Watch Sailing & Boating Adventures Around the World – Page 9 of 13

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 297 results
Ep. 278 Margarida living it up in Havana! – Worlds apart – Sailing and adventure in Cuba
SAILING into FREEDOM

Ep. 278 Margarida living it up in Havana! – Worlds apart – Sailing and adventure in Cuba

We are still on opposite sides of Cuba. Margarida is still with her parents enjoying the sites while I have an easy run back to Cayo Largo in order to be ready to pick Margarida from the Airport. Give it a thumbs up if you liked this episode! Get your Sailing Into Freedom Crew T-shirt: Want more...
Ep.277 Margarida leaves for Havana, Cuba and I sail away  – Sailing and adventure in Cuba
SAILING into FREEDOM

Ep.277 Margarida leaves for Havana, Cuba and I sail away – Sailing and adventure in Cuba

What can I say? Margarida leaves and I am alone....oh well it's a sad time but I find a wise moray eel and she becomes my teacher - my moray eel teacher, and it teaches me not to dangle my fingers too close to its mouth....I am not sure what that is supposed to mean in the scheme of the things ...
Ep. 276 Margarida’s parents come to visit us in Cayo Largo – Love, Sailing and Adventure in Cuba
SAILING into FREEDOM

Ep. 276 Margarida’s parents come to visit us in Cayo Largo – Love, Sailing and Adventure in Cuba

Margarida's parents come to visit us and we do a tour of Cayo Rico and Hijo Reef. Southern Cuba is a sailor's dream with crystal clear water, the whitest sandy beaches and stunning coral reefs. We show them all to Teresa and Pedro and we have a ball. Give it a thumbs up if you liked this...
Harold the Amazing Guy – YOUTUBE star viewer – Anything goes Tuesdays
SAILING into FREEDOM

Harold the Amazing Guy – YOUTUBE star viewer – Anything goes Tuesdays

Harold is really supporting both my channels by watching 1000's of times. I didn't know how he did it so I rang up YOUTUBE and got the inside scoop. The latest on Spearfishing Nomad is up ready to watch Give it a thumbs up if you liked this episode! Get your Sailing Into Freedom Crew T...
Ep.275 Who needs clothes at Iguana Beach – Sailing and Adventure in Cuba
SAILING into FREEDOM

Ep.275 Who needs clothes at Iguana Beach – Sailing and Adventure in Cuba

We leave beautiful Cayo Rico and finally get in to Cayo Largo, Cuba. We check in and have a problem with all the fresh groceries that we have brought in. The Agriculture Department want us to throw them out or can we bribe them to allow us to keep them? Our drone is secured too because drones are no...
Furling an unfurlable sail before the next storm comes in – sailing an adventure in Panama
SAILING into FREEDOM

Furling an unfurlable sail before the next storm comes in – sailing an adventure in Panama

Just before arriving to see Margarida I was hit by several squalls and the furler got jammed in both directions - I could not furl or unfurl the genoa. This video is about what I did to recover the sail. It is not the best solution. Squalls were coming through every hour or so and it was the best t...
Ep.274 Exploring southern Cuba by yacht – Sailing adventure in the Caribbean – off grid living
SAILING into FREEDOM

Ep.274 Exploring southern Cuba by yacht – Sailing adventure in the Caribbean – off grid living

Check out the new channel Spearfishing Nomad The champion Margarida gets us conch and hogfish for dinner. I give a lesson on how to sail southern Cuba. We don't make our destination of Cayo Largo but end up at Cayo Rico with a careful sail through the shallows, dodging sandbanks and shoals an...
Back to Margarida – the good, the bad and the ugly
SAILING into FREEDOM

Back to Margarida – the good, the bad and the ugly

We are finally back together and talk about what is happening between us. Give it a thumbs up if you liked this episode! Get your Sailing Into Freedom Crew T-shirt: Want more? Became our patron and get access to exclusive content. If you would like to support with a single donations click here...
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...
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...
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...
WHY DID THE ENGINE QUIT?
The O'Kelly's

WHY DID THE ENGINE QUIT?

It was an exciting week aboard Clarity as we made some miles south and took a few lumps along the way. Stopping off in St. Augustine, we were able to set things right with our port engine, but took a shot to our starboard bow. We also had a great time with friends, celebrating our favorite holiday. ...
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]...
Don’t be alarmed – Free Range Sailing Ep 153
Free Range Living

Don’t be alarmed – Free Range Sailing Ep 153

Troy fits some new mechanical gauges to replace our old instrument panel and we install and trial some foam insulation to stop the dreaded condensation in our lockers. KEEP US SAILING! Support us and gain early access to videos and other exclusive rewards. Become a patron of Free Range Sailing t...
3 months HARD TIME – RETURN TO CLARITY – Season 5 Begins
The O'Kelly's

3 months HARD TIME – RETURN TO CLARITY – Season 5 Begins

We wrap up the summer in Oregon, enjoying the Columbia Gorge, the Coast, bike rides, family, food and fun...with a few casualties along the way. As the leaves fall, we fly to Virginia and back to Clarity to start repairs and preparations for the coming season....SEASON 5!!!! ________ Nick's mus...
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&#...
Renewing our Electrical Wiring (DIY Sailboat Refit) – Free Range Sailing Ep 143
Free Range Living

Renewing our Electrical Wiring (DIY Sailboat Refit) – Free Range Sailing Ep 143

Join us for the first week of our DIY sailboat refit. We move everything out of our tiny home into a cottage up the road from the marina so Troy can begin renewing our electrical wiring. In between jobs we enjoy foraging in Tasmania for some autumn harvest. KEEP US SAILING! Support us and gain ea...
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