, Jase tackles a full list of long-awaite...
Countdown to Splash Day 💦 Nearing the End of our 40ft Sailboat Restoration
In this weeks video we crack on with getting everything ready in preparation for Flying Freedom to return to the water after 4 years on land. Painting, instruments, guard netting, it all gets done. Well, nearly. 🚢 Join Our Crew on Patreon Want to support our sailing adventure and get exclusive behi...
S1E27. Sailing Dreams vs Reality: Boat Work Beatdown + One Big Idea Changes Everything
Back aboard the boat and back in the grind! In today’s episode I dive into another long day of DIY boat work, battling heat, busted knuckles, and a seriously gnarly mess in the aft cabin rebuild. Between fixing a mysterious bilge system, fighting a floor squeak from hell, and reworking some frustrat...
Building Our Dream Electrical System🔋(Catamaran Refit in New Zealand)
Join us as we continue making progress toward our dream electrical system! 🔋 In this week’s catamaran refit update from New Zealand, we finish the demolition of the starboard aft cabin— the future home of our new lithium battery bank, air conditioner, and other critical electrical components. We’ve...
Day ONE of our TWO Week Sail from TAHITI to HAWAII | Episode 316
Welcome back to another episode of WE|Sail! We had done about a week of good hard work to prep the boat for this long sail north to Hawai'i and now it was go time!! It had been a good week and we had been able to tackle just about every known issue with this well used, 13 year old boat, as ...
Is the SMACO S700 Mini Scuba Tank and Compressor Worth It for DIY Hull Cleaning at Anchor?
In the first SMACO video we unboxed the mini scuba tank and compressor, checked out the components, and tested the equipment. But now it's time for the real test...does it work for our cruising sailboat! In this video we put the SMACO S700 gear to the test to clean the hull at anchor before a b...
S1E25. Sailing UV. Aft Cabin Rebuild & Gas System Headaches | Progress on Our Henry Morgan 56 Refit
Nothing ever goes as planned in this week’s boat refit — leaks, gas lines, and chaos in the aft cabin! Welcome back aboard Sailing UV! In this week’s episode, I dive back into the aft cabin refit on my 56ft Bruce Roberts Henry Morgan ketch — but as usual, nothing goes as planned. From chasing down l...
Sailing Fiji to French Polynesia; Hired for My FIRST Boat Delivery | Episode 315
Welcome back to another episode of WE|Sail! Warren barely has time to unpack his bags in Fiji before he's off on his next adventure – his very first boat delivery! This week, he's heading to French Polynesia to take on a delivery of a used Catana 55 from Tahiti to Hawaii. Boat deliverie...
BOAT LIFE: We Ate the Wrong Fish in the Bahamas?! Ep-189
Check out the new INSTA360 X5 at the link below 👇 Spearfishing in the Bahamas turns risky after a big hogfish catch near Green Turtle Cay. Wild pigs, beach bars, barracuda encounters — and a surprise illness. We start at No Name Cay, dive with an unexpected visitor, feed some wild pigs, and end u...
Fixing the Engine Before Sailing to Hawaii’s Big Island
I’m preparing to sail to the Big Island — but first, my diesel engine throws me a curveball with a leaking raw water pump. ⛵ Join the Crew + Follow Along: 🌐 All My Links 📍 Live Tracker – Where’s Phoenix Now? 👕 Official Merch 📸 Instagram 🎵 TikTok 📘 Facebook #BoatMaintenance #SailboatLif...
Reunited at LAST | Episode 314
Welcome back to another episode of WE|Sail! This episode Erica and I are FINALLY back together! Unfortunately not sailing or even back on the boat, but together in Colorado! I pack up the boat, take a long flight and its all worth it to wrap my arms around my girl! We choose to take a month off o...
We Put Our New Lithium Batteries to the Ultimate Test! ⚡⛵ | Sailing Adventure Begins! EP-188
🔊 Check out the Mojawa Purra Run Bone Conduction Headphones here: Discount Code: U9TGXLNE @mojawa_official #mojawa #mojawapurra This week, we’re sailing through the stunning Abaco Islands in the Bahamas, setting course for the iconic Treasure Cay — but plans change quickly when the weather turn...
An Uncomfortable Reality of Sailing with WE | Episode 313
Welcome back to another episode of WE|Sail! This episode we take a moment from boat work and sailing to expose some issues developing in our relationship. It's a little different from our normal tropical daydreaming sailing content but we think its important to be as real and as transparent a...
Bonaire Bound: Our First Downwind Sail on the Vision 444
After prepping in Grenada, the Sailing Big Lost crew departs St. George's for a 400-nautical-mile passage to Bonaire, hoisting their Code 65 downwind sail aboard their Vision 444 catamaran.
Sailing Bahamas to USA in September! | Sailing Sunday VLOG 296
We’ve been living aboard our sailboat for 7yrs and in the Bahamas now for the past three months while Ryan’s been working with the Boy Scouts teaching sailing and running adventures out of the Abacos. But on his final trip, news hit that a Category 5 hurricane was tracking straight for us! With li...