Watch Sailing & Boating Adventures Around the World – Page 3 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.

Showing 49-72 of 80 results
THIS is our NEXT BOAT!
The O'Kelly's

THIS is our NEXT BOAT!

Thank you all for your patience! We can't wait to introduce you to our next catamaran. It was worth the wait. We are in real time with this video and excited to continue sharing the adventure with you from Gold Coast, Australia. We have big plans for our new floating home which we’ll share in t...
Catamarans NOT Allowed!
The O'Kelly's

Catamarans NOT Allowed!

Can you believe they don't allow cats in the Sydney to Hobart race? Join us for a front seat view of the start of the 2022 Sydney to Hobart ocean race. We also introduce to you Allan Forbes from Genuine Risk, a 90ft Dufour Super Maxi, who is preparing for the 2023 Sydney to Hobart Race. Then we...
Spectacular New Zealand MEGASODE
The O'Kelly's

Spectacular New Zealand MEGASODE

New Zealand is so spectacular, it deserves it's own mega-episode. From Milford Sound to the volcano island of Whakaari to Wanaka to Abel Tasman Park, incredible views and an endless opportunity for adventure. From roughly one terabyte of footage, we've condensed a mix of our life into the ...
So You THINK You Want a Performance Catamaran – WATCH THIS FIRST
The O'Kelly's

So You THINK You Want a Performance Catamaran – WATCH THIS FIRST

Go to to get started on your first purchase and receive a FREE 1-year supply of Vitamin D3+K2 and 5 travel packs. Thanks to Athletic Greens for sponsoring today's video! So you think you want to buy a performance cruising catamaran? Get ready to watch the wind very closely! The margin for err...
MAJOR MELTDOWN – The Show Must Go ON!
The O'Kelly's

MAJOR MELTDOWN – The Show Must Go ON!

Sometimes the gremlins get hold of matches and there's nothing left to do but start over. This week we give you a real-time update on our travels in Melbourne, South Australia. We pet koalas (not really, that's illegal), visit with a wombat, and trip out with highly intelligent ferns. Patr...
We Found OUR BOAT in the Whitsundays!
The O'Kelly's

We Found OUR BOAT in the Whitsundays!

We sail the Whitsundays, Australia's world famous cruising grounds on a Seawind 1160. We install Starlink in a matter of minutes and serendipity strikes out of nowhere and a chance meeting two years ago leads us to the boat of our dreams. If you want the inside scoop and play by play, now is a ...
How to 3D Print a Performance Catamaran
The O'Kelly's

How to 3D Print a Performance Catamaran

Catamaran Boat Building 4.0 in Australia! We take you to Cure Marine on the Sunshine coast where they have the largest 3D printer in the Southern Hemisphere Adm they are going to use it to build a high performance carbon catamaran. They hope too launch their 55 in 2023. Then we go racing on Zero, a ...
Land Cruising New Zealand airbnb Style
The O'Kelly's

Land Cruising New Zealand airbnb Style

Thinking of traveling New Zealand by airbnb? You are in for a real treat. This is an adventure and nature lover's dream come true. But how to tour it right? Rent an RV? Sail around on a boat? Well, we tried something different this time and stayed in 24 locations in 60 days. We learned a lot. C...
BIG Changes in the Catamaran Market. We talk to the President(s)
The O'Kelly's

BIG Changes in the Catamaran Market. We talk to the President(s)

Some catamaran boat prices are rising, and some are falling. There is a lot of uncertainty in the financial market right now. This week, we try to get a little perspective by looking at the fundamentals. Then we chat with the president of Balance Catamarans, Phil Berman, and the president of HH Cata...
THIS Outremer 55 Performance Catamaran is NOT Ready to CIRCUMNAVIGATE
The O'Kelly's

THIS Outremer 55 Performance Catamaran is NOT Ready to CIRCUMNAVIGATE

The search for our next blue water, performance catamaran continues this week in New Zealand. It's an Outremer 55 Standard that hasn't hit the market yet. The seller assures us it's "ready to circumnavigate" which is perfect since we're ready to circumnavigate. It sound...
CALLING OFF THE CATAMARAN SEARCH IN NEW ZEALAND
The O'Kelly's

CALLING OFF THE CATAMARAN SEARCH IN NEW ZEALAND

Cancelled flights, psycho sellers, and a 50 degree temperature swing in just a few hours....the roller-coaster ride of the South Pacific has shown us that flexibility is key. Just when you think all is lost, a new path emerges. And all the while, we do our best to keep on laughing. ⛵️ SUPPORT OUR P...
WHY won’t they let us on their BOAT?  -SoPac Boat Hunt-
The O'Kelly's

WHY won’t they let us on their BOAT? -SoPac Boat Hunt-

Go to to get started on your first purchase and receive a FREE 1-year supply of Vitamin D3+K2 and 5 travel packs. Thanks to Athletic Greens for sponsoring today's video! To say things didn't go to plan on our trip to the South Pacific is the understatement of the year. After our crewing ...
BOAT NERDS UNITE! An Update from French Polynesia
The O'Kelly's

BOAT NERDS UNITE! An Update from French Polynesia

Regular video returns next week, but this week we have a special treat over on the O'Kelly Tech Channel. Watch it here: Learn more about Young Barnacles here: Learn more about Markus Moser here: ⛵️ SUPPORT OUR PRODUCTIONS - JOIN OUR CREW OF "DOERS" ⚓️ CURIOUS ABOUT 1:1 CONS...
TRAINING TO AVOID DANGER ON A PERFORMANCE CATAMARAN
The O'Kelly's

TRAINING TO AVOID DANGER ON A PERFORMANCE CATAMARAN

This video could change how you sail! Olympians, World Champions, Hall of Famers! We have got some VERY cool friends. When we met out at a deserted island years ago, little did we know that Annie Gardner and Eric Witte on the Catana 472, El Gato were such accomplished sailors. This week, we soak up ...
Dream Boat Dashed & A Lithium Battery WARNING!
The O'Kelly's

Dream Boat Dashed & A Lithium Battery WARNING!

With boats, as in life, sometimes you gotta make a turn when you get to a red light. And in trying to make a deal for our dream boat, Javelin, the Atlantic 55, there were just too many red lights to risk $10,000 to survey the boat. So we packed it in. Alas, all is not lost as when one door closes, a...
THIS will END our Cruising & Other Learnings from 20 years Sailing
The O'Kelly's

THIS will END our Cruising & Other Learnings from 20 years Sailing

We made a lot of mistakes over the years, but hopefully we've learned a thing or two. As we get ready to hop aboard our (hopefully) next boat down in a place we know very well, we realized that it was 20 years since we jumped into this cruising thing. ⛵️ SUPPORT OUR PRODUCTIONS - JOIN OUR CRE...
Time to STRETCH the BOAT BUDGET
The O'Kelly's

Time to STRETCH the BOAT BUDGET

One door closes and another door opens, isn't that the saying? Well, in our pursuit of the next cruising catamaran, we are finding that agility is the name of the game and no one seems certain what is for sale and for how much. ⛵️ SUPPORT OUR PRODUCTIONS - JOIN OUR CREW OF "DOERS" ...
AFFORDABLE PERFORMANCE CATAMARAN – Let’s Do It!
The O'Kelly's

AFFORDABLE PERFORMANCE CATAMARAN – Let’s Do It!

This week we venture to our old stomping grounds in the San Francisco Bay Area to look at a boat that’s no exactly for sale. It’s an Outremer 55 Light, a boat we actually looked at 6 years ago when we were searching for Clarity. ⛵️ SUPPORT OUR PRODUCTIONS - JOIN OUR CREW OF "DOERS" ⚓...
Why Sail? This is so much easier!
The O'Kelly's

Why Sail? This is so much easier!

Why even sail? Powerboats are so much more convenient and luxurious. This week we head on a Cheoy Lee motoryacht to experience the dark side first hand. Will we return to the wind? ⛵️ SUPPORT OUR PRODUCTIONS - JOIN OUR CREW OF "DOERS" ⚓️ CURIOUS ABOUT 1:1 CONSULTING? 🎙 WEEKLY PODCAS...
When the SAILBOAT Dream DIES…
The O'Kelly's

When the SAILBOAT Dream DIES…

Expect the unexpected! Life throws curveballs all the time, and it's another reason to take the passion and turn it into a plan as fast as possible... This week we check out a couple of trimarans and go racing with friends on their monohull. It was Megan's first ever race! Plus, we get se...
BOAT SEARCH UPDATE & Yachtworld RED FLAGS
The O'Kelly's

BOAT SEARCH UPDATE & Yachtworld RED FLAGS

We are jonesing to get back out on the water, and hopefully on our new cruising catamaran. But we are tough buyers! We want it all: performance, good price, and high quality. And since we've been spending so much time on Yacthworld, we've noticed a few issues with some of the listings...re...
So You Think You Want to Go Cruising on a Sailboat?
The O'Kelly's

So You Think You Want to Go Cruising on a Sailboat?

Free advice! We've consulted with over 100 future-cruisers, and some themes come up so often, we just had to share. 1. Is cruising right for you? 2. Which boat is right for you? 3. Purchasing process 4. Budgeting 5. Outfitting 6. Working Remotely 7. Ideal countdown to departure ⚓️ CURIOUS ABO...
What’s Next for The O’Kellys?
The O'Kelly's

What’s Next for The O’Kellys?

We've had a few medical issues keeping us on the sidelines recently, but the slower pace has given us a chance to reflect and regroup. It's been a good thing. This week we update you on our plans, for our next boat and our new home! ⛵️ SUPPORT OUR PRODUCTIONS - JOIN OUR CREW OF "DOER...
Not How We Thought this Would End!
The O'Kelly's

Not How We Thought this Would End!

Moving is never easy and much tougher with one good leg! We sell our beloved catamaran Clarity without ever meeting the new owners, and things don't go smoothly for us as Megan takes a tumble and breaks her foot. ⛵️ SUPPORT OUR PRODUCTIONS - JOIN OUR CREW OF "DOERS" ⚓️ CURIOUS AB...
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