Watch Sailing & Boating Adventures Around the World – Page 20 of 31

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. 283 When Barracudas attack. Margarida gets chased out of the water in Cuba.
SAILING into FREEDOM

Ep. 283 When Barracudas attack. Margarida gets chased out of the water in Cuba.

We officially check out of Cuba and leave Cien Fuegos as early as we can in the morning. Its a long day sail but we fall back on a backup plan when the wind gets on the nose. Eventually we arrive to an excellent snorkeling spot in a place called the Jardines de la Reina - the gardens of the queen. I...
I quit my job & bought a yacht!  |  Ep 1
Kristina's Travels

I quit my job & bought a yacht! | Ep 1

Yep. We did it. We purchased a yacht and we plan to sail her around Australia. Join us on this crazy adventure.
Our First Month Living Aboard Via… and it’s TOUGH. [Making Our Way Ep 3]
Making Our Way

Our First Month Living Aboard Via… and it’s TOUGH. [Making Our Way Ep 3]

We finally make the move from our house and to living full-time on our boat, and in the first 12 hours we have the rug pulled out from underneath us. This video is a short collection of the heartbreak, challenges, and the happier moments of our first month(s) living aboard our sailboat.
Sailing USA to the Bahamas!!! – West Palm Beach to West End EP -3 (Living on a sailboat)
Adventureman Dan

Sailing USA to the Bahamas!!! – West Palm Beach to West End EP -3 (Living on a sailboat)

Important links for checking into the Bahamas: (Must be filled out & approved prior to checking into the Bahamas) P.S. If you have proof of COVID vaccines you don't need to do this. In this episode Maru and I begin figuring out what we need to do in order to check into the Bahamas during...
Ep. 282 The World’s biggest hat found in Trinidad, Cuba – Sailing and adventure in the Caribbean
SAILING into FREEDOM

Ep. 282 The World’s biggest hat found in Trinidad, Cuba – Sailing and adventure in the Caribbean

Margarida is excited. We arrive to Cien Fuegos where she can finally get some culture. We also explore Trinidad, a nearby city where we find the world's biggest and heaviest hat. This really is a picturesque town but don't read this, watch the video! Give it a thumbs up if you liked this ...
Untying The Dock lines, Sailing Out Of The Marina To West Palm Beach –  Ep. 2 (Living on a sailboat)
Adventureman Dan

Untying The Dock lines, Sailing Out Of The Marina To West Palm Beach – Ep. 2 (Living on a sailboat)

In this episode Maru and I finalize everything at the marina and get ready to sail away. Finally finished with all sailboat projects, we are cleared to leave my marina slip and begin life on the anchor once again. We spend that night anchored up and sail out just at first light. Sailing on the open...
Ep. 281 Lighthouse at the end of the earth – Sailing, snorkeling and adventure in Cuba
SAILING into FREEDOM

Ep. 281 Lighthouse at the end of the earth – Sailing, snorkeling and adventure in Cuba

We leave the western part of the Cays of the Gods and head to the lighthouse at the end of the chain. We are hoping to climb and take pictures from the top but the Cuban Military are there and chase us off. Oh well, it would have been nice but I don't want to go to prison for that....we sail aw...
Ep. 280 Sailing to the Cays of the Gods, Cuba – Sailing, snorkeling and adventure in the Caribbean
SAILING into FREEDOM

Ep. 280 Sailing to the Cays of the Gods, Cuba – Sailing, snorkeling and adventure in the Caribbean

Margarida is back and we sail for the Cays of the Gods, sounds dreamy doesn't, well there aren't too many trees there but it's a stop along the way to Cien Fuegos, Cuba. Give it a thumbs up if you liked this episode! Get your Sailing Into Freedom Crew T-shirt: Want more? Became o...
Ep. 279 Margarida returns – sailing, snorkeling, fishing, and adventure in Cuba
SAILING into FREEDOM

Ep. 279 Margarida returns – sailing, snorkeling, fishing, and adventure in Cuba

I am still alone but Margarida is flying back today wooohooo....I am trying to arrange a perfect romantic picnic but things seem to be getting in the way. 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 exc...
New Crew, Sailing to The Bahamas, Fun Times Ep #1 (living on a sailboat)
Adventureman Dan

New Crew, Sailing to The Bahamas, Fun Times Ep #1 (living on a sailboat)

My new crewmember Maru flies in and joins my crew aboard "Adventureborne". We spend the next several days getting her and my sailboat ready to sail for the Bahamas. It's a bad idea to take a boat from the dock, right out into the ocean. So we've been sailing and anchoring for sev...
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...
Making the Move: Selling Everything to Live on a Boat [Making Our Way Ep 2]
Making Our Way

Making the Move: Selling Everything to Live on a Boat [Making Our Way Ep 2]

The truth about what its like to sell off nearly everything you own (including your home) and moving onto a 40 ft sailboat. Join us as we say goodbye to lots of memories as we begin our newest adventure on the sea.
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...
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