Watch Sailing & Boating Adventures Around the World

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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Charting New Waters:  GOODBYE Rio Dulce!
Sailing Big Lost

Charting New Waters: GOODBYE Rio Dulce!

After 102 days in the beautiful Rio Dulce, Guatemala, we're finally ready to set sail and embrace the freedom of the open ocean! Join us as we bid bittersweet farewell to this stunning location, where we've spent countless hours on boat work and soaking in the local culture. While leaving...
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...
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...
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...
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...
SUMMITING The HIGHEST Peak In The BAHAMAS! E52
Sailing Wind Therapy

SUMMITING The HIGHEST Peak In The BAHAMAS! E52

There are lots of fun things to do while Exploring Cat Island. Starting with catching four Mahi-mahi on the way over. Have you ever summited the highest peak in a country before? We now have. The Hermitage monastery was built in 1934 on the highest peak on Cat Island. In fact, it’s the highest peak ...
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...
The First Buyers Walked Away!
The O'Kelly's

The First Buyers Walked Away!

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 contract. But ten days later, they have a change of heart. It was all too much for them. We've all been there, this is a big commitment! ⛵️ ...
Step UP or Step DOWN – Catana 50 Sail & Review
The O'Kelly's

Step UP or Step DOWN – Catana 50 Sail & Review

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 reputation. But could we adapt to the helm position on these boats? ⛵️ SUPPORT OUR PRODUCTIONS - JOIN OUR CREW OF "DOERS" ⚓️ CURIO...
LAST HURRAH and We Break The Curse!!
The O'Kelly's

LAST HURRAH and We Break The Curse!!

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 on a HIGH NOTE! El Cajon - ⛵️ SUPPORT OUR PRODUCTIONS - JOIN OUR CREW OF "DOERS" ⚓️ CURIOUS ABOUT 1:1 CONSULTING? 🎙 ...
11 TIPS on HOW TO BUY in a Seller’s Market – Plus Market Forecast
The O'Kelly's

11 TIPS on HOW TO BUY in a Seller’s Market – Plus Market Forecast

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 for the used boat market. ⛵️ SUPPORT OUR PRODUCTIONS - JOIN OUR CREW OF "DOERS" ⚓️ CURIOUS ABOUT 1:1 CONSULTING? 🎙 WEE...
Sailing the ULTIMATE Performance Cruising Catamarans – Our Next Boat? (Patrons, check email)
The O'Kelly's

Sailing the ULTIMATE Performance Cruising Catamarans – Our Next Boat? (Patrons, check email)

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 tuned… We also hear the incredible story of Leopard’s resurrection after floating upside down in the Atlantic for 7 months. ⛵️ SUPPORT OUR PR...
BOAT LIFE – This DRONE is Possessed!!
The O'Kelly's

BOAT LIFE – This DRONE is Possessed!!

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 Gilligan's Island we thought quicksand was a real threat in paradise. Turns out it does exist off Double Breasted in the Raggeds! Thank you so ...
WE MAY NEVER LEAVE [The most beautiful place we’ve sailed to]
The O'Kelly's

WE MAY NEVER LEAVE [The most beautiful place we’ve sailed to]

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. --Moriah Harbor is located just a few miles south of George Town, Exuma, but conditions have to be right for a visit. Less wind and the...
WHERE to hide from a STORM [boat life]
The O'Kelly's

WHERE to hide from a STORM [boat life]

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 where, far from the safety of a marina. Levain Bakery Dark Chocolate Chocolate Chip Copycat Cookies Prep Time -25 mins Cook Time -10 min...
Don’t Let THIS Happen to You! – The Mini Refit Continues [Boat Life]
The O'Kelly's

Don’t Let THIS Happen to You! – The Mini Refit Continues [Boat Life]

We were careful shoppers and did our research and STILL ended up with crappy anchor chain! When we went to return it, drama ensues. But later that day our fortunes turn as we have a brush with real celebrity! Also, we replace our running rigging and hang out with puppies and peacocks! Patreon: Co...
3 Years in 3 minutes! Full-time live a-boards for 3 Years,  the time goes by! Sailing Ocean Fox
Sailing Ocean Fox

3 Years in 3 minutes! Full-time live a-boards for 3 Years, the time goes by! Sailing Ocean Fox

#promoteyourchannel #livingontheboat We have been living full time on our boat for 3 Years now. What a journey...47 countries, 25,000 nautical miles in, 2 Atlantic crossings and a few Storms on the way. We can't believe how much we have done in such a short period of time. We have to thank you...
Off to the Yard. We are FINALLY moving! Sailing Ocean Fox Ep 157
Sailing Ocean Fox

Off to the Yard. We are FINALLY moving! Sailing Ocean Fox Ep 157

#antifowling #jobsontheboat We are back with the story of our life. we hope you enjoyed the seven interviews of Sailors Stories. Unfortunately we didn't get enough views to keep them going as it is a lot of extra work. But please leave a comment below. This week we fit a new solar controlle...
Sailors Stories. The story of Neil and Jill.Sailing Ocean Fox Ep 157
Sailing Ocean Fox

Sailors Stories. The story of Neil and Jill.Sailing Ocean Fox Ep 157

#sailingtheworld #cruisers This week we are with Jill and Neil and their two girls Alice and May onboard of their Bavaria 49. They left the UK in September to start their new life living aboard. They also have a YouTube channel called Sailing Alice May, I will leave you the link bellow for you to ...
Sailors Stories.The story of  Magnus and Camila.Sailing Ocean Fox #156
Sailing Ocean Fox

Sailors Stories.The story of Magnus and Camila.Sailing Ocean Fox #156

#sailinglife #nature This week on Sailors Stories we meet Magnus and Camila on their rather nice Superyacht Timeless. They have traveled down from Sweden and are in the Algarve coast. Thanks for watching! Please subscribe and leave a comment. To support our work ❤️ Our videos are free for ever...
Sailors Stories  with Frits & Marleen. Sailing Ocean Fox Ep 155
Sailing Ocean Fox

Sailors Stories with Frits & Marleen. Sailing Ocean Fox Ep 155

#inspirationalstories #storytelling This week on Sailors Stories we are with Frits and Marleen on their catamaran. They built their boat 30 years ago and have been sailing around the world ever since. If you are enjoying these Sailors Stories please consider to subscribe to our channel. Thanks for...
Sailors Stories Ep4. Graham & Kelly.FAIRYTAIL. Sailing Ocean Fox Ep154
Sailing Ocean Fox

Sailors Stories Ep4. Graham & Kelly.FAIRYTAIL. Sailing Ocean Fox Ep154

#sailinglife #nature This week on Sailors Stories we meet Graham and Kelly and their beautiful Jeanneau 44DS. They had just arrived back in Portimao in the Algarve when we caught up with them. Charlie the weather router can be found at: www.myweatherrouter.com [email protected] Thanks f...
Sailors Stories. Jeff & Paula.Teling a STORY. Sailing Ocean Fox Ep153
Sailing Ocean Fox

Sailors Stories. Jeff & Paula.Teling a STORY. Sailing Ocean Fox Ep153

#cruiserslife #boatinglife This week we have an interview with Jeff and Paula onboard of their Leopard 58. They have sailed 11,000 miles along the east coast of America, the Caribbean and across to the Azores. They tell us about the experiences and what inspired them to have this lifestyle. Thank...
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