Watch Sailing & Boating Adventures Around the World
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MEXICO SAIL – THIS BOAT IS LOADED!
Banderas Bay is a sailor's paradise, especially sailing aboard a catamaran. In this video we check out the beautiful Lindenberg 65, Force, and go for a sail aboard a Leopard 48. We sailed here in 2003 when we were "baby cruisers" and got married. We'll recap everything we've...
We Chased a Boat to Indonesia
You just never know where the path will lead. Indonesia was not on our bucket list, but when a very cool boat appeared to be for sale in Lombok, we jumped on a plane to have a look. While the boat didn't work out (spoiler), the trip was transformative for us. Find the O'Kelly Annex here: ...
SPAIN – we should move here!
Finishing our circumnavigation by airplane, we find ourselves in La Cruz, Mexico within sight of where we were married in 2004. Join us for an epic roadtrip through Spain and Portugal: Santa Pola, Osuna, Alvor, Sevilla, Grenada, Valencia, and then on to Madrid before we fly out to Bali. Exclusive $3...
4 Years to find their DREAM BOAT – Hammerhead 54 Trimaran
Patience and hard work pay off! This Chris White's Hammerhead 54 trimaran has been transformed over the last year by a couple of the most knowledgeable and accomplished sailors you will ever meet. It was a pleasure to hang out on Spirit XL in the Whitsundays to see what she can really do! We we...
Catamaran Sailors Switch Back to a Monohull
Not just any monohull though...a nearly new Hallberg-Rassy 44. And how does one hull compare to two after all of these years on catamarans. We also cruise a lovely Kadey-Krogen 58 out to the Bahamas which helps us decide what's most important to us in our next boat. ⛵️ FOR BEHIND THE SCENES UP...
Medical Emergency on a BOAT In Europe – $$ OUCH!
Off to sail in Mallorca, Spain — what could go wrong? At least we’ll sleep great with Beam Dream! Visit shopbeam.com/OKELLYS35 and use code OKELLYS35 for up to 35% off to try it yourself! ⛵️ FOR BEHIND THE SCENES UPDATES & TIPS, JOIN OUR COMMUNITY ⚓️ LOOKING FOR HELP ON BUYING A BOAT - LET&#...
Why our Cruise Ended too Soon!
Getting pooped on by a bird is good luck? Or is it a bad omen? After an enjoyable stretch in the Bahamas shaking down a brand new Leopard 45, we find ourselves asking, "what's next?" Fate (or a bird with diarrhea) intervenes to make the decision for us. ⛵️ FOR BEHIND THE SCENES UPDAT...
The REAL Reason we Borrowed this $1.1M Catamaran
Shaking down the brand new Leopard 45 had a second purpose: a shakedown for US! We came into this not sure whether we wanted to head out again on our own boat. This cruise to the Exumas helped us decide! ⛵️ FOR BEHIND THE SCENES UPDATES & TIPS, JOIN OUR COMMUNITY ⚓️ LOOKING FOR HELP ON BUYIN...
RAW & REAL BOAT LIFE – Zero Drama in the Exumas
Sit back with a cuppa and just chill with The O'Kellys + Ma this week in the Exumas aboard a beautiful new Leopard 45. Absolutely no drama in this episode. None. And that's what's called for right now. A bit of chill. With Ma! ⛵️ FOR BEHIND THE SCENES UPDATES & TIPS, JOIN OUR COM...
Shakedown Cruise! What needs fixing after 1 month on this $1.15m Catamaran
Shaking down a new boat is critical to long-term cruising success. You gotta know what needs fixing, what needs customization, and what kinds of parts and tools will be needed OUT THERE for your particular boat and cruising plans. The best way of doing that is getting off the dock and out into the a...
STRAIGHT TALK – Honest thoughts on SAILING the Leopard 45
What does performance even mean? We take you on our first sail to the Exumas and give you our honest opinion of the Leopard 45 catamaran. Is this a condo-maran? What do we like, what do we not like? We give it to you straight! ⛵️ FOR BEHIND THE SCENES UPDATES & TIPS, JOIN OUR COMMUNITY ⚓️ LO...
Living the Dream (and Nightmare) on a Borrowed $1M Catamaran!
We do in 2 weeks what most owners do in 2 months. A sprint to get this brand new Leopard 45 catamaran off the dock and shaken down for her new owners. Things go well until we get to Nassau, Bahamas to check in. That's where a neighbor boat has trouble setting his anchor! Megan saves the day! C...
They gave us a $1.1M Catamaran
They gave us a brand new Leopard 45, loaded to the gills with the best aftermarket upgrades, and they gave it to us free to use for a couple of months at least...and man o'man did we need it! After another boat purchase fell through in New Zealand, we headed back to our old stomping grounds, th...
We Tried to Buy Another Boat
We thought we'd found our dream catamaran in French Polynesia, but, spoiler alert...it was far from a good dream. If the cruising life is full of high highs and low lows, and so is the boat buying process. We find ourselves wondering if all of the searching is worth it! Go to for 4 extra month...
Sailing Stunning French Polynesia – Emergency Kit – Whales!
Cruising is a balance of awesomeness and difficulty. We return to the cruising life on our friends' Lagoon 42, Sabado in French Polynesia to see if the fire was still burning. Huge shout out and thank you to Holly and Ray, we love you guys! Tahiti, Mo’orea, Raiatea and Bora Bora did not disappo...
Why We Left YouTube – Now Let’s Make Something!
Meeting the builder of a wooden Dix470 catamaran in Japan helped us change course, back to our roots as builders and creators. We also go sailing in Japan! As we return to friends and family in Oregon, we have a new hunger for returning to the sailing life...aboard a yacht of our own making. ⛵️ FOR...
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
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...
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...
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
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-
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
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...