Watch Sailing & Boating Adventures Around the World – Page 39 of 300

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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 ...
Ep 175 The Last of the Unspoiled Caribbean Islands
Sailing Talisman

Ep 175 The Last of the Unspoiled Caribbean Islands

We complete the final portion of our 200nm offshore passage from St Croix to Iles des Saintes, Guadeloupe, and find things exactly as we left them last year. Paradise on earth, honestly. Iles des Saintes is a collection of small islands south of the main butterfly island of Guadeloupe, and the loca...
Fresno Yacht Club’s High Sierra Regatta | Sailing Avocet
Sailing Avocet

Fresno Yacht Club’s High Sierra Regatta | Sailing Avocet

From Puerto Peñasco to our stomping grounds at 7000 feet, we didn't skip a beat with sailing and were stoked to get back and sail our Victory 21 in the 70th Annual High Sierra Regatta at Huntington Lake! This two-day regatta was packed with wind, competition, and fun with our Fresno Yacht Club ...
Meet My 3 New Bikini Crew! Let the Adventure Begin 🌊👙
Sailing Doodles

Meet My 3 New Bikini Crew! Let the Adventure Begin 🌊👙

Big changes aboard! In this episode, we kick things off with some deep sea fishing action and land a nice mackerel before diving into the crystal-clear waters for some epic scuba. But the real headline? I welcome three stunning new crew members to join me on this next leg of the journey. These beaut...
Navionics Has Removed All Charts For Southeast Asia Creating A Dangerous Situation for Boaters
Sailing Triteia

Navionics Has Removed All Charts For Southeast Asia Creating A Dangerous Situation for Boaters

This is a special message to let everyone know that as of July 1st Navionics / Garmin have removed all of the charts for the Indian Ocean and Southeast Asia essentially stranding boaters who have long used their apps with no way to navigate these dangerous waters. Here is the page I was reading fr...
Into the Wind: Sailing East to Sint Maarten
Sailing Big Lost

Into the Wind: Sailing East to Sint Maarten

We set sail from the British Virgin Islands, taking on one of the most challenging points of sail: east into the trades. As we make our way to Sint Maarten, we reflect on the many passages that have brought us to this point—and why it always seems like we’re heading against the grain. With our sigh...
Sailing to Gili Air Lombok Indonesia First Sail on Triteia of 2025 After The Wet Season
Sailing Triteia

Sailing to Gili Air Lombok Indonesia First Sail on Triteia of 2025 After The Wet Season

Episode 429 : Sailing, Sailing, Sailing Hello Friends, I cant tell you how stoked I was to finally leave the shackles of the marina and get out sailing again. On this episode we finally slip the lines and sail 30 miles north to the holiday island of Gili Air. I experience triple GPS failure as soo...
How Bad Is The Damage After Our Crash on a Reef?  (Calico Skies Sailing, Ep 262)
Calico Skies Sailing

How Bad Is The Damage After Our Crash on a Reef? (Calico Skies Sailing, Ep 262)

Get an exclusive 15% discount on Saily data plans! Use code calicoskies at checkout. Download Saily app or go to Enjoying our channel? Consider joining the Calico Skies Patreon Crew to get lots of extra goodies :) 0:00 Intro 0:10 Emergency Repairs to get the Rudder moving 2:21 Damage Assessmen...
3 Years Offshore Cruising: Here’s What We Really Think (raw update) | Sailing Sitka Ep 175
Sailing Sitka

3 Years Offshore Cruising: Here’s What We Really Think (raw update) | Sailing Sitka Ep 175

Jay and Kenna are currently anchored in the beautiful San Blas Islands, soaking in the cruising lifestyle — though, as always, the highs come with their fair share of lows. After weeks of battling persistent engine troubles, this week they think they've finally tracked down the culprit. It’s be...
They Just Got Here… and Now They’re Leaving?!
Sailing Doodles

They Just Got Here… and Now They’re Leaving?!

New crew joined the boat—but just as quickly as they arrived, they had to leave. I dropped them off at the ferry dock in Harbour Island so they could catch a flight home. After that, I hopped on a center console and went fishing around the beautiful waters of Harbour Island in the Bahamas. We reeled...
Sailing Deadline Ahead: Building Furniture, Mast Work, Stocking Up & More! — Sailing Yabá 274
Sailing Yabá

Sailing Deadline Ahead: Building Furniture, Mast Work, Stocking Up & More! — Sailing Yabá 274

Episode 274 | We’re running out of time and there’s still so much to do before we sail up the Brazilian coast. In this episode, we’re building essential furniture to finally make Yabá more livable, tackling important electrical upgrades, and stocking up for the big journey ahead. It’s a full-on wee...
S3, Ep28 She Rides Alas!
Sailing Into the Mystic

S3, Ep28 She Rides Alas!

Join us on Sailing into the Mystic for S3, Ep28: "She Runs Alas!" In this exciting episode, we visit Minnie's store in Long Beach to hunt for essential sailing gear and share insider tips for outfitting your boat. Then, we team up with Rob to help him get the Reposado sailboat—our bel...
OFFICIALLY Back in The Bahamas! | Sailing Sunday Vlog 289
Sailing Sunday

OFFICIALLY Back in The Bahamas! | Sailing Sunday Vlog 289

We’ve officially made it to the Bahamas! After months on land adjusting to life as new parents we’re finally back on board sailing to the Bahanas. We checked into Marsh Harbour here in the Abaco, Bahamas to clear customs and immigration to start our first cruising days as a family of four. From chec...
City Mission: Visa Runs, Drones & Big City Treats | S4 E21
Sailing with six

City Mission: Visa Runs, Drones & Big City Treats | S4 E21

After weeks off-grid, it was time to hit the big smoke. In this episode, we head into Padang, West Sumatra — our first major city in ages — on a fast-paced mission to restock, repair, and renew. From replacing our drone and sourcing gas fittings, to tackling a visa run and squeezing in a dentist vi...
9 DAYS BEFORE WE SAIL AWAY!
Sailing Dawn Hunters

9 DAYS BEFORE WE SAIL AWAY!

Living Off-Grid Dawn Hunters Style on sailing catamaran! 📺 THIS IS DAWN HUNTERS SEASON #4 EPISODE 14 ➡️ S4E14 ⛵WANT TO KEEP VIDEOS COMING? SUPPORT OUR PRODUCTION HERE: If you’d like to help with this production please consider supporting us on Patreon. (SUPPORT TIERS GO AS LOW AS $5 PER MONTHS)...
Is This Greece’s Most Beautiful Underrated Island?
Dylan Magaster

Is This Greece’s Most Beautiful Underrated Island?

Get Captain’s Salve - natural skin care that belongs in the wild: We sailed to the underrated Greek island of Skopelos—and what we found was unforgettable. From crystal-clear waters and ancient monasteries to scooter crashes and wild octopus encounters, this episode had it all. Join us as we sail f...
Horseback Riding on a Dream Beach in the Bahamas!
Sailing Doodles

Horseback Riding on a Dream Beach in the Bahamas!

We set sail from Spanish Wells to the stunning Harbour Island, home of the world-famous Pink Sands Beach! 🐢 Along the way, we discover a magical bay where dozens of sea turtles swim right up to us—and even eat out of our hands! Then we welcome back returning crew Clarice and introduce our newest cre...
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 ...
Life & Boat Work Must Continue Post Surgery | Episode 304
WE|Sail

Life & Boat Work Must Continue Post Surgery | Episode 304

Welcome back to WE|Sail... Well life post surgery must go on, and the boat jobs must continue! This weeks video is chock full of boat projects, mostly the beginning of the fiberglass work on the three box that Warren is attempting to learn 🔔 SUBSCRIBE for our continuing journey: 📱 FOLLOW our d...
WINTER on a SAILBOAT in SOUTH AFRICA!! COSY or CRAZY!! Ep 407
Sailing Nandji – Frothlyfe

WINTER on a SAILBOAT in SOUTH AFRICA!! COSY or CRAZY!! Ep 407

Go to or use code SAILINGNANDJI at checkout to get 4 extra months of Surfshark VPN! We have been sailing around the world for 8 years now, first departing the Gold Coast seaway of Australia back in July 2017. Since then, we have visited 15 different countries by sea and some of those countries, mu...
The Challenge of Finding a New Dinghy In Indonesia; Introducing “Gari” (short for Garibaldi)
Sailing Triteia

The Challenge of Finding a New Dinghy In Indonesia; Introducing “Gari” (short for Garibaldi)

Episode 428 : New Dinghy, how Dis? Hello Friends, On this episode I go through the pain staking process of locating and buying a new dinghy in a country with little to no marine stores. I was shocked that my $1200 INMAR dinghy only lasted 4 years (and even more shocked at how many dudes think thi...
[Ep 14] Solar Arch DIY, This Time We Finish But Break Something Else | Part 2
SmoCo Sailing

[Ep 14] Solar Arch DIY, This Time We Finish But Break Something Else | Part 2

⛵️ Episode 14: Tower in a Box Install Part 2 In this episode, we tackle the last part of the Tower in a Box installation which has us climbing into some sketchy parts of the boats and accidentally creating another project for ourselves. Stay tuned to the end to see the final result, Let us know if y...
Just Another Week at Anchor: Tattoos & Takeaways Included | S4 E20
Sailing with six

Just Another Week at Anchor: Tattoos & Takeaways Included | S4 E20

What started as a chill week anchored near one of Indonesia’s best surf breaks quickly turned into something else entirely… From catching coconuts and chasing waves, to diesel maintenance, squid fishing, and an impromptu onboard tattoo session — this episode captures the wild variety of life afloat...
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 ...
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