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 1023 results
Their First Sailboat Is an Island Packet 40
Would you buy an Island Packet 40 before you even knew how to sail? M and Nick did exactly that. With zero sailing experience, they skipped the typical starter boat and jumped straight into owning a serious 40-foot bluewater cruising sailboat. In this episode of Small Channel Sunday, we talk about ...
Why Most People Never Live Their Sailing Dream
Why do most people never live their sailing dream? It isn’t because sailing is impossible—it’s because they keep waiting for more money, more experience, the perfect sailboat, or the perfect time. Whether you’re interested in sailing for beginners, buying your first used sailboat, learning to sail, ...
Why Are Used Sailboats So Cheap in 2026?
Why are used sailboats so cheap in 2026? The used sailboat market has changed dramatically since the pandemic buying boom. Boats are sitting longer, asking prices are dropping, and many buyers are making offers thousands of dollars below list price. In this Lady K Sailing episode, we explore whether...
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...
SAN BLAS Panama — The Reefs That Sink Boats Here | SSL779
The San Blas Islands are one of the most beautiful places we have ever sailed. They are also one of the most technically demanding. Over 100 kilometres of coral reef protects this archipelago — and that same reef has ended a lot of sailing dreams. After 28 hours of open Caribbean, we arrived in Gun...
What Do You Do With All Your Boat Receipts?
Where do you keep all your boat receipts, manuals, registration documents, maintenance records and paperwork? Owning a sailboat or powerboat means accumulating an incredible amount of documentation. Receipts for marine electronics, batteries and repairs. Owner’s manuals for equipment. Boat registrat...
Two Versions of One Night🌙 Did She Fall 🫣 or Is There More? 🤔#sailing #lynettehooker #mystery
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:
Coast Guard ⚓ Seizes ‘Soulmate’ Boat ⛵ in Missing Woman Case 🔎 #mystery #lynettehooker #truecrime
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:
Are Catamarans a Waste of Money? | Hot Take Tuesday
Are catamarans actually worth the money, or have cruising sailors convinced themselves they need a floating luxury condo? In this Hot Take Tuesday, we’re looking at the real cost of cruising catamarans, whether most sailors actually need one, and why a much cheaper monohull can often do the exact sa...
The Boating Industry Is About to Change!
Go to www.vesselbook.com 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:
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...