Watch Sailing & Boating Adventures Around the World – Page 2 of 83

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 1991 results
Inside Our 50ft Aluminum Explorer Yacht
Gone with the Wynns

Inside Our 50ft Aluminum Explorer Yacht

Tour of our new Explorer Yacht. Stay Salty! Get your free LMNT Sample Pack with any purchase at ☝Behind the Scenes, Gear Guides & More 🎬 Produced, Filmed and Edited by: Jason & Nikki Wynn ⚓️ Our Explorer Yacht ⚓️ 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧J...
Day in the Life Cruising Norway: small towns & big surprises – Ep 280
Sailing Jibsea

Day in the Life Cruising Norway: small towns & big surprises – Ep 280

Join us as we sail from a remote anchorage to our first marina in a Norwegian fishing town. 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 - exclu...
Our Most Beautiful Caribbean Arrival Yet!
Sailing Paradise Falls

Our Most Beautiful Caribbean Arrival Yet!

#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat Our Most Beautiful Caribbean Arrival Yet This week we say goodbye to the beautiful island of Bequia and set sail on an overnight passage to St. Lucia. As the sun rises, we'r...
Crossing the World’s Busiest Ocean Highway
Gone with the Wynns

Crossing the World’s Busiest Ocean Highway

The first true test of our new-to-us explorer yacht. 🌊 Beam Dream changed our sleep! Get up to 48% off sitewide right now with our exclusive code: WYNNS ☝Behind the Scenes, Gear Guides & More 🎬 Produced, Filmed and Edited by: Jason & Nikki Wynn ⚓️ Our Explorer Yacht ⚓️ 📷 Photo &...
What It’s Like Sailing to a Remote Spot for the First Time in Norway – Ep 279
Sailing Jibsea

What It’s Like Sailing to a Remote Spot for the First Time in Norway – Ep 279

Join us as we sail away from Bergen and cruise the Norwegian coast encountering a mixed bag of weather and sea conditions before arriving at our first anchorage. We take you along to experience the stunning landscapes, mountains and scenery, try Norwegian brown cheese and scramble to the top of a mo...
What It’s Like Arriving in Bergen by Sailboat for the First Time – Ep 278
Sailing Jibsea

What It’s Like Arriving in Bergen by Sailboat for the First Time – Ep 278

Join us as we sail into Bergen Norway for the first time. First impressions, first experiences and exploring the highlights of Norway's most beautiful city. NEW VIDEOS EVERY SUNDAY! Please subscribe and share our videos - every bit of support is much appreciated, keeps our journey going and t...
After Crossing Three Oceans, the Caribbean Feels Too Easy
Sailing Paradise Falls

After Crossing Three Oceans, the Caribbean Feels Too Easy

#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat What does it really feel like to trade the wild, remote oceans for the laid-back Caribbean? This week, we sail overnight from Barbados to Bequia, but our arrival doesn't go q...
A Different Kind of Boat Life
Gone with the Wynns

A Different Kind of Boat Life

Our first miles on the North Sea and a new chapter ahead.🌊 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 ⚓️ ...
Barbados is Stunning… But We’ve Got Work to Do!
Sailing Paradise Falls

Barbados is Stunning… But We’ve Got Work to Do!

#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat We finally made it to the Caribbean 🌴☀️… but it’s not all smooth sailing. In this episode, we arrive in paradise only to shift gears and make things official—Paradise Falls is goi...
The Last Thing Standing Between Us and Open Water
Gone with the Wynns

The Last Thing Standing Between Us and Open Water

The one test that had to work before we could finally leave the dock. 🦈 Go to or use code WYNNS at checkout to get 4 extra months of Surfshark VPN! 🎬 Produced, Filmed and Edited by: Jason & Nikki Wynn More Gyro Specs: 🧰 Anchor, Chain, Tools and all the other gear 🛠️ ⚓️ Our Explorer Yacht ...
10 degrees from a DISASTER in the North Sea | Sailing to Norway – Ep 277
Sailing Jibsea

10 degrees from a DISASTER in the North Sea | Sailing to Norway – Ep 277

Join us for our most highly anticipated sail of the season as we sail offshore through the North Seafrom the Orkney Islands in Scotland to Norway! During our passage we take you through life aboard while offshore, how we navigate through currents, oil rigs and tanker ships until we anchor down in No...
We Almost Turned Back | French Guiana to Barbados Reality
Sailing Paradise Falls

We Almost Turned Back | French Guiana to Barbados Reality

#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat This week, we say goodbye to French Guiana and the South American coastline as we begin our passage north toward the crystal-clear waters of the Caribbean. After waiting nearly a...
Our Last Stop Before Sailing to Norway | the Orkney Islands – Ep 276
Sailing Jibsea

Our Last Stop Before Sailing to Norway | the Orkney Islands – Ep 276

Join us as we sail from the top of Scotland to the remote Orkney Islands where we prepare for our offshore sail to Norway. 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 ...
This Cost a Fortune… We Removed It Anyway
Gone with the Wynns

This Cost a Fortune… We Removed It Anyway

We've discovered a surprising number of things that made us stop and ask, "Why on earth was this installed?" Plus, we finally splash! We are back on the water! ☝Behind the Scenes, Gear Guides & More 🎬 Produced, Filmed and Edited by: Jason & Nikki Wynn ⚓️ Our Explorer Yac...
Nobody Talks About French Guiana… After THIS We Know Why!
Sailing Paradise Falls

Nobody Talks About French Guiana… After THIS We Know Why!

French Guiana turned out to be one of the most challenging and surprising stops of our world circumnavigation. What should have been a simple arrival quickly became an anchoring nightmare. Strong currents, muddy bottoms, and difficult conditions forced us to anchor multiple times before finally fi...
Rude Awakening while Sailing our Home Through Scotland’s Wild Coast | raw & unfiltered – Ep 275
Sailing Jibsea

Rude Awakening while Sailing our Home Through Scotland’s Wild Coast | raw & unfiltered – Ep 275

Join us as we continue to sail north through Scotland and make our way to Norway for the cruising season. We show the reality of moving our sailboat, adjusting to conditions, changing plans, fuel concerns and simply making miles north. NEW VIDEOS EVERY SUNDAY! Please subscribe and share our videos ...
We Proved Production Catamarans Can Circumnavigate |  Our Leopard 45 Boat Tour
Sailing Paradise Falls

We Proved Production Catamarans Can Circumnavigate | Our Leopard 45 Boat Tour

#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat 2018 Leopard 45 Sailing Catamaran for Sale – Full Walkthrough After Completing a World Circumnavigation Take a complete, in-depth walkthrough of our 2018 Leopard 45 sailing catama...
WHAT HAPPENS WHEN YOU LIVEABOARD AND GET INJURED?
Sailing Dawn Hunters

WHAT HAPPENS WHEN YOU LIVEABOARD AND GET INJURED?

we will answer all your questions! Excited to talk to you guys! 📺 THIS IS DAWN HUNTERS ➡️ S5LIVE ⛵WANT TO KEEP VIDEOS COMING? SUPPORT OUR PRODUCTION HERE: If you’d like to help with this production please consider supporting us on Patreon. (SUPPORT TIERS GO AS LOW AS $5 PER MONTHS) BOAT TOUR o...
We Thought We’d Never See These Again
Gone with the Wynns

We Thought We’d Never See These Again

A year after selling our last boat, we finally tied up one of the last loose ends... 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 If ...
Tackling Mysterious Substance discovered in our Water System while Off the Grid – Ep 273
Sailing Jibsea

Tackling Mysterious Substance discovered in our Water System while Off the Grid – Ep 273

Join us as we continue north from Scotland to Norway. We sail from Plockton to Isle of Rona where we tackle a mysterious substance that we found in our water tanks on our sailboat. Then we explore Isle of Rona to take in the wildlife and stunning views of the Scottish Highlands NEW VIDEOS EVERY SUN...
600 Miles Across the Most Feared Ocean on Earth
Gone with the Wynns

600 Miles Across the Most Feared Ocean on Earth

Sailing from Antarctica to Argentina across the infamous Drake Passage. ⛵️🌊 Struggling with sleep? Try Dream and shop Beam’s Memorial Day sale—use + code WYNNS for up to 40% off! ☝Behind the Scenes, Gear Guides & More 🎬 Produced, Filmed and Edited by: Jason & Nikki Wynn ⛵️More about S/V...
The Best kind of Fixes on a Boat! –  Sailing the Scottish Highlands – Ep 272
Sailing Jibsea

The Best kind of Fixes on a Boat! – Sailing the Scottish Highlands – Ep 272

Join us as we continue sailing through Scotland as we make our way north to Norway for the cruising season. We explain how we fixed our marine electronics and how we tackled more equipment failure while cruising and exploring Oban, Plockton and the Scottish Highlands NEW VIDEOS EVERY SUNDAY! Pleas...
The Easiest SELF-FLYING DRONE We’ve Ever Used on a Boat – HoverAir X1ProMax Review
Sailing Jibsea

The Easiest SELF-FLYING DRONE We’ve Ever Used on a Boat – HoverAir X1ProMax Review

The HOVERAir Memorial Day Sale is live! Get up to 30% off from May 20 to May 26 SELF-FLYING DRONE HoverAir X1PROMAX 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 S...
We Didn’t Expect This in Antarctica
Gone with the Wynns

We Didn’t Expect This in Antarctica

Leopard seals, questionable decisions, and possibly the worst place in Antarctica to park a dinghy. Stay Salty! Get your free LMNT Sample Pack with any purchase at ☝Behind the Scenes, Gear Guides & More 🎬 Produced, Filmed and Edited by: Jason & Nikki Wynn ⛵️More about sailing Antarctic...
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