Watch Sailing & Boating Adventures Around the World – Page 21 of 263

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’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...
Why our Cruise Ended too Soon!
The O'Kelly's

Why our Cruise Ended too Soon!

Getting pooped on by a bird is good luck? Or is it a bad omen? After an enjoyable stretch in the Bahamas shaking down a brand new Leopard 45, we find ourselves asking, "what's next?" Fate (or a bird with diarrhea) intervenes to make the decision for us. ⛵️ FOR BEHIND THE SCENES UPDAT...
Huge upgrade for our new boat  [Ep. 96]
Sailing Supernova

Huge upgrade for our new boat [Ep. 96]

This job was bigger then we thought. But we need to get it done before we can move ___________________________ 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: [email protected] S...
Braving the Gulf Stream with a Two Year Old On Board! – The Lazy Geckos Ep. 234
Lazy Gecko Sailing & Adventures

Braving the Gulf Stream with a Two Year Old On Board! – The Lazy Geckos Ep. 234

The adventure starts with a trip to The Bahamas, capturing the thrill of first-time travelers. Techniques for navigating the Gulf Stream are shared, along with the mix of boredom and fear experienced at sea. Upon entering the Gulf Stream, adjustments in navigation speed are necessary. After a smooth...
Giving Tessie a full test sail before Lindisfarne!
Erik Aanderaa

Giving Tessie a full test sail before Lindisfarne!

Use code ERIKAANDERAA at the link below to get an exclusive 60% off an annual Incogni plan: "Tessie" is on the hard to get a cleaning and some fixes, preparing her for the 2025 adventures! Join onboard for a beautiful sail along the archipelago outside my hometown, to vist an icreduble p...
Ep 43: Einhand von Gibraltar nach Porto Santo (Madeira)
M Jambo

Ep 43: Einhand von Gibraltar nach Porto Santo (Madeira)

Von Gibraltar aus geht es weiter Richtung Madeira. In der Straße von Gibraltar muss ich durch das Gebiet, wo die meisten Angriffe von Orkas gemeldet worden sind. Zum Glück komme ich dort gut durch, ohne sie zu sichten. Dann folgen vier Tage schönes Atlantiksegeln und danach fällt in der Nacht der An...
Episode 249 – Last Sunrise at Anchor Guys before we tackle Major Boat Repairs!
Sailing Pickle Family

Episode 249 – Last Sunrise at Anchor Guys before we tackle Major Boat Repairs!

Hello my most favourite people in all the world! It's my last sunrise at anchor on our gorgeous little catamaran Pickle, then we sail into the lifting dock and get Pickle put on the hard so we can tackle some MAJOR repairs due to a accident and bodged repair done by an Italian boatyard!!! But n...
BIG CHANGES are coming! [Ep176 RED SEAS]
Sailing Red Seas

BIG CHANGES are coming! [Ep176 RED SEAS]

After two unforgettable years sailing through the breathtaking islands of French Polynesia — from historic atolls to remote UNESCO sites — it’s time to face the one choice we’ve been avoiding. With paperwork looming, weather turning, and borders tightening, we’re racing to experience everything one ...
Light at the End of the Tunnel… Or Was It? | Sailing Sitka Ep 169
Sailing Sitka

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, and tackling laundry and water runs. For a mo...
The REAL Reason we Borrowed this $1.1M Catamaran
The O'Kelly's

The REAL Reason we Borrowed this $1.1M Catamaran

Shaking down the brand new Leopard 45 had a second purpose: a shakedown for US! We came into this not sure whether we wanted to head out again on our own boat. This cruise to the Exumas helped us decide! ⛵️ FOR BEHIND THE SCENES UPDATES & TIPS, JOIN OUR COMMUNITY ⚓️ LOOKING FOR HELP ON BUYIN...
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