Watch Sailing & Boating Adventures Around the World – Page 4 of 18

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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The Tragic Loss Sailor Of Bruno | He Vanished From His Boat At Boa Vista, Cabo Verde | S6 Epsd 124
Winded Voyage Sailing

The Tragic Loss Sailor Of Bruno | He Vanished From His Boat At Boa Vista, Cabo Verde | S6 Epsd 124

His catamaran anchored next to mine shortly after I anchored in the beautiful bay on Boa Vista Island, Cabo Verde. I was happy he was there so I sent him a message. He will never see it. The next day local friends who had brought the boat there informed me that Bruno had disappeared since a week. T...
Topless, Toerail, & Tunes Ep175
Sailing Intermission

Topless, Toerail, & Tunes Ep175

Topless sunbathing, teak toerail work, stretching curves, and a sticky honey glaze... just another day aboard Isabella. We spotted a perfect rainbow—nature’s tease—and then got to work making our own shine. Steve sanded while Karen laid down a fresh coat of Sikkens Cetol on the teak toerail. Afterw...
Getting Into The Local Groove Of Boa Vista, Cabo Verde | & Accepting The Pain | S6 Epsd 123
Winded Voyage Sailing

Getting Into The Local Groove Of Boa Vista, Cabo Verde | & Accepting The Pain | S6 Epsd 123

We get into the local feel of Boa Vista by visiting an old Portuguese fort on the island next to us. Wendy gets into her mermaid mood. We go eat in town so that Wendy can get pierced like a proper pirate. And end up at our favorite beach spot 00:00 Intro 00:37 Riding big guns 02:06 Wendy's bea...
Yoga Improves Sex Ep174
Sailing Intermission

Yoga Improves Sex Ep174

Hot sexy Yoga, Cool Air, and Steamy Projects | Life Aboard Isabella. Karen Gets Flexible, Steve Gets Ideas | Boat Life Gets Steamy (and Cool) 💦 Karen’s been bending in all the right directions with her new yoga routine—and yes, it does improve flexibility in more ways than one. Steve can barely kee...
Where Sand Dunes Kiss The Ocean | & Laid Back Attitude Of Boa Vista Island, Cabo Verde | S6 Epsd 122
Winded Voyage Sailing

Where Sand Dunes Kiss The Ocean | & Laid Back Attitude Of Boa Vista Island, Cabo Verde | S6 Epsd 122

No stress, except for the wind. It gave us quite a scare when we were trying to get to shore in the dinghy. We managed, but had to be towed in. Which allowed us to eat and check in with the police. The next days were perfect to go explore the dunes, beaches and the island next to us. And Wendy puts ...
I’m Getting Screwed Ep173
Sailing Intermission

I’m Getting Screwed Ep173

Isabella was dirty, so Karen gave her a good scrubbing… and wow, what a squirter. With soap, suds, and a whole lot of hose action, she got the decks gleaming and even gave the solar panels a good rub-down. Things got wet. Very wet. Meanwhile, Steve wrestled once again with the never-ending Meisner ...
Pain For Us Pleasure For Others | How We Live Aboard & Deal With The Cabo Verde Winds | S6 Epsd 121
Winded Voyage Sailing

Pain For Us Pleasure For Others | How We Live Aboard & Deal With The Cabo Verde Winds | S6 Epsd 121

Good times were had in Santa Maria with our friend Mariza, and now it's time to sail to another island. We head south and downwind. Conditions are good, but straight downwind is a challenge in Atlantic swell. But we get there pretty quickly and have to anchor in 20kts wind. Oh man the wind here...
Winch Penis ? Ep172
Sailing Intermission

Winch Penis ? Ep172

Winch, mast, birds and dancing We noticed the 23ST - 41 Meissner winch was slipping a bit. The forward deck light needed to be replaced and Steve was going to lift Karen up the main mast with a new bulb. As she started to ascend the mast, the Meissner 23ST - 41 winch started to slip and periodicall...
What’s Rocking The Boat? | Giant Fish, Fast Sailing & Girls Rocking The Boat | S6 Epsd 120
Winded Voyage Sailing

What’s Rocking The Boat? | Giant Fish, Fast Sailing & Girls Rocking The Boat | S6 Epsd 120

It's a sailing video for many tastes. You'll see giant Marlin fish. Fast downwind sailing and boat get's a rockin' at the not so cool anchorage at Cabo Verde's most popular destination. Santa Maria. For us, the best thing about Santa Maria is our coolest friend in the world,...
Beach Bikini Babes Ep171
Sailing Intermission

Beach Bikini Babes Ep171

Beaches, bikinis, dolphins, real life on a sailboat, moon and pizza. Discovering beaches was a lot of fun. We visited two. Hilton Heads' Coligny and Tybee Island Beach. Hilton Head was so amazingly crowded even on a weekday. Beautiful sand and warm water. Tybee was lovely and more laid back. Lo...
1 Sober Girl & 2 Drunken Sailors | Drinking & Sailing Island To Island In Cabo Verde | S6 Epsd 119
Winded Voyage Sailing

1 Sober Girl & 2 Drunken Sailors | Drinking & Sailing Island To Island In Cabo Verde | S6 Epsd 119

Is it OK to sail and drink? On my boat it is. We set sail for the island of Sal 130nm miles away in fantastic sailing conditions with a crew of three on a Jeanneau SunFizz 40. A Frenchman and sailing teacher, beautiful Wendy and myself, captain of the sailboat. Once the sails were adjusted and the b...
Talking Naughty Ep170
Sailing Intermission

Talking Naughty Ep170

Back to Isabella… and Karen Polished My Pole... Then We Danced! 😈 | Boat Life & Memories We took a quick road trip to Texas to check on our storage unit (so many old keys... so many memories — cars, houses, padlocks, you name it). Then it was back aboard Isabella, where we caught up with frien...
We’re Taking The Plunge | Last Preparations Before Setting Sail With Wendy & Friend | S6 Epsd 118
Winded Voyage Sailing

We’re Taking The Plunge | Last Preparations Before Setting Sail With Wendy & Friend | S6 Epsd 118

Last minute preparations before setting sail around the Cabo Verde Islands. One of our goals is to find the mermaid inside Wendy. She's not a good swimmer. So we're setting off to Sal and Boa Vista where the waters are turquoise and beaches golden. But before that we must prepare. 00:00 I...
The Drunken Swede | Plus 1 Drunken Swiss Equals 2 Drunk Sailors In Cabo Verde, Africa | S6 Epsd 117
Winded Voyage Sailing

The Drunken Swede | Plus 1 Drunken Swiss Equals 2 Drunk Sailors In Cabo Verde, Africa | S6 Epsd 117

It takes a Swede and a Swiss to make two drunken sailors. We say say see you to our friend Henric who is flying back to Sweden with his girl for a year of work. Too much good times in Cabo Verde. As well, we get Galopin ready to sail with Wendy. 00:00 Intro 00:35 The Swede 05:13 Cast away 06:18 Pri...
I Want to touch My Boy’s Toy Ep169
Sailing Intermission

I Want to touch My Boy’s Toy Ep169

⛵🏍️From Sail to Speed: Hayabusa Ride & Sailboat Tour | Sailing Intermission In this episode of Sailing Intermission, we swap the gentle roll of the ocean for the adrenaline rush of the open road! First up: hop on the back of a beast — our Suzuki Hayabusa — for a thrilling ride to the park. We g...
Absolutely Floored | Fixin’ My Boat’s Floor & Living In Mindelo, Cabo Verde Africa | S6 Epsd 116
Winded Voyage Sailing

Absolutely Floored | Fixin’ My Boat’s Floor & Living In Mindelo, Cabo Verde Africa | S6 Epsd 116

We're getting my boat ready to sail. Wendy and I are doing a job on the floor and I've received my stay which I'll install when I find someone to get up on the mast. On my travels in town, I meet a friend with a restored classic beauty. We move Galopin to make room for a friend and fi...
Fighting A Blue Marlin | Catching The Most Prized Sport Fish In Cabo Verde Africa | S6 Epsd 115
Winded Voyage Sailing

Fighting A Blue Marlin | Catching The Most Prized Sport Fish In Cabo Verde Africa | S6 Epsd 115

Cabo Verde is reputed to be the most exciting place to fish by sport fishermen. They come from all over the world to fight a giant Blue Marlin. As well as us locals, a Swiss, a Dutch and a Spaniard. Who have invited a local fisherman who never fished with a rod and reel. And boy can he fish. 00:00 ...
I Suck At Fiberglass | Head DYI On My Boat Living Aboard In Mindelo, Cabo Verde Africa | S6 Epsd 114
Winded Voyage Sailing

I Suck At Fiberglass | Head DYI On My Boat Living Aboard In Mindelo, Cabo Verde Africa | S6 Epsd 114

#sailing #sailinglifestyle #caboverde #africa #windedvoyage I'm waiting for 8mm cable stuck in customs so that I can have a shroud made. So while waiting I'm fixing things. And this fix became a full blown project. Repairing and reinforcing the head/shower bildge. Something I though I coul...
The Drunken Sailors Bar | Best Place To Prep, Cook & Eat The Fish We Caught In Mindelo | S6 Epsd 113
Winded Voyage Sailing

The Drunken Sailors Bar | Best Place To Prep, Cook & Eat The Fish We Caught In Mindelo | S6 Epsd 113

#sailing #sailinglifestyle #windedvoyage #adventure #africa #caboverde We caught a huge Whaoo tuna with our friend Jose. We then brought it to his bar, The Drunken Sailor's Bar, where he prepared it for us drunken sailors and merry wenches to enjoy. Jose on his boat Vasco de Gama offers the ful...
Hmmm! All Clean Everywhere Ep167
Sailing Intermission

Hmmm! All Clean Everywhere Ep167

dinghy, bikini, dancing, camera, boat life Enjoying some relaxation after 3 months of sailing and anchoring. Boat life has similarities to living in a home but also a number of differences. We need a better bow camera with a longer night IR range. Always afraid of a collision when sailing at night...
Catching A Huge Wahoo In Cabo Verde | The Best Place To Sport Fish & Not Always Easy | S6 Epsd 112
Winded Voyage Sailing

Catching A Huge Wahoo In Cabo Verde | The Best Place To Sport Fish & Not Always Easy | S6 Epsd 112

#sailing #sailinglifestyle #adventure #windedvoyage #fishing #africa #caboverde Cabo Verde Africa is reputed to be one of the best places for sport fishing. The annual Blue Marlin World Championship has been won here on many occasions. Our friend Jose took us out to test our fishing skills. And wha...
Romance and Sailboat Life (edited) Ep166e
Sailing Intermission

Romance and Sailboat Life (edited) Ep166e

dancing, dance club, , boat life, romance, teak, cetol, dolphins We talk about boat life ups and downs. Replaced some teak toerail. Saw some great dolphins, birds, turtles, deer. Getting provisions on to the boat is not always straight forward. Moving stuff in a cart down a long dock, upstairs, ju...
Romance and Sailboat Life Ep166
Sailing Intermission

Romance and Sailboat Life Ep166

dancing, dance club, , boat life, romance, teak, cetol, dolphins We talk about boat life ups and downs. Replaced some teak toerail. Saw some great dolphins, birds, turtles, deer. Getting provisions on to the boat is not always straight forward. Moving stuff in a cart down a long dock, upstairs, ju...
Drama, A DJ & Good Times In The Bay | Never A Dull Moment In Mindelo, Cabo Verde | S6 Epsd 111
Winded Voyage Sailing

Drama, A DJ & Good Times In The Bay | Never A Dull Moment In Mindelo, Cabo Verde | S6 Epsd 111

Drama, A DJ & Good Times In The Bay | Never A Dull Moment In Mindelo, Cabo Verde Never a dull moment here in Mindelo, Cabo Verde. My friend calls to tell me he sees a boat drifting away in the strong winds. I look out of my boat, and he’s right. Drama unfolding stern of my boat. It was stressfu...
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