Watch Sailing & Boating Adventures Around the World – Page 7 of 17

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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NEW CREW Explores Yelapa, Jalisco | Mainland Mexico | Sailing Avocet
Sailing Avocet

NEW CREW Explores Yelapa, Jalisco | Mainland Mexico | Sailing Avocet

Join the Sailing Avocet crew on a mesmerizing journey to Yelapa, Jalisco, where they immerse themselves in the charming village's culture, hike to breathtaking waterfalls, and encounter both triumphs and hilarities along the way. Embark on this unforgettable sailing adventure that showcases the...
Setting Sail: Our First Adventure Aboard the New Catamaran
Sailing Big Lost

Setting Sail: Our First Adventure Aboard the New Catamaran

Finally the time has arrived where we get to spend some time on our own catamaran and see for ourselves if we made the right decision purchasing The Big Dog. Join us as we once again sail the British Virgin Islands and learn how to sail our own sailing vessel. We are very excited to share our adve...
JAPAN – We’ve never made a video like this before.
The O'Kelly's

JAPAN – We’ve never made a video like this before.

In this episode of The O'Kelly's channel, join us for an unforgettable voyage through Japan. Witness the enchanting sights, experience traditional cuisine, and learn about sailing adventures and boat building within this fascinating country.
Why we (and others) haven’t bought a catamaran
The O'Kelly's

Why we (and others) haven’t bought a catamaran

We've escaped the MATRIX! Feels like we are on our second trip around the world looking for a boat...but ARE we looking for a boat anymore? Click here and use code OKELLYS3 for $3 off your first eSIM plan: This week's video takes you to several countries in pursuit of freedom. Might be th...
Is This the PRETTIEST Island You’ve Never Seen?
Sailing Paradise Falls

Is This the PRETTIEST Island You’ve Never Seen?

#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist Is Fatu Hiva a remote Island in the middle of the Pacific Ocean the prettiest island we've ever seen? This island is a paradise in the Marquesas. We hike to a beautiful waterfall and take in the stunning v...
UNDER CONTRACT on a PERFORMANCE CAT + life update
The O'Kelly's

UNDER CONTRACT on a PERFORMANCE CAT + life update

In this episode of 'The O'Kellys,' join them on their exciting quest to buy a new boat and get updates on life as they prepare for their upcoming adventures. Learn about the challenges, considerations, and exciting plans that await The O'Kellys in their sail towards a cruising li...
Rob ALMOST went to Jail in a Foreign Country!
Sailing Paradise Falls

Rob ALMOST went to Jail in a Foreign Country!

Rob almost went to jail in a foreign country. We arrived in Panama and had less than a week to prepare to transit the Panama Canal. Our daughter joined us as her spring break from Auburn coincided with our transit date. Unexpected encounter with police and difficulty renting a vehicle made for a st...
Performance vs Non-Performance Catamarans – Rethinking our Next Boat
The O'Kelly's

Performance vs Non-Performance Catamarans – Rethinking our Next Boat

We’ve learned a lot since we caught the Performance Catamaran bug, and wish this video existed when we began our search. Performance Catamaran questions everyone should investigate before purchasing. Thanks to our sponsor SEED: click  get 25% off Seed’s DS-01® Daily Synbiotic with our code: OKELLY25...
End of the Road with Outremer – Atlantic Crossing Part 3
The O'Kelly's

End of the Road with Outremer – Atlantic Crossing Part 3

Our final days crossing the Atlantic on the Outremer 55 Moonshot were spent dodging thunderstorms and motoring the last couple hundred miles to the British Virgin Islands. Not the glorious ending we were all expecting, but when the wind leaves your sails flogging, you still have to move forward. We ...
HUGE FAIL Mid-Ocean -Outremer 55 Atlantic Crossing Part 2-
The O'Kelly's

HUGE FAIL Mid-Ocean -Outremer 55 Atlantic Crossing Part 2-

IT ALWAYS HAPPENS AT NIGHT! This Outremer 55 catamaran has some serious horsepower and the right sails for the right conditions. As we continue our Atlantic crossing, we have great luck with a symmetrical spinnaker, and terrible luck with the asymmetrical spinnaker. ⛵️ FOR BEHIND THE SCENES UPDATES...
A Rough Start – Outremer 55 Atlantic Crossing
The O'Kelly's

A Rough Start – Outremer 55 Atlantic Crossing

Oh yeh, "fun" in 15 foots seas aboard a performance boat! A "good enough" window to leave the Canary Islands sends us into rough weather for a few days. We talk routing, which weather models are "best," and when to use which. We also check in with Megan back in Texas wh...
I won’t cross without it.  MID-ATLANTIC UPDATE
The O'Kelly's

I won’t cross without it. MID-ATLANTIC UPDATE

I won't sail open water without some very specific equipment aboard this Outremer 55 catamaran. Plus I give a tour/explaination of our B&G navigation equipment. Tracker: 00:00 Intro 02:00 Satellite Coms 08:01 B&G Interface 17:27 Thank You ⛵️ FOR BEHIND THE SCENES UPDATES & TIPS,...
Sailing Family’s BIGGEST Challenge Meets Local Kindness
Sailing Paradise Falls

Sailing Family’s BIGGEST Challenge Meets Local Kindness

#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist 🏆 Looking for boating spreadsheets, inside info or wanna help keep the dream alive? Support us on PATREON: ⚓Want to know what GEAR WE LOVE? Check out our AMAZON Storefront: 🎬 Start fro...
Are Performance Catamarans MORE Comfortable at Sea? Mid-Atlantic Update
The O'Kelly's

Are Performance Catamarans MORE Comfortable at Sea? Mid-Atlantic Update

Are performance cruising catamarans like the Outremer or Balance or HH more comfortable at sea than a slower, heavier cat like a Leopard, Lagoon, or Fountain Pajot? I give you my opinions on that, from part way across the Atlantic Ocean. ⛵️ FOR BEHIND THE SCENES UPDATES & TIPS, JOIN OUR COMMUN...
Leaving in a STORM (of sorts)
The O'Kelly's

Leaving in a STORM (of sorts)

A ton of work to do in the final days before departure from France aboard the beautiful Outremer 55, Moonshot. It was a team effort as the crew from Outremer Catamarans burned the midnight oil to get us off the dock on time. ⛵️ FOR BEHIND THE SCENES UPDATES & TIPS, JOIN OUR COMMUNITY ⚓️ LOO...
Surviving STORMS in West End BAHAMAS
Sailing Paradise Falls

Surviving STORMS in West End BAHAMAS

Surviving storms in West End Bahamas wont be easy. #sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist 🏆 Looking for boating spreadsheets, inside info or wanna help keep the dream alive? Support us on PATREON: ⚓Want to know what GEAR WE LOVE? Check...
TOO MUCH SAIL? Pushing the limits of the Outremer 55
The O'Kelly's

TOO MUCH SAIL? Pushing the limits of the Outremer 55

Confidence comes from knowing where the limits are. This week we push the Outremer 55 hard in strong winds to see what the boat can take. We have professionals aboard in case something goes wrong in a hurry. Will we be ready to cross the Atlantic in a couple weeks? ⛵️ FOR BEHIND THE SCENES UPDATES...
A CRAZY PLAN FOR THIS OUTREMER 55
The O'Kelly's

A CRAZY PLAN FOR THIS OUTREMER 55

Welcome to the Outremer 55, Moonshot. Let's have a look around and go for a sail! This is one SERIOUS performance catamaran, and yet still one of the most comfortable cats we've ever been on. Comfort and performance...what should we do with it? How about an audacious plan to sail some SERI...
You just drop anchor? (in one of Dutch largest Nature Parks); S3/E22
Sailing MV Lady Liselot

You just drop anchor? (in one of Dutch largest Nature Parks); S3/E22

Not able to explore the Dutch rivers and canals due to waiting on engine rebuild, I share some beautiful footage of last summer. So Join me on MV Lady Liselot's breathtaking voyage through Europe's majestic yet challenging hidden waterways. Witness the excitement and adventure as Henk-Jan ...
Moving Aboard Our DREAMBOAT – Did we just get a free catamaran?
The O'Kelly's

Moving Aboard Our DREAMBOAT – Did we just get a free catamaran?

We take the keys to a beautiful Outremer 55 for the adventure of a lifetime. The plan is in fast-forward motion as we prepare to cross the Atlantic in a matter of weeks. Join us as we fly back to France to get the party started! Get an exclusive Surfshark Holiday deal! Enter promo code OKELLYS to ge...
Dinghy Adventures Just to Get Groceries!
Sailing Paradise Falls

Dinghy Adventures Just to Get Groceries!

#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist 🏆 Looking for boating spreadsheets, inside info or wanna help keep the dream alive? Support us on PATREON: ⚓Want to know what GEAR WE LOVE? Check out our AMAZON Storefront: 🎬 Start fro...
Opportunity of a Lifetime – Next Steps Revealed
The O'Kelly's

Opportunity of a Lifetime – Next Steps Revealed

The opportunity of a lifetime to sail an Outremer 55 performance catamaran requires a lot of gear...from foul weather gear to camera equipment, it all has to get to France soon. We'll also be answering your questions! Join us in Portland, Oregon as we say our goodbyes and get ready for a grand ...
Conquering Giants: Exploring Nazaré, Home of the World’s Biggest Waves Episode 132
Sailing Gargoyle

Conquering Giants: Exploring Nazaré, Home of the World’s Biggest Waves Episode 132

Have you ever wondered about the surfers that dare to ride the really big waves? How do those waves form, who are the men and women who attempt them and where do they find them? This week we answer those questions as we explore the Portugues coastal town of Nazare, home to the largest waves ever sur...
Are You PREPARED for the CRAZY World of Catamaran Boat Work?
Sailing Paradise Falls

Are You PREPARED for the CRAZY World of Catamaran Boat Work?

We arrive at Just Catamarans in Dania Beach, FL and more boat work begins. Lots of boat projects get completed with an unfortunate turn of events. #sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist 🏆 Looking for boating spreadsheets, inside info or wanna he...
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