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Sailboat caribbean YouTube Videos

Showing 181-195 of 333 results
RACE against the STORM: Sailing through a TROPICAL WAVE [Ep. 34]
Sailing Sweet Ruca
RACE against the STORM: Sailing through a TROPICAL WAVE [Ep. 34]
It's HURRICANE season in the Caribbean and tropical storms and waves can become part of the every day. We find a suitable weather window that wicks up some amazing sailing to a brand new PARADISE. It's not hurricane Elsa, but we doublehand our racer/cruise...
How We Sheltered From HURRICANE ELSA and WHAT’S NEXT? – SailAway LIVE STREAM
SailAway World Sailing
How We Sheltered From HURRICANE ELSA and WHAT’S NEXT? – SailAway LIVE STREAM
After checking into PR and dodging Hurricane ELSA, our regular video schedule got away from us. Instead of rushing a video to production, we decided it had been a while since we'd spoken to you all LIVE. So tune in! We'll field any and all questions, fi...
Sailing to the Worlds MOST EXPENSIVE Private Island [Ep. 33]
Sailing Sweet Ruca
Sailing to the Worlds MOST EXPENSIVE Private Island [Ep. 33]
We sail to the worlds most expensive PRIVATE ISLAND on the market. It is for sale for 100 MILLION DOLLARS! We can't afford it, but we can still explore it. It is beautiful! #Sailing #Sailboat #SailboatLiving #SailboatLife Who are these crazy people? W...
STUCK in Amazing St. Martin – Do We LIVE Here Now? | SailAway 156
SailAway World Sailing
STUCK in Amazing St. Martin – Do We LIVE Here Now? | SailAway 156
BOAT PROJECTS, Shopping, AMAZING Restaurants, and BEAUTIFUL Scenery...the St. Martin VORTEX has us firmly in its grasp. Cruisers often get "stuck" in this slice of paradise; after months of sailing down island where everything costs an arm and a leg and s...
MINIMALISTS on the ISLAND of PLENTY! | SailAway 155
SailAway World Sailing
MINIMALISTS on the ISLAND of PLENTY! | SailAway 155
ESCAPING MATERIALISTIC HABITS isn't usually that hard on a SAILBOAT. Down island, you don't have much choice...you either adapt to what's available or you go home. NOT an option for us! And we've done quite well enjoying local food, unusual brands, etc. ...
NAUTICAL NOMADS – Moving Our HOUSE to a NEW COUNTRY | SailAway 154
SailAway World Sailing
NAUTICAL NOMADS – Moving Our HOUSE to a NEW COUNTRY | SailAway 154
What's our PROCESS for LEAVING ONE COUNTRY and SAILING to the next one? After several months in Antigua, it's finally time to be moving on to St. Martin. But once you feel at home in a place, it can be a melancholy process getting ready to leave. What s...
Leaving EVERYTHING Behind…AGAIN – Is It Worth It? | SailAway 153
SailAway World Sailing
Leaving EVERYTHING Behind…AGAIN – Is It Worth It? | SailAway 153
Every BEAUTIFUL island, every PRISTINE beach, the AMAZING friends we've made, all the INS and OUTS of every country we visit....sooner rather than later we have to leave it behind. At least IF we want continue to visit and explore more and more places. W...
Do We Really NEED This? – YES! And Here’s Why | SailAway 152
SailAway World Sailing
Do We Really NEED This? – YES! And Here’s Why | SailAway 152
We Spend LOTS OF MONEY and EFFORT to keep the MOST BASIC THINGS operable on our boat. It's easy to forget that FUN and ATHLETIC things are every bit worth the investment too. On land, we had bikes, we went snowboarding, we went to the gym, we ran, we play...
RAISED on a SAILBOAT – LIFE as a VAGABOND KID | SailAway 151
SailAway World Sailing
RAISED on a SAILBOAT – LIFE as a VAGABOND KID | SailAway 151
TRAVELING the WORLD on our SAILBOAT, we're also RAISING our 4 YEAR OLD while constantly on the move. WHAT"S IT LIKE to be raised at SEA and what's it like to do the raising? It's a life full of questions and doubts, but ultimately we think the rewards ec...
Why We DIDN’T Buy A “Bluewater” Boat to SAIL THE WORLD – FULL TOUR | SailAway 150
SailAway World Sailing
Why We DIDN’T Buy A “Bluewater” Boat to SAIL THE WORLD – FULL TOUR | SailAway 150
We've sailed extended OCEAN PASSAGES and have OCEAN CROSSINGS in the works. But we've been told our boat isn't "BLUEWATER"...really?! This week we finally take you on a FULL TOUR of Cecelia inside and out while we explain our take on the "bluewater vs. p...
10 BIGGEST Lessons in 2 YEARS of Sailboat Life | SailAway 149 | Sailing Around The World
SailAway World Sailing
10 BIGGEST Lessons in 2 YEARS of Sailboat Life | SailAway 149 | Sailing Around The World
We've CRUISED the CARIBBEAN for 2 YEARS!! We show you a complete DAY IN THE LIFE while we tell you the 10 BIGGEST LESSONS we've learned along the way. Enjoy!! And be sure to SUBSCRIBE for WEEKLY CONTENT EVERY FRIDAY! Cheers!! Thanks for watching SailA...
Our $15,000 PAPERWEIGHT | SailAway 148 | Life on a Sailboat
SailAway World Sailing
Our $15,000 PAPERWEIGHT | SailAway 148 | Life on a Sailboat
The COST of cruising ESCALATES. We're faced with a BIG repair and an associated big price. Our generator gave out a few months ago...while it still ran, ever since a hard overheating, it wouldn't stay running more than a few minutes. We debate the neces...
SAIL Hard WORK Hard PLAY Hard | SailAway 147 | Life On A Sailboat
SailAway World Sailing
SAIL Hard WORK Hard PLAY Hard | SailAway 147 | Life On A Sailboat
Sailboat life is all BALANCE. It's a lot of WORK, but the rewards come in many forms. It's often exhausting just getting to our destinations, then even more work maintaining our home and making enough money to keep it...but then the FUN starts! This wee...
These Islands Are VOLATILE – From a VOLCANO to a ROUGH 2-Day Passage | SailAway 146 | Sailing Life
SailAway World Sailing
These Islands Are VOLATILE – From a VOLCANO to a ROUGH 2-Day Passage | SailAway 146 | Sailing Life
From the base of a VOLCANO on the verge of ERUPTION, we embark on a very windy and rough 2 DAY and 2 NIGHT PASSAGE to Antigua. If we've learned one thing, it's that we can't pretend to be masters of mother nature. We may use the wind to our advantage and...
Trading PARADISE For UNCERTAINTY – WHERE Do We Go NOW? | SailAway 145 | Sailing Around The World
SailAway World Sailing
Trading PARADISE For UNCERTAINTY – WHERE Do We Go NOW? | SailAway 145 | Sailing Around The World
We found ISLAND PARADISE. But we CAN'T stay here FOREVER. In the midst of CHALLENGING travel restrictions, BEQUIA has been a LITERAL OASIS for us. But we didn't start this journey to NOT journey. So we're pointing Cecilia north and back into UNCERTAIN W...