Watch Sailing & Boating Adventures Around the World – Page 9 of 143

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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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...
The RAGGED ISLANDS have it all [E360]
Wildly Intrepid Sailing

The RAGGED ISLANDS have it all [E360]

The remote islands in the Bahamas are hidden gems. We enjoy all sorts of activities from snorkeling, spearfishing, wing foiling, potlucks, dinghy adventures, pigeon tours and so much more. Hog Cay, Raccoon Cay and Ragged Island are amazing places to cruise to. Filmed Winter 2025. If you like what y...
What goes overboard? Sailing to & checking into Costa Rica
Sailing Catalpa

What goes overboard? Sailing to & checking into Costa Rica

This week we are sailing to check in to Costa Rica it’s a chaotic sail where something goes overboard. Need a ESIM Get a 5% discount with Holafly here To get 20% off Florence Marine use the code 20CATALPA072 Cheers everyone for watching!! Subscribe @SailingCatalpa Become a Patron To DONA...
ROBBED! How We Were Targeted by Thieves
Gone with the Wynns

ROBBED! How We Were Targeted by Thieves

We’ve traveled for over a decade without anything like this ever happening… until now. Robbed in Amsterdam. ☝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...
It all changed so fast… [E359]
Wildly Intrepid Sailing

It all changed so fast… [E359]

We've stumbled onto paradise at Hog Cay, from hikes to paddleboarding and epic spearfishing this island has it all. However a short sail over to Ragged Island turns into a very eventful day! Filmed Winter 2025. If you like what you see don't forget to give us the thumbs up! #sailing #sai...
Living on my Sailboat Changed how I see the World! E163 – This is Where I Live Today!
Sailing SV CUBA

Living on my Sailboat Changed how I see the World! E163 – This is Where I Live Today!

Living aboard my sailboat has completely transformed my perspective on life! ⛵ In this Episode, I take you on a tour of where I live today and share what it’s like to embrace the sailing lifestyle, live full-time on a sailboat, and explore the world from the water. Wish to support our journey so w...
Trinidad Yacht Life: Navigating Geopolitical Tension while Upgrading Our Sailboat
Travel Sketch

Trinidad Yacht Life: Navigating Geopolitical Tension while Upgrading Our Sailboat

Despite the backdrop of geopolitical tension, boat life goes on with the continuing construction of our custom carbon fiber yacht tables. Now that they've been painted with gel coat, it's time for me to get sanding, shaping the gel coat. As always though, nothing on a sailing boat is simpl...
Back in the Water! From Boatwork to Tan Lines — Sailing Life Returns  E.162
Sailing SV CUBA

Back in the Water! From Boatwork to Tan Lines — Sailing Life Returns E.162

After weeks in the boatyard, our sailboat is finally back in the water! In this episode, we leave the nonstop boatwork behind and return to real cruising life—sunshine, tan lines, and the freedom of sailing again. Join us as we relaunch, test everything onboard, and get back to exploring the islands...
Sohamo M3 Fat Tire Ebike | SailAway Reviews
SailAway World Sailing

Sohamo M3 Fat Tire Ebike | SailAway Reviews

An all-around workhorse of an off-road fat tire e-bike! Enjoy!! Thanks for watching SailAway, the travel documentary of an adventurous sailing couple, kid and dog, sailing the world! [JOIN OUR CREW] Appreciate our videos? Then join our crew as a Patreon Patron and get FREE SailAway GEAR plus o...
TST Carrier E-bike | SailAway Reviews
SailAway World Sailing

TST Carrier E-bike | SailAway Reviews

The SUV of ebikes! Enjoy!! Thanks for watching SailAway, the travel documentary of an adventurous sailing couple, kid and dog, sailing the world! [JOIN OUR CREW] Appreciate our videos? Then join our crew as a Patreon Patron and get FREE SailAway GEAR plus other perks, all while helping us stri...
Fun times at Double-Breasted Cay and Buenavista [E358]
Wildly Intrepid Sailing

Fun times at Double-Breasted Cay and Buenavista [E358]

When two girls meet up it's adventure time. After a rough night and morning at Water Cay, we sail South with dolphins to Buenavista in the Ragged Islands. There we find yet another paradise for snorkeling, spearfishing and wing boarding. We reunite with a family we've met back at the marin...
We Won A $2M Boat At Auction
Gone with the Wynns

We Won A $2M Boat At Auction

We bought an Explorer Yacht on AUCTION! 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🍦 🎶 MUSIC for vids. ...
When Your Sailing Plans and Budget Corrode in front of You – E.161 – Sailing SV CUBA
Sailing SV CUBA

When Your Sailing Plans and Budget Corrode in front of You – E.161 – Sailing SV CUBA

Our safety, sailing plans, budget and nerves are crumbling in this episode, but you gotta suck it up and keep smiling, with the hope that things will get better.
[Ep 38] Jib Furler Saga Finale & Farewell to Baja (For Now)
SmoCo Sailing

[Ep 38] Jib Furler Saga Finale & Farewell to Baja (For Now)

Episode 38 If you've followed us since around episode 20 when we had our rigging professionally replaced in San Diego, you've seen us struggle with the jib furler. It's crazy that it's taken us this long to figure out the solution and how many jib halyards we shredded before ever...
What Happens If You Drop Anchor in the Wrong Spot?
Dylan Magaster

What Happens If You Drop Anchor in the Wrong Spot?

Get Captain's Salve: A routine sailing trip quickly became a challenge when swim bouys were laid directly in front of the boat, tangling the anchor rope. This video captures the intricate process of trying to retrieve the anchor while ensuring the boat remains stationary and the tow float unha...
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