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A Short Sail to #Annapolis | Sailing 16
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Join us this week as we visit Annapolis, MD. This vlog ended up being pretty short because we ran into a small emergency once we hooked a mooring ball. Hope ...

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

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Time to STRETCH the BOAT BUDGET
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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 ...

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AFFORDABLE PERFORMANCE CATAMARAN – Let’s Do It!
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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 ...

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Why Sail? This is so much easier!
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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 ...

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When the SAILBOAT Dream DIES…
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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 ...

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BOAT SEARCH UPDATE & Yachtworld RED FLAGS
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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, ...

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

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What’s Next for The O’Kellys?
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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. ...

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Not How We Thought this Would End!
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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 ...

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Taking this week off…see you next week!
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#shorts ⛵️ SUPPORT OUR PRODUCTIONS - JOIN OUR CREW OF "DOERS" https://www.patreon.com/theokellys ⚓️ CURIOUS ABOUT 1:1 CONSULTING? ...

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The First Buyers Walked Away!
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Clarity is now SOLD! We sail 200 miles up to Grand Bahama for survey and sea trial and everything goes well. So well that the buyers sign the acceptance ...

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Step UP or Step DOWN – Catana 50 Sail & Review
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We are in the market for a new sailing catamaran, and our list of must-haves is pretty long. This week we sail on a Catana 50 and see if it lives up to the ...

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Can you guess what kind of boat this is?
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#shorts ⛵️ SUPPORT OUR PRODUCTIONS - JOIN OUR CREW OF "DOERS" https://www.patreon.com/theokellys ⚓️ CURIOUS ABOUT 1:1 CONSULTING? ...

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LAST HURRAH and We Break The Curse!!
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We finally break the O'Kelly CURSE - YUM - and share the Exumas with our best friends (and incredible musicians with the band El Cajon) of 25 years. Going out ...

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We got a new boat!
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#shorts ⛵️ SUPPORT OUR PRODUCTIONS - JOIN OUR CREW OF "DOERS" https://www.patreon.com/theokellys ⚓️ CURIOUS ABOUT 1:1 CONSULTING? ...

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11 TIPS on HOW TO BUY in a Seller’s Market – Plus Market Forecast
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The boat market is on 🔥 FIRE so today we share our tips for getting the USED boat of your dreams. Plus, Nick gets out his crystal ball and share's his forecast ...

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Sailing the ULTIMATE Performance Cruising Catamarans – Our Next Boat? (Patrons, check email)
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We sailed the Amazing Chris White Atlantic 72 ft performance catamaran Penmanship and it may have changed our course permanently. Is Clarity for sale? Stay ...

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BOAT LIFE – This DRONE is Possessed!!
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Beautiful sailing in the Ragged Islands and we try to capture it for you via DRONE, but once again the DJI Drone had other ideas. Growing up watching ...

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WE MAY NEVER LEAVE [The most beautiful place we’ve sailed to]
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Join us this week as we discover the BEST BEACH we've ever been to, and we had it all to ourselves!! We also enjoy a beautiful sail down to the Ragged Islands. ...

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WHERE to hide from a STORM [boat life]
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This week enjoy the BEST conditions in paradise - calm, clear waters AND some of the scariest - LIGHTENING! We'll show you where we hide in the middle of no ...

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GETTING $$$ TO SAIL LUXURY YACHT S1CH.45
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Call us delivery skippers! We have created a Patreon account, if you have been enjoying this production you can help support it continuing into the future ...

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CYCLONES ARE COMING BUT WE AIN’T RUNNING | PREPARING SAILBOAT FOR CYCLONE SEASON S1CH.44
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We're staying in cyclone territory to circumnavigate Australia, she'll be right! We have created a Patreon account, if you have been enjoying this production ...

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RISKING CYCLONES TO CIRCUMNAVIGATE AUSTRALIA (OUR OFFICIAL MASTER PLAN) S1CH.41
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Yep! thats right! we're sailing around Australia, we just fully called it! BUT we gotta wait out cyclone season first... We have created a Patreon account, if ...

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