Watch Sailing & Boating Adventures Around the World tagged “Sailaway” – Page 17 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.

Showing 385-408 of 435 results
SailAway 26 | Our Scariest Sailing Experience Ever | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 26 | Our Scariest Sailing Experience Ever | Sailboat Living Sailing Vlog

We narrowly escape crashing our boat on the rocks. In this episode of sailboat living with SailAway - things get dicey. It's not always bikinis and sundowners. It all starts simple as we continue our sail down the ICW from Hilton Head toward Savannah, w...
SailAway | Sparky the Sleepy Sailboat Starter | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway | Sparky the Sleepy Sailboat Starter | Sailboat Living Sailing Vlog

How to make your diesel shoot sparks...and start. This week's bonus episode of sailboat living with SailAway is a "Maintenance Short" (see all maintenance stuff in the "Messing About On Boats" playlist) We let you in on our ongoing starter/batteries conu...
SailAway 25 | Sunrise Sailing to Beaufort, South Carolina | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 25 | Sunrise Sailing to Beaufort, South Carolina | Sailboat Living Sailing Vlog

ICW sailing in 39 degrees! Making our way to Beaufort, SC and MUCH warmer weather. In this episode of sailboat living with SailAway we truly begin our voyage south and onward to Caribbean sailing AND sailing around the world. We set off bright and early ...
SailAway RTA | Sailing the Abacos, Bahamas | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway RTA | Sailing the Abacos, Bahamas | Sailboat Living Sailing Vlog

BIKINIS, RUM, and RACING in the Bahamas!! In this REAL TIME UPDATE of sailboat living with SailAway it's 7/13/18 and we're coming at ya in the PRESENT timeline from Hopetown, Abaco, Bahamas to give you a glimpse of what you can expect from SailAway episod...
SailAway 24 | Living on the Sailboat and Final Days in Charleston | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 24 | Living on the Sailboat and Final Days in Charleston | Sailboat Living Sailing Vlog

We get cozy on Layla, Charleston Race Week shenanigans, and goodbye to Charleston! In this week's episode of sailboat living with SailAway, the mood is bittersweet as we spend our very last days in Charleston. We've still got a lot of projects and prep f...
SailAway | “No Woman No Cry” LIVE – a Sailboat a Sunset and a Song | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway | “No Woman No Cry” LIVE – a Sailboat a Sunset and a Song | Sailboat Living Sailing Vlog

You GOTTA hear this! No Woman No Cry LIVE by Eric Dove aboard Layla! It's quality dock sailing with another "a Sailboat a Sunset and a Song" featuring none other than "No Woman No Cry" by Bob Marley and the Wailers. It's one of Eric's ALL TIME favorite ...
SailAway 23 | New Sails Test Run and Bad Lip Reading | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 23 | New Sails Test Run and Bad Lip Reading | Sailboat Living Sailing Vlog

BIKINI winch grinding, BAD lip reading, and NEW SAILS! In this episode of sailboat living with SailAway we show you our brand new Precision Sails! We show you the rest of the ordering and design process, the unboxing, installation, and of course, flying ...
SailAway 22 | We Sold Our House – Living on our Sailboat | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 22 | We Sold Our House – Living on our Sailboat | Sailboat Living Sailing Vlog

We SELL OUR HOUSE and prepare to sail south!! In this week's episode of sailboat living with SailAway, we take one of the biggest steps towards living on a sailboat fulltime - WE SOLD OUR HOUSE! This puts us on the boat in Charleston and in crunch mode g...
SailAway 21 | Messing About On A Sailboat, Wave Two | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 21 | Messing About On A Sailboat, Wave Two | Sailboat Living Sailing Vlog

New holding tank, new radial drive wheel and more!! In this week's bonus episode of sailboat living on SailAway, it's Messing About On a Sailboat, Wave Two! This is essentially a tally of some major repairs and modification we've made since "Wave One" an...
SailAway RTA | Sailboat Coffee Tawk | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway RTA | Sailboat Coffee Tawk | Sailboat Living Sailing Vlog

5/28/18. Loren drinks coffee seductively, we update you on our progress, and give you a glimpse of what to expect in upcoming episodes!! This week's bonus episode is SailAway Real TIme Update 1 - Stuart, Florida. We've made the sailing voyage down (a co...
SailAway 20 | We’re Splitting Up! – When Sailors Aren’t Sailing | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 20 | We’re Splitting Up! – When Sailors Aren’t Sailing | Sailboat Living Sailing Vlog

Cannabis Dispensary Tour, Bikini Frolicking in Mexico, Snowboarding Feats and Mayan Fertility Ruins!! In this week's episode of sailboat living with SailAway, while waiting for our new sails to be delivered to the boat we have a little bit of down time be...
SailAway | “Ho Hey” LIVE – a Sailboat, a Sunset, and a Song | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway | “Ho Hey” LIVE – a Sailboat, a Sunset, and a Song | Sailboat Living Sailing Vlog

You GOTTA hear this! "Ho Hey" LIVE by Eric Dove aboard Layla!! This week's bonus episode is "a SAILBOAT, a SUNSET, and a SONG" - Ho Hey by the Lumineers! This series is all in the name - nothing less, nothing more! Sometimes you just need a little liv...
SailAway 19 | How to Measure Your Sailboat for New Sails | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 19 | How to Measure Your Sailboat for New Sails | Sailboat Living Sailing Vlog

WATCH THIS before buying new sails! How to measure your boat! In this episode of sailboat living with SailAway, we take you through the first steps of the giant leap of getting new sails. Layla's been limping along on her 23 year old sails long enough ...
SailAway 18 | Dirty Girls Need Love Too – Sailboat Haulout Week | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 18 | Dirty Girls Need Love Too – Sailboat Haulout Week | Sailboat Living Sailing Vlog

Loren and Layla get dirty together - new bottom, new folding prop, and more!! In this week's episode of sailboat living with SailAway we give SV Layla a little much-needed TLC so she's ready to travel south and onward to the Bahamas!. She gets a brand ne...
SailAway 17 | Windy, Wet and Wild Sailing – Sailboat Racing | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 17 | Windy, Wet and Wild Sailing – Sailboat Racing | Sailboat Living Sailing Vlog

Loren and Layla get WET and WILD in the upwind coastal race conclusion!! In this week's episode of sailboat living with SailAway, we complete the second half of the Alice Cup race and come back from Bohicket to Charleston. The conditions couldn't be more ...
SailAway 16 | Offshore Sailboat Race to Bohicket | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 16 | Offshore Sailboat Race to Bohicket | Sailboat Living Sailing Vlog

Dicey spinnaker flying in a coastal race from Charleston!! In this week's episode of sailboat living with SailAway...We're back!!! After a several week video hiatus due to some minor life details in preparation for sailing the bahamas - like selling our...
SailAway 14 | Finding Layla’s Home – Puerto Rico Marina Tours | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 14 | Finding Layla’s Home – Puerto Rico Marina Tours | Sailboat Living Sailing Vlog

Every Marina on Puerto Rico's East Coast!! In this week's episode of sailboat living with SailAway, we hop on that sailboat in the sky on an adventure to Puerto Rico! Our goal? To do a massive recon of the Eastern Coast to choose a home for ourselves and...
SailAway 13 | Gulf Streamin’ in a Sailboat | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 13 | Gulf Streamin’ in a Sailboat | Sailboat Living Sailing Vlog

Haulin' A$! on the GULF STREAM for TWO DAYS! SailAway Ep. 13 - This week in our sailing vlog we complete our Florida shakedown trip in high fashion. A downwind sled ride of a sail on the Gulf Stream for 2 days out on the Atlantic as we roll our way back ...
SailAway 12 | Beach Baby and Sailboat Bums | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 12 | Beach Baby and Sailboat Bums | Sailboat Living Sailing Vlog

Bikini Beach Bummin' in Daytona! SailAway Ep. 12 - This week in our sailing vlog we learn to accept the folly of plans and enjoy the present as we sail into two different and really cool marinas in the Daytona Beach Florida area, both with different vibes...
SailAway 11 | Sailboat Slacking in St. Augustine | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 11 | Sailboat Slacking in St. Augustine | Sailboat Living Sailing Vlog

Aggressive peacocks, the Fountain of Youth, and a CREEPY stuffed animal house!! Sailboat living with SailAway #11. This week we duck out of the unrelenting wind on the Intracoastal Waterway and check the sailboat into not only one, but two marinas in St....
SailAway 10 | Sailboat DENIED, Stymied By The Sea | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 10 | Sailboat DENIED, Stymied By The Sea | Sailboat Living Sailing Vlog

The ICW bridge that WOULD NOT LET US PASS!! Sailboat living with SailAway #10. After making some modifications and upgrading the boat for sailing the Bahamas we head south to Florida via the Atlantic and ICW with a Bahamas adventure as our goal. But i...
SailAway 9 | Messing About on a Sailboat, Wave One | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 9 | Messing About on a Sailboat, Wave One | Sailboat Living Sailing Vlog

ALL NEW LINES from EBAY, Boomkicker, Custom Adjustable Backstay and more!! In this week's episode of sailboat living with SailAway we switch it up a little bit. Learn all about the improvements and sailboat maintenance we did in the first 15 days of ownin...
SailAway 8 | Sailboat Aground In Charleston | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 8 | Sailboat Aground In Charleston | Sailboat Living Sailing Vlog

We RUN AGROUND, drink all our booze, and swim with DOLPHINS!! SailAway Ep. 8 Travel Vlog - So we made it 600 miles living on a sailboat from Atlantic City to Charleston after one day of owning the boat...but sometimes it's all about enjoying your own "ba...
SailAway | Official Trailer | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway | Official Trailer | Sailboat Living Sailing Vlog

Cruising couple, 2-year-old, and trusty dog cruise the world on a 35' sailboat, Layla!! Ahoy, there from SailAway and welcome to our travel vlog! After only ONE DAY of owning our 35' sailboat, we sailed her 600 miles from New Jersey to South Carolina! W...
Epic water experiences, one click away.

Something AWESOME is coming!
Be the FIRST to know⛵

Sign up for exclusive updates and be the first to hear when we go live!
Get sneak peeks, exciting announcement, and special content straight to your inbox!

We don’t spam! Read our privacy policy for more info.


WeBoating
Logo
Shopping cart