Watch Sailing & Boating Adventures Around the World – Page 2 of 29

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.

Showing 25-48 of 678 results
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 ...
Lagoon 450 in Island Paradise Dreams A Cheeky Skinny Dip | Sailing the Whitsundays
Sailing Moor R & R

Lagoon 450 in Island Paradise Dreams A Cheeky Skinny Dip | Sailing the Whitsundays

Welcome back aboard Moor R & R! Episode 14. Wow — this week’s adventure was one I’ll never forget! We travelled to some of the most remote and untouched islands in the Whitsundays — places few ever get the chance to explore! Our journey begins at Goldsmith Island, where we explored the bay an...
SAILS and TRAILS – EPIC Family REUNION in NEW ZEALAND – BUCKETLIST TRIP –  Episode 79
Sailing Machete

SAILS and TRAILS – EPIC Family REUNION in NEW ZEALAND – BUCKETLIST TRIP – Episode 79

This week Daniel's family makes it to NEW ZEALAND. We've got adventures planned from the moment their plane touches the grounds. We explore some of our favorite spots the North Island has to offer. Then we make it back to the boat to check out the bay of islands. Thank you for watching ...
From Dreamy Anchorage to Pirate Drama | Sailing Sitka Ep 180
Sailing Sitka

From Dreamy Anchorage to Pirate Drama | Sailing Sitka Ep 180

Jay and Kenna were about a week into a postcard-worthy anchorage—spending their days lounging on the beach, sipping cocktails, surrounded by friends and fellow sailors, soaking up the beauty of the sailing lifestyle. But with all that beauty comes a bit of chaos. The truth is, common sense isn’t so ...
Anchored in Paradise: Discovering Nissos Peristera and Prasso, Greece
Dylan Magaster

Anchored in Paradise: Discovering Nissos Peristera and Prasso, Greece

Support your skin and support the channel with the best skin salve: In today’s adventure, we set sail to the stunning, uninhabited island of Nissos Prasso, one of Greece’s most remote and beautiful locations. With no permanent residents, this hidden gem offers pristine beaches, crystal-clear waters...
We haven’t stepped foot on land in a week! (and heres why) | Sailing Sitka Ep 178
Sailing Sitka

We haven’t stepped foot on land in a week! (and heres why) | Sailing Sitka Ep 178

Jay and Kenna have been off the grid, not setting foot on land for over a week while sailing through the San Blas Islands. While anchored at Green Island, they took it slow to ride out some intense winds. With no working outboard and a less-than-reliable paddleboard, getting to shore has felt more l...
SAILING, REPAIRS, and FAMILY ON THE WAY | Boat Life Chaos in NEW ZEALAND (78)
Sailing Machete

SAILING, REPAIRS, and FAMILY ON THE WAY | Boat Life Chaos in NEW ZEALAND (78)

This week our family is moving up the coast of New Zealand trying to make it back to the Opua/Pahia area. The countdown is on for Daniel's parents to arrive and our generator is not working! We get the boat prepped and take off to the airport only to have the generator still needing parts and ...
A Week Living, Sailing, and Pregnant in Remote Fiji  – Episode 154
Sailing One Life

A Week Living, Sailing, and Pregnant in Remote Fiji – Episode 154

Want to help support our video productions and get real time updates? 🌍➡️Join our One Life Crew here: 💦Grab a Sailing One Life Epic Water Filters Bottle! Use discount code EPICONELIFE here: To watch our journey from the beginning, click on our playlist: One Life Merchandise: For business i...
Sailing the ISLANDS of New Zealand | An EPIC Kiwi CHRISTMAS (77)
Sailing Machete

Sailing the ISLANDS of New Zealand | An EPIC Kiwi CHRISTMAS (77)

This week our family is getting ready for Christmas! We hang out a bit more at Great Barrier Island then move on to Auckland. We see the Sky Tower, provision and make it to a passport appointment for John and Juju. When leaving Auckland, we have some trouble pulling up our anchor. We make it to ...
Sailing the Wild Coast of New Zealand | Hole in the Rock & Great Barrier Island (76)
Sailing Machete

Sailing the Wild Coast of New Zealand | Hole in the Rock & Great Barrier Island (76)

This week our family is getting ready for Thanksgiving and sailing down the coast of New Zealand. We check out the hole in the rock, hop our way down to Whangarei and make our way to Great Barrier Island. Thank you for watching and subscribing. You don't know how much we appreciate it! To G...
Sailing back to Paradise | Sailing Sitka Ep 172
Sailing Sitka

Sailing back to Paradise | Sailing Sitka Ep 172

Despite recent engine troubles, Jay and Kenna felt the pull to keep moving. With their sights set on the tropical paradise of San Blas, they set sail from Linton Bay—upwind and into the chop. Will they make it? Hit subscribe to follow the journey.
The DINGHY DILEMMA – Our NEW ZEALAND ADVENTURE is off to a ROCKY START (75)
Sailing Machete

The DINGHY DILEMMA – Our NEW ZEALAND ADVENTURE is off to a ROCKY START (75)

This week our family is sailing in the bay of islands of New Zealand. There is everything we could ever need here, including so many boat friends! Our dinghy has a major leak and it is in need of replacing. We won't get very far without that important piece of equipment! Thank you for watc...
Our WORST PASSAGE Yet – 1100NM to NEW ZEALAND (74)
Sailing Machete

Our WORST PASSAGE Yet – 1100NM to NEW ZEALAND (74)

This week our family is sailing from Tonga to New Zealand. This passage is known to be a difficult one and it's living up to its reputation. We are starting out the passage worrying about boat damage from the whale collision and we are low on food AND fuel. The weather isn't doing us an...
FACING FURY – Surviving the STORM in TONGA  (73)
Sailing Machete

FACING FURY – Surviving the STORM in TONGA (73)

The week our family is in the Ha'apai island group of Tonga. It was all smooth sailing with friends until the weather forecast changed. Everyone left and we decided to stay behind and ride out the storm. It left us questioning our sanity and if we were making the right decision. Hopefully w...
CAUGHT ON CAMERA – COLLISION with WHALE in TONGA – the Damage, the Drama, and the Aftermath (72)
Sailing Machete

CAUGHT ON CAMERA – COLLISION with WHALE in TONGA – the Damage, the Drama, and the Aftermath (72)

The week our family is moving to the Ha'apai island group of Tonga. It was all smooth sailing until Machete collided with a whale. Thank you for watching and subscribing. You don't know how much we appreciate it! To God be the glory! #sailingfamily #familyvlog #boatlife #familytravel...
Getting delivered boat parts to the edge of civilization (FAIL)  | Sailing Sitka Ep 167
Sailing Sitka

Getting delivered boat parts to the edge of civilization (FAIL) | Sailing Sitka Ep 167

While cruising through the San Blas Islands, Jay and Kenna unfortunately broke the propeller on their outboard motor. Given the remote nature of the islands, where services like Amazon Prime are unavailable, obtaining replacement parts can be challenging. However, there are local services that deliv...
A Not “Normal” Life – Raising a Family at Sea – Kids, Homeschool, Repairs in TONGA (Ep. 71)
Sailing Machete

A Not “Normal” Life – Raising a Family at Sea – Kids, Homeschool, Repairs in TONGA (Ep. 71)

The week our family is exploring Tonga! We sail to Tonga and catch a tuna on the way. We raft up to another boat at the customs dock and wait to officially check into Tonga. Jack finds the Tonga flag and marks this country on our map! We hop around the different anchorages of Tonga with 5 or 6 ot...
Sometimes cruising doesn’t always go according to plan… | Sailing Sitka Ep 166
Sailing Sitka

Sometimes cruising doesn’t always go according to plan… | Sailing Sitka Ep 166

Jay and Kenna navigate the harsh realities of cruising. There are both challenges and benefits to sailing and both can rock your world. From fixing broken systems, to installing new ones and reaching for the medical kits with no healthcare facilities in sight, this is all cruising. Thanks for riding...
What Happens When You Sail 50 Miles and Discover a Hidden GEM?
Sailing Paradise Falls

What Happens When You Sail 50 Miles and Discover a Hidden GEM?

Sailing 50 Miles and Discovering a HIDDEN GEM We are FINALLY back out sailing on the ocean after 5 long months. Our family sails to Great Barrier Island on our catamaran and hike to find a swing bridge with a tree house and STUNNING views. A low pressure system hits Auckland and we are right in th...
Found the CLEAREST Water In The World – Sailing Niue (Ep. 70)
Sailing Machete

Found the CLEAREST Water In The World – Sailing Niue (Ep. 70)

The week our family is exploring and LOVING Niue! We see it all - caves, chasms, and cliffs! And quite a few whale sightings, more than we have seen anywhere else. We also get to swim in some of the clearest water in the world! It's so beautiful! Daniel and the boys also swim in the creepi...
Family, Fishing, & Sailing the Pacific – 1000 mile journey to an island we’ve NEVER heard of (69)
Sailing Machete

Family, Fishing, & Sailing the Pacific – 1000 mile journey to an island we’ve NEVER heard of (69)

Our family of six lives on a sailboat and this week it's time for us to leave French Polynesia because our visas are running out. We do a final hike up to the World War II cannons and check out of Bora Bora. We raise the sails and start our 1000 nm journey across the Pacific Ocean. We skip ov...
WeBoating
Logo
Shopping cart