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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RACING 70 MILES to DRY TORTUGAS National Park in a FAST BOAT! Everything You NEED to KNOW! | S4:E19
Sailing The Far Side

RACING 70 MILES to DRY TORTUGAS National Park in a FAST BOAT! Everything You NEED to KNOW! | S4:E19

Hey Everyone! What an exciting day ahead, and a very quick trip out to the fort! Faster on this 37 ft Edgewater with triple 300 HP Yamaha's! Let me know what you think about this trip and let me know if you are interested in joining me! Also we didn't have the nicest day so enjoy some unde...
Our Family Sailing Adventure Wasn’t Supposed to End Like This
The Cruising Kiwis

Our Family Sailing Adventure Wasn’t Supposed to End Like This

Family Sailing Adventure Wasn't Supposed To End Like This After safely sailing our damaged catamaran south from Antigua to Guadeloupe, we make one final stop in the breathtaking archipelago of Les Saintes, home to one of the Caribbean's most beautiful natural harbours and the best baguett...
Sailing A Catamaran To A National Park In The MIDDLE Of NOWHERE!! S4:E18
Sailing The Far Side

Sailing A Catamaran To A National Park In The MIDDLE Of NOWHERE!! S4:E18

Hey Everyone! Join me as I take a 42 Lagoon out to one of the hardest National Parks out there! The Dry Tortugas National Park and Fort Jefferson! One of the most visited places by The Far Side, and where my sisters and I learned our love of the water and the ocean❤️ Andrew Knott and his Wife'...
The Fish of a LIFETIME
Sailing Zola

The Fish of a LIFETIME

WE'RE BACK!!! SORRY FOR GOING MIA ON YOU GUYS! This is the last episode without Nellie! We sail overnight into one of the most remote corners of the Bahamas, chasing adventure far beyond the beaten path. After an unforgettable sunset sail into an overnight passage, we dive into crystal-clear w...
Catching MAHI MAHI from inflatable boat
Sailing Zola

Catching MAHI MAHI from inflatable boat

We take the inflatable dinghy out into deep blue water chasing pelagic fish and end up landing multiple mahi mahi (dorado) before drifting into an insane reef full of sharks. The boys push through challenging conditions to hunt a black grouper, and the action doesn’t stop there — we even have a clos...
2 DAYS spearfishing REMOTE ISLANDS (Catch & Cook) Ep. 30
Sailing Zola

2 DAYS spearfishing REMOTE ISLANDS (Catch & Cook) Ep. 30

Come along as we explore new remote areas that are packed with sea life!! Epic spearfishing adventure in the Exuma Islands, Bahamas! We set sail overnight to explore remote fishing grounds, dive deep blue water, hunt shipwrecks, and discover insane reef structures. After getting skunked early, thin...
Hunting WAHOO with primitive gear
Sailing Zola

Hunting WAHOO with primitive gear

This is a WILD video y'all... Wahoo, naked fishing, and a lion fish sting!! Buckle up and come aboard for the ride!! Hit up Staniel Cay Adventures next time you're in the Exumas!! Timestamps: 00:00 Intro 00:21 Naked Fishing 2:09 Local Reef Dive 3:12 VENOMOUS MISTAKE 6:09 The Real Adven...
Bikinis Pelicans Stereo Ep206
Sailing Intermission

Bikinis Pelicans Stereo Ep206

Bikinis, pelicans, sail locker, amplifier, stereo and more.... Karen tries on mix matched bikinis outfits in anticipation of warmer weather coming soon. Steve enjoys viewing the combination of bikini outfits and bare skin. We were lucky enough to see a bird feeding frenzy show brought about by sev...
SDA229 This Season Didn’t Go As Planned
Sailing Dark Angel

SDA229 This Season Didn’t Go As Planned

We left Florida with a plan for the Bahamas, and it started falling apart almost immediately. What followed was one of the most challenging and beautiful seasons we’ve had, from early sail damage to a lightning strike that changed everything. We left Florida with a plan for the Bahamas, but things...
Catching BIG MAHI MAHI & Lobsters Ep.28
Sailing Zola

Catching BIG MAHI MAHI & Lobsters Ep.28

We are back with another action packed fishing and diving video!! Watch us get surrounded by a fever of spotted eagle rays, catch giant lobsters and land our first mahi mahi!! Come along for the adventure, let's go!! FOLLOW US ON SOCIALS❤️⛵️ Instagram - - - Facebook - Timestamps: 00:0...
Dingy Rides On The RIO DUCLE, Custom SAILBOATS, And TUK TUKS S4:E18
Sailing The Far Side

Dingy Rides On The RIO DUCLE, Custom SAILBOATS, And TUK TUKS S4:E18

Hey Everyone! Next episode, we go for a dingy ride and a search for orange juice ends up in a tour of a custom Sailboat! Happy hour always starts early on the water! Want to support my travels and get an early peak at the videos?! Become a Patron for all that and more! Thanks again for watching...
Want Check OUT OUR Portholes?? Our Steps To A DRY BOAT S4: E17
Sailing The Far Side

Want Check OUT OUR Portholes?? Our Steps To A DRY BOAT S4: E17

Hey Everyone! Just another video of The Far Side, and the beauty of her Revamp! If you guys see anything we should take a look at let me know! Want to support my travels and get an early peak at the videos?! Become a Patron for all that and more! Thanks again for watching and please LIKE, SUBSC...
Redhead Ep203
Sailing Intermission

Redhead Ep203

Strange red head, beach, dolphins, sunbathing, medicine chest, water pump, abandoned boats You never know what you’ll see on Sailing Intermission. Steve and Karen, at different times, both get a visit from a mysterious red headed woman. She says her name is Scarlet. Who is she???? The weather is ...
Is Our Motor DONE?! New Boat, New Motor?! Going Over Every Nook & Cranny | S4:E16
Sailing The Far Side

Is Our Motor DONE?! New Boat, New Motor?! Going Over Every Nook & Cranny | S4:E16

Hey Everyone! So the inside is beautiful! But there is lots more to go over and to do! Making that list and checking it twice!! Also getting in the engine compartment to see if this old girl will turn over!! Apartment we stayed in Karens Place Izabal, Guatemala, Rio Dulce +502 3080 9903 Want to ...
You Won’t Believe What Happened These Past 3-Years!! Updated Custom Boat Tour In Guatemala S4:E14
Sailing The Far Side

You Won’t Believe What Happened These Past 3-Years!! Updated Custom Boat Tour In Guatemala S4:E14

Hey Everyone! Finally time to show off The Far Side!! So excited to be able to share this with you, raw reactions to the refit progress and such beautiful work by the Craftsmen at RAM!! Let me know what you think, and also stay tuned for the inside next week! Apartment we stayed in Karens Place I...
How To Get To The RIO DULCE, Guatemala From FLORIDA! Checking On Our CUSTOM Sailboat S4:E13
Sailing The Far Side

How To Get To The RIO DULCE, Guatemala From FLORIDA! Checking On Our CUSTOM Sailboat S4:E13

Hey Everyone! It's finally time to head to Guatemala!! The Far Side has gone through a lot these past few years and the end is drawing near! So getting to the RAM Marina from Guatemala City is quite the hike! 4.5-9 hrs depending on traffic and road conditions. Which the road conditions can get...
She’s Watching My Manhood Ep187
Sailing Intermission

She’s Watching My Manhood Ep187

My supervisor is watching me. It turns me on and is hard to keep my manhood from responding. I love peeling tape off of a newly painted surface. Forever working on Isabella. It's satisfying but a little too much sometimes. Watching Karen polish the stainless steel is certainly fun for me and sh...
No Sexual Innuendo Here Ep182 Edited
Sailing Intermission

No Sexual Innuendo Here Ep182 Edited

Getting on hands and knees, climbing the pole, poetry, CQR anchor, fish chasing dolphin, and dancing. It’s time for sprucing up Isabella. All hands on deck as Karen gets on her hands and knees to wash the deck clean. The wind generator pole is made of 316 stainless steel and still managed to attrac...
No Sexual Innuendo Here Ep182
Sailing Intermission

No Sexual Innuendo Here Ep182

Getting on hands and knees, climbing the pole, poetry, CQR anchor, fish chasing dolphin, and dancing. It’s time for sprucing up Isabella. All hands on deck as Karen gets on her hands and knees to wash the deck clean. The wind generator pole is made of 316 stainless steel and still managed to attrac...
Scrape Her Butt Ep176
Sailing Intermission

Scrape Her Butt Ep176

Frequent rolling thunder and lightning kept us tied up at the dock, but when that sultry weather window finally opened—with a high tide to match—you know we were ready. Cummins diesel fired up, bow thruster gave a sexy little purr, and off we went... until Isabella started moaning at just 1600 rpm. ...
Episode 7 – Tahiti to Little Harbour, Sandy along the way. “Love it or hate it” cruise, Part 7 of 11
SvSerenity

Episode 7 – Tahiti to Little Harbour, Sandy along the way. “Love it or hate it” cruise, Part 7 of 11

This is part 7 of 11 episodes of a series that officially kicks off the Serenity SV adventure. In this episode, we head from Tahiti down to Little Harbour, the home of Pete's Pub. We stop at Sandy along the way to do some snorkeling. Come see us at: serenitysv.com Chapters: 0:00 – Breakfast ...
Season Finale: Leaving GUATEMALA, THE FAR SIDE To Be Completed…Better Late Than NEVER S3:E20
Sailing The Far Side

Season Finale: Leaving GUATEMALA, THE FAR SIDE To Be Completed…Better Late Than NEVER S3:E20

Hey Everyone! Headed back to Key West, sorry for the delay on this video! But I am back! In this video I say bye to Mama and Papa who hang around in the country for a little while longer! But I don't head off alone, I hitch a ride with Taylor Francis and we head to the airport together! Tayl...
How LUCKY Are We?!? Two Times In One Week! Sailor Barry & Hailly
SailorBarry

How LUCKY Are We?!? Two Times In One Week! Sailor Barry & Hailly

Check out our in-depth review of the All Powers Solar Generator and its flexible 100-watt solar panels. Find out why this innovative technology could change the way you enjoy boating, sailing, or global water adventure tourism.
SICK In GUATEMALA Time To Find A FARMACIA, Watch An ERUPTING Volcano In ANTIGUA S3:E19
Sailing The Far Side

SICK In GUATEMALA Time To Find A FARMACIA, Watch An ERUPTING Volcano In ANTIGUA S3:E19

Hey Everyone! Well I guess I picked up an unwelcome hitchhiker (A stomach bug) while in Guatemala. Luckily they have curbside assistance at any Farmacia! Best place to get sick in my opinion. AND we ran into a familiar face as well!! Taylor from Taylor's Travels was also in Guatemala at the sa...
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