Watch Sailing & Boating Adventures Around the World – Page 21 of 264

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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We Left Her for 9 Months… Here’s What We Found 🫣 Sailing Vessel Delos Ep. 511
Sailing SV Delos

We Left Her for 9 Months… Here’s What We Found 🫣 Sailing Vessel Delos Ep. 511

Get 4 months extra on a 2 year plan here: It’s risk free with Nord’s 30 day money-back guarantee! We're BACK ON DELOS! And after leaving her baking in the tropics for 9 long months, we had no idea what kind of shape we would find her in...And it should come as no surprise that we had our wo...
HORRIBLE?? These are the realities of cruising on a sailboat. – The Lazy Geckos
Lazy Gecko Sailing & Adventures

HORRIBLE?? These are the realities of cruising on a sailboat. – The Lazy Geckos

A sailing trip brings a mix of emotions, from anxiety during rough passages to the joy of cooking a vegetable and pasta dinner. Bug bites create discomfort, prompting discussions on remedies and their effects on daily life. Family roles come into play, highlighting the challenges of parenting in a r...
Episode 252 – Hour Special! Raw, Behind the Scenes, Pickle Sailing Family
Sailing Pickle Family

Episode 252 – Hour Special! Raw, Behind the Scenes, Pickle Sailing Family

We have a hour long special for you this week guys! While Chris is away sanding Pickle, Beau is sitting her exams, Nicky's editing and catching up on all this seasons footage, while we ready ourselves for Christmas and next seasons madness (to come 🤪) We're all back to the boat next episod...
SEASON FINALE | We saved the best til last! [Ep179 RED SEAS]
Sailing Red Seas

SEASON FINALE | We saved the best til last! [Ep179 RED SEAS]

BUY this underwater electric scrubber to clean your hulls: www.red-seas.com/fairway After over 1,000 days exploring the dreamscape of French Polynesia, we sailed to a place few dare to enter - Maupiti, the untamed sister of Bora Bora. It’s remote, raw, and surrounded by shifting sands and razor-sha...
Ending Season | How to haul out a 55 ft sail boat | Ep 116
Bushpoint Sailing

Ending Season | How to haul out a 55 ft sail boat | Ep 116

We’re wrapping up our sailing season in Sweden and prepare for Bushpoint to stay on land for the next 7 months. In this episode, we head to Sundbyholm marina, take down the sails, clean and fold them, and Fredrik climbs the mast to fix a few things. Then we head over to Västerås for a smooth and dra...
Sailing back to Paradise | Sailing Sitka Ep 172
Sailing Sitka

Sailing back to Paradise | Sailing Sitka Ep 172

Despite recent engine troubles, Jay and Kenna felt the pull to keep moving. With their sights set on the tropical paradise of San Blas, they set sail from Linton Bay—upwind and into the chop. Will they make it? Hit subscribe to follow the journey.
Sailing The Dreamiest Hybrid Electric Catamaran
Gone with the Wynns

Sailing The Dreamiest Hybrid Electric Catamaran

At 3.6 million this isn't just any catamaran, it's a fully loaded home and adventure base camp like nothing we've seen before. ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAIL notifications, so you never miss a vid...
Keeping the dream afloat (literally)  [Ep. 98]
Sailing Supernova

Keeping the dream afloat (literally) [Ep. 98]

We are so close to leaving the wall. But we need a way to get off the boat when we leave ___________________________ Our prior boat - If you are interested in buying our previous boat, Supernova, a beautiful fully kitted out Prout Quasar 50, please send us an email at: sailingsupernova@gmail....
A MAJOR Shift In The Build…Aluminum Catamaran Build Pt. 40
Sailing SV Delos

A MAJOR Shift In The Build…Aluminum Catamaran Build Pt. 40

Going to therapy is a sign of strength, not weakness. My paid partner BetterHelp makes therapy simple, with 10% off your first month to help you get started: BIG CHANGES are coming for our family and the build, and we’re about to do something we haven’t done in nearly a decade…we’re splitting up. ...
We’re BETRAYED by a Buddy Boat! Exploring Paradise! The Lazy Geckos Ep. 325
Lazy Gecko Sailing & Adventures

We’re BETRAYED by a Buddy Boat! Exploring Paradise! The Lazy Geckos Ep. 325

Plans are set for island outing. Video editing is addressed, focusing on time management during cruising. Family members enjoy dinner at the beach while children explore marine life. Passage planning involves analyzing weather and wind conditions for sailing, highlighting the challenges of leaving t...
12.5 days REALITY of crossing the Atlantic | Part 3 #sailinglife
PAT | FRANKIE

12.5 days REALITY of crossing the Atlantic | Part 3 #sailinglife

A torn foresail. Two broken spinnaker poles. Squalls. Burning sun. Whales. In this final chapter of our Atlantic crossing, the ocean gives us everything it has. Squalls hit hard. Waves grow tall. Gear breaks. We fix what we can. Keep sailing. Keep hoping. And still—we laugh, we dance, we enjoy. We ...
Episode 251- Sailing Pickle Family Touring America!
Sailing Pickle Family

Episode 251- Sailing Pickle Family Touring America!

After a very fun and busy week appearing at the Annapolis Boat show last episode, this week we've taken to the roads and are touring parts of the wonderful USA! You're gonna love it. We get a great feel for the country as we see some very cool sights and visit some even cooler places, Hors...
THE BEGINNING of a whole new SAILING ADVENTURE! [Ep178 RED SEAS]
Sailing Red Seas

THE BEGINNING of a whole new SAILING ADVENTURE! [Ep178 RED SEAS]

🚨 Off-Grid Madness Begins! Sailing Into Cruisers’ Paradise (Definitely Not Bora Bora) One sketchy pass, two mystery planets, and zero regrets. What would you give up for total freedom? House? Job? Sense of direction? We said goodbye to land life and hello to getting mildly yelled at by our chartplo...
A Floating Commune for Sailors?
Gone with the Wynns

A Floating Commune for Sailors?

We kept hearing rumors about this sailing community in the Bahamas and it sounded a little too perfect.🦈 Go to or use code WYNNS at checkout to get 4 extra months of Surfshark VPN! ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMA...
Sailing Collapse
Sailorama

Sailing Collapse

Did the Maya Sail? 🌊🚣 - because sailing these same waters today, their maritime legacy feels alive. Excerpts: Apocalypto, 2006 Mel Gibson on Joe Rogan, 2025 Middle America, United Fruit Company,  1953 Lost World of the Maya, 1972 Canoes and Navigation of the Maya and Their Neighbours, J. Eric S. ...
The Wind Was Wrong. I Sailed Anyway.
Dylan Magaster

The Wind Was Wrong. I Sailed Anyway.

This sail from the Greek mainland to Skiathos wasn't supposed to work. The wind was wrong. The forecasts were off. But with enough experience, intuition, and faith in the process — you learn how to dance with reality instead of fight it. In this episode, I single-hand through shifting winds, re...
We did not get what we paid for  [Ep. 97]
Sailing Supernova

We did not get what we paid for [Ep. 97]

With so much stuff to buy it's easy to get ripped off. So how do you return something to another country that is 240kg? ___________________________ Our prior boat - If you are interested in buying our previous boat, Supernova, a beautiful fully kitted out Prout Quasar 50, please send us a...
Sailing from the Ocean to Lake | A mix of Salt & Sweet | Ep 115
Bushpoint Sailing

Sailing from the Ocean to Lake | A mix of Salt & Sweet | Ep 115

We’re still sailing with friends on s/y Willow, another trusty Boreal, and making our way to lay up Bushpoint for the winter. Yes, we’re a bit behind on YouTube, so for the latest updates, follow us on Instagram @bushpointsailing. In this episode, we leave the charming seaside town of Trosa and be...
Sailing Hardware Install Begins! – A WHOLE NEW PHASE! (Aluminum Catamaran Build Pt. 39)
Sailing SV Delos

Sailing Hardware Install Begins! – A WHOLE NEW PHASE! (Aluminum Catamaran Build Pt. 39)

Get behind the scenes of the build with exclusive, early, and ad free content: We’re kicking off a super exciting phase of the build this week—installing the sailing hardware on Delos 2.0! This is a huge step and one we’ve been dreaming about since day one. One thing we absolutely LOVE abou...
Ep 43: Single-handed from Gibraltar to Porto Santo
M Jambo

Ep 43: Single-handed from Gibraltar to Porto Santo

From Gibraltar, I continue toward Madeira. In the Strait of Gibraltar, I have to pass through the area where most orca attacks have been reported. Fortunately, I make it through there without to see any. The next four days are beautiful Atlantic sailing and after that, I drop the anchor off Porto Sa...
Episode 250 – Annapolis Sail Boat Show with The Sailing Pickle Family!
Sailing Pickle Family

Episode 250 – Annapolis Sail Boat Show with The Sailing Pickle Family!

We attend the Annapolis Boat Show guys... And it's so much fun!! 🤩 After a bit of a rush to get Pickle lifted out the water in Spain for well needed boat work in a few weeks, we have the usual crazy road trip back to the UK, where we leave Buddy with my eldest daughter Bryony and Fly out to Am...
It’s over…WE’RE DONE! [Ep177 RED SEAS]
Sailing Red Seas

It’s over…WE’RE DONE! [Ep177 RED SEAS]

After two unforgettable years sailing through the hidden gems of French Polynesia, the time has come… ⛵️🇵🇫 In this episode, we clear out of the country, finalize our exit paperwork, and take one last plunge into history with a scuba dive on a stunning 1900s three-masted shipwreck. 🐠⚓️ From navigati...
An Unexpected 3 Days In Türkiye
Gone with the Wynns

An Unexpected 3 Days In Türkiye

Istanbul wasn't on our radar but when a last minute invitation came, we couldn't say no. ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAIL notifications, so you never miss a video🍦 🎶 MUSIC for vids. 2 Months Free: ...
Bikepacking 150 Miles Through Big Sur’s Epic Coastline
Jadyn Morse

Bikepacking 150 Miles Through Big Sur’s Epic Coastline

Get an exclusive 15% discount on Saily data plans! Use code JADYNMORSE at checkout. Download Saily app or go to If you're interested in coming to Thailand, get all the details here!!! Thank you to all my patreons that support me. 🫶🏼 patreon.com/JadynMorse My Spotify: My IG: #teens...
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