Watch Sailing & Boating Adventures Around the World – Page 2 of 16

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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We Sold Our Boat After 7 Years in Our Tiny Home on Water | Sailing Sunday Vlog 300
Sailing Sunday

We Sold Our Boat After 7 Years in Our Tiny Home on Water | Sailing Sunday Vlog 300

Seven years aboard our Tiny Home on Water sailing 45,000+ nautical miles, in five minutes, It was Sold!!! That’s how long it took for a subscriber to buy our floating home after we advertised "Sunday" For Sale! BUT, Today it’s official! the survey, sea trial, the signatures and our hardest...
Our Tiny Home on Water: THE LAST SAIL | St. Marys, Georgia Vlog: 299
Sailing Sunday

Our Tiny Home on Water: THE LAST SAIL | St. Marys, Georgia Vlog: 299

We have been living aboard for 7 years, sailing half way around the world over 40,000nm and this week we head off shore for our final passage with our tiny home sailing into St. Marys, Georgia, USA to meet the (potential) new owners! But, before anything’s “official,” we arrive and explore the stree...
One Perfect Week in Florida (Before We Say Goodbye…) | SAILING SUNDAY Vlog: 298
Sailing Sunday

One Perfect Week in Florida (Before We Say Goodbye…) | SAILING SUNDAY Vlog: 298

We spent a full week soaking up Florida with friends (feat. Leading the Escapade): sunshine pontoon days, gym laughs, baby & dog living their best life and golden ICW sunsets on the hook. It’s our last move north before the next chapter, we talk honestly about selling the boat and what’s next f...
Our Baby’s First Emergency Visit After Sailing Back from the Bahamas | Sailing Sunday Vlog: 297
Sailing Sunday

Our Baby’s First Emergency Visit After Sailing Back from the Bahamas | Sailing Sunday Vlog: 297

We've crossed oceans...... Survived storms…... Robbed in Africa..... but nothing’s scarier than U.S. medical bills 😬 This week we sailed from the Bahamas back to the USA but this “routine crossing” turned as we arrived in USA. Between running from stormy tropical weather in the middle of hurri...
Sailing Bahamas to USA in September! | Sailing Sunday VLOG 296
Sailing Sunday

Sailing Bahamas to USA in September! | Sailing Sunday VLOG 296

We’ve been living aboard our sailboat for 7yrs and in the Bahamas now for the past three months while Ryan’s been working with the Boy Scouts teaching sailing and running adventures out of the Abacos. But on his final trip, news hit that a Category 5 hurricane was tracking straight for us! With li...
LIVE UPDATE: Hurricane Season In The Bahamas | Sailing Sunday Vlog 295
Sailing Sunday

LIVE UPDATE: Hurricane Season In The Bahamas | Sailing Sunday Vlog 295

👇 Drop a comment and let us know what you think! Hurricane season is here in The Bahamas and this week we found ourselves right in the middle of it as hurricane Erin passed right by us in the Abacos. 🌪️⚓ While most people dream of crystal-clear waters and perfect sailing days, the reality is that l...
Our Captains Hair Cut Fail in the Bahamas | Sailing Sunday VLOG 294
Sailing Sunday

Our Captains Hair Cut Fail in the Bahamas | Sailing Sunday VLOG 294

This week’s vlog takes a wild turn… Ryan finally sat in the chair, and after years of growing out his hair, we decided it was time for a drastic cut. Let’s just say it didn’t exactly go as planned (and there may have been a minor meltdown involved 😅). While Ryan heads off to skipper another Boy Sco...
Epic Cave & Sinkhole Adventure with YouTube Sailing friends! VLOG 293
Sailing Sunday

Epic Cave & Sinkhole Adventure with YouTube Sailing friends! VLOG 293

What does a “day off” look like for two sailing YouTube channels? In this episode, Sailing Sunday teams up with our good mates from Leading the Escapade to swap the sails for sandy roads and see what the Abacos, Bahamas, has to offer inland. From random detours and hidden swimming spots to way too ...
Nippers: The Beach Bar with a Naughty Reputation (We Had to Investigate) VLOG 292
Sailing Sunday

Nippers: The Beach Bar with a Naughty Reputation (We Had to Investigate) VLOG 292

This week’s episode is a fun one — we officially move into our new rental here in the Bahamas, take a day trip to the (in)famous Nippers Beach Bar with friends, and head out for a relaxed sail with the crew from SV Escapade. No big drama, just a little slice of what life’s looking like right now — ...
Dropping Anchor in a Lightening Storm⚡️ | Sailing Sunday VLOG 291
Sailing Sunday

Dropping Anchor in a Lightening Storm⚡️ | Sailing Sunday VLOG 291

This week’s video is a raw, unfiltered look at what sailing really looks like when a storm rolls in out of nowhere — and you’re trying to make it to safe harbour with a baby onboard. It's the kind of moment that reminds us why preparation matters… and also why sailing with a baby adds a whole ...
Our First BIG Crossing Back — Sailing USA to the Bahamas!| VLOG 288 0
Sailing Sunday

Our First BIG Crossing Back — Sailing USA to the Bahamas!| VLOG 288 0

This week’s episode is a big one — our first ocean crossing since moving back aboard, and Oakley’s very first offshore sail! We teamed up with friends for the crossing, forming a little convoy as we made the 12-hour run across the Gulf Stream and onto the Bahamas Banks. It was an early start, calm ...
Sailing South in Hurricane Season, What Could Possibly Go Wrong? | Sailing Sunday Vlog 287
Sailing Sunday

Sailing South in Hurricane Season, What Could Possibly Go Wrong? | Sailing Sunday Vlog 287

We’re officially headed south through the ICW during hurricane season… with a baby... and a dog... What could possibly go wrong? This episode captures the final stretch of our journey down the Intracoastal Waterway as we prepare to leave the U.S. and make our first open ocean passage to the Bahamas...
This Was NOT Part of the Plan…INJURED while Anchoring | VLOG 286
Sailing Sunday

This Was NOT Part of the Plan…INJURED while Anchoring | VLOG 286

👇 Drop a comment: This week we're cruising down the ICW with Oakley and Jackson onboard, weaving through narrow channels and shifting sandbanks. Just when we thought we were in the clear, storms rolled in—and to top it off, I managed to injure myself while anchoring. Classic. ⛵️ KEEP UP WITH...
What a Full Day on Passage REALLY Looks Like | VLOG 285  4K
Sailing Sunday

What a Full Day on Passage REALLY Looks Like | VLOG 285 4K

We’re finally back at sea! After months on land, we’re setting sail from Georgia and making our way to the Bahamas — this time as a family of four. With our 7-month-old baby and dog onboard, we navigate a mix of the Intracoastal Waterway and offshore passages, adapting our route with the weather as ...
Sailing Life Begins: Our First Days Living Aboard with Baby | Sailing Sunday VLOG 284
Sailing Sunday

Sailing Life Begins: Our First Days Living Aboard with Baby | Sailing Sunday VLOG 284

We're BACK on the Boat and sailing to the Bahamas in this weeks latest sailing vlog! 🌊⛵ After months of road-tripping across America and tackling life on land, we’ve finally made the big move back sailing on the water on our boat SV Sunday. This week we said goodbye (for now) to our 5th whee...
Goodbye Land Life, Hello Boat Life! | Sailing Sunday Vlog 283
Sailing Sunday

Goodbye Land Life, Hello Boat Life! | Sailing Sunday Vlog 283

We’re back aboard our sailboat Sailing Sunday! After RV life across America, it’s splash day, boat upgrades and baby Oakley’s first time at sea. This week, it’s all about getting her ready for the water again and we’re not just talking about a quick clean! From polishing and antifouling to reuphols...
We Answer YOUR Questions! | Q&A with Ryan & Brittni – Sailing Sunday
Sailing Sunday

We Answer YOUR Questions! | Q&A with Ryan & Brittni – Sailing Sunday

From our spicy love life to baby protocols on Sailing Sunday, you asked and we answered 😅 In this Q&A, we sit down and chat about everything: Sailing with a baby, life on the road, dog logistics, boat insurance, future plans, marriage spice and yes… Ryan’s Only Fans lol... and more!!! 👇 Drop a ...
Boatyard RESCUE + Life Update | We’re Finally Back VLOG 282 4K
Sailing Sunday

Boatyard RESCUE + Life Update | We’re Finally Back VLOG 282 4K

From welcoming our baby boy into the world to hauling an RV across America, these past seven months have been a wild change of pace. Slowing down, soaking up family life, and taking on a whole different kind of adventure was exactly what we needed — but we’ve been counting down the days to get back ...
End of the Line, Next Stop… Our Sailboat! | Sailing Sunday Vlog 281
Sailing Sunday

End of the Line, Next Stop… Our Sailboat! | Sailing Sunday Vlog 281

After two months on the road, we’re finally wrapping up our cross-country adventure! From breakdowns to beautiful stops, the journey wouldn’t have been the same without our incredible Patreons who welcomed us with open arms and gave us the ultimate local experience. We’re so grateful for each of you...
Back on the Water in Texas! Buc-ee’s, Broken Brakes & Baby’s First Sail VLOG 280 4K
Sailing Sunday

Back on the Water in Texas! Buc-ee’s, Broken Brakes & Baby’s First Sail VLOG 280 4K

👇 Drop a comment: After months on the road, we’re finally reunited with the ocean — and what better place to do it than Texas! In this episode, we stop at the world’s largest convenience store (yes, Buc-ee’s is a real thing), meet up with some of our amazing Patreons in Port Aransas, attempt to fix...
Caught in a Desert Sandstorm! Arizona to El Paso Adventure VLOG 279 4K
Sailing Sunday

Caught in a Desert Sandstorm! Arizona to El Paso Adventure VLOG 279 4K

This leg of our RV journey turned into one wild ride... We left Arizona and headed east toward El Paso, Texas — but things took a dangerous turn when we were caught in a massive desert dust storm sweeping across New Mexico and Texas. The storm caused chaos on the highways, with tragic accidents and...
RV Life Reality Check – When Everything That Can Break… DOES BREAK! | Vlog 278
Sailing Sunday

RV Life Reality Check – When Everything That Can Break… DOES BREAK! | Vlog 278

Last week we got a fresh new paint job on the 5th wheel and it looks amazing, but then everything else started going wrong! In this week’s vlog, we hit the road again after completing the final stage of our 5th wheel renovation, only to face a broken truck and a shattered window in the desert, then ...
Life on the Road: Why You Should NEVER Let Your Guard Down! | Vlog 275
Sailing Sunday

Life on the Road: Why You Should NEVER Let Your Guard Down! | Vlog 275

RV life is full of surprises, some funny, some frustrating and nn this road trip, we start the week off with Ryan stepping in dog poop, which we thought would be good luck!!! but we accidentally left the hood up while driving then almost got scammed at a truck stop!! Watch to see how we handled thes...
Crossing a DEADLY Mountain Pass in Winter… With ZERO Experience ❄️😨| VLOG 274
Sailing Sunday

Crossing a DEADLY Mountain Pass in Winter… With ZERO Experience ❄️😨| VLOG 274

This week, we’re taking on one of the most dangerous mountain passes in America, The Siskiyou Pass, with our 35' 5th wheel .......in the middle of winter. ❄️🥶 With steep 6% grades, icy roads and the threat of black ice, this stretch of I-5 is no joke! We’re racing against an incoming massive s...
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