Watch Sailing & Boating Adventures Around the World

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 1-24 of 1991 results
935 Days Later… We’re Finally HOME – World Circumnavigation COMPLETE!
Sailing Paradise Falls

935 Days Later… We’re Finally HOME – World Circumnavigation COMPLETE!

Our FINAL Passage Home | 935 Days Around the World The engines are running, the anchor is up, and after 935 days of sailing around the world… it’s finally time to go home. This week, we leave Fort Pierce for the very last passage to our home port of St. Augustine, Florida—and somehow, this final ...
These Waves Hit Harder Than Expected
Gone with the Wynns

These Waves Hit Harder Than Expected

A smooth sea never made a skilled sailor. Get an exclusive 15% discount on Saily data plans! Use code WYNNS at checkout. Download Saily app or go to ☝Behind the Scenes, Gear Guides & More 🎬 Produced, Filmed and Edited by: Jason & Nikki Wynn ⚓️ Our Explorer Yacht ⚓️ 📷 Photo & Vi...
Our FINAL Passage Home Didn’t Go As Expected
Sailing Paradise Falls

Our FINAL Passage Home Didn’t Go As Expected

🌊 THE OCEAN HAD OTHER PLANS! | Sailing Home to Florida After 36 countries and countless miles at sea, we’ve finally LEFT our final country — the Dominican Republic. Now it’s time for our last multi-day passage as we make our way home to Florida… or at least, that was the plan! With incredible wind...
Last Days in Thailand on Our Aluminium Catamaran
Sailing Dawn Hunters

Last Days in Thailand on Our Aluminium Catamaran

ALU-EXP15 1,2 and 3 being offered at a discount with first one under 1 million euros. For more information, contact our sales team at www.alu-exp.com, or reach out to Terry at Max Cruise Marine. Be sure to mention the ALU-EXP Podcast to receive exclusive discounts and additional benefits. For ALUEXP...
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...
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...
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...
Crossing our Wake in the St Thomas – World Circumnavigation COMPLETE!!
Sailing Paradise Falls

Crossing our Wake in the St Thomas – World Circumnavigation COMPLETE!!

#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat 🌴 WE OFFICIALLY COMPLETED OUR WORLD CIRCUMNAVIGATION! 🌎⛵ This week, the adventure takes us to the breathtaking US Virgin Islands, starting on the stunning island of St. John. We ...
From Off-Grid to Annapolis: Come Meet Us at the Boat Show!
Sailing Dawn Hunters

From Off-Grid to Annapolis: Come Meet Us at the Boat Show!

ALU-EXP15 1,2 and 3 being offered at a discount with first one under 1 million euros. For more information, contact our sales team at www.alu-exp.com, or reach out to Terry at Max Cruise Marine. Be sure to mention the ALU-EXP Podcast to receive exclusive discounts and additional benefits. For ALUEXP...
HOVERAir X1 PROMAX: 3 Month Honest Drone Review
Sailing Jibsea

HOVERAir X1 PROMAX: 3 Month Honest Drone Review

Check out the HOVERAir X1 PROMAX, the auto-tracking drone that fits in your pocket here: NEW VIDEOS EVERY SUNDAY! Please subscribe and share our videos - every bit of support is much appreciated, keeps our journey going and the content coming! IF YOU'D LIKE TO SUPPORT OUR JOURNEY - exclusiv...
Full Circle: Back to Where It All Began the BVI’s
Sailing Paradise Falls

Full Circle: Back to Where It All Began the BVI’s

This week, we say goodbye to the stunning island of St. Martin and set our sights on the British Virgin Islands—a place that holds a very special piece of our story.⛵ Less than three years ago, this is where our adventure began. Now, after an incredible circumnavigation, we’re back—and this time, w...
One Design Problem Is Limiting Our Entire Boat
Gone with the Wynns

One Design Problem Is Limiting Our Entire Boat

Our dinghy problem is bigger than it looks.🤔 Beam Dream is giving you early access to the Labor Day sale: up to 46% off for a limited time. Use the link in the description or Use code WYNNS at checkout! ☝Behind the Scenes, Gear Guides & More 🎬 Produced, Filmed and Edited by: Jason & Nikk...
The REAL Reason We Had to Sail to Norway – Ep 284
Sailing Jibsea

The REAL Reason We Had to Sail to Norway – Ep 284

Join us in Urke where we continue our adventures in the fjords of Norway. We hike the epic Urkeegga ridgeline to reach Egilbu for a long anticipated special moment we've dreamed about long before boat life! NEW VIDEOS EVERY SUNDAY! Please subscribe and share our videos - every bit of support i...
Our FAVORITE Week in the Caribbean So Far! | St. Barths & St. Martin
Sailing Paradise Falls

Our FAVORITE Week in the Caribbean So Far! | St. Barths & St. Martin

#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat This week, we leave the rolly anchorage of St. Kitts behind and sail into the glamorous world of the rich and famous in St. Barths! ⛵ We climb the hill for one of the Caribbean’s ...
We’ll Never Look at Honey the Same Again
Gone with the Wynns

We’ll Never Look at Honey the Same Again

We thought honey was simple. We were very wrong. 🐝 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 & Video Gear 📷 📱Socials ...
Our First Time Sailing Norway’s Famous Fjords – Ep 283
Sailing Jibsea

Our First Time Sailing Norway’s Famous Fjords – Ep 283

Join us as we sail from Ålesund, Norway deep into the fjords where we dock in front of the lost stunning Norwegian landscape with snow capped mountains, harvest mussels, experience our first sauna and cold plunge into the cold fjord waters Check out the DJI Osmo Pocket 4 here: NEW VIDEOS EVERY ...
We Didn’t Plan on Visiting 3 Countries in 3 Days…
Sailing Paradise Falls

We Didn’t Plan on Visiting 3 Countries in 3 Days…

Set sail with us as we leave the lush island of Martinique behind and continue our Caribbean adventure! 🌴⛵ After a quick overnight stop in Dominica, we arrive in the breathtaking archipelago of Îles des Saintes, Guadeloupe—one of the most picturesque destinations in the French Caribbean. From there...
We Invited a Family to Live on Our Boat for a Month
Gone with the Wynns

We Invited a Family to Live on Our Boat for a Month

Two of us became six. Here's how that actually went. Head to to get a FREE AG1 Flavor Sampler and a FREE bottle of Vitamin D3+K2 in your Welcome Kit with your first AG1 subscription order ☝Behind the Scenes, Gear Guides & More 🎬 Produced, Filmed and Edited by: Jason & Nikki Wynn ⚓...
When 2 Grown Kids Sail into Ålesund for the First Time – Ep 282
Sailing Jibsea

When 2 Grown Kids Sail into Ålesund for the First Time – Ep 282

Join us as we sail to Ålesund Norway in our aluminum sailboat. We explore the coastal town, harbour, hike to Mount Aksla, experience Norwegian supermarkets, pastries, midnight sun and more! NEW VIDEOS EVERY SUNDAY! Please subscribe and share our videos - every bit of support is much appreciated, ke...
Will Repair Work Ever Stop on Our Aluminium Catamaran??
Sailing Dawn Hunters

Will Repair Work Ever Stop on Our Aluminium Catamaran??

Dawn Hunters documents full-time life at sea, offshore cruising, vessel systems, refits, engineering, and the realities of operating sailing catamarans beyond conventional cruising routes. After years of living aboard, modifying, testing, and operating different vessels, we are now applying that ex...
A Rough Sail, a Packed Anchorage, and a Lost City
Sailing Paradise Falls

A Rough Sail, a Packed Anchorage, and a Lost City

#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat This week we leave the stunning shores of St. Lucia for a fast, sporty sail north to Martinique, where we're greeted by one of the most crowded anchorages we've encounter...
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