Watch Sailing & Boating Adventures Around the World

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 1-24 of 289 results
We Almost Left Tahiti… I’m Glad We Stayed
Sailing Big Lost

We Almost Left Tahiti… I’m Glad We Stayed

We were almost ready to leave Tahiti when our friends on SV Palarran pulled into the anchorage—and suddenly, we had a very good reason to stay. Cruising friendships are unpredictable. You never really know when your paths will cross again, so when the kids’ friends showed up, we changed our plans a...
We Came to Tahiti to Fix One Problem…
Sailing Big Lost

We Came to Tahiti to Fix One Problem…

After waiting out 30-knot winds in Cook’s Bay, Moorea, we finally get the weather window we need to make the short trip to Tahiti — where we’re hoping to finally get some answers about an electrical problem that has been following us for months. But first, there’s fishing line wrapped around our an...
We Came for the Sailing… We Stayed for the Friendships
Sailing Big Lost

We Came for the Sailing… We Stayed for the Friendships

We thought sailing around the world would be all about the destinations. The turquoise lagoons. The remote islands. The adventure. But somewhere along the way, we realized the places weren't what changed us the most. It was the people. In this episode, we spend our final days in beautiful T...
We Sailed to a FORBIDDEN ISLAND | Sailing Truth Show
Sailing Zingaro

We Sailed to a FORBIDDEN ISLAND | Sailing Truth Show

Most boats never make it to Mai'O. You can't just sail in... the island decides who comes ashore. Years ago, my girlfriend and I were anchored in Moorea when we met a man whose friend was from Mai'O. He asked if we could bring his friend home. We said yes — and what happened next was...
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...
The Marqueses Adventure Begins
Bad Kitty Sailing (formerly Sailing CAVU)

The Marqueses Adventure Begins

We travel to French Polynesia to sail with our friends John and Shannon on Carisma. They left the marina two years ago and just crossed from Panama to the Marqueses. This episode we fly to Tahiti and resupply before flying off to Hiva Oa. After meeting up with John and Shannon we sail to Tahuata.
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...
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...
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...
The MOST Beautiful ISLANDS We’ve Ever Sailed- EPIC Family REUNION Sailing FRENCH POLYNESIA (68)
Sailing Machete

The MOST Beautiful ISLANDS We’ve Ever Sailed- EPIC Family REUNION Sailing FRENCH POLYNESIA (68)

This week we are in vacation mode making our way through the Society Islands of French Polynesia. Daniel's parents are staying on board and we are truly living our best life. We island hop from Moorea all the way to Bora Bora before Daniel's parents have to head back home. After they lea...
TERROR in TAHITI – BOAT DRAGS through CROWDED ANCHORAGE – FAMILY SAILING AROUND THE WORLD (EP. 67)
Sailing Machete

TERROR in TAHITI – BOAT DRAGS through CROWDED ANCHORAGE – FAMILY SAILING AROUND THE WORLD (EP. 67)

We are in beautiful Tahiti prepping for Daniel's parents coming to visit. We move to the airport anchorage and visit Papeete. We find a thimble for Jessa's collection, boat parts, provisions and see the closing parade for the Olympics. We finally get the toilet back working just in time...
Paradise Isn’t Perfect😩 Sailing French Polynesia
Holly and Ray

Paradise Isn’t Perfect😩 Sailing French Polynesia

Our adventure in French Polynesia takes an unexpected turn when we discover severe damage to our sail drive shaft during what we thought would be a quick and simple seal change. 😩 It took two trips to the USA and thousands of dollars to get the parts we needed and make the repair— a consequence of s...
The Secrets of Doing Boat Work in Tahiti! (Calico Skies Sailing, Ep 248)
Calico Skies Sailing

The Secrets of Doing Boat Work in Tahiti! (Calico Skies Sailing, Ep 248)

Enjoying our channel? Consider joining the Calico Skies Patreon Crew for as little as $2 a month to get lots of extra goodies :) The marine environment is tough on our camera gear, help keep us filming! 5% off TotalBoat Orders! 10% off SunPowered Yachts Flex Panels, use code CALICO10 10% off...
Sailing to Tahiti; Gnarliest Wave We’ve Ever Experienced !🌊 (Calico Skies Sailing, Ep 247)
Calico Skies Sailing

Sailing to Tahiti; Gnarliest Wave We’ve Ever Experienced !🌊 (Calico Skies Sailing, Ep 247)

Enjoying our channel? Consider joining the Calico Skies Patreon Crew for as little as $2 a month to get lots of extra goodies :) 0:00 Intro 0:10 Arrival into Tahiti 8:20 Docked in Downtown Papette 10:36 Checking out the Teahupo'o Surf Break! The marine environment is tough on our camera ...
WIN A BOAT load for Christmas! [Ep156 RED SEAS]
Sailing Red Seas

WIN A BOAT load for Christmas! [Ep156 RED SEAS]

We're giving you $2500 for Christmas! We had so much fun doing our big giveaway in October that we're doing it again, but this time we've teamed up with a bunch if our favourite brands to give out some massive prizes in the run up to Christmas. There is so much up for grabs! All you ...
DIY boat lighting for $100! [Ep154 RED SEAS]
Sailing Red Seas

DIY boat lighting for $100! [Ep154 RED SEAS]

We install LED lighting on our brand new Highfield dinghy. We permanently wire port and starboard lights on the bow as well as a white stern light on our outboard. But Iain has an extra surprise in store when he adds some of the coolest lights we’ve ever seen in an inflatable boat! SAIL WITH US at ...
MUST HAVE modifications for every brand new inflatable boat [Ep153 RED SEAS]
Sailing Red Seas

MUST HAVE modifications for every brand new inflatable boat [Ep153 RED SEAS]

These are the must have modifications for every brand new inflatable boat! We just upgraded our dinghy from an Italian made AB to a Highfield 360. But even though it's performing really well so far, there's no reason why we can't make it even better. We've got a bunch of project...
The ONE THING we CAN’T FIX! (We have a problem) [Ep152 RED SEAS]
Sailing Red Seas

The ONE THING we CAN’T FIX! (We have a problem) [Ep152 RED SEAS]

After sailing full time for the last four years, we have seen some amazing things in this world but the adventure doesn't come without its challenges. We are used to coming up with creative solutions, being willing to try stuff out and never giving up hope when things don't quite go to pla...
STORM FORCES BOAT 300 MILES OFF COURSE! Sailing adventure goes wrong! [Ep148 RED SEAS]
Sailing Red Seas

STORM FORCES BOAT 300 MILES OFF COURSE! Sailing adventure goes wrong! [Ep148 RED SEAS]

MASSIVE GIVEAWAY! Enter for free at www.red-seas.com/annapolis for your chance to win one of the amazing prizes from our partners Cruising Solutions. Two winners selected every day throughout the Annapolis Boat Show (Oct 10-14). We loved our time in Ahe but now it's time to set sail and head W...
HER DREAM CAME TRUE🐋 Sailing from Moorea to Raiatea
Holly and Ray

HER DREAM CAME TRUE🐋 Sailing from Moorea to Raiatea

This week Holly’s dream of swimming with humpback whales came true! 🐋 Conditions weren’t perfect, but feeling the vibrations of their songs while in the water was an unforgettable experience. 🤯 We provisioned up and checked the weather before departing on a peaceful moonlight sail to Raiatea the fol...
WeBoating
Logo
Shopping cart