Watch Sailing & Boating Adventures Around the World – Page 3 of 5

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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RAW & REAL – Sailing REMOTE FIJI – Tourists DON’T SEE THIS!
Sailing Machete

RAW & REAL – Sailing REMOTE FIJI – Tourists DON’T SEE THIS!

This week our family is in remote Fiji! We are seeing all the places that tourists don't get to see. We go into remote villages, have some of the best snorkeling spots all to ourselves, and find a hidden, remote natural rock waterslide in the jungles of Fiji! To God be the glory! #sailingfa...
We Gave Up Everything… This Is What It’s Actually Like
Sailing Big Lost

We Gave Up Everything… This Is What It’s Actually Like

But beyond the highlights, this episode is about something deeper — what it actually feels like to live this life, move from place to place, and experience the world together as a family. This is what we traded everything for. ⚓ Follow the journey: YouTube: Instagram: TikTok: 🛟 Support the jou...
3 Fails in 3 Days… Puerto Rico Didn’t Go As Planned E377
Wildly Intrepid Sailing

3 Fails in 3 Days… Puerto Rico Didn’t Go As Planned E377

Not every sailing day goes to plan… and this one REALLY didn’t 😅 We kick things off with a beautiful, calm sail past Cabo Rojo Lighthouse—one of the most stunning coastlines in Puerto Rico. But from there… things start to unravel. We anchor in La Parguera hoping to experience the famous biolumines...
Moved Back onto the Boat We Just Sold! | Sailing Sunday vlog 305
Sailing Sunday

Moved Back onto the Boat We Just Sold! | Sailing Sunday vlog 305

We just sold our boat… So why are we going back onto the boat we just sold? After racing across America on our road trip in our last travel vlog, plans changed as soon as this little sailing family arrived and we found ourselves heading straight back to our boat on sailing sunday. In this episode...
Sailing into PARADISE – FIJI – Resorts, Reefs, & Repairs – Sailing Family Vlog (93)
Sailing Machete

Sailing into PARADISE – FIJI – Resorts, Reefs, & Repairs – Sailing Family Vlog (93)

This week our family is in FIJI! We make it to Savusavu, grab some boat parts, and work on some projects. Then we head to PARADISE! Jack gets scuba certified in one of the prettiest places on earth! Thank you for watching and subscribing. You don't know how much we appreciate it! To God be t...
Made it to FIJI –  REALITY of checking into a NEW COUNTRY on a SAILBOAT Episode 92
Sailing Machete

Made it to FIJI – REALITY of checking into a NEW COUNTRY on a SAILBOAT Episode 92

This week our family makes it to FIJI! We show the reality of checking into a new country via sailboat - it's not always smooth. We go to our first remote Fijian village. Daniel assesses and fixes what broke from our NZ to Fiji passage. Thank you for watching and subscribing. You don't...
We Survived the MONA PASSAGE (47hrs Nonstop Sail to Puerto Rico) E376
Wildly Intrepid Sailing

We Survived the MONA PASSAGE (47hrs Nonstop Sail to Puerto Rico) E376

After months of life in Luperón, Dominican Republic, it was finally time to move on… and take on one of the Caribbean’s most notorious crossings — the Mona Passage. We set sail for Puerto Rico on a 47-hour, 245 nautical mile passage, pushing through a double overnight sail with little sleep and sea...
Our ROUGHEST PASSAGE Yet – 1100NM to FIJI (91)
Sailing Machete

Our ROUGHEST PASSAGE Yet – 1100NM to FIJI (91)

This week our family is sailing from New Zealand to Fiji. This passage is known to be a difficult one and it's living up to its reputation. We are hoping we can make it to Fiji without too many things breaking. AND without the kids losing their dinner. Thank you for watching and subscribi...
This Was Our Toughest Hike (Isabel de Torres) + Our Final Luperón Days
Wildly Intrepid Sailing

This Was Our Toughest Hike (Isabel de Torres) + Our Final Luperón Days

This one tested us 😅 We took on the steep and slippery climb up Isabel de Torres in Puerto Plata—and it was no joke. Muddy trails, sketchy footing, and a serious leg burn… but the view at the top made every step worth it. Sitting above the city with a mini botanical garden and that iconic statue, i...
Wild, Remote, and Unexpected – Our FINAL SAIL Here!
Sailing Machete

Wild, Remote, and Unexpected – Our FINAL SAIL Here!

We are wrapping up our time in New Zealand but we are on the hunt for one last thing before we leave. Watch to see if we find what we are looking for! Thank you for watching and subscribing. You don't know how much we appreciate it! To God be the glory! #sailingfamily #familyvlog #boatlife ...
Raising Our Family on the OCEAN – Glad to be back on the Water (89)
Sailing Machete

Raising Our Family on the OCEAN – Glad to be back on the Water (89)

Thank you for watching and subscribing. You don't know how much we appreciate it! To God be the glory! #sailingfamily #familyvlog #boatlife #familytravelvlog #newzealand #sailingaroundtheworld #outdoors #bucketlist #newzealand #haulout #yachtlife #onthehard #boatyard #sailingvlog #sail #sail...
We’re Done.  It’s Over.  (88)
Sailing Machete

We’re Done. It’s Over. (88)

Finally closing this chapter after being hauled out for a month! Thank you for watching and subscribing. You don't know how much we appreciate it! To God be the glory! #sailingfamily #familyvlog #boatlife #familytravelvlog #newzealand #sailingaroundtheworld #outdoors #bucketlist #newzealand...
Kicked Out of the Boatyard
Sailing Machete

Kicked Out of the Boatyard

This week we are made to LEAVE the boatyard! We have NO car and NO place to stay. Watch to find out what happens! Thank you for watching and subscribing. You don't know how much we appreciate it! To God be the glory! #sailingfamily #familyvlog #boatlife #familytravelvlog #newzealand #sailin...
WORST DAYS YET – BREAKDOWN in the BOATYARD
Sailing Machete

WORST DAYS YET – BREAKDOWN in the BOATYARD

This week we are hauled out and Daniel is still working on all the projects. He may even be starting to lose it! The dinghy wheels about send him over the edge and then he is thrown a kidney stone while dealing with an important project he has to handle right then and there. Thank you for watching...
What You DON’T KNOW About Last Summer | Sailing Greece • S5:Ep6
Sailing Holly Blue

What You DON’T KNOW About Last Summer | Sailing Greece • S5:Ep6

What you didn’t see last summer wasn’t just sunsets and sailing. Behind the beauty of sailing Greece and the Greek Islands were moments of fear, hope, love — and heartbreak. This is our real family sailing story. This sailing Greece family vlog begins in Mytikas, where a simple coffee run turns into...
Our Boat is in PIECES – Living in a Boatyard with Kids (85)
Sailing Machete

Our Boat is in PIECES – Living in a Boatyard with Kids (85)

This week we are hauled out and our family is living on the HARD! We are at Marsden Cove in New Zealand and show what boat life (and FAMILY LIFE!) is really like... when there is no water! Daniel gets Jack and Jess involved as he works on our rudder cables, our helms chair, and our sail drives. It...
When Family Visits Boat Life for the First Time
Sailing Big Lost

When Family Visits Boat Life for the First Time

It had been over a year since I’d seen my mom and stepdad, and inviting them into our life aboard our sailboat felt exciting — and a little nerve-wracking. What followed was a week of real boat life: unexpected stowaways, system failures, rainstorms, incredible sailing days, and saying goodbye all o...
EVERYTHING Goes WRONG –  Catamaran Haul Out
Sailing Machete

EVERYTHING Goes WRONG – Catamaran Haul Out

This week we haul out the boat at Marsden Cove in New Zealand and show what boat life (and FAMILY LIFE!) is like living on the hard! Daniel, like always, is keeping our boat in tip top shape - working on all things rudder, sails, and rigging. Thank you for watching and subscribing. You don't...
RAW AND UNCUT! Raising A Family on the OPEN OCEAN
Sailing Machete

RAW AND UNCUT! Raising A Family on the OPEN OCEAN

RAW and UNCUT... okay so this video isn't entirely uncut because I have to fit our lives into a 20-30 minute video. This week we are hopping down the coast of New Zealand, documenting our stops and our family as we head to Marsden Cove to haul out the boat. We cover everything from beach trips...
CRUISING BOAT LIFE in NEW ZEALAND! Ep 82
Sailing Machete

CRUISING BOAT LIFE in NEW ZEALAND! Ep 82

This week we are in between getting back from our roadtrip and hauling out! We are cruising around the Bay of Islands. We teach the kids some dinghy lessons, see some beautiful beaches, a WWII bunker, and we grab some provisions. Thank you for watching and subscribing. You don't know how muc...
Sailing Family Takes on New Zealand’s WILDEST Adventures  Ep. 81
Sailing Machete

Sailing Family Takes on New Zealand’s WILDEST Adventures Ep. 81

This week Daniel's parents are traveling with us as we road trip around the BEAUTIFUL South Island of New Zealand. We're seeing magazine worthy views at every turn and we are seeking out some thrills at the Shotover Canyon. Thank you for watching and subscribing. You don't know how ...
From SEA to SUMMIT – Sailing Family ROAD TRIPPING through the South Island of New Zealand Ep. 80
Sailing Machete

From SEA to SUMMIT – Sailing Family ROAD TRIPPING through the South Island of New Zealand Ep. 80

This week Daniel's parents are traveling with us as we road trip around the BEAUTIFUL South Island of New Zealand. Daniel has an entire itinerary planned to see the highlights of this part of New Zealand. I'm hoping everything is smooth cruising as we now navigate as a party of 8. Thank ...
We are Boatless… NOW WHAT?! | Sailing Sunday Vlog 301
Sailing Sunday

We are Boatless… NOW WHAT?! | Sailing Sunday Vlog 301

With “Sunday” officially sold, we pack up our little family, squeeze into a 5th wheel and hit the road from Florida to the Annapolis Boat Show. It’s our first big trip as boatless sailors. Just us, the baby, the dog and a whole lot of “what now?!” We explore the Boat show, hug our Patreons and Sub...
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...
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