Watch Sailing & Boating Adventures Around the World – Page 7 of 9

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 61 | The Key West LIE No One Wants You to Know! | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 61 | The Key West LIE No One Wants You to Know! | Sailboat Living Sailing Vlog

SOUTHERNMOST POINT!? The KEY WEST LIE NO ONE WANTS YOU TO KNOW! ;-) And MORE Key West Hijinks. This week we conclude our little land voyage to beautiful Key West with more beautiful sunsets, even tastier drinks, and TONS of live music. We also expose the COVER UP and CONSPIRACY that has perpetuat...
SailAway 60 | Between Sailboats – Road Trip to Key West | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 60 | Between Sailboats – Road Trip to Key West | Sailboat Living Sailing Vlog

LAND SAIL TO KEY WEST!! Having no sailboat can't hold us down!! This week on SailAway, we take a little break from our search for a new liveaboard sailboat to take a little raodtrip to Key West. It just so happened to be our 5th wedding anniversary. So with Layla sold and our new boat yet t...
SailAway 59 | We’re Buying a Liveaboard Sailboat! – Sailboat Tours 2 | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 59 | We’re Buying a Liveaboard Sailboat! – Sailboat Tours 2 | Sailboat Living Sailing Vlog

BOATS BOATS AND MORE BOATS!! The Liveaboard Sailboat Tours continue! Will one of these be our new roaming aqua home? You're gonna find out real soon because, in real time...we're only 2 weeks from closing!!! Enjoy!! And be sure to SUBSCRIBE for WEEKLY CONTENT EVERY FRIDAY! Cheers!! ...
SailAway 58 | Buying a Liveaboard Sailboat – Sailboat Tours Part 1 | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 58 | Buying a Liveaboard Sailboat – Sailboat Tours Part 1 | Sailboat Living Sailing Vlog

WE'RE BUYING A LIVEABOARD SAILBOAT!! We fill you in on WHAT we're looking for and TOUR THE FIRST THREE BOATS!! Yes, the new SailAway era has officially begun. Well, technically it began close to a year ago, because we've been going on liveaboard sailboat tours pretty much that whol...
SailAway 57 | WE SOLD OUR SAILBOAT!! The Final Layla Episode | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 57 | WE SOLD OUR SAILBOAT!! The Final Layla Episode | Sailboat Living Sailing Vlog

Well this is it!! Layla is OFFICIALLY SOLD!! And this is her VERY LAST EPISODE!! Yeah, we know...take a moment. Well, the survey went great, the sea trial was a hit and the deal has officially been finalized. Layla is no longer our boat. Okay...hold on...now I need a minute.... Okay...I�...
SailAway 56 | Selling our Sailboat – Survey and Final Sail | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 56 | Selling our Sailboat – Survey and Final Sail | Sailboat Living Sailing Vlog

The SURVEY and SEA TRIAL of LAYLA! Plus our FINAL SUNSET SAIL!! Yes, it's another bittersweet episode as we finalize selling our sailboat by conducting the official survey and sea trial. It's been a long period of hoop jumping to get to this point and be one step closer to buying our la...
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...
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...
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