Watch Sailing & Boating Adventures Around the World tagged “Sailboat caribbean” – Page 9 of 15

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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...
QUICK ANNOUNCEMENT! | SailAway | Sailing Around The World
SailAway World Sailing

QUICK ANNOUNCEMENT! | SailAway | Sailing Around The World

The SailAway VIDEO RELEASE DAY is now on SUNDAY...at least for a trial period! After releasing our video last Sunday due to simply being a bit behind, we noticed some YouTube data that suggested Sunday might actually be a better release day for us in gene...
Sailing Couple Gives Up EVERYTHING To SAIL THE WORLD – Where Are They NOW? | SailAway 144
SailAway World Sailing

Sailing Couple Gives Up EVERYTHING To SAIL THE WORLD – Where Are They NOW? | SailAway 144

Nearly TWO YEARS AGO we SOLD EVERYTHING...then things got CRAZY. Since then we've been navigating a whole new cruising world much like everyone has had to figure our their own life situation. But so far, so good. We now find ourselves in Bequia, St. Vin...
HOW LONG Can We DO THIS? – Sailing Our TINY HOME OFF GRID | SailAway 143 | Sailboat Life
SailAway World Sailing

HOW LONG Can We DO THIS? – Sailing Our TINY HOME OFF GRID | SailAway 143 | Sailboat Life

LIVING on a SAILBOAT FAR AWAY from large centers of civilization gives us the option of taking ourselves "out of the equation". With case counts rising in the more populated areas of St. Vincent and the Grenadines, we take advantage of our life style and ...
Life ABOVE and Life BELOW – Off Grid in the Tobago Cays| SailAway 142 | Sailboat Life
SailAway World Sailing

Life ABOVE and Life BELOW – Off Grid in the Tobago Cays| SailAway 142 | Sailboat Life

Is this TOO GOOD to be true?! For the first time in the last YEAR we find ourselves actually sailing...DOWN WIND! And what's that?! The waves are BEHIND US!! Okay, I'm being a little dramatic, but it truly has been a solid year of beating upwind virtua...
Our Grand Plan!  Live Stream From Antigua | SailAway
SailAway World Sailing

Our Grand Plan! Live Stream From Antigua | SailAway

What's next for SailAway?! Where do we go from here?! We catch you up on our most recent passage, life in Antigua, and our cruising plans for the future. Enjoy!! And be sure to SUBSCRIBE for WEEKLY CONTENT EVERY FRIDAY! Cheers!! Thanks for watching Sai...
Paradise PAUSED – Off-Grid Sailing Life | SailAway 141 | Sailing Around The World
SailAway World Sailing

Paradise PAUSED – Off-Grid Sailing Life | SailAway 141 | Sailing Around The World

We had found a pandemic-free oasis of sorts in Grenada and then SVG, but it wasn't meant to last. To their credit, these islands take even small outbreaks very seriously. So with the advent of a new semi-lockdown in St. Vincent and the Grenadines, we dec...
Sailing FAST To The SLOW LIFE – Keeping Our BEQUIA Dream ALIVE | SailAway 140 | Sailboat Living
SailAway World Sailing

Sailing FAST To The SLOW LIFE – Keeping Our BEQUIA Dream ALIVE | SailAway 140 | Sailboat Living

After SEVEN DAYS in QUARANTINE, The RACE is ON to make it to BEQUIA. It's already Christmas Eve and we have a tree to put up and some presents to wrap! We had quire a few friends with the same plan waiting for us in Bequia and a 4 year old eager to see h...
What Does It COST To CRUISE During COVID?! – MORE Than We THOUGHT | SailAway 139 | Sailboat Life
SailAway World Sailing

What Does It COST To CRUISE During COVID?! – MORE Than We THOUGHT | SailAway 139 | Sailboat Life

Do we have ENOUGH MONEY for this?! And will we ever be RELEASED from QUARANTINE?! With every day we sit and wait for our PCR test results, we start to wonder! What should have been a 2-3 day stay in quarantine while checking into St. Vincent and the Gre...
HOPPING Islands and JUMPING Hoops – the GAUNLET of Sailing BETWEEN ISLANDS | SailAway 138
SailAway World Sailing

HOPPING Islands and JUMPING Hoops – the GAUNLET of Sailing BETWEEN ISLANDS | SailAway 138

Leaving GRENADA and entering ST. VINCENT and the GRENADINES...which means more hoops to jump through. It's well worth it, but these days it's definitely a bit confusing and stressful. To leave Grenada and enter St. Vincent and the Grenadines, we had to h...
Saying GOODBYE is PAINFUL – How MUCH of This Can We AFFORD?! | SailAway 137 | Sailboat Life
SailAway World Sailing

Saying GOODBYE is PAINFUL – How MUCH of This Can We AFFORD?! | SailAway 137 | Sailboat Life

Painful on our NOSES and our WALLETS! As we gear up to finally leave Grenada and begin our journey north through the Caribbean islands, we begin the process of hoop jumping. Travelling between islands is far more complicated in these days of Covid, which...
HOMESICK In PARADISE? – Has She HAD ENOUGH? | SailAway 136 | Sailing Around The World
SailAway World Sailing

HOMESICK In PARADISE? – Has She HAD ENOUGH? | SailAway 136 | Sailing Around The World

HOLIDAYS are HARD. THOUSANDS of MILES from FAMILY, even harder. This week we're celebrating Thanksgiving, but having not seen our families in over a year due to Covid travel issues, it's sort of a melancholy time. But we soon remember what an unusual lif...
The Great POOP Explosion of 2020 – How NOT To Change Your MACERATOR!! | SailAway 135 | Sailboat Life
SailAway World Sailing

The Great POOP Explosion of 2020 – How NOT To Change Your MACERATOR!! | SailAway 135 | Sailboat Life

When a macerator GOES DOWN and you can't pump out...THEN WHAT? Well, you're about to find out and it's not pretty. Seriously, you've been warned!! Also, we show you a bit more of Le Phare Bleu and finally head back out to the anchorage in anticipation o...
LOREN Has MAD SKILLS!! – When ISLAND LIFE Gets SCARY!! | SailAway 134 | Sailing Around The World
SailAway World Sailing

LOREN Has MAD SKILLS!! – When ISLAND LIFE Gets SCARY!! | SailAway 134 | Sailing Around The World

The FREAKS come out AT NIGHT...and cruise around on dinghies BEGGING for CANDY! This week it's Halloween in Woburn Bay. Loren stretches her makeup and costume muscles for her favorite holiday of the year and we show you all the festivities from the Le Ph...
The EASY LIFE on the ISLANDS of SPICE! – Two Weeks in a BOUTIQUE TROPICAL MARINA! | SailAway 133
SailAway World Sailing

The EASY LIFE on the ISLANDS of SPICE! – Two Weeks in a BOUTIQUE TROPICAL MARINA! | SailAway 133

HAPPY BIRTHDAY to Loren! To celebrate we TREAT OURSELVES to a couple weeks at the beautiful boutique marina at Le Phare Bleu! Complete with a ship/bar/restrooms, a pool that's open to all cruisers, and a restaurant with some excellent happy hours...will ...
Cruising The Islands IN STYLE! Our NEW DINGHY Arrives! | SailAway 132 | Sailing Around The World
SailAway World Sailing

Cruising The Islands IN STYLE! Our NEW DINGHY Arrives! | SailAway 132 | Sailing Around The World

In SAILBOAT LIFE, our DINGHY is our CAR. And our "car" is on its LAST LEG. We bought Nacho before we really knew what we wanted in a dinghy, so we intentionally went used and cheap, knowing what didn't know. Now, over a year of cruising later, not only ...
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