The O'Kelly's
March 13, 2007 SAILING YOUTUBERS
We’ve been together for 30 years and have had three monohulls and one catamaran (Clarity) over the past 20 years. We FINALLY found our next boat and are so excited to share it with you in 2023! If you want behind the scenes/real time updates we’d love to have you join our incredible community of like minded “doers” on Patreon. We literally couldn’t make these videos without the support of our community! If you’re considering the cruising life, we offer 1:1 consulting over Zoom so check out www.sailclarity.com/consulting if you’re interested. It’s a privilege to be able to share it with you all so THANK YOU to all of you who make it happen!
Nick is a meteorologist and pilot, so we may be talking a bit about that as it relates to sailing. Megan was in high tech recruiting and has been a life long seamstress – see her channel below. We have a couple other channels: O’Kelly Tech and our philosophical, meditative meanderings – MONKEYS ON A ROCK – see below.
The O'Kelly's Journey and Videos Locations
The O'Kelly's Latest Episode
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The O'Kelly's Lastest Videos

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 tha...
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...
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 sett...
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 head...Watch The O'Kelly's From The Beginning!

Crescent Lake
A meditative start to a beautiful day at Crescent Lake, near Rockaway Beach on the Oregon coast. Cool dewdrops on lakeside leaves twinkle as the air starts to warm. The sun peaks over the coast range hills, and trees light up with the first light.
Behind the scenes in Tonga
Behind the scenes look filming in the South Pacific. We travel by airliner, puddle-jumper, tuk-tuk, panga, and dingy to Vava'u, Tonga. It's worth it though, as we get a taste of crystal-clear blue waters, friendly natives, and comfortable trade winds.
Washington Park Japanese Gardens
Spend some quiet time next to waterfalls and flora of the Japanese Gardens, in Washington Park, nestled in the west hills of Portland, Oregon.
Eagle Harbor
Small islets stand guard as waves lap at your feet in a private cove just north of Eagle Harbor on the east side of Cypress Island, one of the eastern San Juan Islands. Just a few passing cirrus clouds as the run rises higher above the northern Cascade mo...
Blind Island
A serene start to a beautiful day in the San Juan Islands of Washington State. Cobalt blue skies give way to magenta over Mt. Baker in the NE sky. Birds call as the sky brightens. Blind island is a 2 acre park off the north end of Shaw Island, where "hu...
E Oregon Fire
A brush fire burns near the Johnny Creek Ranch of Eastern Oregon on a late summer afternoon. The music of Bruce Kaphan is featured, the track entitled "Undeserved Ending," from his acclaimed album, "Slider."
Blue Lagoon Island
A static shot of Blue Lagoon Island at the southern end of the Vava'u Group in Tonga. This spot epitomizes the South Pacific Experience: Crystal clear blue water, warm trade-wind breeze, and not a soul to be found.
PreDeparture Fears -Dream vs. Reality Video Series Part 3
What fears do yo have about cruising? Storms, pirates, and sinking? The most paralyzing fears will be of a completely different nature. In the end, you just have to go.
Relationships Change While Cruising – DvR Video Series Part 6
Cruising together on a small boat will make or break any relationship.
Roles Change – DvR Series Part 7
Pink vs. Blue jobs? It's more complicated than that for most couples setting off on a grand sailing adventure.
On Passage – DvR Video Series – Part 8
Storms? Breakdowns? Pirates? Rationing food and water? We uncover the truth about the challenges of the longest passages.
“South Pacific Realities” DvR Series Part 9
Does The Dream of white sand beaches and crystal-clear blue water live up in reality? In Part 9 of the Dream vs. Reality video series, we talk about what awaits in the tropics.
“The Hard Times” DvR Series Part 10
What causes the biggest stress for a crew of two? Storms? Pirates? Try fuel systems and electrical problems.
Taking Off – DvR Video Series – Part 5
Leaving for the trip of a lifetime can stir some powerful emotions.
Preparing to Sail Away – Dream v. Reality Part 4
For most of us, getting ready to sail away is more than buying a boat.
Before Cruising – Dream vs Reality Video Series Part 1
Part 1 of The Dream vs. Reality series of cruising videos. We introduce four couples who made The Cruising Dream a reality. In this segment, we give you a short background on: Rick and Corbie Von Stein, Ben and Lisa Newton, Pat and Ali Schulte, and Jann...
Zion Drive
Zion National Park. Drive from the South Campground to the East Entrance. Beautiful. The music is a portion of the 9 Beet Stretch, by Scandinavian sound artist Leif Inge, which is Beethoven's 9th Symphony slowed down to play over 24 hours.
Yuba State Park, UT
Fetch, Paddleboarding, and Chilling out at Yuba State Park in Utah. I produced the music for this video too! My first "song."
Southern UTAH 2015
Our RV adventure this fall took us to Lake Powell, Navajo National Monument, Needles Overlook, Canyonlands National Park, Moab, Slickrock Trail...Taking the back roads paid off this time. Featuring original music of your's truly! I'm calling this piece, "L...
Birth of The Dream
Part 2 of The Cruising Dream vs. The Cruising Reality, we hear how and why couples decide to set off for an epic trip
Outremer 55 “Plaisir” Seatrial
We surveyed (attempted to survey) this 1992 Outremer in Sint Maarten in spring of 2016. The engine died outside of Marigot Bay so we couldn't even haul the boat out, so that was that. Overall this was just too big a project for us to take on. But she FLEW ...
Voyage 440 Catamaran bridgedeck slamming WARNING – BORING
This is a very boring video shot from the salon of the Voyage 440 named Nike as we sail in light chop off Tortola. The bridgedeck slamming was terrible on this boat. We rejected the boat after this survey/seatrial.
Outremer 55 Test Sail 1
Outremer 55 Test Sail reaching for the most part.
Plaisir Exterior
Unedited of the exterior of Plaisir
Voyage Mayotte 500 “Sea Chateau” Walkthrough
Sea Chateau is a 1997 Voyage Mayotte 500 for sale in the BVIs (as of September 2016). The boat is very well kept by the liveaboard owners who have run a successful charter business for several years. I have no connection to the boat or the sale other than ...
New Ride for Hurricane Season
This is a Flip Pack on a Toyota Tacoma 4x4. After doing the RV thing a couple different ways, this year we are going minimalist and hoping to get off the pavement a bit more.
Freedom
Why do we do this? There are easier ways to travel. Faster. Less expensive. More comfortable. But over and over again, we return to cruising sailboats to give us that feeling we can't get any other way. This video is a montage review of how this whole cr...
Making Time
This is the backstory - where the current adventure begins. We sell the house and hit the road (and skies, etc) in pursuit of a little more time. Maybe we find a big catamaran to carry us away, and maybe not. In this episode, we make a dash across countr...
Sail Clarity
Shroud Cay, Exumas
Conception Is Ambient
Conception Island in the far SE Bahamas. Just a typical day on Clarity...a little paddling, snorkelling, and playing with Sugar. I call the tune Brunny. I produced it with a Linnstrument and Logic Pro X iTunes Podcast: https://podcasts.apple.com/us/podcas...
End of Caribbean Sailing Season 1
We finish our trip up from St. Maarten with a cruise through the northern Exumas, Shroud Cay, the Berry Islands, and turn west towards Flarida. And someone has a birthday! I couldn't remember who the name of the original tune, but I remixed it with Logic ...
Buying a cat was harder than we thought…
Conversion for cruising: https://youtu.be/izMqIfbj3_A Boat tour: https://youtu.be/5bgNEO-QKcc 5 deals, 4 surveys, almost a year of shopping to find our current boat. We learned a lot! iTunes Podcast: https://podcasts.apple.com/us/podcast/under-the-sheets...
Getting Started
We take delivery of Clarity in Sint Maarten and begin the refit before heading north to start our adventures in the British Virgin and US Virgin Islands. Music is of course the one and only Cranberries with Dolores O'Riordan's (RIP) ghostly vocals. I slow...
Puerto Rico to Bahamas
We go a little stir crazy waiting for parts in Puerto Rico and have an alien invasion in the Bermuda Triangle...strangest thing we've ever seen at sea! Nick produced the tunes for this video with my Linnstrument and Logic Pro X iTunes Podcast: https://po...