Watch Sailing & Boating Adventures Around the World – Page 5 of 83

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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No Engine, No Wind, The Spi & A Storm | Extreme Conditions From Cabo Verde To Senegal | S6 Epsd 129
Winded Voyage Sailing

No Engine, No Wind, The Spi & A Storm | Extreme Conditions From Cabo Verde To Senegal | S6 Epsd 129

Since Wendy left, I decide to head to Dakar Senegal for boat maintenance. And it was a good decision, but one that required some Mc Gyver ingenuity to patch things up on the engine which had sprung a leak in the cooling system. No engine is not a problem with a sailboat, unless ther is little wind. ...
What 7 Days Living On A Sailboat Is Like?  — (Days 44 through 50/100 Water World Challenge)
Adventureman Dan

What 7 Days Living On A Sailboat Is Like? — (Days 44 through 50/100 Water World Challenge)

This is a REAL look at what living on a sailboat for a week can look like. Waking up to the gentle rocking of the sea, and going to bed after watching the green flash over the ocean sunset. THIS is a full week of living life on the ocean! Also, check out these adventures on Nicole's channel: w...
I’m A Freaking Genius | How I solve Problems On My Boat | Island Sailing In Cabo Verde | S6 Epsd 128
Winded Voyage Sailing

I’m A Freaking Genius | How I solve Problems On My Boat | Island Sailing In Cabo Verde | S6 Epsd 128

Things seem to go wrong at the wrong time. And that's when you have to find a solution. Because there are no problems, only solutions. I manage to steer Galopin without the autopilot. Later I fix the problem without the proper parts. Pay tribute to Wendy, who is leaving us, and head East to Da...
BUILT LIKE A TANK 🤯 $289K 1973 Matthews 56 Vintage American Motor Yacht Tour
NautiStyles

BUILT LIKE A TANK 🤯 $289K 1973 Matthews 56 Vintage American Motor Yacht Tour

This Yacht is for Sale: Become a NAUTI Member: Follow Us Building an Explorer Yacht @NautiGuys Step back in time and aboard the beautifully maintained 1973 Matthews 56, a true vintage American motor yacht with timeless charm and craftsmanship. 🛥️ In this full tour, we explore her classic mahogany...
Wendy’s Last Swim On Boa Vista | & Celebrating 50 years Of Cape Verde’s Independence | S6 Epsd 127
Winded Voyage Sailing

Wendy’s Last Swim On Boa Vista | & Celebrating 50 years Of Cape Verde’s Independence | S6 Epsd 127

Cabo Verde celebrated 50 years of independence this year. And we joined in the celebrations with music, dance and drink. Then we show how we do laundry here as live aboard sailors. And Wend has one last swim in the bay before we sail off. Wendy will soon be leaving Galopin and I. 00:00 Intro 00:32 ...
Anchors & Anchoring | How I Adapted My Gear For Conditions On Boa Vista, Cabo Verde | S6 Epsd 126
Winded Voyage Sailing

Anchors & Anchoring | How I Adapted My Gear For Conditions On Boa Vista, Cabo Verde | S6 Epsd 126

When sailing around Cabo Verde islands you will mostly be at anchor. There are many amazing places to drop the hook. And almost all are somewhat perilous. So be prepared and ready to adapt to the situation. And check that your anchor and chain are well placed and positioned. How do sailors do that? ...
FULL Sailboat Tour –28′ 1978 Bristol Channel Cutter “Artha” ——- [Sailboat For Sale $$$]
Adventureman Dan

FULL Sailboat Tour –28′ 1978 Bristol Channel Cutter “Artha” ——- [Sailboat For Sale $$$]

This video showcases Nicole's sailboat Artha. She purchased this sailboat in the Dominican Republic, did a massive refit, and then sailed the boat throughout the Bahamas as a super fun shakedown. Then sailed 650nm direct in the Gulf Stream to Oriental, North Carolina, where the sailboat is now ...
The Whale Whisperer | & The Mermaid In Waiting On Boa Vista Island, Cabo Verde Africa | S6 Epsd 125
Winded Voyage Sailing

The Whale Whisperer | & The Mermaid In Waiting On Boa Vista Island, Cabo Verde Africa | S6 Epsd 125

Eduardo, the Indiana Jones of whale research. We met just before Covid as he was sailing from Cabo Verde to search the archipelago and beyond to study marine mammals. And now we meet again. The sailing world is actually small. Discover Maktub, the whale research vessel and Eduardo its captain. As we...
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...
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...
[Ep 15] Escaped the Marina & Sailed to Coronado Island | A Charming Getaway From San Diego
SmoCo Sailing

[Ep 15] Escaped the Marina & Sailed to Coronado Island | A Charming Getaway From San Diego

After being stuck in the marina finishing our Tower in a Box solar arch install, we finally leave Shelter Island in San Diego and sail over to the Coronado Island anchorage for some well-earned rest. We explore the area, paddle to Coronado Brewing Co., do a round of laundry and provisioning (classic...
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 ...
[Ep 14] Solar Arch DIY, This Time We Finish But Break Something Else | Part 2
SmoCo Sailing

[Ep 14] Solar Arch DIY, This Time We Finish But Break Something Else | Part 2

⛵️ Episode 14: Tower in a Box Install Part 2 In this episode, we tackle the last part of the Tower in a Box installation which has us climbing into some sketchy parts of the boats and accidentally creating another project for ourselves. Stay tuned to the end to see the final result, Let us know if y...
FULL  Sailboat Tour [Can Be Beached, Cross An Ocean, Spacious Liveaboard, BEST Modern Sailboat]
Adventureman Dan

FULL Sailboat Tour [Can Be Beached, Cross An Ocean, Spacious Liveaboard, BEST Modern Sailboat]

Welcome onboard the sailing vessel "Onward". A 2002 Feeling 39 that I enjoyed cruising with throughout the Bahamas this past season in 2025. Owned and easily sailed by Jason & Ashley, this boat offers a perfect balance of performance and livability. The stand out feature of this uniq...
[Ep 13] DIY Solar Arch Tower on Our Sailboat, How Hard Could It Be? | Part 1
SmoCo Sailing

[Ep 13] DIY Solar Arch Tower on Our Sailboat, How Hard Could It Be? | Part 1

⛵️ Episode 13: Tower in a Box Install Part 1 In this episode, we explore a bit of Shelter Island and embark on our most difficult DIY project ever: the Tower in a Box. The simple, easy to assemble solar arch we thought we’d complete in 2 days turned into something else. Our sugar scoop, center cockp...
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...
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,...
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...
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...
FULL  Sailboat  Tour  [4 Sale Affordable 38ft Self Sufficient Reliable Ocean Sailing Monohull 2025]
Adventureman Dan

FULL Sailboat Tour [4 Sale Affordable 38ft Self Sufficient Reliable Ocean Sailing Monohull 2025]

***If you're interested in buying Adventureborne. She is for sale at $58,000 USD. The boat is in Oriental North Carolina. Email me at [email protected] Stay tuned for a more detailed listing.*** WELCOME!!! To this updated 2025 full in-depth tour of my beautiful 1984 Beneteau Idylle ...
A New Sailing Chapter – Lets Find TREASURE! – E.143 – Sailing SV CUBA
Sailing SV CUBA

A New Sailing Chapter – Lets Find TREASURE! – E.143 – Sailing SV CUBA

We start a new sailing chapter, it is no longer just about boat life and sailing adventures, remote anchorages, off grid living, and travelling the oceans to new distant shores. Our story of sailing around the world might just take a turn. Now she must also find the TREASURE. *Want to support us? P...
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 ...
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