Watch Sailing & Boating Adventures Around the World

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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The Trinidad You Should Get to Know!
Travel Sketch

The Trinidad You Should Get to Know!

In our opinion, Trinidad's natural beauty is massively under rated! When it comes to Caribbean jungle and waterfalls, and in fact jungle landscapes in general, it's world class. When our new crew member Lukasz arrived in Trinidad to join us living aboard our sailboat, we knew we wanted to...
Trinidad has the World’s BIGGEST Centipede!
Travel Sketch

Trinidad has the World’s BIGGEST Centipede!

It's no secret we love hiking the Trinidad jungle but in one of our recent adventures we came across a creature that we hadn't seen in person yet - the world's biggest centipede! According to all the guys Trent sent pictures too, it's awesome, so in this short clip we decided to ...
FIRST DAY back to BOAT LIFE! [Ep174 RED SEAS]
Sailing Red Seas

FIRST DAY back to BOAT LIFE! [Ep174 RED SEAS]

🔧Boat Repairs, Rainy Hikes & Hidden Island Legends | French Polynesia Vlog 🌴⛵ Life on the water isn’t always sunsets and sea breezes—this week, we’re deep in the realities of boat life. Back home in French Polynesia, our sailboat Indioko demands some long-overdue TLC, and we tackle unexpected r...
The real ups and downs of budget cruising | Sailing Sitka Ep 152
Sailing Sitka

The real ups and downs of budget cruising | Sailing Sitka Ep 152

Jay and Kenna sailed off from Victoria BC, Canada two years ago and have been sailing south ever since. Now, in the luscious lands of Costa Rica, they experience both the highs and lows that come with sailing and cruising offshore.Thank you for watching and subscribe if you enjoy!
Sailing the Mona Passage to Puerto Rico (Episode 23)
Sailing Banana Pancakes

Sailing the Mona Passage to Puerto Rico (Episode 23)

In this episode we sail to Los Haitises National Park. We needed to test out our engines and make sure everything was working great. We anchored and enjoyed sundowners on the boat Malusi. The following day we set out to explore. We took the dinghy into the mangroves where we hiked, explored caves a...
We have holes in our masts! Inspecting woodpecker damage… | Sailing Sitka Ep 139
Sailing Sitka

We have holes in our masts! Inspecting woodpecker damage… | Sailing Sitka Ep 139

On this episode of sailing Sitka, we tackle day 2 and 3 in the boat yard here in Chiapas, Mexico. During this time we start diving into our biggest worry yet. While we were away for off season, we got notified that a woodpecker (or more) were attacking our sitka spruce masts and pecking very damagin...
We sailed HERE and got STUCK in the jungle! | Sailing Sitka Ep 123
Sailing Sitka

We sailed HERE and got STUCK in the jungle! | Sailing Sitka Ep 123

Jay and Kenna from Sailing Sitka continue their sailing journey, heading 25 miles south to Baja Tenacatita. They face obstacles like shallow waters and unexpected challenges while navigating a jungle mangrove.
HER FIRST JUNGLE
Sailing Dawn Hunters

HER FIRST JUNGLE

OFF GRID Sail and Living with us in South East Asia! Our new boat SABA 50 full boat tour: Technical boat tour SABA 50 of all upgrades: Boatyard episode for all the upgrades ⛵🌒 TURNING SABA SOLAR-POWERED & WIND-POWERED Have you seen our old boat's full tour? Watch it here: 📺 THIS ...
Got Lost in the Trinidad Jungle
Travel Sketch

Got Lost in the Trinidad Jungle

SUPPORT INDEPENDENT STORY TELLING 😎 ⛵ Gain access to our member only area: 👉 Tip jar: We'd love for you to check it out and let us know what you think! 😎 After continuing to repair the new yacht warranty issues on our Leopard 45 catamaran, the guys took a rare day off to go and explore...
Ep. 454 Eating the genitalia of a #$&*#$. Who would do that? She must be crazy !
SAILING into FREEDOM

Ep. 454 Eating the genitalia of a #$&*#$. Who would do that? She must be crazy !

CHARTERS ON THE CATAMARAN "TOO SHORT" with Deren and Crystal You will have a blast on a charter with these 2 great people. I had the pleasure of being with them for many weeks and out of all the people I have met on my adventures they are 2 of the very few people that I have truly clicked ...
Ep. 453 FOUR girls on the boat “TOO SHORT”, the clash of YOUTUBE channels
SAILING into FREEDOM

Ep. 453 FOUR girls on the boat “TOO SHORT”, the clash of YOUTUBE channels

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 single donations click here - Check out some gear we have on the boat: Inverter handheld radio (A...
Ep. 452 Party time with Parlay Revival
SAILING into FREEDOM

Ep. 452 Party time with Parlay Revival

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 single donations click here - Check out some gear we have on the boat: Inverter handheld radio (A...
THE NEW ODISEA 48 – A performance catamaran like no other – Naval Architect tells ALL
SAILING into FREEDOM

THE NEW ODISEA 48 – A performance catamaran like no other – Naval Architect tells ALL

Give it a thumbs up if you liked this episode! A new light aluminium performance catamaran that will give HH, Outremer, Balance and ORC a run for their money. Super strong and light it will undoubtedly be a popular catamaran in the years to come. Get your Sailing Into Freedom Crew T-shirt: Want ...
Ep. 451 Beach BBQ with Parlay Revival
SAILING into FREEDOM

Ep. 451 Beach BBQ with Parlay Revival

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 single donations click here - Check out some gear we have on the boat: Inverter handheld radio (A...
The signing
SAILING into FREEDOM

The signing

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 single donations click here - Check out some gear we have on the boat: Inverter handheld radio (A...
Ep. 450 Sharks and rays in San Blas – a coral underwater paradise
SAILING into FREEDOM

Ep. 450 Sharks and rays in San Blas – a coral underwater paradise

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 single donations click here - Check out some gear we have on the boat: Inverter handheld radio (A...
Ep. 449 The most beautiful sailing destination in the Caribbean
SAILING into FREEDOM

Ep. 449 The most beautiful sailing destination in the Caribbean

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 single donations click here - Check out some gear we have on the boat: Inverter handheld radio (A...
Ep. 448 Sailing crystal clear waters in a Panamanian paradise……and BORING SHOWER TIME!
SAILING into FREEDOM

Ep. 448 Sailing crystal clear waters in a Panamanian paradise……and BORING SHOWER TIME!

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 single donations click here - Check out some gear we have on the boat: Inverter handheld radio (A...
Ep. 447 More sailing and silliness with the new crew
SAILING into FREEDOM

Ep. 447 More sailing and silliness with the new crew

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 single donations click here - Check out some gear we have on the boat: Inverter handheld radio (A...
Ep. 446 Gorgeous new crew has arrived
SAILING into FREEDOM

Ep. 446 Gorgeous new crew has arrived

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 single donations click here - Check out some gear we have on the boat: Inverter handheld radio (A...
Ep. 445 It is time to leave the journey for one of the beautiful crew
SAILING into FREEDOM

Ep. 445 It is time to leave the journey for one of the beautiful crew

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 single donations click here - Check out some gear we have on the boat: Inverter handheld radio (A...
Ep. 444 The crew face a difficult decision
SAILING into FREEDOM

Ep. 444 The crew face a difficult decision

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 single donations click here - Check out some gear we have on the boat: Inverter handheld radio (A...
BOAT HACK: stackpack for under $20! [Ep95 RED SEAS]
Sailing Red Seas

BOAT HACK: stackpack for under $20! [Ep95 RED SEAS]

Even though our engine isn't fixed yet, we are still determined to explore where we are. We sail to a new bay and get straight to work on replacing our old, torn stack pack. We have had the wrong boat name on our boom for three years but never had the money to buy a new one, or the skills to ma...
Ep. 443 Beautiful crew shenanigans
SAILING into FREEDOM

Ep. 443 Beautiful crew shenanigans

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 single donations click here - Check out some gear we have on the boat: Inverter handheld radio (A...
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