Watch Sailing & Boating Adventures Around the World – Page 16 of 144

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.

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Birthday Adventure & Dismasted!!! (Day 13/100 Day Water World Challenge)
Adventureman Dan

Birthday Adventure & Dismasted!!! (Day 13/100 Day Water World Challenge)

The 13th day of my 100 Day Water World Challenge was my birthday! And Nicole knew just how to treat me on this special day. With an adventure! And I loved every single minute of it..... until we dismasted her dinghy sailboat. That was bad! But, you'll be surprised by our enduring reaction to th...
Kite Sailing RIB Dinghy!!! [ Highfield 310](Day 12/100 Day Water World Challenge)
Adventureman Dan

Kite Sailing RIB Dinghy!!! [ Highfield 310](Day 12/100 Day Water World Challenge)

Kitesailing a 300lb+ RIB Highfield 310 dinghy at 11mph/9.6knots is fun and impressive! What's more, is that it can go upwind, and all while carrying a 15hp Yamaha Enduro on the back! Just think of the possibilities of this simple setup? What could be improved upon? And how far could you go?!? ...
Life is Like Sailing – Winter Cruising 2025 – Ep 04
Life is Like Sailing

Life is Like Sailing – Winter Cruising 2025 – Ep 04

Follow our sailing adventures on board our 1979 Hans Christian ketch as we continue to explore Canada's West Coast. Alfy & Devlin s/v Northern Dancer V
WE WRECKED OUR BOAT…was it worth it? [Ep165 RED SEAS]
Sailing Red Seas

WE WRECKED OUR BOAT…was it worth it? [Ep165 RED SEAS]

We took on a huge challenge, to sail 1500nm upwind during cyclone season in the South Pacific. And after seven gruelling weeks, we finally make it to our destination. A bit battered and bruised from all the things that went wrong, but we survived! Join us as we set foot on land here in the Gambiers...
Never A Dull Moment :)………. (Day 11/100 Day Water World Challenge)
Adventureman Dan

Never A Dull Moment :)………. (Day 11/100 Day Water World Challenge)

Living far far off the grid. There is no schedule. Just living. :) And we do plenty of that! Also, checkout these adventure on Nicole's channel: www.youtube.com/@SailingArtha _____________________________________________________________________________ 🤜🏼Exclusive/early access & Help suppo...
How Locals Clean Queen Conch…FAST! (Day 10/100 Day Water World Challenge)
Adventureman Dan

How Locals Clean Queen Conch…FAST! (Day 10/100 Day Water World Challenge)

Meeting the local fishermen Norman & Clay was a real treat..... because they were the first other people we'd seen in a week! But also, they showed us the single fastest way to clean a conch. When they catch up to 500 conch per day. THIS is the way you want to clean it! Also, checkout thes...
Life is Like Sailing – Winter Cruising 2025 – Ep 03
Life is Like Sailing

Life is Like Sailing – Winter Cruising 2025 – Ep 03

Follow our sailing adventures on board our 1979 Hans Christian ketch as we continue to explore Canada's West Coast. Alfy & Devlin s/v Northern Dancer V
When Life Brings You Squalls WHSE157
Wind Hippie Sailing

When Life Brings You Squalls WHSE157

Odyssey sailing festival Patreon: Paypal: Merch store: For more regular photo updates and boating life, check out my instagram page: @boatlizard I am a solo sailor working on my circumnavigation. My boat is a 27-foot-long sloop named Gecko. Follow me on my journey as I learn about heavy weather...
MOST DANGEROUS SAIL WE’VE EVER DONE! [Ep164 RED SEAS]
Sailing Red Seas

MOST DANGEROUS SAIL WE’VE EVER DONE! [Ep164 RED SEAS]

We have sailed across oceans, dodged pirates and had more than our fair share of scary moments at sea, but this is the most dangerous place we have ever sailed. We are nearing the end of our Gambiers Gamble, our seven week journey from Tahiti to the most remote corner of French Polynesia but we have...
Our “Normal” Solo Sailing Life (Day 9/100 Day Water World Challenge)
Adventureman Dan

Our “Normal” Solo Sailing Life (Day 9/100 Day Water World Challenge)

There is no specific story to this day. It's just our life far far off grid. We never know what is going to happen next. It's an endless surprising adventure. And that's what we love! Also, checkout these adventure on Nicole's channel: www.youtube.com/@SailingArtha _____________...
Boat Life in Caribbean Islands🏄‍♀️ She’s Having All The FUN! 🤪 E.132
Sailing SV CUBA

Boat Life in Caribbean Islands🏄‍♀️ She’s Having All The FUN! 🤪 E.132

Join us for the epic final episode on this stunning island! From crazy boat life fun to unexpected blasts, we end the adventure with a bang! Don’t miss it!" Ps: I think she is having all the fun... Follow us every week in our real life sailing adventure, as we live off grid, sail from place to...
WE FOUND PARADISE!!! (Day 8/100 Day Water World Challenge)
Adventureman Dan

WE FOUND PARADISE!!! (Day 8/100 Day Water World Challenge)

When people dream of the sailing & cruising life, this is what they dream of! It's been such a difficult road for both of us to get here. But now that we've made it. It's all soo well worth it! Also, checkout these adventure on Nicole's channel: www.youtube.com/@SailingArtha...
OUR SECRET WEAPON: sailing into a military base! [Ep163 RED SEAS]
Sailing Red Seas

OUR SECRET WEAPON: sailing into a military base! [Ep163 RED SEAS]

We sail our catamaran to a military base in the South Pacific and have a secret weapon to get us in. Check out the new upgrade we've made to our boat - this one is a biggie! We also face our fears and Brioni takes the helm off the dock for the first time ever - it's the perfect conditions ...
Anchored Sailboat → EPIC Spearfishing!!! (Day 7/100 Day Water World Challenge)
Adventureman Dan

Anchored Sailboat → EPIC Spearfishing!!! (Day 7/100 Day Water World Challenge)

This is just another day in the life on my sailboat Adventureborne, with Nicole on her sailboat Artha. But what started as a miserable day, turned into one EPIC spearfishing mission. Providing us food for many days to come. As well, this was the last chance to spearfish Nassau grouper before the s...
I Messed Up! The Friendly Island – E.131 ⛵  Sailing SV CUBA
Sailing SV CUBA

I Messed Up! The Friendly Island – E.131 ⛵ Sailing SV CUBA

I messed up and if I could turn back time I would! Wonder what real life aboard a 46ft sailboat feels like? Here is how we live Off Grid on the Ocean and travel. We give you an insight into our daily life adventures aboard our sailboat. This week we are looking for a place that time seems to have ...
Life is Like Sailing – Winter Cruising 2025 – EP 02
Life is Like Sailing

Life is Like Sailing – Winter Cruising 2025 – EP 02

Follow our sailing adventures on board our 1979 Hans Christian ketch as we continue to explore Canada's West Coast. Alfy & Devlin s/v Northern Dancer V
Why Your Tender Determines Your Life WHSE156
Wind Hippie Sailing

Why Your Tender Determines Your Life WHSE156

Odyssey sailing festival Patreon: Paypal: Merch store: For more regular photo updates and boating life, check out my instagram page: @boatlizard I am a solo sailor working on my circumnavigation. My boat is a 27-foot-long sloop named Gecko. Follow me on my journey as I learn about heavy weather...
A SURPRISING INTERIOR on a 40′ Bluewater Boat to go ANYWHERE [4K Tour] Learning the Lines
Learning the Lines

A SURPRISING INTERIOR on a 40′ Bluewater Boat to go ANYWHERE [4K Tour] Learning the Lines

Check out our marketplace to buy, sell or browse for your unique cruising yacht for free: Highly recommend checking out @SailLife for a whole Warrior 38 refit. Designed by Bill Dixon, the Warrior 40 is meant to cruise oceans comfortably with a couple or family onboard. This particular W40 was on...
RESCUED by a cargo vessel in the South Pacific! [Ep162 RED SEAS]
Sailing Red Seas

RESCUED by a cargo vessel in the South Pacific! [Ep162 RED SEAS]

After battling against the wind for weeks on end and struggling with some significant failures onboard our sailing catamaran, we find ourselves in need of some diesel before we can continue on our Gambiers Gamble to the most remote part of the South Pacific Ocean. When we hear that a supply ship is...
From Heaven… To HELL!!! (Day 6/100 Day Water World Challenge)
Adventureman Dan

From Heaven… To HELL!!! (Day 6/100 Day Water World Challenge)

Starting the day in absolute paradise.... then spearfishing and getting a nice catch..... then sailing out with the sunset.... Ok, so far that was all great, but then when the sun goes down, that's when EVERYTHING changes! Also, checkout these adventure on Nicole's channel: www.youtube.co...
YouTubers Who Are doing it RIGHT! Sailors, Travelers, Foodies And Clothing Nerds!
SailorBarry

YouTubers Who Are doing it RIGHT! Sailors, Travelers, Foodies And Clothing Nerds!

Here are my top YouTubers who produce stunning content! A boat in the woods! Sailing magic carpet! Dirt! Ecologyst / Farmer sailor chef! Conrad Humphreys Daniel Ernst Gotrax Gx2 Scooter! Brand’s website: Discount code: SailorBarry100(save $100CAD) Support: Patreon: PayPal: B...
There’s a HOLE IN OUR BOAT! (And it’s bad news!) [Ep161 RED SEAS]
Sailing Red Seas

There’s a HOLE IN OUR BOAT! (And it’s bad news!) [Ep161 RED SEAS]

Just when we thought things couldn’t get any worse, we have a major problem when we find a hole in our fuel tank and have to make an emergency stop at a small atoll we never intended on visiting. It’s a huge task to get the repairs done but we hope they will hold up and if we can find a place to buy...
I CAN’T Catch A Break (Day 5/100 Day Water World Challenge)
Adventureman Dan

I CAN’T Catch A Break (Day 5/100 Day Water World Challenge)

I thought once we checked in we were done with hard parts of cruising. I thought we were going to get back to our paradise anchorage to get back to the good life....... I thought wrong! My still being sick, the weather, the tides, and other factors meant this day and night, we were spending it in a ...
Sailor Barry Birthday live stream! Join us after two years on YouTube!
SailorBarry

Sailor Barry Birthday live stream! Join us after two years on YouTube!

Support: Patreon: PayPal: Buy Us A Beer!!: - Barry - Hailly Amazon WishList!: #portrownsend #woodenboats #woodenboat #woodboat #boatshow #sailing #sailingadventure
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