Watch Sailing & Boating Adventures Around the World – Page 4 of 8

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 Left Everything Behind… Was It Worth It?
Sailing Big Lost

We Left Everything Behind… Was It Worth It?

We left everything behind to cross the Pacific Ocean with our kids. After weeks of waiting in Panama, we finally set sail — but the reality of life offshore hit fast. From losing wind and navigating shifting conditions, to gear failures and constant decision-making, this passage tested us in ways we...
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 SOLD everything and moved on a boat
Sailing Clewless Crew

We SOLD everything and moved on a boat

Hi guys, welcome back to Sailing Clueless Crew! We sold everything and finally moved aboard our Fountain Pajot Astrea 42 catamaran in the boat yard—raw footage of liveaboard life starting on the hard before splashing the boat into the water. Video 6 captures the emotional chaos of ditching land life...
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...
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...
48 Hours Before We Enter the Panama Canal
Sailing Big Lost

48 Hours Before We Enter the Panama Canal

In 48 hours, we enter the Panama Canal. But right now… it still feels like just another work week. Before a major milestone like a Panama Canal transit, life doesn’t look dramatic. It looks like cleaning engine rooms, repairing sails, servicing our dinghy motor, switching Starlink to DC power, and ...
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...
Sailing Clewless Crew Update
Sailing Clewless Crew

Sailing Clewless Crew Update

Welcome back to Sailing Clueless Crew! ⛵️ We haven’t moved onto the boat… but we have handed over everything we own to a removal company and waved it off towards Greece. No pressure. 😅 In this episode, we share a little life update with our friends and family as we: ⚓ Visit the incredible Boot Düs...
What It Really Takes to Cross the Pacific (Boat Prep + Haul Out)
Sailing Big Lost

What It Really Takes to Cross the Pacific (Boat Prep + Haul Out)

Before you cross an ocean, it doesn’t look dramatic. It looks like lists. Provisioning runs. Marking anchor chain. Servicing gear. Small jobs that matter more than they seem. In this episode, we haul Big Lost, finish the last of our prep, explore old jungle bunkers near the marina with the kids, and...
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...
Closing Our Chapter in San Blas | Saying Goodbye & Sailing Toward What’s Next
Sailing Big Lost

Closing Our Chapter in San Blas | Saying Goodbye & Sailing Toward What’s Next

After weeks in the San Blas Islands, we slow things down and close a chapter that meant more to us than we expected. From quiet mornings at the Swimming Pool anchorage to one last visit to BBQ Island with the kids, this episode is about saying goodbye, reflecting on the journey, and preparing for wh...
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 ...
We Came for San Blas… and Ended Up in a Rescue | Life at Anchor
Sailing Big Lost

We Came for San Blas… and Ended Up in a Rescue | Life at Anchor

We came to San Blas for calm anchorages and good company — but one ordinary day quickly turned into a rescue. This is what life at anchor really looks like in the San Blas Islands. After a month moving along Panama’s Atlantic coast, we finally settle into life at anchor in the San Blas Islands. Fr...
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 ...
Rained Out in San Blas
Sailing Big Lost

Rained Out in San Blas

We’re a family sailing full-time, exploring the Caribbean and Central America aboard our sailing catamaran Big Lost. New episodes every Tuesday at 10:30 AM ET. We’ve had rain off and on since arriving in Panama, and as we begin exploring the San Blas—now learning their true name, the Guna Yala Isla...
We Traded the Ocean for the Mountains | Our Journey to Minca, Colombia
Sailing Big Lost

We Traded the Ocean for the Mountains | Our Journey to Minca, Colombia

We’re a family sailing full-time, exploring the Caribbean and Central America aboard our sailing catamaran Big Lost. New episodes every Tuesday at 10:30 AM ET. In this episode of Sailing Big Lost, we head inland for a change of scenery—trading the Caribbean coast for the lush mountains of Minca, Co...
Bonaire to Cartagena! Our Caribbean Passage
Sailing Big Lost

Bonaire to Cartagena! Our Caribbean Passage

We’re a family sailing full-time, exploring the Caribbean and Central America aboard our sailing catamaran Big Lost. New episodes every Tuesday at 10:30 AM ET. After three incredible weeks in Bonaire, it’s time to say goodbye to this beautiful island—famous for its crystal-clear waters and vibrant ...
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