Watch Sailing & Boating Adventures Around the World – Page 3 of 44

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 1046 results
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: ...
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...
Avoiding DISASTER Sailing Kupang to Komodo
Sailing Paradise Falls

Avoiding DISASTER Sailing Kupang to Komodo

#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat Avoiding DISASTER Sailing Kupang to Komodo This week we our family sails from Kupang, Indonesia for 2 overnights to Komodo National Park dodging various objects. We hike the beautif...
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...
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...
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...
Sailing The Dreamiest Hybrid Electric Catamaran
Gone with the Wynns

Sailing The Dreamiest Hybrid Electric Catamaran

At 3.6 million this isn't just any catamaran, it's a fully loaded home and adventure base camp like nothing we've seen before. ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAIL notifications, so you never miss a vid...
A Floating Commune for Sailors?
Gone with the Wynns

A Floating Commune for Sailors?

We kept hearing rumors about this sailing community in the Bahamas and it sounded a little too perfect.🦈 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: 📧EMA...
An Unexpected 3 Days In Türkiye
Gone with the Wynns

An Unexpected 3 Days In Türkiye

Istanbul wasn't on our radar but when a last minute invitation came, we couldn't say no. ☝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: ...
Sailing Life Begins: Our First Days Living Aboard with Baby | Sailing Sunday VLOG 284
Sailing Sunday

Sailing Life Begins: Our First Days Living Aboard with Baby | Sailing Sunday VLOG 284

We're BACK on the Boat and sailing to the Bahamas in this weeks latest sailing vlog! 🌊⛵ After months of road-tripping across America and tackling life on land, we’ve finally made the big move back sailing on the water on our boat SV Sunday. This week we said goodbye (for now) to our 5th whee...
A New Sailing Chapter – Lets Find TREASURE! – E.143 – Sailing SV CUBA
Sailing SV CUBA

A New Sailing Chapter – Lets Find TREASURE! – E.143 – Sailing SV CUBA

We start a new sailing chapter, it is no longer just about boat life and sailing adventures, remote anchorages, off grid living, and travelling the oceans to new distant shores. Our story of sailing around the world might just take a turn. Now she must also find the TREASURE. *Want to support us? P...
The Fastest Cat You’ve Never Heard Of (+full tour)
Gone with the Wynns

The Fastest Cat You’ve Never Heard Of (+full tour)

Beam is giving EXCLUSIVE early access to their Memorial Day Weekend Sale just for our audience! Get 40% off sitewide or use code WYNNS at checkout! ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAIL notifications, so you never mi...
German Countryside Girl Lives Full Time on a Sailboat 🦈👙🤿 E.142
Sailing SV CUBA

German Countryside Girl Lives Full Time on a Sailboat 🦈👙🤿 E.142

I swapped my land life for a full time sailing adventure on the ocean. Every day is a new adventure. Come sail with me! 🦈🌊🏝️ #boatlife #sailing #adventure #offgridliving *Want to support us?" Patreon: Buy Salsa a Coffee☕🧡: Amazon Wish List: PayPal:
This Electric Boat Changes Everything…Or Does It?
Gone with the Wynns

This Electric Boat Changes Everything…Or Does It?

After two weeks of living aboard this unique electric sailboat, we’ve got thoughts. 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 ...
Life at Sea on a Hybrid Electric Catamaran
Gone with the Wynns

Life at Sea on a Hybrid Electric Catamaran

We slipped DEEP into cruiser mode this week...Adventure, Connection, and Slow Living🌊 Going to therapy is a sign of strength, not weakness. BetterHelp makes therapy simple, with 10% off your first month to help you get started: (Sponsored by BetterHelp) ☝Behind the Scenes, Gear Guides & More...
Boat Life: It’s Dirty… and She’s Just Not Into It | Ep.141
Sailing SV CUBA

Boat Life: It’s Dirty… and She’s Just Not Into It | Ep.141

It's a dirty situation—literally, the vibe is off, and she’s just not feeling it. In this Sailing Episode we show what life really looks like behind the dreamy sunset shots. Subscribe for weekly sailing life—raw, real, and unfiltered. #boatlife *Want to support us?" Patreon: Buy Salsa a ...
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