Watch Sailing & Boating Adventures Around the World – Page 4 of 4

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. 402 A tall long haired fan pays a visit
SAILING into FREEDOM

Ep. 402 A tall long haired fan pays a visit

Whooooaaaaa..., Another video from Sailing into Freedom, it looks like everyone has kicked a goal. Meet Joe....my number one fan with long beautiful hair. If you would like to support with a single donation click here - Nothing but quality, crew having fun amongst the paradise of the south weste...
SLOW TV SAILING –ASMR: 5 Days At Sea In 50 Minutes
Sailing SV Delos

SLOW TV SAILING –ASMR: 5 Days At Sea In 50 Minutes

Beautiful & Relaxing sights and sounds of sailing as we travel with our family from Costa Rica to Mexico. Join us on a 5 day, 460 nautical mile sail with stunning sunsets, lots of dolphin visits, peaceful family time, sail changes, lightning, squalls, and more. If you follow our videos you...
Ep. 401 The blurry details of sexiness on a luxury catamaran
SAILING into FREEDOM

Ep. 401 The blurry details of sexiness on a luxury catamaran

If you would like to support with single donations click here - Yes I know the thumbnail doesn't quite match up to the video...so shoot me....pffff...missed! I tried to be the sexiest I could. Nothing but quality, crew having fun amongst the paradise of the south western Caribbean in a regi...
Ep. 400 The Clash of 2 YouTube channels and an unforgettable croc watch
SAILING into FREEDOM

Ep. 400 The Clash of 2 YouTube channels and an unforgettable croc watch

If you would like to support with single donations click here - Croc watch croc watch croc watch....what more can I say but there is a crocodile in our midst and I am going to find it. I hate writing this rubbish...just watch the damn video!! Nothing but quality, crew having fun amongst the para...
Ep. 399 A beautiful Wharram Pahi 53 and “Savage Waters”
SAILING into FREEDOM

Ep. 399 A beautiful Wharram Pahi 53 and “Savage Waters”

Matt snd Suzanne's movie is "Savage Waters". You can see the official trailer at or follow it on instagram If you would like to Sailing into Freedom with a single donation click here - Nothing but quality, crew having fun amongst the paradise of the south western Caribbean in ...
Ep. 398 Diving the caves with Delos – “I was attacked by a Grouper”
SAILING into FREEDOM

Ep. 398 Diving the caves with Delos – “I was attacked by a Grouper”

If you would like to support with a single donation click here - Nothing but quality, crew having fun amongst the paradise of the south western Caribbean in a region of Panama called San Blas. Beautiful pristine beaches and islands literally in the middle of nowhere. Sometimes the girls are in bik...
Ep. 397 Boat review on a Wormwood 55 – The Delos and Calico Skies drama continues
SAILING into FREEDOM

Ep. 397 Boat review on a Wormwood 55 – The Delos and Calico Skies drama continues

Nothing but quality, crew having fun amongst the paradise of the south western Caribbean in a region of Panama called San Blas. Beautiful pristine beaches and islands literally in the middle of nowhere. Sometimes the girls are in bikinis, sometimes we are sailing, sometimes we spearfish and have bea...
Will This JUNGLE SHIP Disrupt a BILLION DOLLAR Industry? Sailing Vessel Delos Ep. 379
Sailing SV Delos

Will This JUNGLE SHIP Disrupt a BILLION DOLLAR Industry? Sailing Vessel Delos Ep. 379

Deep in the jungle of Costa Rica a team of boat builders are living in a community and building the largest active, clean, ocean going cargo vessel in the ENTIRE WORLD. After sailing deep into the Gulf of Nicoya in Costa Rica, we anchored right next to a river mouth where we could take our dinghy b...
Ep. 396 Survivor – Eating raw fish guts, how to not starve
SAILING into FREEDOM

Ep. 396 Survivor – Eating raw fish guts, how to not starve

Kickstarter Some really cool kiting is here. Nothing but quality, crew having fun amongst the paradise of the south western Caribbean in a region of Panama called San Blas. Beautiful pristine beaches and islands literally in the middle of nowhere. Sometimes the girls are in bikinis, sometimes we ...
Ep. 395 A Caribbean beach BBQ with Delos and the owners of a luxury super fast catamaran
SAILING into FREEDOM

Ep. 395 A Caribbean beach BBQ with Delos and the owners of a luxury super fast catamaran

Kickstarter Nothing but quality, crew having fun amongst the paradise of the south western Caribbean in a region of Panama called San Blas. Beautiful pristine beaches and islands literally in the middle of nowhere. Sometimes the girls are in bikinis, sometimes we are sailing, sometimes we spearfi...
Ep. 394 A race with Delos in the bluest waters you have ever seen –  And a revolution in paradise
SAILING into FREEDOM

Ep. 394 A race with Delos in the bluest waters you have ever seen – And a revolution in paradise

Kickstarter Nothing but quality, crew having fun amongst the paradise of the south western Caribbean in a region of Panama called San Blas. Beautiful pristine beaches and islands literally in the middle of nowhere. Sometimes the girls are in bikinis, sometimes we are sailing, sometimes we spearfi...
Ep.393 Delos vs Sailing into Freedom – Who can eat eyeballs?
SAILING into FREEDOM

Ep.393 Delos vs Sailing into Freedom – Who can eat eyeballs?

Kickstarter We are here at the description where i do not know what to write. Nothing but quality, basically crew having fun amongst the paradise of the south western Caribbean in a region of Panama called San Blas. Beautiful pristine beaches and islands literally in the middle of nowhere. Someti...
BABY ONBOARD our Sailboat 👶 ⛵We’re back!!!! Sailing Vessel Delos Ep. 259
Sailing SV Delos

BABY ONBOARD our Sailboat 👶 ⛵We’re back!!!! Sailing Vessel Delos Ep. 259

Kazza and I are just so excited for you all to meet our Lil' Nugget- Sierra Ebba Trautman, and share in our adventure as we try to figure out the sailing life with a baby on board!!! After 6 months in Sweden we're back on Delos and just so excited for you to meet Sierra :) She was born in...
Ep 52 Genset Repair (Sailing Talisman)
Sailing Talisman

Ep 52 Genset Repair (Sailing Talisman)

We finally tackle a finicky Fischer Panda genset that's been shutting itself down prematurely. I'm sure some viewers will see too much time spent barking up the wrong trees, but the point is to show how hard it can be to diagnose problems.
Leaving the Exumas for Nassau – S1:E41
Sailing Doodles

Leaving the Exumas for Nassau – S1:E41

We do quite a bit of sailing up and down the exumas, from warderick wells, to staniel cay, highborne cay and allens cay before finally leaving the exumas behind for nassau. We need your help to keep making videos. You can become a patron for as little as $1 per week! Become a Patron! Donat...
Boat Crash, Drone Crash, Boob Crash!  – S1:E30
Sailing Doodles

Boat Crash, Drone Crash, Boob Crash! – S1:E30

We sail from the Virgin Sound in Virgin Gorda to the Baths where we crash the drone! But we explore the Baths anyway and have some fun! Megan has a little wardrobe malfunction and then we motor over to Trellis bay where a catamaran crashes into us! Then we sail to Salt Island and do some hiking. ...
PANAMA CANAL ON A SAILBOAT – Chase the Story 33
Chase the Story

PANAMA CANAL ON A SAILBOAT – Chase the Story 33

Panama Canal on a Sailboat – Chase the Story 33 Here we come, Pacific Ocean – we’ll be sailing across you soon enough! In this episode we are back in tropical Panama as our catamaran Cheeky Monkey traverses two continents through one of the largest engineering projects ever undertaken in the world,...
SAMURAI THE PANTLESS COCK: Traveling Bocas del Toro – CHASE THE STORY 32
Chase the Story

SAMURAI THE PANTLESS COCK: Traveling Bocas del Toro – CHASE THE STORY 32

SAMURAI THE PANTLESS COCK: Traveling Bocas del Toro - CHASE THE STORY 32 Things get really fun in this video of Chase the Story traveling around Bocas del Toro, doing a zip-lining tour at the Red Frog Marina & Resort ( and getting a delicious ceviche making lesson from the chef at Punta Lava Be...
WHO’S THE CHEEKY JOKER? Sailing Bocas del Toro – Chase the Story 31
Chase the Story

WHO’S THE CHEEKY JOKER? Sailing Bocas del Toro – Chase the Story 31

Time to go sailing on Cheeky Monkey to yet another Panamanian tropical paradise. In this episode, after Cheeky Monkey is delayed for our Panama Canal transit, we decide to pick up anchor and sail up to the tropical paradise of Bocas del Toro near the Costa Rican border for some relaxation in the sun...
LIFE ON A PARTY BOAT! Sailing Cartagena to San Blas – Chase the Story 30
Chase the Story

LIFE ON A PARTY BOAT! Sailing Cartagena to San Blas – Chase the Story 30

LIFE ON A PARTY BOAT! Sailing from Cartagena to San Blas - Chase the Story 30 It’s time for a boat party in paradise! In this episode we leave Cartagena and get escorted through some beautiful azure waters by a large pod of dolphins as we sail along the Caribbean coast of Panama. After sailing for ...
BEHIND THE STORY: Chase the Story on Patreon
Chase the Story

BEHIND THE STORY: Chase the Story on Patreon

BEHIND THE STORY: Chase the Story on Patreon Since we bought our first boat, a 1986 Catalina 34 called Hideaway, in 2007 with the intent to learn how to sail, we've been dreaming of sailing away from familiar shores and finding out just how far we can go. In 2012, we left New York City for go...
Trailer: Sailing Around the World (Chase the Story)
Chase the Story

Trailer: Sailing Around the World (Chase the Story)

Sailing Around the World - Chase the Story Channel Trailer Turf to Surf sailing blog link: Sailing across the Atlantic was a success! We've had a blast putting together all 21 episodes taking us from La Rochelle, France to the Mediterranean and to the Caribbean. And now it's time for ...
WAKEBOARDING IN PARADISE – Chase the Story 11
Chase the Story

WAKEBOARDING IN PARADISE – Chase the Story 11

Sailing across the Mediterranean: wakeboarding. The Cheeky Monkey crew leave Palma, Mallorca, and set off east across the Mediterranean in search of the perfect beach for wakeboarding. New crew members Kristi and Meg, along with friends John and Chris, sail for two days across calm seas - sailing ...
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