Watch Sailing & Boating Adventures Around the World – Page 16 of 19

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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SailAway 55 | WE’RE SELLING OUR SAILBOAT! Goodbye to Layla – Pt . 1 | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 55 | WE’RE SELLING OUR SAILBOAT! Goodbye to Layla – Pt . 1 | Sailboat Living Sailing Vlog

WE'RE SELLING OUR SAILBOAT! But it's a NEW BEGINNING as we start our search for a BIGGER LIVEABOARD SAILBOAT!! Yes, you read that right, it's a bittersweet episode this week as we explain our happenings and plans. Not only was Layla listed for sale last December, she also sold in F...
SailAway 54 | Angry Storms on the Intracoastal Waterway | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 54 | Angry Storms on the Intracoastal Waterway | Sailboat Living Sailing Vlog

Inventive Dock Departure, CRAZY STORMS on the ICW, and general day in the life sailing!! After a fun weekend with Beau and Brandy of Sailing Saoirse and a sailing regatta that got cancelled by some pretty violent weather, we left Ft. Pierce to head south on the Intracoastal Waterway. Only to get h...
SailAway 53 | Sailboat Racing with Sailing Saoirse! (almost) | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 53 | Sailboat Racing with Sailing Saoirse! (almost) | Sailboat Living Sailing Vlog

THE FEARLESS CREW AWAKES! The DOG EATS like a KING! THEY PLOW the waves FEARLESSLY to the RACE START...and get their a%#es kicked by the channel! That about says it all! We had sailed Layla up to Fort Pierce to take part in the Ft. Pierce Yacht Club's Offshore Regatta, meeting our new fro...
SailAway 52 | Back to Florida and ICW Cruising | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 52 | Back to Florida and ICW Cruising | Sailboat Living Sailing Vlog

More Northern Antics, BACK TO FLORIDA, and ICW CRUISING for another voyage!!! This week we finally get back from our Ohio hiatus and discover a sea of green algae surrounding Layla! Only one thing to do, and that's to get her out in some crystal clear water for a little excursion! We make ou...
SailAway 51 | EPIC .25 Knot Sailboat Crash! | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 51 | EPIC .25 Knot Sailboat Crash! | Sailboat Living Sailing Vlog

EPIC .25 KNOT SAILBOAT CRASH!! ;-) Serious light wind racing, rum drinking, and drone flying!! This week we wrap up our Ohio sailing tour with some Wednesday night racing on Alum Creek Lake in Central Ohio. We just didn't have wind! But you can see how diehard racers do it, even when the bre...
SailAway 50 | DON’T GIVE UP THE SHIP!! – Perry’s Monument, Put-In-Bay | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 50 | DON’T GIVE UP THE SHIP!! – Perry’s Monument, Put-In-Bay | Sailboat Living Sailing Vlog

Regatta Racing, Perry's Monument, and more sights on infamous Put-In-Bay, Lake Erie! This week we continue our stay on Put-In-Bay on Lake Erie as Eric races the J-24, Orange Whip, with the boys, we tour the historic Perry's Monument (DON'T GIVE UP THE SHIP!), and show you more of the...
SailAway 49 | Partying at Put-In-Bay – The Key West of Lake Erie | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 49 | Partying at Put-In-Bay – The Key West of Lake Erie | Sailboat Living Sailing Vlog

Sailboat Racing, Sunset Horn Blasting, and Partying on the Strip in Put-In Bay!! This week we continue our Put In Bay series up on Lake Erie. After some challenging racing in fluky winds, we bring the J-24 Orange Whip back in in the pouring rain. But the clouds crack open and Loren and I explore ...
SailAway 48 | The Key West of Lake Erie – Put In Bay – PART ONE | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 48 | The Key West of Lake Erie – Put In Bay – PART ONE | Sailboat Living Sailing Vlog

The Great Watery North, The KEY WEST of LAKE ERIE, and a Boat Delivery to start off the weekend! This week we head even further north to the Lake Erie Island of Put-In-Bay, Ohio. Many people don't know about this crazy party/vacation/sailing spot just a few miles out into Lake Erie...but we d...
SailAway 47 | A Homecoming and a Full Moon Sail | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 47 | A Homecoming and a Full Moon Sail | Sailboat Living Sailing Vlog

A Return HOME, a FULL MOON SAIL, and LATE NIGHT SHENANIGANS! Even wanderers make it home once in a while and this week we show you a little slice of ours. That being our HOME home of Ohio and the lake we both learned to sail on, met on, AND got engaged on! :-) . It was a beautiful night for a full...
SailAway 46 | Live-Aboard Sailboat Tour – Hunter Legend 35.5 | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 46 | Live-Aboard Sailboat Tour – Hunter Legend 35.5 | Sailboat Living Sailing Vlog

Liveaboard Sailboat Tour of our 1995 Hunter Legend 35.5! Finally! Well, we've been bringing you videos of our cruising of the ICW from New Jersey to Florida (several times), the Charleston, South Carolina area, the Ft. Pierce and Stuart, Florida area, and of course tons of Gulf Stream and Bah...
SailAway 45 | Something’s Floating! Is it VALUABLE?! Is it HUMAN?! | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 45 | Something’s Floating! Is it VALUABLE?! Is it HUMAN?! | Sailboat Living Sailing Vlog

Leaving the BAHAMAS, Mysterious Floating Object, and entering the ST. LUCIE INLET!! We survive a ROUGH night at anchor and our surly moods the following morning to enjoy a beautiful transit back across the Gulf Stream in the Atlantic Ocean toward the Florida coast. A mysterious floating object k...
SailAway 44 | Birthday BLOOD on the High Seas!! | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 44 | Birthday BLOOD on the High Seas!! | Sailboat Living Sailing Vlog

More THUNDERSTORMS, the Birthday Boy tries to SEVER HIS OWN TOE, and we MOTOR SAIL on FUMES towards WEST END!! Very shortly after waking up to heavy rain and wind, hauling anchor, and sailing towards West End, Grand Bahama, Eric takes a little slip and very nearly cuts his own toe off! It was bo...
SailAway 43 | Dodging Thunderstorms and Swimming Naked! | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 43 | Dodging Thunderstorms and Swimming Naked! | Sailboat Living Sailing Vlog

Thunderstorm Laundry, Strolling New Plymouth, SWIMMING NAKED, and Anchoring at NIGHT in a LIGHTNING STORM!! It's a full episode this week as we learn when NOT to hang out our laundry to dry - right before a thunderstorm with 30 knot winds! ;-) Not much was lost so we made our way in to explor...
SaiAway 42 | The OTHER Swimming Pigs of the Bahamas | Sailboat Living Sailing Vlog
SailAway World Sailing

SaiAway 42 | The OTHER Swimming Pigs of the Bahamas | Sailboat Living Sailing Vlog

SWIMMING BAHAMIAN PIGS (NOT in the Exumas), Dark and Stormy Dark and Stormies, and 4th of JULY in the BAHAMAS!! This week we visit No Name Cay in the Abacos, home of the OTHER and lesser known swimming pigs of the Bahamas. Just as cute, just wet, just as hungry...just a bit further north! We disc...
Sailing Avocet: Escaping the Fire
Sailing Avocet

Sailing Avocet: Escaping the Fire

The Woolsey and Hill Fire destroyed over 20,000 acres while the smoke carried over to neighboring cities. The air quality at our slip was at an all time low and to make it worse, the highways were closed and the Santa Ana winds were blowing with gusts up to 50. We were stuck and our plans to sail ...
SailAway 41 | BIGGEST Cheeseburger Party IN THE WORLD!! | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 41 | BIGGEST Cheeseburger Party IN THE WORLD!! | Sailboat Living Sailing Vlog

SAILING to SUN, SAND, FREE cheeseburgers, and FREE booze! ALL BY BOAT!! This week the Crew of SV Layla find themselves at the biggest Cheeseburger in Paradise Party this side of Margaritaville. Never having been before and with only the knowledge that had been stowed on us throughout our previou...
SailAway 40 | How To Anchor In Paradise – Green Turtle Cay, Bahamas | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 40 | How To Anchor In Paradise – Green Turtle Cay, Bahamas | Sailboat Living Sailing Vlog

ANCHORING TIPS, FUN RACING, and MORE FREE RUM! The good times in the Abacos, Bahamas just don't stop! This week we make our way to Green Turtle Cay and snuggle in to an beautiful anchorage for a couple days. We discover the beach bar scene on the south shore, finish up our race week with ano...
SailAway HALLOWEEN SPECIAL!! The HAUNTED LIGHTHOUSE | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway HALLOWEEN SPECIAL!! The HAUNTED LIGHTHOUSE | Sailboat Living Sailing Vlog

GHOSTS, APPARITIONS, and their TRAGIC STORIES in the history of the ST. AUGUSTINE LIGHTHOUSE!! This week on SailAway it's our very first HALLOWEEN SPECIAL! Join us for a creepy, spooky, and all around haunting tour of the famously haunted St. Augustine Lighthouse. St. Augustine is conside...
SailAway 39 | All Who Wander Are Not Free From Laundry | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 39 | All Who Wander Are Not Free From Laundry | Sailboat Living Sailing Vlog

TREASURE CAY Sunset, How To Do Laundry at ANCHOR, and PARTY at Coco Beach Club! This week on SailAway, we say goodbye to Guana Cay and race to Treasure Cay. A couple navigational errors made it a comeback story, but we still did pretty good. What's more, we got to have a beautiful beach nigh...
SailAway 38 | Trading WINE for RUM and a SPARK PLUG | Sailboat Living Sailing VLog
SailAway World Sailing

SailAway 38 | Trading WINE for RUM and a SPARK PLUG | Sailboat Living Sailing VLog

MAN and BEER OVERBOARD, a WORKING outboard, and AMAZING GOODWILL among cruisers!! This week on SailAway we meet some amazing fellow cruisers who not only help us with our outboard motor, but also give us fish AND RUM!! We then head to Marsh Harbor and do a little onshore exploring, hit a lay day r...
SailAway 37 | Elbow Cay Bahamas – So Many Sailboats! | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 37 | Elbow Cay Bahamas – So Many Sailboats! | Sailboat Living Sailing Vlog

Cruising around ELOW CAY, BAHAMAS, Winning a Race, and Party at HOPETOWN INN!! This week we hit the race course for Race 1 of Regatta Time Abaco. We're of course racing in the cruiser fleet, which around here they call the Mothertub! Lol. Which is about right since we're all loaded dow...
SailAway 36 | Hopetown Bahamas – Riding Hard For Free Rum | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 36 | Hopetown Bahamas – Riding Hard For Free Rum | Sailboat Living Sailing Vlog

On the HOOK in HOPETOWN, FREE RUM, and a SURPRISE SUNSET HIDEAWAY!! This week on SailAway, settle in at Hopetown Harbor, picking up a mooring ball and rowing our way (yep, still) to shore. Thanks to crazy cheap bike rentals, we give you a tour of the island along with a little history as we make o...
SailAway | “Southern Cross” LIVE – a Sailboat, a Sunset, and a Song | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway | “Southern Cross” LIVE – a Sailboat, a Sunset, and a Song | Sailboat Living Sailing Vlog

SOUTHERN CROSS LIVE re-release!! It's been a minute since we made this very first "a Sailboat, a Sunset, and a Song" video, so we've taken the original down and rebranded it with our current logo, plus made a few OCD tweaks, and now it's back on the playlist. So YES, you ma...
SailAway 35 | Bahamas Bar Hopping – WHAT’S THAT IN THE POOL?! | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 35 | Bahamas Bar Hopping – WHAT’S THAT IN THE POOL?! | Sailboat Living Sailing Vlog

TOWED in a RAIN STORM, BAR HOPPING, and POOL UFO's!! This week we cast off our mooring ball in Fisher Bay and sail down the Abacos to Hopetown on Elbow Cay. Before we leave, we explore the north shore and have some drinks on a beautiful crystal clear beach, witness a UFO in the pool at Guana ...
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