Watch Sailing & Boating Adventures Around the World – Page 25 of 283

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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BOAT LIFE in Florida | Beaches, Repairs &Sail [E343]
Wildly Intrepid Sailing

BOAT LIFE in Florida | Beaches, Repairs &Sail [E343]

While hiding from hurricanes in St. Augustine, Northern Florida we get a few boat projects done like our dead engine water pump. But we still make time for enjoying Vilano beach and celebrating Kai's very first birthday amidst crazy heat. Instead of traveling on the busy ICW we motor sail in ca...
Electrical Failure Solved and an Ice Cold Plunge (Episode 25)
Barlovento Sailing

Electrical Failure Solved and an Ice Cold Plunge (Episode 25)

They say for every hour you use your boat, there is an hour of maintenance. I think "they" are right.
New crew for our Italy sailing adventure! plus we start fixing the boat   [Ep. 106]
Sailing Supernova

New crew for our Italy sailing adventure! plus we start fixing the boat [Ep. 106]

After a crazy shake down sail where everything went wrong, we pick up some new crew and start fixing everything! ___________________________ ⚓️ Subscribe for more real-life real-time sailing adventures! 👍 Like the video if you love sailing! (or if you just love Coconut 🐈) 💬 Drop a comment - we lo...
Karen’s Surprise Detour Led Us to THIS Unbelievable Sea Cave | Sailing Southeast Asia- S5 Ep 126
Dreamtime Sail

Karen’s Surprise Detour Led Us to THIS Unbelievable Sea Cave | Sailing Southeast Asia- S5 Ep 126

After eleven unforgettable days exploring the remote beauty of Indonesia’s Sombori Islands—home to crystal-clear lagoons, hidden lakes, limestone caves, and pristine white sand beaches—we continue our sailing adventure northward on our circumnavigation of Sulawesi. But before leaving this tropical p...
Swimming with Sharks, Pigs & Pink Iguanas?! | Exumas Adventure! Ep-185
Leading the Escapade

Swimming with Sharks, Pigs & Pink Iguanas?! | Exumas Adventure! Ep-185

Come island-hopping with us through the wild side of the Exumas! 🏝️ In this episode, we snorkel with nurse sharks, visit a lesser-known spot to see the famous swimming pigs, and meet the rare pink iguanas of the Bahamas. It’s one unforgettable episode exploring the Exumas' most iconic (and unu...
SAILING Wildly Intrepid TRAILER
Wildly Intrepid Sailing

SAILING Wildly Intrepid TRAILER

Welcome aboard SV Wildly Intrepid, our 43 feet C&C Landfall. We are Cory, Alex, Coral & Kai originally from Quebec, Canada. Since meeting over 15 years ago in Newfoundland, Canada, we have been consumed by an obsession with travel. Living life one semi-retirement at a time then working for a...
No The Officer Wasnt Looking for a Bribe and No It wasn’t Because of My Tattoos; A RESPONSE VIDEO
Sailing Triteia

No The Officer Wasnt Looking for a Bribe and No It wasn’t Because of My Tattoos; A RESPONSE VIDEO

This is a response to my "Immigration Nightmares" Video If you enjoy the channel please "Like" the videos and Subscribe so you don't miss any future episodes. If you find the videos helpful or entertaining and would like to contribute you can become a Patron at: Othe...
Not Being Allowed to Extend My Indonesian Visa & Being Forced to Clear Out Immediately
Sailing Triteia

Not Being Allowed to Extend My Indonesian Visa & Being Forced to Clear Out Immediately

Episode 433 : Hello Friends, On this episode I attempt to extend my visa and find that once again the Indonesian government has changed the rules and the immigration office refuses to extend my visa forcing me to have to clear out of the country early. Indonesia is known as the absolute worst c...
S3, Ep32 We Bit Off More Than We Could Chew
Sailing Into the Mystic

S3, Ep32 We Bit Off More Than We Could Chew

In Episode 32, titled "We Bit off More than We Could Chew," we embark on an exciting adventure to the Channel Islands. Things take a wild turn when rough seas force us to retreat to Catalina Island, where we share our sailing mistakes, lessons learned, and our decision to stay, which lead ...
First Look at Our New 40ft Sailboat! Full Boat Tour & Walkaround
Chesca & Ben

First Look at Our New 40ft Sailboat! Full Boat Tour & Walkaround

Here she is! – we bought a sailboat! Meet Flying Freedom ⛵️, our new floating home and the start of our biggest adventure yet. In this video, we’ll give you a full first look and tour of our 40ft Freedom 40/40 sailboat, showing you around every corner before we start the work to get her ready for li...
Sailing Into Trouble: The Day Our Anchorage Was a Crime Scene | Sailing Sitka Ep 179
Sailing Sitka

Sailing Into Trouble: The Day Our Anchorage Was a Crime Scene | Sailing Sitka Ep 179

Jay and Kenna lift the hook and set sail from Green Island toward the stunning Holadaze Cayes, one of the most picture-perfect anchorages in all of the San Blas Islands. But just when we thought we’d found paradise, we suddenly found ourselves—and Sitka—in the middle of an active criminal investigat...
We sailed 280 miles to THIS paradise 🇧🇷 — Sailing Yabá
Sailing Yabá

We sailed 280 miles to THIS paradise 🇧🇷 — Sailing Yabá

Episode 277 | Sailing and exploring Ilhabela. Watching a regatta, chasing waterfalls, scuba diving and more! 💌 I’ve created a newsletter to share the moments the camera missed, the untold stories, behind-the-scenes moments, and little things that don’t make it into the videos. Sign up here: (it�...
GULFSTREAM Crossing from the Bahamas to St. Augustine in 45hrs [E342]
Wildly Intrepid Sailing

GULFSTREAM Crossing from the Bahamas to St. Augustine in 45hrs [E342]

Ball bearings are falling off from our water pump and the wind keeps dying on us. We keep our spirits high and hope to make it back to the US without any issues. On the other hand this calm sail makes for very comfortable sleep and the kids even get to play below deck without getting seasick. Pods o...
2 Weeks Living in Remote Solomon Islands (Jungle Medicine & Bow Making)
Back 2 Basics Adventures

2 Weeks Living in Remote Solomon Islands (Jungle Medicine & Bow Making)

Az has touched down in the remote Solomon Islands, and eager to learn more about the way of life here. Hope you enjoy and thanks for watching! Check our site, 👉 Stay at Driftwood in the Solomon Islands ... it's incredible! Check out the incredible hand handmade craft 🎥 Behind-the-scenes...
What a Nightmare! Everything is going wrong on our new boat  [Ep. 105]
Sailing Supernova

What a Nightmare! Everything is going wrong on our new boat [Ep. 105]

We were not expecting this to break. It just happened out of nowhere. We knew lots of things could go wrong, we just didn't think it would be everything all at once. ___________________________ ⚓️ Subscribe for more real-life real-time sailing adventures! 👍 Like the video if you love sa...
30 Days Living From The Ocean In Remote Australia
Back 2 Basics Adventures

30 Days Living From The Ocean In Remote Australia

Get started with AG1 for less than $3 a day when you subscribe! And get $76 of free extras when you use the above link. This Episode is filmed over 30 days exploring a remote area of the Great Barrier Reef in Australia. Returning to Strick's Old Boy's favourite fishing grounds from 40 yea...
The INDIAN OCEAN BROKE OUR BOAT! Let the BOAT WORK begin! Ep 411
Sailing Nandji – Frothlyfe

The INDIAN OCEAN BROKE OUR BOAT! Let the BOAT WORK begin! Ep 411

Take your personal data back with Incogni! Use code SAILINGNANDJI at the link below and get 60% off an annual plan: The Indian ocean is no joke. It is rough and windy and the 8000+ miles we sailed. last year has taken its toll on Nandji 2. But for the past couple of months, we have been soaking i...
Salt & Tar Update: Coming Back Soon!
Salt & Tar

Salt & Tar Update: Coming Back Soon!

It's been a long time... we have begun filming again and look forward to bringing you a full episode soon! Garrett has written a more detailed account of what we've been up to these last 10ish months on our blog: For the sake of our families some things have been left private and not aire...
S3, Ep31 We Prepare for our Longest Sailing Trip Yet
Sailing Into the Mystic

S3, Ep31 We Prepare for our Longest Sailing Trip Yet

Sailing really slows down time and time is not a commodity you have when you are still working in the rat race. But we all found a week where we can go pretend like time doesn't matter to explore what we can. But first we must tackle the to-do list and get some of the stuff done on the boat s...
[Ep 19] Tacos, Wine, & Checking Into Mexico By Boat | Ensenada, Mexico
SmoCo Sailing

[Ep 19] Tacos, Wine, & Checking Into Mexico By Boat | Ensenada, Mexico

In this episode, we officially check into Mexico by starting the paperwork process in Ensenada. We kick things off with Mexican boat insurance, then explore the colorful streets of this Baja port city discovering local seafood, a hidden wine tasting room, and loads of delicious tacos well off the to...
Having Diesel Engine Trouble up a River In Borneo – Small Boat Sailing Adventures in Wild Places
Sailing Triteia

Having Diesel Engine Trouble up a River In Borneo – Small Boat Sailing Adventures in Wild Places

Episode 432 : Hello Friends, On this episode I wake anchored 2.5 miles off shore in remote Borneo after a 435NM passage from Lombok. I have a very wet passage of unforecasted weather to anchor in a peaceful anchorage just inside the mouth of the Kumai River. After a few days rest, I nervously mad...
Dropping Anchor in a Lightening Storm⚡️ | Sailing Sunday VLOG 291
Sailing Sunday

Dropping Anchor in a Lightening Storm⚡️ | Sailing Sunday VLOG 291

This week’s video is a raw, unfiltered look at what sailing really looks like when a storm rolls in out of nowhere — and you’re trying to make it to safe harbour with a baby onboard. It's the kind of moment that reminds us why preparation matters… and also why sailing with a baby adds a whole ...
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...
Our boat build is finished: LET’S SAIL THE WORLD! — Sailing Yabá 276
Sailing Yabá

Our boat build is finished: LET’S SAIL THE WORLD! — Sailing Yabá 276

Episode 276 | Sailing 250 nautical miles north to Ilhabela in rough seas 📡 *Starlink* made a huge difference for us doing our trip. We could check the forecast in real-time, video-call our families, talk to our friends, share our location live with patrons and even stay entertained. If you would li...
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