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 1870 results
BOAT UPGRADE everyone will LOVE!
Sailing Red Seas

BOAT UPGRADE everyone will LOVE!

We are making brand new cockpit cushions to transform this area on our boat into something that is far more comfortable and practical...and it's been a long time coming after 6 years living onboard! We just spent all our money on a refit earlier this year so we've had to come up with some ...
E241 – Hidden Bays, Ancient Ruins & A Near Miss in Turkey
Sailing No Regrets

E241 – Hidden Bays, Ancient Ruins & A Near Miss in Turkey

In this episode, we sail through the stunning Gocek region of Turkey, exploring secluded bays, ancient ruins and some of the most incredible scenery along the coast. We begin at Gocek National Park, where we explore the famous Cleopatra’s Baths before continuing west to Asi Koyu, an idyllic bay sur...
Are We Pushing Our Sailing Season Too Far? S2 – EP16
The Runa Life

Are We Pushing Our Sailing Season Too Far? S2 – EP16

Are we pushing our sailing season too far by sailing until the end of October? As we sail northern Sicily and the Aeolian Islands, the conditions are shifting rapidly. Thunder, rain, and building swells are becoming daily occurrences, forcing us to constantly rethink our plans. This video captures ...
OUR MAST: A 2-Year Journey
Sailing SV Delos

OUR MAST: A 2-Year Journey

Watch the full episode here: We've got an absolute DOOZIE of an episode for ya this week! We're seeing our mast for the very first time, and boy does this feel like a big moment. The mast is the heart of our rig, and the process of designing and building it has been one of the deepest r...
Our BOAT just got BIGGER!
Sailing Red Seas

Our BOAT just got BIGGER!

We are sailing on a tight budget after our huge refit earlier this year and so when it came to transforming the cockpit of our Leopard catamaran, we had to get a little creative. I wanted to replace all our cushions and Iain wanted to transform our table, but we don't have the thousands of doll...
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...
E240 – Ancient Lycia & The Forgotten Island of Gemiler (St Nicholas)
Sailing No Regrets

E240 – Ancient Lycia & The Forgotten Island of Gemiler (St Nicholas)

After arriving in Kaş, Turkey, we explore the city and its incredible ancient amphitheatre before setting off on a day trip through the heart of ancient Lycia. We visit the remarkable ruins of Patara, Letoon and Xanthos, discovering the history of one of the most fascinating ancient civilisations a...
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...
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...
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...
E239 – Kastellorizo – The Tiny Greek Island You’ve Probably Never Heard Of
Sailing No Regrets

E239 – Kastellorizo – The Tiny Greek Island You’ve Probably Never Heard Of

After seven years of creating sailing content, we take a well-earned break from filming and spend a month exploring Cyprus. We visit Larnaca, Nicosia and Paphos, dive the famous Zenobia shipwreck, and explore incredible sites including Kolossi Castle, Kykkos Monastery and the ancient ruins of Nea Pa...
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...
E238 – The Final Leg – Cairo, The Pyramids & The Suez Canal
Sailing No Regrets

E238 – The Final Leg – Cairo, The Pyramids & The Suez Canal

In this bumper episode, we get an early-morning wake-up call from the Suez Canal Authority as our transit time is suddenly brought forward to 5am. We begin our journey through the canal, stopping at Ismailia Marina to refuel before continuing to our marina berth. Unfortunately, we soon discover tha...
The Whole Boat Starts TALKING!
Sailing SV Delos

The Whole Boat Starts TALKING!

Watch the full episode here: We're geeking out suuuper hard on this episode, and we're so excited to share this one with you. Things are truly flying along in the build, and we've reached a very exciting turning point. Up until now we've been designing and building out all the...
LIFE CHANGING: sailing final 100 miles!
Sailing Red Seas

LIFE CHANGING: sailing final 100 miles!

We've been sailing full-time on our Leopard catamaran for more than 6 years but to us, this lifestyle has always been about more than just sunsets and rainbows. We wanted to make a difference and help support the communities that we visit as we sail around the world and here in Fiji, we've...
E237 – Suakin, Sudan | Ruins, Poverty & Desert Storms to Suez
Sailing No Regrets

E237 – Suakin, Sudan | Ruins, Poverty & Desert Storms to Suez

In this episode, we explore the ancient ruins of Suakin's White City before heading into the modern town to stock up on provisions. We drive through the streets and get a confronting glimpse of everyday life in one of the world's poorest countries stopping at the tiny supermarket and the f...
EVERY INCH COUNTS ⚡️
Sailing SV Delos

EVERY INCH COUNTS ⚡️

Watch the full episode here: We've got a FUN one for you this week! It's finally time for our maiden voyage on Maggie 2 🥳 After installing the engine, chart plotter, and a few other fun upgrades (that make her feel more like a small power boat than a dinghy hehe) she's finally read...
MUST-HAVE BOAT UPGRADE 2026 [RED SEAS]
Sailing Red Seas

MUST-HAVE BOAT UPGRADE 2026 [RED SEAS]

After living onboard full time for the last 6 years, we are making this critical upgrade to our off grid Bluewater cruising catamaran - we are upgrading our watermaker so that we can survive in remote places for longer, knowing we are self sufficient and have a reliable system to keep us alive. We&...
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...
E236 – 1,248 Miles Through Pirate Waters as War Breaks Out, Socotra to Sudan
Sailing No Regrets

E236 – 1,248 Miles Through Pirate Waters as War Breaks Out, Socotra to Sudan

In this episode, we leave Socotra behind and begin a 1,248 nautical mile journey through some of the most challenging and dangerous waters of our voyage. But as we leave, the situation in the region is rapidly escalating, with the conflict between the US and Iran making an already dangerous passage ...
We Finally Put It in the Water 🤯
Sailing SV Delos

We Finally Put It in the Water 🤯

Watch the full episode here: We've got a FUN one for you this week! It's finally time for our maiden voyage on Maggie 2 🥳 After installing the engine, chart plotter, and a few other fun upgrades (that make her feel more like a small power boat than a dinghy hehe) she's finally read...
MAJOR STRUCTURAL FAILURE on Leopard catamaran! [RED SEAS]
Sailing Red Seas

MAJOR STRUCTURAL FAILURE on Leopard catamaran! [RED SEAS]

We have been sailing our Leopard catamaran for six years, crossing oceans and really putting down the miles on our boat. We spent a long time choosing this model and there are a number of reasons why we are super happy with our choice, but after 6 years of hard sailing, and a recent rough ocean pass...
SAILING SINGLE-HANDED: Is she up to it? (Q&A)  [RED SEAS]
Sailing Red Seas

SAILING SINGLE-HANDED: Is she up to it? (Q&A) [RED SEAS]

Iain just solo sailed from New Zealand to Fiji - that's more than 1200 miles of open ocean with all the challenges that this brings....and this was his first time sailing alone! Now we open up all the questions you've been asking us, including could Brioni do the same journey, if she had t...
WeBoating
Logo
Shopping cart