Watch Sailing & Boating Adventures Around the World – Page 2 of 508

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.

Showing 25-48 of 12187 results
You Need to See This 🤯
Sailing SV Delos

You Need to See This 🤯

Watch the full episode here: Things are starting to get real around here, and every day as projects get ticked off the list we're blown away at how quickly Delos 2.0 is evolving right before our eyes 🥹 In this week's episode we're focusing on some super fun projects that revolve ar...
SPINNAKER SAILING DISASTER! We Rigged It Wrong…
Sailing Doodles

SPINNAKER SAILING DISASTER! We Rigged It Wrong…

It was supposed to be an easy final sail aboard our new yacht in Thailand… but things didn’t exactly go according to plan! On our last day aboard before leaving the boat for a few months, we sail from Koh Phangan to Koh Samui and decide it’s finally time to test our spinnaker. With only about 5 kn...
Seeing the World Famous Giant Tortoises of the Seychelles!
Sailing Triteia

Seeing the World Famous Giant Tortoises of the Seychelles!

Episode 499 : BUCKET LIST CHECK!!!!!! Hello Friends, On this episode we haul up from Anse Lazio and sail for Curieuse Island to see the famous Giant Tortoises that are endemic to the Seychelles! I saw one of those magical creatures when I was a little boy at Six Flags Over Texas in 1979 and I have...
HUGE MILESTONE! (I’ve been waiting for this day!)
Sailing Red Seas

HUGE MILESTONE! (I’ve been waiting for this day!)

Some days are special - and this is one we will remember for a long time! We are celebrating reaching such an important milestone in my health journey, as I get back to who I was before my relapse earlier this year. We expected 2026 to be full of hard work and adventure, sailing to new countries an...
The FINAL Countdown – Boat Projects in the Dominican Republic
Sailing Paradise Falls

The FINAL Countdown – Boat Projects in the Dominican Republic

#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat This week, we say goodbye to Puerto Rico and make our way to the Dominican Republic for one final round of boat projects before the big journey home. ⛵️🌴 With our catamaran getti...
We found beach bar paradise! The British Virgin Islands
Sail Stillwater

We found beach bar paradise! The British Virgin Islands

BEST BEACH BARS IN THE BVI | British Virgin Islands Beach Bars, Rum Drinks & Caribbean Paradise Come with us as we explore the best beach bars in the BVI (British Virgin Islands)! From spectacular Caribbean beaches and turquoise water to legendary beach bars, cold rum drinks, and laid-back isla...
This Is Not the England We Expected
Gone with the Wynns

This Is Not the England We Expected

Fossils, ghost villages, white cliffs and a coastline we never expected... Go to or use code WYNNS at checkout to get 4 extra months of Surfshark VPN! ☝Behind the Scenes, Gear Guides & More 🎬 Produced, Filmed and Edited by: Jason & Nikki Wynn ⚓️ Our Explorer Yacht ⚓️ 📷 Photo & V...
Our Backyard Is Norway’s Most Iconic Fjord – Ep 286
Sailing Jibsea

Our Backyard Is Norway’s Most Iconic Fjord – Ep 286

After a chaotic sail deep in Norway’s famous fjords, we get a taste of what Norway’s endless sun is like while exploring this UNESCO world heritage site. We show how much can be done in a day while hiking in Geiranger and hike to stunning viewpoints overlooking dramatic cliffs and landscape NEW V...
After 7 Years, I’m Delivering Our Sailboat to Its New Owners | Sailing Sunday Vlog 321
Sailing Sunday

After 7 Years, I’m Delivering Our Sailboat to Its New Owners | Sailing Sunday Vlog 321

After seven years and over 65,000 nautical miles, I’m sailing from Florida to Texas to deliver our sailboat Sunday to her new owners… and when we arrive, I’ll step off the boat we called home for the very last time! But first, we’ve got four days to cross the Gulf stream again, dodging cargo ships, ...
Episode 54   Preparing for passage
SV Saracen’s Travels

Episode 54 Preparing for passage

After 3 years cruising the Caribbean .. we make Saracen offshore ready for the upcoming Passage to the ABC islands……… its been a while and these are just some off the jobs we do to get all the dots in alignment ..... hope you enjoy and please remember to leave a like and subscribe to the channel. ...
Trying to Motivate The Captain! – The Lazy Geckos Ep. 363
Lazy Gecko Sailing & Adventures

Trying to Motivate The Captain! – The Lazy Geckos Ep. 363

We're knee deep in repairs as Calypso undergoes a complete cooling system overhaul! Jeremiah will show you around the issues and repairs as I do my best to keep him entertained! 🔔 Hit Subscribe — you don't want to miss where we're heading next. Check out our webpage at www.thelazyg...
FINALLY WEATHERPROOF! (Winter won’t stop us now!)
Sailing Zatara

FINALLY WEATHERPROOF! (Winter won’t stop us now!)

JOIN US AT THE 2ND ANNUAL BLUEWATER SUMMIT! Five days with real cruisers to get the clarity, confidence, and community you need to go cruising! January 6-10, 2027 Perry Hotel, Key West FL Want to cruise but not sure where to start? Keith breaks it all down here: This is the stuff we use every d...
We Explored the Most Famous Deserted Island in the World
Sailing Machete

We Explored the Most Famous Deserted Island in the World

Family sailing vlog about exploring deserted islands. To God be the glory! #sailingfamily #familyvlog #boatlife #familytravelvlog #youtubekids #sailingaroundtheworld #outdoors #bucketlist #fiji #paradise #sailing #laugroup #fulaga #sailingfiji #yasawas #castawayisland To Follow Along in Real Ti...
This Party Was STILL Going at 8AM! | Koh Phangan by Boat
Sailing Doodles

This Party Was STILL Going at 8AM! | Koh Phangan by Boat

We take our Highfield dinghy on an incredible tour of the east coast of Koh Phangan, exploring some of the most beautiful parts of the island — including beaches and bays that are only accessible by boat. Koh Phangan is famous for its parties, but there’s so much more to this island. We spend the d...
Sailing To The Beautiful Praslin Island in the Seychelles 🏝️
Sailing Triteia

Sailing To The Beautiful Praslin Island in the Seychelles 🏝️

Episode 498 : Cruising The Seychelles Hello Friends, On this episode we haul up at Silhouette Island and have a lumpy passage over to Praslin Island where we spend several days exploring, swimming and taking in all the magic that is the Seychelles! If you enjoy the channel please "Like&quo...
More Than Just a Rock in the Middle of the Atlantic | S6 E02
Sailing with six

More Than Just a Rock in the Middle of the Atlantic | S6 E02

📨 Join our newsletter: After 11 days at sea, St Helena felt like the perfect place to stop, reset and catch our breath. But this tiny island in the middle of the South Atlantic turned out to be far more than just a convenient stopover. We explored Jamestown, tackled Jacob’s Ladder far too many tim...
REALITY of sailing to Fiji’s most isolated village!
Sailing Red Seas

REALITY of sailing to Fiji’s most isolated village!

We are sailing to one of the most remote islands in Fiji. This is perhaps the most isolated village in the whole country of Fiji, and we'd love you to come along with us for the adventure as we sail to the very furthest island in the Lau group, try our hand at fishing, paddleboard amongst the i...
Mom’s First Adventure Aboard Our Explorer Yacht
Gone with the Wynns

Mom’s First Adventure Aboard Our Explorer Yacht

Jason's mom finally joins us aboard our explorer yacht in England. 💦Stay Salty! Get your free LMNT Sample Pack with any purchase at The hardest part of this life isn't the weather, the logistics, or the constant maintenance. It's being far away from the people we love. ☝Behind the...
Old San Juan to Glowing Seas – Sailing Puerto Rico
Sailing Paradise Falls

Old San Juan to Glowing Seas – Sailing Puerto Rico

Old San Juan to Glowing Seas - Sailing Puerto Rico This week, we leave the USVI behind and set our sails for Culebrita — a stunning, isolated tropical paradise where we slow down and spend a few unforgettable days surrounded by nothing but turquoise water, beaches, and the feeling of being complete...
How We Lost $5,000 in Seconds – Ep 285
Sailing Jibsea

How We Lost $5,000 in Seconds – Ep 285

Join us as we continue cruising Norway and sail into another iconic fjord, the popular travel destination, Geirangerfjord. We experience a couple mishaps along the way before a sweet ending. NEW VIDEOS EVERY SUNDAY! Please subscribe and share our videos - every bit of support is much appreciated, k...
We Made an Offer on This HUGE Catamaran | Sailing Sunday Vlog 320
Sailing Sunday

We Made an Offer on This HUGE Catamaran | Sailing Sunday Vlog 320

We just sailed four days to reach this huge catamaran in search of our new floating home! We had previously put an offer in to buy this boat, sight unseen and only now are we discovering what we may have agreed to buy… Once the survey is complete, we continue our journey delivering our old boat wit...
Fixing a 40-Year-Old Problem (Our Boat) The Yard 3/4
Slim & Soph - Sailing Nakama

Fixing a 40-Year-Old Problem (Our Boat) The Yard 3/4

We’ve been destructing our old boat that’s in the yard. But finally, we can begin to put her back together. Use code SLIM to get 15% off your Simify eSIM here: Boaters World are offering you 10% off all products on their site www.boatersworld.com.au Check em out and use our code! SAILINGNAKAMA10 ...
Teamwork Makes The DREAM WORK! – Onboard Lifestyle ep.402
Onboard Lifestyle

Teamwork Makes The DREAM WORK! – Onboard Lifestyle ep.402

On this week's episode of Onboard Lifestyle, the crew continues to double their project efforts by completing the AC circuits for basiks cockpit refit and then finishing up phase five back at the house. In the end, a potting station and composting unit was installed with a few details to make i...
Raining at burningman 2026!
Sailing Doodles

Raining at burningman 2026!

Burningman 2026 has ground to a hault due to rain!
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