Watch Sailing & Boating Adventures Around the World – Page 3 of 84

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 49-72 of 2013 results
TST Carrier E-bike | SailAway Reviews
SailAway World Sailing

TST Carrier E-bike | SailAway Reviews

The SUV of ebikes! Enjoy!! Thanks for watching SailAway, the travel documentary of an adventurous sailing couple, kid and dog, sailing the world! [JOIN OUR CREW] Appreciate our videos? Then join our crew as a Patreon Patron and get FREE SailAway GEAR plus other perks, all while helping us stri...
We Won A $2M Boat At Auction
Gone with the Wynns

We Won A $2M Boat At Auction

We bought an Explorer Yacht on AUCTION! 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: 📧EMAIL notifications, so you never miss a video🍦 🎶 MUSIC for vids. ...
New Boat, Baja 1000 & Sailing Antarctica!
Gone with the Wynns

New Boat, Baja 1000 & Sailing Antarctica!

BIG Adventures Ahead! Shop Beam’s Black Friday Sale! Get up to 50% off with my link: (limited time only!). No code needed - discount will auto apply at checkout! Sailing Antarctica! More about Captain Cathrine and our Expedition to Antarctica: Baja 1000 If you want to see the schedule and race m...
IT’S DECISION TIME! Choosing Our Explorer Yacht
Gone with the Wynns

IT’S DECISION TIME! Choosing Our Explorer Yacht

After six months, countless miles, and what feels like a hundred boats later… 🌊 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: 📧EMAIL notifications, so you ...
Owning a 103 Year Old Vessel: Dream or Madness?
Gone with the Wynns

Owning a 103 Year Old Vessel: Dream or Madness?

Buying a 100-Year-Old Wooden Boat! Head to to get a free AG1 welcome kit when you first subscribe! ☝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: ...
NOT Dead! NOT Divorced! | SailAway FINALE 313
SailAway World Sailing

NOT Dead! NOT Divorced! | SailAway FINALE 313

It's BEEN A WHILE! And yes, we have lots to tell you...sorry it took us this long! Enjoy!! Thanks for watching SailAway, the travel documentary of an adventurous sailing couple, kid and dog, sailing the world! [JOIN OUR CREW] Appreciate our videos? Then join our crew as a Patreon Patron an...
The Ultimate Explorer Yacht Test
Gone with the Wynns

The Ultimate Explorer Yacht Test

The final test is here, and Mother Nature decided to show up.🌊 Stay salty! Get your free LMNT Sample Pack with any purchase at ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAIL notifications, so you never miss a video🍦 🎶 MUS...
What It’s ACTUALLY Like, at Sea, on an Explorer Yacht
Gone with the Wynns

What It’s ACTUALLY Like, at Sea, on an Explorer Yacht

Life Aboard a Trawler. Want better sleep? Try our favorite sleep aid, Dream! Click and use code WYNNS for up to 35% off. Limited time only! ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAIL notifications, so you never miss a vi...
Our First Passage on an Explorer Yacht
Gone with the Wynns

Our First Passage on an Explorer Yacht

Alaska to Washington, Our First Adventure on a Trawler. 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: 📧EMAIL notifications, so you never miss a video🍦 🎶...
Our Daily Routine Living on a Sailboat in Trinidad – Shipyard Edition!
Travel Sketch

Our Daily Routine Living on a Sailboat in Trinidad – Shipyard Edition!

Come along for a day in my life in Trinidad, doing boat jobs and living through our daily routine while our liveaboard catamaran is hauled out. This travel vlog shows the reality of yard life, and what living on a boat looks like while doing repairs. From the realities of being in a shipyard, to ge...
Million Dollar Yacht or Affordable Explorer?
Gone with the Wynns

Million Dollar Yacht or Affordable Explorer?

We check out two serious explorer yachts that actually make sense for what we're planning (high latitude). One is practically brand new (and way beyond what we can spend) and another that's older but feels like something we could actually make work. ☝Behind the Scenes, Gear Guides &...
Reality Check: Could This 1965 Classic Be Our Next Boat?
Gone with the Wynns

Reality Check: Could This 1965 Classic Be Our Next Boat?

Stay salty! Get your free LMNT Sample Pack with any purchase at Also try the new Flavor Lemonade Salt...it's "lemon squeezy" ☺️ Full Specs & Listing Information The Swan, a 1965 Feadship may not be our next boat but if it is perfect for you, the full specs and listings can be f...
Rescued at Sea After Extreme Weather Sailing
Secondhand Sailors

Rescued at Sea After Extreme Weather Sailing

After a great sail to Deer Island, Turner & Renee's trip back to Gulfport turns into a disaster. Their boat's engine has a sudden mechanical failure, leaving them stranded at sea. With a storm approaching, they face an emergency as they try to figure out what to do next. (Episode 28)
LIVE UPDATE: Hurricane Season In The Bahamas | Sailing Sunday Vlog 295
Sailing Sunday

LIVE UPDATE: Hurricane Season In The Bahamas | Sailing Sunday Vlog 295

👇 Drop a comment and let us know what you think! Hurricane season is here in The Bahamas and this week we found ourselves right in the middle of it as hurricane Erin passed right by us in the Abacos. 🌪️⚓ While most people dream of crystal-clear waters and perfect sailing days, the reality is that l...
Are We Buying Another Boat? (Life Update + What’s Next)
Gone with the Wynns

Are We Buying Another Boat? (Life Update + What’s Next)

The short answer is yes. We're sharing what’s been happening behind the scenes, the types of boats we’re considering (and why), and what this next chapter of our journey could look like. ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK...
Don’t Visit Here Without This Secret Weapon!
Secondhand Sailors

Don’t Visit Here Without This Secret Weapon!

In episode 26, Turner & Renee FINALLY make it to explore Deer Island in Biloxi, MS. They leave their sailboat, Daisy Mae, to go ashore and hike across the island. They battle huge, blood sucking insects but still have a great adventure.
We Tried Taking Ourselves On Safari (no guides)
Gone with the Wynns

We Tried Taking Ourselves On Safari (no guides)

We thought, how hard could it be to take ourselves on an African safari? Turns out, when the trip starts with a dead battery, black smoke, and zero professional guidance, the answer is: pretty wild. From lions and giraffes to hippos and crocs, and even one very elusive leopard, we explored what fel...
INSIDE A LOCAL COMMUNITY IN UGANDA
Gone with the Wynns

INSIDE A LOCAL COMMUNITY IN UGANDA

We're back with part two of our Uganda series, and this one takes us even deeper into the country. Our destination? Teddy's home village in the Mindi district. A place where school happens under trees, bricks are made by hand, and everyone knows everyone. It felt like we were exploring t...
A Farm, A Friend, A Cup of Something UNEXPECTED
Gone with the Wynns

A Farm, A Friend, A Cup of Something UNEXPECTED

With skepticism in our mugs and curiosity on our tongues...🦈 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: 📧EMAIL notifications, so you never miss a video🍦...
This Village Has No Roads – Only Canals and Boats
Gone with the Wynns

This Village Has No Roads – Only Canals and Boats

Stay salty! Get your free LMNT Sample Pack with any purchase at Also try the new Limited-Time Flavor Lemonade Salt. ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAIL notifications, so you never miss a video🍦 🎶 MUSIC for vids....
ALASKA to PATAGONIA: Our First Look at an Explorer Yacht
Gone with the Wynns

ALASKA to PATAGONIA: Our First Look at an Explorer Yacht

From sails to steel, we’re exploring every option for an Alaska to Patagonia journey. Which means we need a vessel fit for pole to pole extreme conditions and all the heat in between. 🚢 Watch The First Yacht Tour With @NautiStyles Rico & Victoria: The Real Ship Listing with all the specs: ...
DIY Adventure Van – Our Stealth Base Camp
Gone with the Wynns

DIY Adventure Van – Our Stealth Base Camp

A stealthy van build to pair with our next boat home. Get 10% off beautiful tableware that will stay put no matter what kind of adventure you are on. Use code WYNNS 👉 ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAIL notificat...
Lacros Pinecone Fat Tire E-Bike | SailAway Reviews
SailAway World Sailing

Lacros Pinecone Fat Tire E-Bike | SailAway Reviews

The good folks at Lacros sent us this fabulous e-bike a while back for review, and though it took us a while to get to it, the wait was worth it. Enjoy!! And be sure to SUBSCRIBE for WEEKLY CONTENT EVERY SUNDAY! Cheers!! Thanks for watching SailAway, the travel documentary of an adventurous saili...
We’re BACK! And BOAT Keeps Getting BETTER | SailAway 312
SailAway World Sailing

We’re BACK! And BOAT Keeps Getting BETTER | SailAway 312

TEAK? Noooo. FAUX TEAK. Noooo. PE EVA FOAM?? Hell yes! This week we're finally upgrading our decking with TopDeck PE EVA Flooring. This is the good stuff...unlike the cheap stuff we tried just for kicks. We'll show you how it goes down and why it's becoming the choice decking of many ...
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