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.

Showing 1-24 of 26 results
Sailing Through PIRATE Territory… and Pip’s Life Lessons | Sailing with Six | S2 E28
Sailing with six

Sailing Through PIRATE Territory… and Pip’s Life Lessons | Sailing with Six | S2 E28

In this episode, we take a sail through the Caribbean Sea, from San Andrés to the Cayman Islands. But this region is home to a dark history of piracy and we'll learn about the modern-day challenges of sailing through pirate territory. Will we be approached? Watch through to find out how we mana...
We prepare for PIRATES! And Explore San Andrés | Sailing with Six | S2 E27
Sailing with six

We prepare for PIRATES! And Explore San Andrés | Sailing with Six | S2 E27

In this episode we are finally ready to push North from Bocas Del Toro in Panama. It is not easy to find a good weather window to dig yourself out of the bottom of the Caribbean Sea and this first leg of the journey requires some creativity in our passage planning. We arrive in San Andrés, a Colom...
SAILING TO PANAMA – SWT 129 – SAN ANDRES TO BOCAS DEL TORO
Sailing with Thomas

SAILING TO PANAMA – SWT 129 – SAN ANDRES TO BOCAS DEL TORO

Some great sailing this time from San Andres to Bocas del Toro in Panama. BE FREE is flying over the Caribbean in choppy waves and my new friend onboard is enjoying this fast sailing. We found a good weather window sending us the fast track south to Panama again where we first make a short stop in B...
BACK IN SAN ANDRES AFTER THE HURRICANE – SWT 128 – Submarine and Surfing in San Andres!
Sailing with Thomas

BACK IN SAN ANDRES AFTER THE HURRICANE – SWT 128 – Submarine and Surfing in San Andres!

I'm back in San Andres after running away from the hurricane and in this episode, we show you our full-throttle tourist experience above and below the surface around San Andres Island. Going out with a semi-submarine and snorkeling with lots of fish, renting a motorbike and Gee is showing me he...
AND I THOUGHT I HAD LOTS OF WORK – SwT 121 –  BOAT WORK AND TROUBLE SHOOTING
Sailing with Thomas

AND I THOUGHT I HAD LOTS OF WORK – SwT 121 – BOAT WORK AND TROUBLE SHOOTING

In this episode, I have a race trying to sort out my issues with electronics and batteries, fridges and freezers, and lots of other things. Thanks to my dear friend Rick Moore on Sophisticated Lady we sorted out the worst part, and BE FREE is partly up and running again. At least enough to have my b...
LIGHTNING PROBLEMS? – SwT 119 –  BE FREE IS NOT SEA WORTHY AFTER MY SAIL TO PANAMA
Sailing with Thomas

LIGHTNING PROBLEMS? – SwT 119 – BE FREE IS NOT SEA WORTHY AFTER MY SAIL TO PANAMA

Lots of electrical problems after my sail from San Andres to Panama. Not sure if it's a link with the lightning strike that hit the ocean behind me, but sure plausible as it now is easier to tell you what works than what's down. Hopefully, I can fix this but afraid it's going to cost ...
I SHOULD HAVE KNOWN BETTER – SwT 118 – SHARING MY MISTAKES
Sailing with Thomas

I SHOULD HAVE KNOWN BETTER – SwT 118 – SHARING MY MISTAKES

This is a great example in why I normally don't do buddy sailing. Underway I discovered more and more problems not only with their boat but also the crew. This is a serious video with no script or acting only sharing the reality. The oceans don’t care if you’re a nice or sympathetic person, it ...
THIS WAS A BIG MISTAKE – SwT 117 – ESCAPING HURRICANE JULIA LAST MINUTE WITH AMATEURS ON MY SIDE
Sailing with Thomas

THIS WAS A BIG MISTAKE – SwT 117 – ESCAPING HURRICANE JULIA LAST MINUTE WITH AMATEURS ON MY SIDE

Buddy sailing with this boat almost drove me nuts. This is a great example in why I normally don't do buddy sailing. Underway I discovered more and more problems not only with their boat but also the crew. This is a serious video with no script or acting only sharing the reality. The oceans don...
HURRICANE JULIA IS COMING – SwT 116 – SAD TO LEAVE SAN ANDRES
Sailing with Thomas

HURRICANE JULIA IS COMING – SwT 116 – SAD TO LEAVE SAN ANDRES

Sad to leave San Andres and all the beautiful people I would love to spend more time with. Unfortunately, I was right the tropical storm L91 turned into a hurricane. So the only thing to do was to wrap up my things and say see you later. Normally I never buddy sail as it's rarely a good idea. I...
TIME TO RUN – SwT 115 – SHIPMENT ARRIVED AND PLANS CHANGES FAST
Sailing with Thomas

TIME TO RUN – SwT 115 – SHIPMENT ARRIVED AND PLANS CHANGES FAST

It's time to run! Now as I have the shipment onboard and looking at the weather it's definitely a fast decision to be made. Finally got my new anchor and sorted out the mystery with my friend's bike. Supporting friends via satellite as they suddenly are in the path of a potential hurr...
THE PERFECT SETUP FOR A FUN LIFE – SwT 114 – THE SOCIAL SIDE OF BE FREE
Sailing with Thomas

THE PERFECT SETUP FOR A FUN LIFE – SwT 114 – THE SOCIAL SIDE OF BE FREE

It's not always boat work and sailing! Sometimes it's just time to be social a bit crazy and has some fun. And while trying to remake the lost episode about how to understand a mass production yacht I'm now showing you the social side of BE FREE. Unfortunately, some individuals with a...
IS TENDER GARAGE A GOOD IDEA? – SwT 113 – MY OWN BEACH CLUB AND DINGHY DOCK
Sailing with Thomas

IS TENDER GARAGE A GOOD IDEA? – SwT 113 – MY OWN BEACH CLUB AND DINGHY DOCK

In this video, I share my experience of having a Tender Garage and a pretty generous swimming platform. Is a 55-footer too small for this solution and what's the downside? I thought it could be an idea to share this as more mass production yachts nowadays are offering Tender Garage and bigger s...
EXPLORING SAN ANDRES – SwT 109 – BIKINI’S BEERS AND LOUD MUSIC IS MAKING THIS A BUSY PARTY ISLAND
Sailing with Thomas

EXPLORING SAN ANDRES – SwT 109 – BIKINI’S BEERS AND LOUD MUSIC IS MAKING THIS A BUSY PARTY ISLAND

It's not possible to ignore the fact this island is much about bikini's beers and loud music. Pretty monoton latin music in my ears and only some reggae now and then. I'm not saying it's wrong just pointing out how it is. Sailing back to the east side of San Andres together with ...
SAILING AROUND SAN ANDRES – SwT 108 – BEEF BEERS AND 7 YEARS OF BAD…
Sailing with Thomas

SAILING AROUND SAN ANDRES – SwT 108 – BEEF BEERS AND 7 YEARS OF BAD…

In this episode I'm sailing around to the other side of San Andres together with Sophisticated Lady. Rick and Maddy explains the Caribbean rules, and we are swimming where it recently have not only been observed several Tiger sharks, but also unfortunately a fatal outcome on a tourist attacked ...
Ep. 68 – San Andres, Colombia Christmas
S/V Full Send

Ep. 68 – San Andres, Colombia Christmas

Legally in Colombia, we head out and explore the island of San Andres just in time for Christmas. We bid farewell to James to head back to the USA, and we spend Christmas Eve with a new friend that invited us to his local neighbor hood to show us who they celebrate the holiday. We try some local foo...
Ep. 67 – Navigating Bureaucratic Red Tape San Andres & Providencia, Colombia
S/V Full Send

Ep. 67 – Navigating Bureaucratic Red Tape San Andres & Providencia, Colombia

After 5 days at sea getting knocked around in large swells, we arrived to Providencia, Colombia. They had Hurricane IOTA rip through about a month prior and you could see the destruction as we motored into the harbor. After many attempts with an agent on land, we were denied being able to come to sh...
Ep. 66 – Passage to San Andres & Providencia, Colombia
S/V Full Send

Ep. 66 – Passage to San Andres & Providencia, Colombia

We are finally on the move again!!! It was good to get out of Mexico amid all the worries if countries would be open due to Covid. We were unable to get a solid answer if sea transit to Honduras was ok, so we decided to bite the bullet and take the 5 day journey to Providencia, Colombia off the Nica...
Colombian Beer Review: Club Colombia, Poker, Aguila, Aguila Light, Andina
S/V Full Send

Colombian Beer Review: Club Colombia, Poker, Aguila, Aguila Light, Andina

The first of our international beer and liquor reviews. We are in San Andres, Colombia over the Christmas holiday, and we get to sample some of the finest cervezas the island has to offer! Let us know what you think, and what you want to see more of!!! If you enjoyed this video and want to see more...
SSL427 ~ WE GOT IT!!
Captain Rick Moore

SSL427 ~ WE GOT IT!!

For more real-time updates, follow us on Instagram at: SSL Video Collections on Vimeo! Our new Lithium power system by: SSL new SOLAR POWERED 12Vdc Watermaker produced by: LOVING our anchoring system and accessories by: Our new SSL dinghy built by:
SSL426 ~ Sailing through PIRATE WATERS…
Captain Rick Moore

SSL426 ~ Sailing through PIRATE WATERS…

Ahoy everyone, and special thanks to Brenden for putting together another series episodes while I have my hands full with boat projects during our downtime here in Colombia.. this video is the one that completes our Great Circle of Central America and then we are almost caught up to real time! Hope...
Sailing Ocean Fox
Sailing Ocean Fox
SSL 399 ~ Push HARDER..!!
Captain Rick Moore

SSL 399 ~ Push HARDER..!!

Day 2 in Providencia, COLOMBIA... exploring the island we find one of the most beautiful beaches in the Caribbean, and I just about get trampled trying to get the ultimate shot of a horse race... oops! See who's helping SSL at: www.AmbientRealLife.com/sponsors For more real-time updates, fo...
SSL 392 ~ Things are HEATING UP in COLOMBIA..!
Captain Rick Moore

SSL 392 ~ Things are HEATING UP in COLOMBIA..!

First days in the Colombian Island, San Andres... and what a spectacular place!! See who's helping SSL at: www.AmbientRealLife.com/sponsors For more real-time updates, follow us on Instagram at: New SSL Video Collections just released on Vimeo! Interested in our FULL TIME SECURITY GUARD o...
SSL 391 ~ Having HALLUCINATIONS at Sea..  on our way to San Andres, COLOMBIA!
Captain Rick Moore

SSL 391 ~ Having HALLUCINATIONS at Sea.. on our way to San Andres, COLOMBIA!

Follow us on Instagram at: See who's helping SSL at: www.AmbientRealLife.com/sponsors New SSL Video Collections just released on Vimeo! Interested in our FULL TIME SECURITY GUARD onboard? Info at: All SSL videos now powered by our new Lithium battery bank from: SSL new SOLAR POWERED 1...
WeBoating
Logo
Shopping cart