Watch Sailing & Boating Adventures Around the World – Page 3 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 49-72 of 1991 results
The Antarctica Most People Never Get to See
Gone with the Wynns

The Antarctica Most People Never Get to See

Exploring the world on a small boat vs a cruise ship always opens up a whole other side to a place. But that feeling is intensified here. Join The Curiosity Crew - ☝Behind the Scenes, Gear Guides & More 🎬 Produced, Filmed and Edited by: Jason & Nikki Wynn ⛵️More about sailing with Ice...
COLD to COZY: heating systems that keep us WARM ONBOARD! – Ep 270
Sailing Jibsea

COLD to COZY: heating systems that keep us WARM ONBOARD! – Ep 270

In this episode we detail the heating systems we have onboard our aluminum expedition sailboat. We explained what systems we have found useful in high latitude cruising and live aboard life over winter time. We outline what we like about each system and how we installed them on our boat. HEATING SY...
This Isn’t Good Bye
Sailing Paradise Falls

This Isn’t Good Bye

#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat We are a suburban blended family that has raised our 3 older children and now want to travel the world. After planning and saving for the past 6 years, we are now embracing our dre...
We Sailed Into an Active Volcano…in Antarctica!
Gone with the Wynns

We Sailed Into an Active Volcano…in Antarctica!

Steaming beaches, penguins and an ending none of us saw coming! Go to or use code WYNNS at checkout to get 4 extra months of Surfshark VPN! ⛵️More about sailing with Icebird Expeditions ☝Behind the Scenes, Gear Guides & More 🎬 Produced, Filmed and Edited by: Jason & Nikki Wynn ⚓️ Our...
Brazil to French Guiana  | Storms, Sickness & Devastating Loss
Sailing Paradise Falls

Brazil to French Guiana | Storms, Sickness & Devastating Loss

We set sail from Recife, Brazil expecting a straightforward 1,200 nautical mile passage… but the ocean had other plans. What should have been an “easy” leg quickly turned into our most disastrous passage yet. From equipment failures to relentless storms, it felt like everything that could go wrong ...
Living on a Sailboat in Antarctica (Full Tour)
Gone with the Wynns

Living on a Sailboat in Antarctica (Full Tour)

Welcome aboard our home in Antarctica! Head to to get an AG1 Flavor Sampler and a bottle of Vitamin D3+K2 FREE in your Welcome Kit with your first AG1 subscription (a $72 value!) ⛵️More about Icebird Expeditions ☝Behind the Scenes, Gear Guides & More 🎬 Produced, Filmed and Edited by: Jas...
This Wasn’t How Antarctica Was Supposed to Start
Gone with the Wynns

This Wasn’t How Antarctica Was Supposed to Start

It really is about the journey as much as the destination. Get an exclusive 15% discount on Saily data plans! Use code WYNNS at checkout. Download Saily app or go to ⛵️More about Icebird Expeditions ☝Behind the Scenes, Gear Guides & More 🎬 Produced, Filmed and Edited by: Jason & Nikki...
Life at Sea Meets Brazil’s Biggest Party | Carnival in Recife & Olinda
Sailing Paradise Falls

Life at Sea Meets Brazil’s Biggest Party | Carnival in Recife & Olinda

Life at Sea Meets Brazil's Biggest Party | Carnival in Recife & Olinda We’ve officially hit Continent #5 and Country #20 on our world circumnavigation—and what perfect timing… we arrive in Recife, Brazil just as Carnival explodes to life From the electric streets of Recife to the colorfu...
2,048nm in 16 Days: The Reality of a Slow South Atlantic Crossing
Sailing Paradise Falls

2,048nm in 16 Days: The Reality of a Slow South Atlantic Crossing

#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat We crossed the Southern Atlantic — 2,048 nm from St. Helena to Recife, Brazil, in 16 slow, rewarding days. What happened on this passage: 16 days, 2,048 nm: long, light-wind slog ...
LIVE AT ANCHOR on Our Aluminium Catamaran!
Sailing Dawn Hunters

LIVE AT ANCHOR on Our Aluminium Catamaran!

we will answer all your questions! Excited to talk to you guys! 📺 THIS IS DAWN HUNTERS ➡️ S4LIVE ⛵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...
THIS Island Should Be on Everyone’s Bucket List… Here’s Why
Sailing Paradise Falls

THIS Island Should Be on Everyone’s Bucket List… Here’s Why

After an unforgettable 9-day passage across the wild Southern Atlantic, we finally arrive at one of the most remote and captivating destinations on Earth—St. Helena. 🌍✨ This Island Should Be on Everyone’s Bucket List… Here’s Why This tiny island is a true hidden gem, packed with history, adventure, ...
We have to leave 😬 (but let the upgrades begin!)
Gone with the Wynns

We have to leave 😬 (but let the upgrades begin!)

It's time to go...but the boat isn't ready! Struggling with sleep? Dream changed the game for me. Visit and use code WYNNS for up to 40% off—limited time only! ☝Behind the Scenes, Gear Guides & More 🎬 Produced, Filmed and Edited by: Jason & Nikki Wynn ⚓️ Our Explorer Yacht ⚓️...
Atlantic Crossing to St. Helena: What We DIDN’T Expect
Sailing Paradise Falls

Atlantic Crossing to St. Helena: What We DIDN’T Expect

#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat We set sail from Walvis Bay, Namibia, leaving behind the African continent for a 1,400 nautical mile passage across the wild South Atlantic Ocean, bound for the remote island of St...
Is This Boat Ice Proof? We’re About to Find Out!
Gone with the Wynns

Is This Boat Ice Proof? We’re About to Find Out!

Our first time breaking ice with a boat! 🌎 Get an exclusive 15% discount on Saily data plans! Use Our 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 UN...
Things Escalated Quickly in the Namib Desert…(and an unexpected visitor)
Sailing Paradise Falls

Things Escalated Quickly in the Namib Desert…(and an unexpected visitor)

#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat Things Escalated Quickly in the Namib Desert…(and an unexpected visitor) This might be our funniest episode yet! In this episode we explore the incredible coastal town of Walvis B...
We Didn’t Expect This | Sailing Namibia Lüderitz to Walvis Bay
Sailing Paradise Falls

We Didn’t Expect This | Sailing Namibia Lüderitz to Walvis Bay

#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat From Ocean to Desert: Sailing Namibia Lüderitz to Walvis Bay We arrive by sailboat in Lüderitz, Namibia and show the marina check-in process, including what it costs and what sailo...
They Warned Us About This Passage | Why Very Few Cruisers Sail This Coast
Sailing Paradise Falls

They Warned Us About This Passage | Why Very Few Cruisers Sail This Coast

#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat They Warned Us About This Passage | Why Very Few Cruisers Sail This Coast We check out of South Africa with plans to sail north to Namibia. Dense fog makes sailing difficult and w...
The Scariest Test On Our Boat Yet
Gone with the Wynns

The Scariest Test On Our Boat Yet

It’s the invisible killer of boats.⚡️ Stay salty! Get your free LMNT Sample Pack with any purchase at ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧JOIN THE CREW🍦 🎶 MUSIC for vids. 2 Months Free: 🎨 Creative Assets for Vids (...
Celebrating Christmas in Cape Town | Prepping to Sail North
Sailing Paradise Falls

Celebrating Christmas in Cape Town | Prepping to Sail North

#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat This week aboard our sailing boat, it’s all systems go before we point the bow north toward Namibia! From wrapping up boat projects to final provisioning runs and topping up the fu...
A Beautiful Day of Cruising (even if we’re struggling) – Sailing the Scottish Isles – Ep 265
Sailing Jibsea

A Beautiful Day of Cruising (even if we’re struggling) – Sailing the Scottish Isles – Ep 265

Join us as we explore the Outer Hebrides on our aluminum sailboat. We sail the Scottish Isles from Stornoway, Isle of Lewis to Staffin, Isle of Skye. From calm anchorages, exploring historic towns, fishing harbours and castles, it's a new adventure with each anchor drop! NEW VIDEOS EVERY SUNDA...
Sailing Family Takes on Cape Town South Africa | Hikes, History & EPIC Views!
Sailing Paradise Falls

Sailing Family Takes on Cape Town South Africa | Hikes, History & EPIC Views!

Join our sailing family travel vlog this week as we introduce our oldest son and explore the very best of Cape Town, one of the world’s most iconic coastal destinations! As a full-time sailing family, we’re always searching for unforgettable adventures both at sea and on land — and Cape Town did no...
Our Boat is Stuck in Maritime Purgatory
Gone with the Wynns

Our Boat is Stuck in Maritime Purgatory

We’ve been keeping a secret… sort of. 🌊 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: 📧JOIN THE CREW🍦 🎶 MUSIC for vids. 2 Months Free: 🎨 Creative Ass...
YES, WE ARE AT ANCHOR WITH OUR ALUMINIUM CATAMARAN!!!
Sailing Dawn Hunters

YES, WE ARE AT ANCHOR WITH OUR ALUMINIUM CATAMARAN!!!

Living Off-Grid Dawn Hunters Style on aluminium exploration sailing catamaran! 📺 THIS IS DAWN HUNTERS SEASON #5 EPISODE 1 ➡️ S5E1 ⛵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 L...
Point Agulhas & the Cape of Good Hope | A Major Sailing Milestone
Sailing Paradise Falls

Point Agulhas & the Cape of Good Hope | A Major Sailing Milestone

#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat Point Agulhas & the Cape of Good Hope | A Major Sailing Milestone This week we exit the Knysna Heads once again and turn west toward Cape Town, South Africa 🇿🇦 Along the way, w...
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