Watch Sailing & Boating Adventures Around the World – Page 2 of 43
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 1014 results
True Crime Sailing – A Cruising Wife Vanishes in the Bahamas
A true crime sailing mystery in the Bahamas has left the cruising community with more questions than answers. In April 2026, sailor Lynette Hooker disappeared while cruising the Abacos aboard the sailboat *Soulmate* with her husband, Brian Hooker. What was first described as a tragic man-overboard a...
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...
He Solo Sails a 39 Footer!
In this episode, I sit down with **Sea Ox Sailing** to talk about life aboard their **Jeanneau 39i**, what they’ve learned cruising as a couple, and why they’re now thinking about making the jump from a monohull to a **catamaran**. We get into what the Jeanneau 39i is actually like to own and sai...
Beneteau First 36.7 ⛵ Hidden Gem 💎 Used Sailboat Bargain? 💰#sailboat #beneteau #bargain #hiddengem
Lady K Swag!!! Right here: www.lady-k-sailing-shop.fourthwall.com 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:
The Most Overlooked Sailboat on the Market | Beneteau First 36 7
Is the Beneteau First 36.7 the hidden gem of the used sailboat market? With examples listed across North America for roughly $70,000, this Farr-designed performance cruiser offers something increasingly difficult to find: genuine speed, excellent upwind ability, three private cabins, a practical cr...
“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...
Sailing Nightmare! 😱 Overpowered Main⛵ & Catastrophic Accident! ⚠️ #sailing #accident #tragedy
Lady K Swag!!! Right here: www.lady-k-sailing-shop.fourthwall.com 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:
3 Affordable 💰 & Safe 🛟 Sailboats for World Cruising! ⛵ #sailboat #liveaboard #cruising #budget
Lady K Swag!!! Right here: www.lady-k-sailing-shop.fourthwall.com 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:
The Greatest Gift My Parents Gave Us Wasn’t a Thing
Sometimes the greatest gifts aren't things—they're the lessons and memories that stay with you forever. ❤️ This week aboard Isla, Nana and Gogo join our family to celebrate my 40th birthday, and what started as a family visit became one of our favorite weeks of boat life. We waste no tim...
Cheap Sailboat⛵Trap! The Shocking😱TRUE Cost💰Revealed! #Boating #budget #sailboat #reality #repairs
Lady K Swag!!! Right here: www.lady-k-sailing-shop.fourthwall.com 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:
Sailing Passion😍 Is This The Ultimate Racer Cruiser? ⛵💨#sailing #BoatReview #performancesailing
Lady K Swag!!! Right here: www.lady-k-sailing-shop.fourthwall.com 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:
This $120,000 Beneteau Was Built to Cross Oceans Fast
Lady K Swag!!! Right here: www.lady-k-sailing-shop.fourthwall.com Is the Beneteau First 44.7 the perfect cruising sailboat for people who genuinely love to sail? In this Lady K Sailing review, we take a close look at a 2004 First 44.7 currently listed in Maryland for $120,000. Designed by Bruce Far...
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...
Cheap Sailboats Under $15K!💰 Dream? 💭 or Disaster? 😱#sailboat #dream #disaster #advice #boatbuying
Lady K Swag!!! Right here: www.lady-k-sailing-shop.fourthwall.com 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:
Boat History Matters! Digital 📲 Logbook 📒 for Your Vessel ⛵ #vesselbook #boatmaintenance #advice
Lady K Swag!!! Right here: www.lady-k-sailing-shop.fourthwall.com 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:
Boat Maintenance Mistakes That Can Cost You Thousands
These boat maintenance mistakes can cost you thousands of dollars, damage expensive equipment, and make your boat much harder to sell. From forgetting when the engine oil was changed to losing maintenance receipts, missing warranty deadlines, and letting safety equipment expire, many boat owners rel...
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...
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...
A Sailboat With No Keel? Shannon Shoalsailer 35
Lady K Swag!!! Right here: Need a consult? Click here to drop a message: The Shannon Shoalsailer 35 might be one of the strangest cruising sailboats ever built: a 35-foot sailboat with no conventional keel, no centerboard, no daggerboards, and only about 30 inches of draft. Designed by Shannon Y...
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 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...
ANSE DE COLUMBIER IN ST. BARTS – A MUST SEE SAILING ANCHORAGE.
Discover the serene beauty of Anse De Columbier, a perfect spot for your next boating mooring ball pickup. This marine park offers peaceful waters, scenic hiking trails, and picturesque beaches for sailors of all levels. Subscribe for more sailing destination guides and cruising tips. LINKS: SUB...
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...