Watch Sailing & Boating Adventures Around the World – Page 9 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.

Showing 193-216 of 3440 results
Who My Father Was To Me
Adventureman Dan

Who My Father Was To Me

This was a tough video to make. But I hope it helps any of you who've been through something similar.
why these tricky seas are worth sailing – Ep 262
Sailing Jibsea

why these tricky seas are worth sailing – Ep 262

Join us as we cruise deep into the fjords of the Faroe Islands - part it the United Kingdom of Denmark. We sail into the island of Borðoy where we explore Klaksvik and its jaw dropping beauty. We go on adventures hiking, to the famous Klakkur summit , wild landscapes and mountain views overlooking t...
This Passage Was a Lot Harder Than We Expected
Wildly Intrepid Sailing

This Passage Was a Lot Harder Than We Expected

Sometimes cruising isn’t turquoise water and postcard sunsets. The sail to Mayaguana tested us. A long, exhausting passage, followed by an even longer wait in a very rolly anchorage—with little sleep and plenty of second-guessing. These are the moments no one really talks about… the ones where you ...
What do you do after 2 months away from civilization? [E363]
Wildly Intrepid Sailing

What do you do after 2 months away from civilization? [E363]

Crooked Island was far from boring. We make the most of our short stay on this quiet island by exploring the abandoned Bird Rock Lighthouse. A hop in the crystal clear water has our 3 year old daughter snorkeling non-stop to spot lobsters and fish. But the charm of Landrail Point Settlement comes fr...
Why Leaving Sailboat Life for Land Life Is A Disappointment
Adventureman Dan

Why Leaving Sailboat Life for Land Life Is A Disappointment

Life on a Sailboat VS Life on Land..... It's been HARD coming back to a normal and "boring" life once again. But there is some hope.... _____________________________________________________________________________ 🤜🏼Exclusive/early access & Help support my adventures: Business I...
First Sea Trial After 2 Years at the Dock!
Gone with the Wynns

First Sea Trial After 2 Years at the Dock!

After two years sitting still, we got this boat off the dock. But not before discovering why boats don’t like being ignored. Start 2026 with better sleep! Try Beam Dream: and use code WYNNS for up to 40% off - limited time only. ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gea...
Sailing in Costa Rica and saying goodbye to crew
Sailing Catalpa

Sailing in Costa Rica and saying goodbye to crew

Saying see ya later to our crew is never easy but thanks for visiting Aly we loved having you here with us. Cheers everyone for watching!! For a 20% discount on Florence marine use this link Become a Patron To DONATE just because your a bloody LEGEND For more on our family and travels you c...
BYE BYE 2025 It was EPIC
Wildly Intrepid Sailing

BYE BYE 2025 It was EPIC

We kicked off 2025 in Florida in the US. In February we sailed over to the Bahamas and made our way South. In June we crossed over to Turks and Caicos Islands. Late June we finally sailed to the Dominican Republic for Hurricane season. End of September we flew to Canada to visit family and enjoy the...
Our Sailing Adventure Failed… Then Turned Pure Magic | Ep. 167
Sailing SV CUBA

Our Sailing Adventure Failed… Then Turned Pure Magic | Ep. 167

Sailing and Crusing life rarely goes to plan but sometimes we have to fail to let magic find us. In This week's sailing episode, we tried and nothing really worked out, but that was until this unforgettable moment happened. *Want to support us?" Patreon: Buy Salsa a Coffee☕🧡: PayPal:
This is the Hardest Part of cruising [E362]
Wildly Intrepid Sailing

This is the Hardest Part of cruising [E362]

Life couldn't be any better in the Jumentos, Bahamas. Lots of snorkeling, spearfishing, beach time, and even wing foiling. Coral and Kai also became so much more comfortable in the water and truly enjoying snorkeling. What really made our time so special here was the company of our buddy boat. ...
The crew got crabs
Sailing Catalpa

The crew got crabs

This video we continue to explore costa rica and share how the crew got crabs and how we got them out of our ears 😆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...
Sailed for 24 hours in Search of my Christmas Island | Ep.166 |
Sailing SV CUBA

Sailed for 24 hours in Search of my Christmas Island | Ep.166 |

Join me on a barefoot, 24-hour sailing adventure as I chase my ideal Christmas island. Will I reach it in time to celebrate? Tune in to find out! *Want to support us?" Patreon: Buy Salsa a Coffee☕🧡: Amazon Wish List: PayPal:
Our First Christmas Market (& A Thank You)
Gone with the Wynns

Our First Christmas Market (& A Thank You)

Merry Christmas and Happy Holidays! ☝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 (SFX, Templates & Presets): - 🎽GET YOUR SWAG ON: -------...
CHRISTMAS on a sailboat in Luperon, Dominican Republic
Wildly Intrepid Sailing

CHRISTMAS on a sailboat in Luperon, Dominican Republic

Wishing you all a Merry Christmas and Happy Holidays from warm Dominican Republic! If you like what you see don't forget to give us the thumbs up! #sailing #sailingfamily #cclandfallsailboat ***************************************** SUPPORT OUR VIDEOS ON PATREON MAKE A ONE TIME CONTRIBUTI...
Sailing and Soapy Hot Water — This Was NOT in the Guidebooks | EP.165
Sailing SV CUBA

Sailing and Soapy Hot Water — This Was NOT in the Guidebooks | EP.165

Sailing adventure & cruising life — what does any of that have to do with soapy hot water? Watch our latest episode to find out. Wish to support our journey so we can keep sharing the adventure? Patreon: Buy Salsa a Coffee☕🧡: PayPal:
This Boat Sat for 2 Years… Does It Even Work?
Gone with the Wynns

This Boat Sat for 2 Years… Does It Even Work?

We Finally Found Out If Our Auction Boat Actually Works. 🎁 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🍦 ...
45 GRUELING HOURS OFFSHORE that almost broke us – Ep 260
Sailing Jibsea

45 GRUELING HOURS OFFSHORE that almost broke us – Ep 260

In this episode, we depart Seyðisfjörður, Iceland in late September to begin an offshore sail to the Faroe Islands along a historic North Atlantic route. What started as a routine passage quickly turned into a demanding crossing that tested our endurance and seamanship. We share the realities of off...
Captain surprises the girl crew sailing in Costa Rica
Sailing Catalpa

Captain surprises the girl crew sailing in Costa Rica

This episode we find a secret……and well the girl crew is pretty bloody excited about it 🤗 Cheers everyone for watching!! Subscribe @SailingCatalpa To see videos first and ad free Become a Patron To DONATE just because your a bloody LEGEND For more on our family and travels you can check out...
You won’t Believe what we saw in Remote Island of the Bahamas [E361]
Wildly Intrepid Sailing

You won’t Believe what we saw in Remote Island of the Bahamas [E361]

Johnson Cay, Raccoon Cay, Jamaica Cay, Flamingo Cay and Water Cay are must sail to islands. There are just so many incredible things to see. Pristine white sandy beaches, spotted eagle rays, blue holes, flamingos, caves and sheer raw landscape. To be honest I never expected these remote islands of J...
I’m the Captain Now — Are We Still Sailing Together? | Ep. 164
Sailing SV CUBA

I’m the Captain Now — Are We Still Sailing Together? | Ep. 164

Hurricane season is over and we are finally back to sailing again! A lot of unexpected things happened while we were working on our boat below the hurricane belt. In this episode, I am turning from crew to captain and we sail to a different country, just to get our mail 🫣 But even the small things...
Exploring Costa Rica by sailing boat
Sailing Catalpa

Exploring Costa Rica by sailing boat

This episode after sailing to Costa Rica and checking into the country we are now free to explore with our sailing boat home. There are 5 of us onboard and first we sail to some famous surf breaks and see some remote magic that we didn’t expect. Cheers everyone for watching!! Become apart of our ...
Tables Are Ready for Hinges But There’s a Problem!
Travel Sketch

Tables Are Ready for Hinges But There’s a Problem!

Over the past few weeks we've been sharing the process of building custom carbon fiber tables for our sailing home. Our Leopard 45 hasn't had a rear cockpit table in over a year, thanks to yet another warranty fail from Leopard Catamarans, who sent out a totally new one from the boat build...
The sail that took us into the Arctic Circle without knowing it – Ep 259
Sailing Jibsea

The sail that took us into the Arctic Circle without knowing it – Ep 259

Join us as we sail the north and east coast of Iceland, cross the Arctic Circle and make our final landfall in Seyðisfjörður. Tight weather windows, 30 knot winds, and late-season conditions make this stretch challenging as we work our way around the northeast point and wait out systems in the fjord...
SECRET to Safely Docking on a Rocky Ancient Quay
Dylan Magaster

SECRET to Safely Docking on a Rocky Ancient Quay

🌿 Upgrade your skin with Captain's Salve: Our latest sailing adventure led us to the infamously rough fishing quay at Agia Anna, presenting a unique docking a boat challenge. We meticulously navigated the vessel, taking every precaution to protect it from damage at this new location. This jour...
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