Watch Sailing & Boating Adventures Around the World – Page 15 of 20

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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Ep. 273  Fishing and the boat hits a rock . Damage report is *&%^@# – Sailing in Cuba
SAILING into FREEDOM

Ep. 273 Fishing and the boat hits a rock . Damage report is *&%^@# – Sailing in Cuba

We move from our friends in Cayo Campos and head East to Cayo Rosario. We sail over some shallow areas very slowly but even with Margarida keeping lookout on the bow, we hit a rock. Give it a thumbs up if you liked this episode! Get your Sailing Into Freedom Crew T-shirt: Want more? Became our p...
Sailing alone – The journey back to Margarida Part 2 – Sailing and adventure in Panama
SAILING into FREEDOM

Sailing alone – The journey back to Margarida Part 2 – Sailing and adventure in Panama

The final return but it isn't what you would expect. Give it a thumbs up if you liked this episode! Webb Chiles (the Legend) books on Amazon: - The Open Boat: Across the Pacific - STORM PASSAGE: Alone Around Cape Horn - A Single Wave: Stories of Storms and Survival - Return to the Sea...
Ep.272 Living on a tight budget – the sea provides all – Sailing and Adventure in Cuba
SAILING into FREEDOM

Ep.272 Living on a tight budget – the sea provides all – Sailing and Adventure in Cuba

I go diving and discover lobster everywhere... so many in fact that there were not enough proper hiding spots. I even got charged by one, classic! I feed another moray eel and boy is she hungry taking 3 bloody fish. After that I shoot a trunkfish... oh no! These are the crazy looking triangle fish b...
Ep.271 A naughty day at the beach, Sailing and Adventure in Cuba
SAILING into FREEDOM

Ep.271 A naughty day at the beach, Sailing and Adventure in Cuba

Margarida shows us a bit of domestic life on the boat while I go out and get some dinner. I return and am greeted by a smiling darling wife ready to go to the beach but I sort of stuff it up by opening my mouth and giving some advice... nothing but quality people! It's amazing that gravity wor...
Sailing rally (pros and cons) – Sailboat travel Ep 232
followtheboat

Sailing rally (pros and cons) – Sailboat travel Ep 232

Why join a sailing rally? Sailing rally pros and cons... 00:00 Intro to "Sailing rally (pros and cons)" 00:37 Where are we? 01:06 Rounding the tip of Borneo 02:32 Rally pros and cons 04:52 At anchor, but there's bad news... 06:42 Where can we go? 07:15 Taking the dinghy for a spin to ...
Ep.270 Tropical island paradise – Sailing and Adventure in Cuba
SAILING into FREEDOM

Ep.270 Tropical island paradise – Sailing and Adventure in Cuba

The Cuban locals love Margarida and have invited us over for dinner again. The culinary adventure continues but this time we are going to eat the hutia that we saw in the previous episode, the one in the cage... that's right people the rodent that looks like a large rat. Large rat for dinner, w...
THE BEST FEELING EVER! Sailing away from the madness🤘👊 S2:Ep1
Sailing Holly Blue

THE BEST FEELING EVER! Sailing away from the madness🤘👊 S2:Ep1

Welcome to SEASON TWO of Sailing The Greek Islands! In this first episode, after spending the winter in Leros Marina and 3 MONTHS in LOCKDOWN, we are finally set free to sail and get back to one of what is arguably one of THE BEST feelings ever....anchor life! Join us as we begin this EPIC season o...
Ep.269 Coral reef paradise seen in the distance, Sailing to Cuba
SAILING into FREEDOM

Ep.269 Coral reef paradise seen in the distance, Sailing to Cuba

After a very easy overnight sail we are rewarded by seeing waves breaking on the outer reefs. We meander through but there is a problem... we have to stop. I recall its been more than 2 months since I have eaten fresh fish so in I go to see what there is to offer... Cuba does not disappoint people. ...
Ep.268 Offshore Sailing to Cuba
SAILING into FREEDOM

Ep.268 Offshore Sailing to Cuba

We are back to our usual series chronology where we are in Grand Cayman. Our excellent fans, Stephanie and Kyle take us for our final shop and surprise us 😲✨ We go through our preparations to leave the country: fill up on water, laundry, uploading episodes, checking out, get our spearguns dropped of...
Lightning Part 6 | Hurricane on the way, sailing to safety in a leaking boat
SAILING into FREEDOM

Lightning Part 6 | Hurricane on the way, sailing to safety in a leaking boat

I have finally set sail and leave but only 15 minutes later the bilge alarm started screaming. I had to find out the problem so I hove-to to see the danger. With the winds getting stronger and almost all my electronics dead it looked like the day was going to be a very long one indeed. A hurricane o...
Escaping My Confinement | My Friends Help Me Sail My Boat Back | Winded Voyage 4 | Episode 111
Winded Voyage Sailing

Escaping My Confinement | My Friends Help Me Sail My Boat Back | Winded Voyage 4 | Episode 111

It's been about a month since my debilitating injury which has forced me to be confined to my boat. But thanks to the miracle of life, my old body is healing and I plan my escape. Two of the best friends anyone can have come to my aid as accomplices in my escape. The timing included perfect wea...
Out of Food, Out of Wind, Out of Time – Sailing Tales of the Damned | Part 5
SAILING into FREEDOM

Out of Food, Out of Wind, Out of Time – Sailing Tales of the Damned | Part 5

Out of Food, Out of Wind, Out of Time...Tropical storm Eta has finally developed into a category 4 hurricane so there has to be wind from this coming my way being only 200 mile north of me but the wind is still a headwind so I must be patient and wait ... If you would like to support with a single...
The long wait. After the Lightning Strike | Sailing Into Hell Part 4
SAILING into FREEDOM

The long wait. After the Lightning Strike | Sailing Into Hell Part 4

With hurricane Eta forming above there should soon be winds to sail back to safety. But it's a long wait after the lightning strike. If you would like to support with a single donations click here - Give it a thumbs up if you liked this episode! Get your Sailing Into Freedom Crew T-shirt: ...
Sailing into Hell Part 3 – Lightning Holes Boat
SAILING into FREEDOM

Sailing into Hell Part 3 – Lightning Holes Boat

The crisis continues. Now comes the task to get the boat back to a place where it can be repaired. It isn’t over yet and the weather is misbehaving. Press click to watch part 3 Sailing into Hell. If you would like to support with a single donations click here - Give it a thumbs up if you liked th...
How Can You Save Your Beached Boat? Big Sailboat Salvage!
Another Adventure

How Can You Save Your Beached Boat? Big Sailboat Salvage!

First "Show Me Your Dinghy" because lights save lives! Please check out the link to the most durable, affordable, and non-consumable dinghy light available anywhere. I designed, manufactured and made these lights available after a very unfortunate accident. Email [email protected]...
Disaster at Sea. Lightning strikes my boat and it is sinking. My battle to save the boat.
SAILING into FREEDOM

Disaster at Sea. Lightning strikes my boat and it is sinking. My battle to save the boat.

With all the damage done to Freedom the channel is in dire straits. Your help will make all the difference. Go to this link if you wish to help: #update This is the 2 part of Sailing into HELL! Lightning devastates Freedom where I witness first hand and feel the shockwave of a lightning bolt ju...
We just couldn’t stay inside any longer..No. 51
Teulu Tribe

We just couldn’t stay inside any longer..No. 51

This week we are finally free! Wooohoooo! We spend no time at all catching up from the many days inside with lots of surfing and then climbing- what a relief to be back outside. I hope wherever you are, you can escape into nature for a bit, its just so good for the soul. Song Credits: 01:47 Jamie T...
Sailing into HELL Part 1! Lightning devastates Freedom – The sailboat is SINKING!
SAILING into FREEDOM

Sailing into HELL Part 1! Lightning devastates Freedom – The sailboat is SINKING!

#realtime #update I witness first hand and feel the shockwave of a lightning bolt just yards away from me. It travels through every critical instrument in my boat and destroys it all. I am alone, without communication and struggling to find a hole in the hull where it smashed its away to get to &q...
Ep.267 The Secret to Deep Diving | Sailing Grand Cayman Adventure
SAILING into FREEDOM

Ep.267 The Secret to Deep Diving | Sailing Grand Cayman Adventure

We get some good luck when we meet Natalie and Mark, a professional freediving couple who invite us along for a freedive session, unfolding the secret to deep dive. The past year and a half Margarida has being having trouble equalizing giving her grief when diving, so today the focus is on her so sh...
Ep. 265 Sailing on a tight budget yet we are on a multi million dollar Catamaran to Little Cayman
SAILING into FREEDOM

Ep. 265 Sailing on a tight budget yet we are on a multi million dollar Catamaran to Little Cayman

We get invited by the owner of a brand new HH 55 catamaran to go to Little Cayman Island about 75 miles away...we jump at the chance for a long weekend on a luxury catamaran. The HH55 sails beautifully and we get to Little Cayman in the early evening going to windward and tacking the whole way but ...
Ep. 264 Dangerous Freediving of deep tunnels and caves at the Devils Grotto – Sailing the Caymans
SAILING into FREEDOM

Ep. 264 Dangerous Freediving of deep tunnels and caves at the Devils Grotto – Sailing the Caymans

Margarida and I are going to do some cave diving....Margarida wants to see if her ears are working properly and I want to scare the $hit out of myself a bit.....don't worry I survived devils grotto hence you get see the footage otherwise it will be sitting in my rotting hand until some diver d...
Ep.263 Jetskiing Action ⚡Sailing Grand Cayman
SAILING into FREEDOM

Ep.263 Jetskiing Action ⚡Sailing Grand Cayman

In this episode we hang out with @Barefoot Sail & Dive who invited us along for a spin on the Jetski. Margarida pulverises parts of me and throws me off 3 times. We also visit a nice beach where there are heaps of starfish. Enjoy! Give it a thumbs up if you liked this episode! Get your Sai...
Ep. 262 Freediving madness on the wreck of the Kittiwake
SAILING into FREEDOM

Ep. 262 Freediving madness on the wreck of the Kittiwake

We meet some fans, Stephanie and Kyle, who offer us their dock to fill up on water and use their facilities.....we are all smiles when we have full water, just such a little thing for you guys out there is a big deal for us and a load off our minds. Freedive the Kittiwake wreck is on the top of our ...
Ep.261 A close affair with Stingrays and Margarida gets bitten – Sailing Grand Cayman
SAILING into FREEDOM

Ep.261 A close affair with Stingrays and Margarida gets bitten – Sailing Grand Cayman

In this weeks episode Margarida gets something big on the line and starts winding in, did we get Christmas dinner!? Also my friend Doug is crewing on a HH55 Catamaran so we go visit him and give it a bit of a review. Whatever anyone can say, it is one fancy catamaran and very expensive. We couldn&#...
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