Watch Sailing & Boating Adventures Around the World – Page 18 of 29

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. 288 A deserted island in southern Cuba; clearest water and the whitest beach – Caribbean sailing
SAILING into FREEDOM

Ep. 288 A deserted island in southern Cuba; clearest water and the whitest beach – Caribbean sailing

We hit the jackpot with this place. It's called Cayo Algodon Grande and it's an awesome island. Just watch the episode....words cannot express the colors and clear water of this deserted island. And we have a beach bbq of shrimps and lobster....what a place! Give it a thumbs up if you lik...
Mistakes Were Made: We Hit Something [Making Our Way Ep 6]
Making Our Way

Mistakes Were Made: We Hit Something [Making Our Way Ep 6]

In this episode, we learn some important lessons about our boat, we discover bioluminescence in a VERY surprising place, and we make some mistakes. Oops.
HAULING OUT ahead of our Aussie sailing adventure | Ep 3
Kristina's Travels

HAULING OUT ahead of our Aussie sailing adventure | Ep 3

On this epic episode: Our rigging is taken away and getting replaced, John modernises our water pump, we get new flexi solar panels, the winches are serviced.
Boarded by the US Coast Guard in the San Juan Islands [Making Our Way Ep 5]
Making Our Way

Boarded by the US Coast Guard in the San Juan Islands [Making Our Way Ep 5]

In this episode we sail to and explore stunning Sucia Island, celebrate 13 years together, and get a surprise visit from the U.S. Coast Guard!
Ep. 286 Sunbaking on a deserted island in the middle of nowhere – Snorkeling and sailing in Cuba
SAILING into FREEDOM

Ep. 286 Sunbaking on a deserted island in the middle of nowhere – Snorkeling and sailing in Cuba

We leave the Jardines and head to Cayo Cuervo in southern Cuba. I am hoping to trade with a shrimp trawler, get some prawns from them in exchange for some rum. We find out that the trawlers are on another cay, so that will just have to wait. But we find a tiny island that you could throw a stone acr...
Ep. 285 Margarida spears a big dog snapper – shipwrecks, snorkeling and adventure in Cuba
SAILING into FREEDOM

Ep. 285 Margarida spears a big dog snapper – shipwrecks, snorkeling and adventure in Cuba

We visit a wreck on a nearby reef. It is sad to see another boat washed up on a reef, damaged and stripped beyond repair. We take some time to explore the crystal clear waters and coral reef but return back to home base, Cayo Alcatraz to spear some dinner. It's Margarida's turn to supply t...
Sailing off the Anchor & Onward to a Bahamas Paradise Ep. #5 (life on a sail boat)
Adventureman Dan

Sailing off the Anchor & Onward to a Bahamas Paradise Ep. #5 (life on a sail boat)

(This episode is Part 1 of 2) In this episode Maru and I sail out from Mangrove Cay on the Little Bahama Bank, Northward to Grand Cay. One of the furthest Northwest Inhabited islands. Along the way I teach Maru more about how to sail and how to steer the boat while under sail on a beam reach. My fa...
Pushing Off the Dock for Good + Naming Via! [Making Our Way Ep 4]
Making Our Way

Pushing Off the Dock for Good + Naming Via! [Making Our Way Ep 4]

We finally leave the marina and begin our life as full time cruisers, and it doesn't go quiiiiite to plan. Come along with us as we spend our first few nights out and hold a renaming ceremony to officially rename our vessel to Viā, and share the story behind the name. To read the full story of...
Ep. 284 Margarida spears a beautiful Grouper – Sailing and Adventure in Cuba and the Caribbean
SAILING into FREEDOM

Ep. 284 Margarida spears a beautiful Grouper – Sailing and Adventure in Cuba and the Caribbean

We go exploring around Cayo Alcatraz but it's not what we expected. It really is a lonely harsh place and I love it. I visit a hurricane devastated beach and search for crocodiles but there are non around. News of the Covid virus comes through on the Garmin Inreach and Margarida gets increasing...
Found A SUNK Sailboat!!! 1st Day In The Bahamas – Ep #4 (life on a sailboat)
Adventureman Dan

Found A SUNK Sailboat!!! 1st Day In The Bahamas – Ep #4 (life on a sailboat)

In this episode Maru and I sail out from West End. Seeking a good place to anchor and truly begin living the cruising lifestyle here in the Bahamas. But along the way we happen..... I mean nearly hit an unmarked sunk sailboat!!! Had I not seen this, it could have sunk my own sailboat. But instead o...
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.
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