Watch Sailing & Boating Adventures Around the World – Page 18 of 52

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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Beautiful Beaches, Even Better FISHING Family of 6 SAILING South to Eleuthera on a Catamaran EP. 21
Sailing Machete

Beautiful Beaches, Even Better FISHING Family of 6 SAILING South to Eleuthera on a Catamaran EP. 21

Follow along as we move on from the Abaco Islands and head south to Eleuthera. We see some beautiful beaches, water, and catch some beautiful FISH! We've been living on our boat now for a few weeks - tune in to see how it's going! All music provided by Epidemic Sound.
🎥 Facing Our FEARS and Things Breaking UNFILTERED Sailing FAMILY of 6 in the ABACO ISLANDS (Ep. 20)
Sailing Machete

🎥 Facing Our FEARS and Things Breaking UNFILTERED Sailing FAMILY of 6 in the ABACO ISLANDS (Ep. 20)

Follow along as our family of 6 cruises through the Abaco Islands. Things are already starting to break on the boat and we've only been on cruising for a few weeks. We cruise through Green Turtle Cay, No Name Cay, and Elbow Cay trying to move quickly because we are needing to get south before...
We’ve sprung a leak! Ep.21
A Life Awry Sailing

We’ve sprung a leak! Ep.21

Hi everyone, This we officially leave the Whitsundays and do the jump from Shaw Island to Scawfell Island. It's much more pleasant sailing thankfully. However, we do need to spend a few days at Scawfell to hide away from 30+ knots before making our next big voyage. Whilst at Scawfell we disco...
🎥 Ep. 19 Trying to LIVE off the SEA (& it’s HARDER than it LOOKS!) Spearfishing, Conch, & Mermaids
Sailing Machete

🎥 Ep. 19 Trying to LIVE off the SEA (& it’s HARDER than it LOOKS!) Spearfishing, Conch, & Mermaids

Follow along as our family of 6 starts getting use to life on the water. We finally bust out our spearfishing gear and spear some fish. We also learn how to (or maybe how NOT to) open a conch. They're maybe a mermaid sighting and we get lost on a trail. Just another day in paradise. All mus...
Sailing our home into NEW YORK CITY! | Sailing with Six | S2 E35
Sailing with six

Sailing our home into NEW YORK CITY! | Sailing with Six | S2 E35

Get Merchandise Here. Come along for the ride as we sail our home into the heart of New York City. A typical day at home with our laundry out to dry and lunch on the deck all under the watchful eye of the Statue of Liberty. I hope you enjoy watching our high froth levels as much as we enjoyed ma...
We have NO Clothes! and Rounding Cape Hatteras | Sailing with Six | S2E34
Sailing with six

We have NO Clothes! and Rounding Cape Hatteras | Sailing with Six | S2E34

In this episode we get pretty cold! We realise none of the kids warm clothes or shoes fit anymore and have to make a dash to Goodwill to keep them warm. We pick a great weather window to round Cape Hatteras but the evenings are still moody so we stop in at the Chesapeake and sit out another storm....
DOLPHINS Try and SAVE OUR YACHT | Tranquilo Sailing Around the World | Ep.108
Sailing Tranquilo

DOLPHINS Try and SAVE OUR YACHT | Tranquilo Sailing Around the World | Ep.108

We're heading down the east coast of Australia, trying to get ahead of a large front with strong southerlies that would hit us right on the nose. Along the way we encounter a frolicking baby whale, and a well-meaning pod of dolphins that try and veer us away from imminent danger! #Dolphins #Sa...
Adjusting to Our New Life as a Bluewater Liveaboard Cruising Family on Our Catamaran 🎥 Ep 18
Sailing Machete

Adjusting to Our New Life as a Bluewater Liveaboard Cruising Family on Our Catamaran 🎥 Ep 18

Follow along as our family of 6 learns the ropes and adjusts to the sailing life. We are making our way through the Bahamas, as quickly as we can, in hopes to make it to Grenada for hurricane season. Are we biting off more than we can chew as brand new liveaboards?
Our family of 6 goes across the GULF STREAM for the first time 🎥 Ep. 17
Sailing Machete

Our family of 6 goes across the GULF STREAM for the first time 🎥 Ep. 17

Follow along as our family of 6 leaves Lake Worth Inlet and crosses the Gulf Stream to West End Bahamas on our catamaran. All music provided by Epidemic Sound
The CHALLENGES we face sailing the east coast on a STRICT timeframe! RAW with minimal edits Ep.20
A Life Awry Sailing

The CHALLENGES we face sailing the east coast on a STRICT timeframe! RAW with minimal edits Ep.20

Hi everyone, It's time to sail south again but unfortunately the winds are not favourable. We have no choice but to make ground as we have only 4 weeks to get to Brisbane to catch a flight to Dublin, Ireland. Let's just say it's far from smooth sailing on all accounts and its going ...
🎥Ep. 16 – OUR SAILING ADVENTURE BEGINS – Heading SOUTH down the Florida Coast
Sailing Machete

🎥Ep. 16 – OUR SAILING ADVENTURE BEGINS – Heading SOUTH down the Florida Coast

Follow along as we leave Port Canaveral in our rear view mirror. We head down the coast of Florida and anchor in Fort Pierce and Lake Worth Inlet before we head to The Bahamas. We get to know our dinghy and Daniel finally gets to do some fishing. All music provided by Epidemic Sound.
WRONG Place WRONG Time… This Could Have Been A LOT Worse | Sailing with Six | S2 E33
Sailing with six

WRONG Place WRONG Time… This Could Have Been A LOT Worse | Sailing with Six | S2 E33

We anchored in Beaufort, NC (one of the last stops before rounding the formidable Cape Hatteras) to shelter from a forecast storm. Although we were glad we weren't at sea we still didn't get a restful night. An unmanned power boat ping ponged through the anchorage and came to a stop agains...
Ep. 15 DROWNING in PROVISIONS For Our Family of SIX! I don’t think our CATAMARAN has enough SPACE!
Sailing Machete

Ep. 15 DROWNING in PROVISIONS For Our Family of SIX! I don’t think our CATAMARAN has enough SPACE!

Follow along as we provision for our family of 6 and then try to find a spot for everything in our Lagoon catamaran. We have to leave Florida by April 15th... and may have to strap our provisions to the roof Beverly Hillbilly style. All music provided by Epidemic Sound.
We live on a SAILBOAT! 🎉 BUT HOW WE DO IT ALL?! (homeschooling, lifestyle)
Sailing Holly Blue

We live on a SAILBOAT! 🎉 BUT HOW WE DO IT ALL?! (homeschooling, lifestyle)

It's all about to change here on Holly Blue! We begin to show you how we live completely 'off-grid' and why we have given up on homeschooling Joshua in this first episode of a brand new series. Don't worry we will be running this series along side Season 4 so there is still plen...
Lightning at SEA! And Noises In The Night | Sailing with Six | S2 E32
Sailing with six

Lightning at SEA! And Noises In The Night | Sailing with Six | S2 E32

Yikes, the Gulf Stream is a confused piece of ocean! We get all sorts on this trip between Miami and Beaufort. Some calm motoring but also some scary lightning and everything in between. After a kite surf at Stiltsville and a walk through Miami's South Beach we set sail for Beaufort, NC. As w...
🎥Ep.14. SPLASH DAY! And our RIGGING is left in a DISASTER state on our charter CATAMARAN!
Sailing Machete

🎥Ep.14. SPLASH DAY! And our RIGGING is left in a DISASTER state on our charter CATAMARAN!

Follow along as we make to splash day! Everything is smooth sailing.... until it isn't. All music provided by Epidemic Sound.
Our Last Ocean Sail: AUSTRALIA Bound! | Tranquilo Sailing Around the World | Ep. 106
Sailing Tranquilo

Our Last Ocean Sail: AUSTRALIA Bound! | Tranquilo Sailing Around the World | Ep. 106

This is it, our last open ocean sail! We're bound for the east coast of Australia, Southport on the Gold Coast. However heavy winds and waves don't make for a pleasant start as we leave Tanna and Vanuatu! But the bumpy ride and the reception we get from the cuddly (and not so cuddle) anima...
My Long Hair Doesn’t Cover Up My Redneck….  Episode 13
Sailing Machete

My Long Hair Doesn’t Cover Up My Redneck…. Episode 13

Follow along as we head back to our hometown one last time before finally getting to sail off into the sunset (or something like that.). We've got to make a quick trip to South Carolina to move our camper, take a car to the junkyard, leave our Chevy suburban, get a lawn mower running, try to cr...
Sailing to the USA on an ESTA Visa – Part 2 | Sailing with Six | S2 E31
Sailing with six

Sailing to the USA on an ESTA Visa – Part 2 | Sailing with Six | S2 E31

In this episode we sail from Isla Mujeres in Mexico to Miami, Florida in the USA. We find out if all the work of flying to the USA to start our ESTA visa days and get an I-94 will actually work when we arrive on our private sailboat. It's a tricky journey at the beginning as we encounter ligh...
🎥 Ep. 11 We FINALLY move onto the catamaran and EVERYONE is dealing with the CHANGES!
Sailing Machete

🎥 Ep. 11 We FINALLY move onto the catamaran and EVERYONE is dealing with the CHANGES!

While Daniel is still in Florida refitting our boat, Jenna and the kids say some hard goodbyes back home. Jenna has her last day of work and the kids are taken out of public school. We finally get to move onto the boat as a family of 6, and Jenna is a little shocked at the state of things when sh...
The most COMPLICATED country to SAIL to! | Sailing with Six | S2 E30
Sailing with six

The most COMPLICATED country to SAIL to! | Sailing with Six | S2 E30

Go to to get started on your first purchase and receive a FREE 1-year supply of Vitamin D3+K2 and 5 travel packs. Thanks to AG1 for sponsoring today’s video! In this episode we go in to detail about what it takes for a foreign flagged vessel to visit the USA. We put Happy Days in a marina and ju...
Our BIGGEST CHALLENGE Yet After 13 Years At Sea (Pacific Crossing 8 of 8) S.V. Delos Ep. 423
Sailing SV Delos

Our BIGGEST CHALLENGE Yet After 13 Years At Sea (Pacific Crossing 8 of 8) S.V. Delos Ep. 423

After more than a decade of sailing around the world, we thought we’d pretty much seen it all. But becoming parents and raising a tiny captain at sea has both tested us and rewarded us in ways that we didn’t know were possible. This is our daughter Sierra, she’s 3 and a half years old and has live...
I SPLASHED My Boat After A Year On The Hard
David Shih

I SPLASHED My Boat After A Year On The Hard

Get an exclusive @Surfshark deal! Enter promo code "DAVIDSHIH" for an extra 3 months free at When we arrived in Panama I was certain it would take 3 weeks to fix our boat....turned out I needed 44. But our boat is fixed and it's floating baby! Oh, and we have a celebrity fiberglasse...
Will She PASS THE TEST ☠️  Or FEEL THE WRATH??? (Pacific Crossing 7 of 8) S.V. Delos Ep. 422
Sailing SV Delos

Will She PASS THE TEST ☠️ Or FEEL THE WRATH??? (Pacific Crossing 7 of 8) S.V. Delos Ep. 422

Bow Down POLLIWOG! This Is How Sailors Cross The Equator! Join us for my 5th (and Kazza's 4th) equator crossing on Delos as we induct our two lowly polliwogs Hannah and Sierra into our society of trusted shellbacks. In this video we explain the history and significance behind the time honored...
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