Watch Sailing & Boating Adventures Around the World – Page 20 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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⚡️HYBRID & ELECTRIC SAILING: Is It Still Too Early?
Gone with the Wynns

⚡️HYBRID & ELECTRIC SAILING: Is It Still Too Early?

The marine industry is experiencing a significant shift. 🦈Go to for 4 extra months of Surfshark ☝Behind the Scenes, Gear Guides & More ⛵Our Catamaran 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAIL notifications, so you never miss a video🍦 🎶 MUSIC for vids. 2 ...
The SAILBOAT That Will BLOW Your Mind! 1984 Sea Sprite 34 Yawl FULL TOUR
BoatFools Sailing

The SAILBOAT That Will BLOW Your Mind! 1984 Sea Sprite 34 Yawl FULL TOUR

#SailboatForSale #SeaSprite34 #SailingLife #BoatBuying #classicyacht The SAILBOAT That Will BLOW Your Mind! 1984 Sea Sprite 34 Yawl FULL TOUR This Fantastic SAILBOAT Is A RARE STUNNER for $49,500! First of all, I am SORRY for all the FANTASTICs! I think my brain froze in the cold temps...Never ...
Spearfishing Ciguatera FREE Fish (Day 14/100 Day Water World Challenge)
Adventureman Dan

Spearfishing Ciguatera FREE Fish (Day 14/100 Day Water World Challenge)

Mutton Snapper are a great fish to hunt and eat. They eat primarily crab, and taste delicious! So when I see one, I go for them! Being that their main diet consists of crab, they are highly unlikely to give someone Ciguatera fish poisoning. Checkout my full video on the subject: Also, checkout th...
Should you SAIL to Touristy Islands[E323]
Wildly Intrepid Sailing

Should you SAIL to Touristy Islands[E323]

Do you ever wonder if you should skip the touristy places? Too many boats here or everyone says they are heading that way. This tends to be us, we prefer the secluded and more pristine islands of the Bahamas. However, sometimes there is a reason why everyone seems to go somewhere. Join us as we sail...
Unexpected paradise in the desert Episode 435
Sailing Catalpa

Unexpected paradise in the desert Episode 435

This episode we continue sailing down the sea of Cortez in Mexico Cheers everyone for watching!! These videos are made possible because of our incredible patrons. If you enjoy our videos and are looking for a way to say thank you check out For a discount on Mudwtr www.mudwtr.com/catalpamud or u...
Preparing To Sail In PIRATE Territory | SailAway 300
SailAway World Sailing

Preparing To Sail In PIRATE Territory | SailAway 300

ACTS of PIRACY have been reported for YEARS near VENEZUELA. We sail for TRINIDAD in a FEW DAYS, only a few miles from the VENEZUELAN COAST. But all we can do for now is prepare like usual and try to plan the safest route possible. Is it a realistic concern? We don't know and we hope we don'...
Unexpected Challenges of Living on a Boat😝E.133
Sailing SV CUBA

Unexpected Challenges of Living on a Boat😝E.133

Living on a boat can be idyllic, but it also comes with unexpected challenges. This video explores some surprising hurdles faced by those who choose to live life on the water. Follow us every week in our real life sailing adventure, as we live off grid, sail from place to place, travel from country...
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...
Prepping Our Sailboat To Go NOWHERE
Gone with the Wynns

Prepping Our Sailboat To Go NOWHERE

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) www.gonewiththewynns.com/sailboat-to-nowhere/ ☝More on our FOIL BOARDS ⛵Our Catamaran 📷 Photo & Video Gear 📷 📱Socials ...
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?!? ...
Would we refit a boat again? We answer some of your questions now we are back sailing ⛵️
Sailing Catalpa

Would we refit a boat again? We answer some of your questions now we are back sailing ⛵️

Lee and I sit down and answer some questions you guys had about our refit and future plans Cheers everyone for watching!! Subscribe @SailingCatalpa Become a Patron For a discount on Mudwtr www.mudwtr.com/catalpamud or use Discount code CATALPAMUD To DONATE just because your a bloody LEGEND ...
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...
Our life in limbo.
Gone with the Wynns

Our life in limbo.

Sometimes the best stories come from the unplanned chapters. At least that's what we keep telling ourselves as we fumble about trying to find our way forward. ☝Behind the Scenes, Gear Guides & More ⛵Our Catamaran 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAI...
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...
A PERFECT Day in Shroud Cay | Sailing Exumas [E322]
Wildly Intrepid Sailing

A PERFECT Day in Shroud Cay | Sailing Exumas [E322]

From struggles to the perfect day, sailing has everything. We made it to Shroud Cay where we enjoy a dinghy adventure through swimming pool water with tons of turtles. Beach fun, paddleboard adventures, dropping anchor under sail at Hawksbill Cay, we share with you what our real life is. Filmed Marc...
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 _____________...
We’re Building Something New (and it’s personal)
Gone with the Wynns

We’re Building Something New (and it’s personal)

So, we're building something new. It's a project we've been working on behind the scenes for a while. We're on the ground floor and we've decided it's time to let you in on it. Mineralogie: ☝Behind the Scenes, Gear Guides & More ⛵Our Catamaran 📷 Photo &am...
Into the Danger Zone: Exploring an Active Volcano on the island of Monserrat. Episode 36
Sailing Banana Pancakes

Into the Danger Zone: Exploring an Active Volcano on the island of Monserrat. Episode 36

In this unforgettable episode, our adventure begins with a special celebration of Kami on Mother’s Day. Steve starts the day by surprising her with thoughtful gifts—stylish new sunglasses and a sleek bag to carry her camera gear, perfect for documenting all the incredible moments of our journey. The...
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...
Splashing our Sail Boat in Mexico Episode 433
Sailing Catalpa

Splashing our Sail Boat in Mexico Episode 433

This week we finally Splash!!!! Yewwwww join us for the long awaited putting our sail boat back in the water after 543 days in the boatyard! Cheers everyone for watching!! Subscribe @SailingCatalpa Become a Patron For a discount on Mudwtr www.mudwtr.com/catalpamud or use Discount code CATALP...
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 ...
44 year old sail boat OUR FINAL JOBS in the boatyard Episode 432
Sailing Catalpa

44 year old sail boat OUR FINAL JOBS in the boatyard Episode 432

This episode we share the lead up to getting out of the Mexican boatyard where we have spent the last 18 months getting her ready to sail the world. Cheers everyone for watching!! Subscribe @SailingCatalpa Become a Patron Our Amazon Wishlist For a discount on Mudwtr www.mudwtr.com/catalpamu...
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