Watch Sailing & Boating Adventures Around the World – Page 2 of 71
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 1700 results
Hidden Hot Springs & Sailing life of a family in Guadeloupe E396
Sailing Guadeloupe with the family ⛵ Another beautiful stretch of Caribbean cruising! We start out anchored in Malendure, where it’s time to tackle one of the less glamorous parts of boat life — the grocery run! With the boat stocked up, we jump into the clear Caribbean water for another incredible...
Our boat won’t look the same after this | Step 495
▸ Click the link in the description, or go to and get 10% off your first month of therapy. (Paid Partner) ▸ JOIN THE UMA NATION: The Uma Nation is what makes this YT channel possible. Join from $2/month to see our videos early and ad-free. Thanks to our top patrons for keeping this channel goi...
Our 4-Year-Old Started DIVING in the Caribbean! E395
Our 4-year-old Coral is taking her underwater adventures to a whole new level! 🤿🌊 We explore the incredible Réserve Cousteau in Guadeloupe, where the water is crystal clear, the reef is full of life, and Coral starts diving below the surface all on her own. Watching her confidence grow underwater a...
REALITY of Living in Paradise
Come with us to explore FIJI by sailboat. This week we are seeing some of the most beautiful anchorages, resorts and underwater views in Fiji. To God be the glory! #sailingfamily #familyvlog #boatlife #familytravelvlog #youtubekids #sailingaroundtheworld #outdoors #bucketlist #fiji #paradise #s...
HOT TAKE – Stupid Anchoring Mistakes
Lady K Swag!!! Right here: Need a consult? Click here to drop a message: Want to help support Lady K Sailing? Click here to become a Patron: Or here to make a one time donation: Follow Lady K on Facebook: Or Instagram:
There’s No Going Back Now Episode 4
We actually did it. We sold almost everything we own, said goodbye to our home, our cabin, our cars, our pets, our friends and the life our kids have always known… and boarded a plane to Florida to begin our new life sailing around the world. This episode is the end of one chapter for our family—an...
“Pour Yourself a Glass of Wine…” 7 to 33 Knots E394
One last adventure at Grande Anse, one of the most beautiful beaches we’ve found in Guadeloupe before making the short hop to Deshaies. There we enjoy some delicious local treats and cool off with a swim in the river. Then it’s time to keep sailing south along the coast of Guadeloupe. The condition...
Life at Anchor Just Got Better: Our Anchor Alarm & Bow Shade
Two things have really changed the way we live at anchor this season. The first is our custom anchor alarm, which means we can both sleep easier at night. The second is the new shade over the bow. Together, they give us more comfort and peace of mind while living at anchor. When we arrived at the ...
The ONE Thing We Disagreed on This Entire Refit | Step 494
▸ Get an exclusive 15% discount on Saily data plans! Use code SAILINGUMA at checkout. Download Saily app or go to ▸ JOIN THE UMA NATION: The Uma Nation is what makes this YT channel possible. Join from $2/month to see our videos early and ad-free. Thanks to our top patrons for keeping this chan...
We Found Guadeloupe’s Most Beautiful Beach! | Grand Anse by Sailboat E393
Anse Leroux, Guadeloupe is perfect, with crystal-clear water, a close by beach and fantastic snorkeling just a short ride from the boat. From there, we take a long dinghy ride to the colorful village of Deshaies, where we wander the charming streets and discover an amazing local bakery serving deli...
Goodbye Saba… A 3-Day Caribbean Sailing Adventure to Guadeloupe E392
Leaving Saba was one of the hardest departures yet. It quickly became one of our favorite islands in the Caribbean, but the weather had other plans. With stronger winds on the way, it was time to keep heading south. Our original plan was to spend a few days exploring St. Kitts and Nevis, but the an...
64 Days Until I Sail Nonstop Around The World
Jerome and my brother join me on the first phase of sea trials ahead of my circumnavigation. In October 2026 I will attempt a 30,000 mile solo nonstop circumnavigation of the planet aboard my Pacific Seacraft 40, "Phoenix do Mar", meaning Phoenix of the Sea in Portuguese. Departing from P...
We Owe You The Full Story
▸ BIG ANNOUNCEMENT: Our Secret Project Finally Revealed. Link to Send-off event form: ▸ JOIN THE UMA NATION: The Uma Nation is what makes this YT channel possible. Join from $2/month to see our videos early and ad-free. Thanks to our top patrons for keeping this channel going 💙: Special shout ...
Our FINAL Day on Saba | The Caribbean’s Most Incredible Island? E391
Saba completely stole our hearts, and saying goodbye wasn't easy. 🌋❤️ Before setting sail, we squeezed every last adventure out of what has become our favorite island in the Caribbean. Our final day starts with one last spectacular hike from The Bottom to Windwardside via the beautiful Crispee...
We Crashed Fiji’s MOST Exclusive Resorts by Sailboat
Come with us to explore FIJI by sailboat. This week we are seeing some of the most beautiful resorts of the Coral Coast of Fiji. To God be the glory! #sailingfamily #familyvlog #boatlife #familytravelvlog #youtubekids #sailingaroundtheworld #outdoors #bucketlist #fiji #paradise #sailing #laugro...
Our Sailboat Is Almost Back Where It Belongs
After two weeks on the hard stand smashing through boat jobs, we're getting closer than ever to putting Escapade back in the water! This week we freshen up the bottom with a new coat of antifoul, install our brand new headsail, varnish the cockpit table, oil the shower grate, fit a new Rocna s...
We spent $10,000 on something Pretty | Step 493
▸ Thanks for Grüns for sponsoring this video! Get up to 52% off! Just click here ▸ JOIN THE UMA NATION: The Uma Nation is what makes this YT channel possible. Join from $2/month to see our videos early and ad-free. Thanks to our top patrons for keeping this channel going 💙: Special shout out to...
Sailing to Saba: The Caribbean’s Hidden Jurassic Island E390
Saba completely blew us away. 🤯 After waiting for the perfect weather window, we finally sailed to one of the least-visited islands in the Caribbean—and it instantly became one of our favorites. Towering straight out of the sea, Saba looks more like something from Jurassic World than the Caribbean...
We QUIT Our Office Jobs To Buy A Boat! – Here’s What It’s Really Like | S2 – EP8
*Learn more about our Orca Chart Plotter: If you've ever wondered what the everyday looks like when you quit your job and live on a sailboat, this is it 😀 We quit our office jobs in 2025 to chase a dream of sailing the world. Now we live, work remotely, and adventure full-time aboard Rúna, o...
We Covered Our Boat in Solar. Is It Enough? | Step 492 (Part 3)
▸ Click the link in the description, or go to and get 10% off your first month of therapy. (Paid Partner) ▸ JOIN THE UMA NATION: The Uma Nation is what makes this YT channel possible. Join from $2/month to see our videos early and ad-free. Thanks to our top patrons for keeping this channel going...
We Hiked a Volcano with a 2 & 4 Year Old! | Mount Scenery, Saba E389
After finally finding the perfect weather window, we arrive in spectacular Saba and check in by sailboat to one of the most unique islands in the Caribbean. Our adventure begins with a ride along the legendary "Road That Couldn't Be Built"—an engineering marvel carved into impossibly...
Destroying our New Solar Panels on Purpose… | Step 492 (Part 2)
▸ Take your personal data back with Incogni! Use code SAILINGUMA at the link below and get 60% off an annual plan: In this week's episode, we destroy our solar panels on purpose...in the name of science. ▸ JOIN THE UMA NATION: The Uma Nation is what makes this YT channel possible. Join fro...
Sailing to a Volcano: The Caribbean’s Island in the Clouds E388
After a much longer stay in Saint Martin than we ever planned, the day has finally arrived—we're setting sail for Saba! 🌊⛵️ Known as the Island in the Clouds, Saba rises dramatically from the sea as a towering volcanic peak, creating one of the most breathtaking landscapes in the Caribbean. We...