Watch Sailing & Boating Adventures Around the World – Page 5 of 12

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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Gone with the Wynns Getting Rid of Their HH Catamaran! – Ep 322 – Lady K Sailing
Lady K Sailing

Gone with the Wynns Getting Rid of Their HH Catamaran! – Ep 322 – Lady K Sailing

I love watching gone with the Wynns! They’re such an amazing couple out there doing the sailing thing to the fullest extend a couple can. Like Delos, they’ve got no boundaries as they sail everywhere in the world they can find water but today, after a long and somewhat disastrous experience with the...
TERRIFYING Sailboat Rescue in Puget Sound – ep 321 – Lady K Sailing
Lady K Sailing

TERRIFYING Sailboat Rescue in Puget Sound – ep 321 – Lady K Sailing

Mayday 7 p.m. on Monday, Feb. 3 In a news release, the Coast Guard noted there was snowy conditions and 25 to 30 mph winds with 4 to 6-foot seas that night. "As Coast Guard crews were attempting the rescue, the sailboat ran aground. After the mast of the vessel collapsed, the aircrew was able t...
The INSANE Aft Cabin Center Cockpit Hunter Passage 420
Lady K Sailing

The INSANE Aft Cabin Center Cockpit Hunter Passage 420

Caribbean and Bahamas live aboard sailing take a long time to plan but, what if you could buy a great cruising sailing today in Florida and be in the Bahamas tomorrow? This week we look at a sailboat for sale right now fully outfitted and rigged for Caribbean live aboard sailing you can buy for less...
Grenada Sailboat HIJACKING – Ep 319 Lady K Sailing
Lady K Sailing

Grenada Sailboat HIJACKING – Ep 319 Lady K Sailing

Learning from tragedy is important. Two Americans, a sailing couple are presumed dead after they vanished from their yacht in Grenada, leaving behind evidence of a bloody struggle, police in nearby St. Vincent and the Grenadines said Monday. While loved ones of Kathy Brandel and Ralph Hendry are hop...
Sailing Dighies NOT to Buy – How to Learn Sailing  Ep 318 – Lady K Sailing
Lady K Sailing

Sailing Dighies NOT to Buy – How to Learn Sailing Ep 318 – Lady K Sailing

Sailing Dinghies to learn how to sail are very popular sailboats. Today we look at the Walker Bay, Oday DS1, Chrysler Mutineer, Laser, Sunfish, and other sailing dinghies to help you learn how to sail and discuss which sailing dinghies are good, and which are bad sailboats. How to sail? This is it! ...
The SAILBOAT That Will BLOW Your Mind! 1984 Sea Sprite 34 Yawl FULL TOUR
BoatFools Sailing

The SAILBOAT That Will BLOW Your Mind! 1984 Sea Sprite 34 Yawl FULL TOUR

#SailboatForSale #SeaSprite34 #SailingLife #BoatBuying #classicyacht The SAILBOAT That Will BLOW Your Mind! 1984 Sea Sprite 34 Yawl FULL TOUR This Fantastic SAILBOAT Is A RARE STUNNER for $49,500! First of all, I am SORRY for all the FANTASTICs! I think my brain froze in the cold temps...Never ...
TOP 5: Cruising, Fastest, Cheapest, Most Modern, & Easiest Sailboats To Buy – Ep 316
Lady K Sailing

TOP 5: Cruising, Fastest, Cheapest, Most Modern, & Easiest Sailboats To Buy – Ep 316

This week we look at the best cruising sailboats in the 30 foot range. But, because there is no "best sailboat", we look at the best cruising sailboat, the fastest sailboat, the most modern sailboat, the cheapest sailboat, and the easiest sailboat to buy. Want to help support Lady K Saili...
RIDICULOUS PRICE Island Packet 45 WOW! World Cruising Sailboat for Under $200k – Ep 317
Lady K Sailing

RIDICULOUS PRICE Island Packet 45 WOW! World Cruising Sailboat for Under $200k – Ep 317

Are you looking for a world cruising Island Packet 45 foot sailboat for a great price! This cruising sailboat already has Lithium Lifepo4 batteries, huge solar power, and loads of extra options to make your Caribbean cruising dreams come true, and the price is amazing! Check out the full tour of thi...
Top 4 BIG PROBLEMS with Brand New Sailboats – Ep 315 – Lady K Sailing
Lady K Sailing

Top 4 BIG PROBLEMS with Brand New Sailboats – Ep 315 – Lady K Sailing

Brand new sailboats have BIG problems you should know about before you buy one. Today we look at new Beneteau, Hunter, Dufour, Bavaria, Catalina, and others and find problems with the brand new sailboat design that will annoy you when you take these boats extended cruising. What to look for in a new...
How to Buy Lithium and Solar for your Boat or RV – Lady K Sailing – Ep 314
Lady K Sailing

How to Buy Lithium and Solar for your Boat or RV – Lady K Sailing – Ep 314

Today – how to build an off grid solar system for your boat, van, or cottage with lithium batteries from battleborn or Amazon LiTime, with a lead acid engine start battery, dc to dc charger, and Victron mppt controller with Bluetooth smart shunt battery monitor. A simple, easy to follow video on how...
A SMALL Almost PERFECT Sailboat! A RARE 1965 Cheoy Lee Frisco Flyer III for $6,800. FULL TOUR.
BoatFools Sailing

A SMALL Almost PERFECT Sailboat! A RARE 1965 Cheoy Lee Frisco Flyer III for $6,800. FULL TOUR.

A SMALL Almost PERFECT Sailboat! The 1965 Frisco Flyer III for $6,800! DON'T MISS OUT! SIGN UP FOR OUR NEWSLETTER, THE BOATFOOLS REPORT: Lila is a Classic 1965 Cheoy Lee Frisco Flyer III – A rare gem of a 26’ sloop. Step aboard Lila, a stunning 1965 Cheoy Lee Flyer III—a beautifully preserv...
Boat Hacks to Make Sailing Easier – Lady K Sailing – Ep 313
Lady K Sailing

Boat Hacks to Make Sailing Easier – Lady K Sailing – Ep 313

Learning how to sail is hard enought, but as you get older we can make sailing easier with sailboat modifications that make the boat easier to use. This week, the top five boat modications for your sailboat so you can sail longer into retirement. Want to help support Lady K Sailing? Click here to b...
A Potential DEAL on a CLASSIC Racer-Cruiser! A 1982 Catalina 38 for $16,900. Full Tour!
BoatFools Sailing

A Potential DEAL on a CLASSIC Racer-Cruiser! A 1982 Catalina 38 for $16,900. Full Tour!

#Catalina38 #ClassicSailboat #SailboatRestoration #Sailing #boatfoolssailing [[SOLD - 11/15/2025]] A Potential DEAL on a CLASSIC Racer-Cruiser! A 1982 Catalina 38 for $16,900. Black Pearl: A 1982 Catalina 38 – A Classic Almost Restored! This week, join me as I explore a 1982 sailboat in the chil...
$20,000 Condo in Virginia: Living on a Sailboat CHEAP Lady K Sailing
Lady K Sailing

$20,000 Condo in Virginia: Living on a Sailboat CHEAP Lady K Sailing

Rent is crazy expensive but living on a sailboat can be very cheap! This Island Packet 27 is an excellent choice in sailboat to live on and it’s for sale in Viriginia right now. You could sail to the Bahamas tomorrow. It may have chain plate issues but Mack Sails in Florida can fix sailboat chainpla...
19 Year Old Crossing Pacific ALONE on 27 Foot Boat – Ep 311 – Lady K Sailing
Lady K Sailing

19 Year Old Crossing Pacific ALONE on 27 Foot Boat – Ep 311 – Lady K Sailing

THIS – is Garrett! 19 years old and HE DID A PACIFIC CROSSING by himself on a 27 foot Nor'sea sailboat. It’s a heck of a story, he’s a heck of a guy, and it – is a heck of a boat! He has a leak he can’t figure out, his AIS collision alarm goes off out there in the Ocean, he can’t sleep, he g...
The AMAZING DEAL Boat to Buy in 2025 – Jeanneau Sun Odyssey 37 vs Catalina 380 vs Beneteau 37.1
Lady K Sailing

The AMAZING DEAL Boat to Buy in 2025 – Jeanneau Sun Odyssey 37 vs Catalina 380 vs Beneteau 37.1

Sailboat shopping? Want to get the best bang for your buck on a cruising sailboat in 2025? The Catalina 380 was all the rage in cheap sailboats but, they're hard to find now. The Beneteau uses glued in keel matrix strigners that can lead to keel failure. The Jeanneau Sun Odyssey 37 doesn't...
Greatest Sailing Adventure Movie Ever! Lady K Sailing – Ep 309
Lady K Sailing

Greatest Sailing Adventure Movie Ever! Lady K Sailing – Ep 309

In 2008, a farm boy from Indiana named Alex Rust was working at The Chicago Board of Trade. He found success, but not happiness. At the age of 25 Alex quit his job and drove to Florida in search of something better. He traded his old minivan for a small sailboat he found on Craigslist. Alex taught h...
Dangerous Sailboat Myths Busted! Ep 308 – Lady K Sailing
Lady K Sailing

Dangerous Sailboat Myths Busted! Ep 308 – Lady K Sailing

How to sail safely is a complicated topic and which sailboat to buy really depends on what you plan to use the sailboat for. Sialing the Bahamas or Sailing Caribbean islands or, sailing across the ocean. We've seen too many sailing couples adventure off only to have sailing emergencies or saili...
Lost at Sea Sailing Couple From YouTube Dies in Life Raft – Ep 308 – Lady K Sailing
Lady K Sailing

Lost at Sea Sailing Couple From YouTube Dies in Life Raft – Ep 308 – Lady K Sailing

A sailing couple with a great YouTube channel sails off on an Atlantic Crossing to Portugal on their 42 foot Gib’sea ketch cruising sailboat and is lost at sea. A rescue begins and the boat is never found until they wash ashore on Sable Island in a life raft. This electric powered sailboat may not h...
Sailing Couple Tragic Accident At Sea – Lady K Sailing Ep 306
Lady K Sailing

Sailing Couple Tragic Accident At Sea – Lady K Sailing Ep 306

A sailing couple wants to live the dream and sail around the world on their CNB 66 foot sailing but sailing from the Caribbean islands to Bermuda and on the Nova Scotia turns deadly when a squall hits their boat and things get out of control sailing in the ni #sailingcouple #sailingdisaster #sailboa...
CHEAPEST Options for Young People – Ep 305 – Lady K Sailing
Lady K Sailing

CHEAPEST Options for Young People – Ep 305 – Lady K Sailing

Rent is a huge price now and the cheapest option for tiny living is usually a sprinter van or building a skoolie out of an old school bus but, living on a boat might be even better! Cheap sailboats make great homes and often are cheaper on insurance and monthly costs. This week we explore living ona...
The TOP 10 SAILBOATS For Sale in CALIFORNIA! (Bay Area). Some FANTASTIC boats and DEALS! 11/2024
BoatFools Sailing

The TOP 10 SAILBOATS For Sale in CALIFORNIA! (Bay Area). Some FANTASTIC boats and DEALS! 11/2024

@boatfools  #sailboatforsale #sailingpassion #sailing #boatfoolstop10 The TOP 10 SAILBOATS For Sale in CALIFORNIA! (Bay Area) Ok, it's been a minute since we've done a BoatFools Top 10 - and we have never explored what's available up in the Bay Area and, man, are we glad we did! There...
MASSIVE STORM hits Sailboat Race in Mobile Alabama – Ep 304 – Lady K Sailing
Lady K Sailing

MASSIVE STORM hits Sailboat Race in Mobile Alabama – Ep 304 – Lady K Sailing

The sailboat races to Dauphin Island Alabama was hit my a massive storm system that started in Texas and collided with a 125 entry sailboat race. In all, 40 people were rescued in this horrible sailing disaster, 8 boats lost to the sea and 6 casualties reported. The US Coast Guard released a stateme...
Bayesian Disaster VS New York Times – Unsinkable! Ep 303 – Lady K Sailing
Lady K Sailing

Bayesian Disaster VS New York Times – Unsinkable! Ep 303 – Lady K Sailing

Perini Navi, owners of the company who built the Bayesian Superyacht that sank in Italy in a sudden weather event are filing suit against the New York Times claiming the Bayesian was unsinkable, blaming the crew for mistakes made when the sailboat superyacht sunk. Check out the Practical Sailor epi...
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