Watch Sailing & Boating Adventures Around the World tagged “Travelvlog” – Page 5 of 14

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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This MISTAKE almost Cost Us Our Boat!
Sailing Paradise Falls

This MISTAKE almost Cost Us Our Boat!

Boat projects continue and new problems arise. Ongoing issues with our Jabsco toilets, DIY pfifertex sun shades and blackout roller shades and more. #sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist 🏆 Looking f...
GAME CHANGERS! The BEST New Catamarans at the Cannes Yachting Festival
The O'Kelly's

GAME CHANGERS! The BEST New Catamarans at the Cannes Yachting Festival

We attend the Cannes Yachting Festival in southern France and fall in love with one of the catamarans for sale there. The Balance 442, the Outremer 55, the Outremer 52, the HH44, the ORC 57, the ITA 14.99, the C-Cats 48, and the Windelo 50. How will we eve...
Converting an Ex-charter Catamaran to Blue Water Cruiser
Sailing Paradise Falls

Converting an Ex-charter Catamaran to Blue Water Cruiser

Converting an Ex-charter catamaran to a blue water cruiser projects FINALLY begin! We plan to outfit our ex-charter catamaran to a blue water cruiser. In this episode we install a Acuva water purifier, new ACCO anchor chain, Rocna anchor, Mantus swivel, sh...
Should We Tri Again?? – Iceland to French Riviera
The O'Kelly's

Should We Tri Again?? – Iceland to French Riviera

Start speaking a new language in 3 weeks with Babbel🎉. Get up to 60% OFF your subscription ➡️Here: https://go.babbel.com/t?bsc=1200m60-youtube-theokellys-sep-2023&btp=default&utm_term=generic_v1&utm_medium=paidsocial&utm_source=YouTu...
all cards on the table.
Motherload sailing

all cards on the table.

Getting candid and discussing our future, goals, plans and dreams, versus reality. The clock is ticking. Will we be able to raise enough funds to go through the Panama Canal and continue on with our dream and journey? Or will we have to go back to Florida...
Stuck on a Rock! (RAW & UNFILTERED Boat Buying)
The O'Kelly's

Stuck on a Rock! (RAW & UNFILTERED Boat Buying)

If you ever just wanted to hang out, please stop by for this loosely edited travelogue. Follow along on the ups and downs and laughs as our catamaran shopping and travel stories start on the beautiful island of Grenada. We then struggle mightily with airli...
Watch This BEFORE You Purchase a Moorings Ex-Charter Catamaran
Sailing Paradise Falls

Watch This BEFORE You Purchase a Moorings Ex-Charter Catamaran

Watch this BEFORE You Purchase a Moorings Ex-Charter Catamaran Would we purchase another boat from the Moorings Yacht Brokerage or any ex-charter? What was the cost of yacht insurance? Cost of the Captain? Find out by watching this episode! #sailingfamily...
Restoring Our Classic Yacht Morna – Episode 1
Living With The Tide

Restoring Our Classic Yacht Morna – Episode 1

Hey Guys! Welcome back, its been a while... In this video we begin working on Morna, removing the Garboards, Fuel Tank and Cockpit. We have a long journey ahead, so join us as we take on this exciting project. Join Matts new drinking game..... How many t...
When You Know, You Know – (Catamaran Search)
The O'Kelly's

When You Know, You Know – (Catamaran Search)

They say it is the journey, not the destination that counts, and that is proving true for us. Follow along as we cross continents in search of a boat to cross oceans. From the San Juan Islands to the Windwards of the Caribbean. Check out our friends Ray ...
FIRST Offshore NIGHT Passage on our Leopard 45 Sailing Catamaran Puerto Rico to St Augustine
Sailing Paradise Falls

FIRST Offshore NIGHT Passage on our Leopard 45 Sailing Catamaran Puerto Rico to St Augustine

In PART 1 of 2, we leave Puerto Rico at dusk and set off on our first overnight passage. Our friends, Bill & Karry, jump aboard in Puerto Rico and we set off on our longest passage yet. We overcome seasickness, motor vibrations and bad weather in this epis...
WHY did we disappear?
The O'Kelly's

WHY did we disappear?

We missed YOU!! Today we open up about why we stopped posting on YouTube. We celebrate Megan’s birthday and check out a really unique and cool boat in Hawaii. We also give you a clue about what could be in our future. ⛵️ SUPPORT OUR PRODUCTIONS - J...
You WON’T BELIEVE the Process of Closing on a BVI Catamaran
Sailing Paradise Falls

You WON’T BELIEVE the Process of Closing on a BVI Catamaran

After 11 months, we close on our Moorings Charter Catamaran. Rob played project manager to make this deal come to fruition. Watch our 3 stress filled days up until the day we close. #sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boat...
Boat Buying Hell & Hackers impersonate our attorney!
The O'Kelly's

Boat Buying Hell & Hackers impersonate our attorney!

Get an exclusive Surfshark deal! Enter promo code OKELLYS for an extra 3 months free at https://surfshark.deals/okellys Buying a boat shouldn't be this hard! Every step of the way, headwinds, crowds, and even theives! This week we try to buy a beautiful O...
CAPTAIN is DEBILITATED on day 1, now it’s ALL ON ME (shaking with fear 😩 RAW & REAL) | EE 109
Expedition Evans

CAPTAIN is DEBILITATED on day 1, now it’s ALL ON ME (shaking with fear 😩 RAW & REAL) | EE 109

In this episode, the Expedition Evans crew faces challenges and says goodbye to Guatemala. Plus, a surprise scorpion encounter adds drama!
What REALLY Happens When Moorings Catamaran Brokerage DELAYS Go Unchecked?
Sailing Paradise Falls

What REALLY Happens When Moorings Catamaran Brokerage DELAYS Go Unchecked?

Our closing date came and went. Nine months pass by before we get the news that we are finally closing on our catamaran! See what our family is up to after we sold our family home and are in limbo waiting on the Moorings. #sailingfamily #familyvlog #saili...
We had to quit YouTubing to find a boat!
The O'Kelly's

We had to quit YouTubing to find a boat!

Busy behind the scenes with the boat search and a couple BIG non-boat related issues. We'll catch you up this week as we travel to California to look at a few boats. One of them may be the one we've been looking for. We are also taking market psychology an...
What I Wish I Knew Before Delivering My Moorings Catamaran
Sailing Paradise Falls

What I Wish I Knew Before Delivering My Moorings Catamaran

Watch our final days as we prepare to travel to the BVI to close on our Moorings Charter Catamaran. We need to carry all the tools, spare parts and other essentials needed to sail her home 1200nm from Tortola BVI to Florida. See what we take for tools, sa...
Upgrade purchases to our Leopard 45 Catamaran at the Miami Boat Show 2023 | Ep 6
Sailing Paradise Falls

Upgrade purchases to our Leopard 45 Catamaran at the Miami Boat Show 2023 | Ep 6

Check out the big purchases that we made at the 2023 Miami International Boat Show. We plan on outfitting our Moorings ex-charter catamaran to take us around the world in 4 years. #sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatl...
Why We Sold Everything To Sail Away!
Sailing Paradise Falls

Why We Sold Everything To Sail Away!

Everyone has life events that propel their lives into a different direction. Here are the 3 reasons why we feel that NOW is the time to execute our plan to leave the #1 school district in Florida and go sail around the world. #sailingfamily #familyvlog #s...
ARE WE CRAZY TO WANT TO SAIL AROUND THE WORLD?
Sailing Paradise Falls

ARE WE CRAZY TO WANT TO SAIL AROUND THE WORLD?

#sailingfamily, #familyvlog, #sailingaroundtheworld, #familytravelvlog, #boatlife, #Moorings, #Leopard45, #retirement, #sailing, #boating, #quittingmyjob, #explore, #emotional, #catamaran, #sailboat, #leavinghome, #comfortzone, #travel, #boatlife, #travel...
Is this the boat for US? Survey of a Moorings Charter Leopard 45
Sailing Paradise Falls

Is this the boat for US? Survey of a Moorings Charter Leopard 45

#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #Moorings #Leopard45 #Caribbean Travel with us to Road Town, BVI as we have a potential boat surveyed. We are considering a Moorings ex-charter 2018 Leopard 45 sailing catama...
On the HUNT for the perfect Sailing Catamaran
Sailing Paradise Falls

On the HUNT for the perfect Sailing Catamaran

#sailingfamily #shopping #boatlife #liveaboard Join us as we travel to Fort Lauderdale to look for our dream sailing catamaran with Michelle Ropiza (Catamaran Brokerage). Working with a Great Broker is essential to having a great experience! #sailingfam...
Why Saying Goodbye to Our Home Is So Hard!
Sailing Paradise Falls

Why Saying Goodbye to Our Home Is So Hard!

We are selling our home located in the #desirable1 school district in Florida - St. John's County , FL to purchase our dream sailing catamaran to go and sail the world. #sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketl...
From Suburbs to Sailing: Our Big Family Adventure
Sailing Paradise Falls

From Suburbs to Sailing: Our Big Family Adventure

Introduction into who we are and what we plan to accomplish in the next 4 years. #sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist 🏆 Looking for boating spreadsheets, inside info or wanna help keep the dream al...
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