Watch Sailing & Boating Adventures Around the World tagged “Sailboat caribbean” – Page 7 of 15
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Showing 145-168 of 339 results
When It Gets THIS GOOD…It’s TIME to LEAVE | SailAway 192
Sometimes THIS LIFE IS AMAZING. We find ourselves among BEAUTIFUL ISLANDS with INCREDIBLE SAILING and STIMULATING SIGHTS. And we also know it all like the BACK OF OUR HAND. We think we may have truly found our "home base" for the first time in 3 YEARS. ...
Our BOAT Is GONE! – WHAT the #@$!? | SailAway 190
It's one of MANY sailors' NIGHTMARES. You're in a FOREIGN COUNTRY and not only does your BOAT GO MISSING, but your FAMILY AS WELL. Lots of scenarios jockey for attention in your mind as you struggle to decide what on earth to do. But if you're lucky, yo...
TRESPASSING – Our LOST Island Paradise | SailAway 189
Our BEST memories DESTROYED. We're NOT ALLOWED on this island, but it means TOO MUCH to us not to GO ANYWAY. It's been 8 LONG YEARS since we last saw this place, the place our cruising history truly began. And in that time IRMA also happened. Not much ...
Winter Sucks? WATCH THIS VIDEO | SailAway 188
Are you SICK of the COLD and SNOW? Or just having no access to a BOAT? We're here to help. :-). You see, we're in the BRITISH VIRGIN ISLANDS with no plans for anything but SUN, SAND, SEA, BIKINIS, RUM, REPEAT. If you've never been, you'll soon understan...
OFF-LIMITS NO MORE – The ONE Destination We’d Given Up On | SailAway 187
No place we've sailed has had such SPECIAL MEANING as the one were about to sail to. It's where we we MARRIED 8 years ago and for over 2 years we've been dreaming of returning aboard our own boat. But due to some pretty extreme (and many would say unreas...
25 Years Sailing – How Did We Screw THIS Up?! | SailAway 186
Cruising the CARIBBEAN has lots of UPS and DOWNS, sometimes ALL AT ONCE! As we make headway with some recent BOAT ISSUES, we maybe get a little cocky. What better time to get KNOCKED DOWN A PEG by a seemingly simple maneuver. But it's all about learning...
Our $3,000+ MISTAKE – How Do We Make This WORK? | SailAway 185
Over a YEAR ago, our GENERATOR became a $15,000 PAPERWEIGHT. Now, tons of STRESS and WAY too many $$$ later, the saga finally concludes. The difficult decision has ALWAYS been - how much do we need this? And how much money is it worth to try and resurre...
BAD Luck, EXPENSES, and DIFFICULTIES – When It RAINS It POURS | SailAway 184
We've had WEEKS of random DIFFICULTIES followed by some BAD LUCK, all of which have ADDED to already growing EXPENSES. These things happen to everyone, and out here they seem to come in waves. And when getting things done and just GETTING things is alrea...
CLOSE Encounters With GIANT BOATS – City Anchoring in the CARIBBEAN | SailAway 183
Things can get DICEY when anchoring next to MEGA YACHTS and CRUISE SHIPS. But it's NOT always PRISTINE anchorages and remote, desolate BEACHES that define the SAILING LIFE. For us, a good dose of METRO ANCHORING works wonders at times. When you're out he...
Balancing The TWO Cruising Life ESSENTIALS | SailAway 182
2 PRIMARY ASPECTS make this life enjoyable. And BOTH things FEED each other to keep this crazy life working. Without ONE, the other suffers and vice versa. This week we take you on an INCREDIBLY DICEY anchoring, along with one of the best bio-bays in th...
Are You a SAILOR or a CRUISER? – The 4 Main Differences | SailAway 181
SAILING PURISTS often look at CRUISING with a slight air of DISDAIN, especially when that cruising involves MOTORING. How much motoring is too much? When do you STOP being a sailor at all? And does it matter? We began as pure sailors and soon discovere...
Celebrating LIFE at the BOX of the DEAD | SailAway 180
As humans we're often GUILTY of TAKING LIFE FOR GRANTED. Even though we live this life to escape that cycle, it still gets its grips on us sometimes. But sometimes it just takes a holiday and a few fortunate events to snap us out of it, and we're back to...
What You DIDN’T See – Memories From The CUTTING ROOM FLOOR | SailAway 179
After our CIRCUMNAVIGATION of PUERTO RICO, we realized a LOT of our favorite memories never made the cut. But WE still thought you might want a look at them. So here is a compilation of fun footage you've NEVER seen and our reasons why some great footage...
Our #1 OBSESSION – Why It RULES OUR LIFE | SailAway 178
Cruising FULL TIME entails lots of factors and TONS of DECISIONS that dictate our DAILY MOVES. But there's one VERY complicated factor that is and OBSESSION with all cruising sailors. And that's weather. Not just the big stuff...sure we fret about hurri...
SAILBOAT FAMILY – What’s it Like CRUISING FULL TIME? | SailAway 177
Our SMALL FAMILY has been sailing FULL TIME in the CARIBBEAN for 2 YEARS now. After hurricane season in PUERTO RICO, it's time to move EAST for ROUND TWO! We show you what it's like to sail the islands as a FAMILY aboard a SMALL BOAT as we make our way t...
TIME’S UP! – Have We GOTTEN SOFT? | SailAway 176
After THREE MONTHS of marina life, travels home, and the ANNAPOLIS BOAT SHOW, it's finally time for us to leave the CUSHY COMFORTS of marina life. But after so much time, have we gone a bit soft? We've had a lot of time to contemplate the difficulties of...
TWO YEARS is TOO LONG – TWO Kinds Of HOMESICKNESS | SailAway 175
Not being able to go HOME for 2 YEARS has TAKEN a TOLL. Now it's time for a whirlwind visit to the states including OLD FRIENDS, FAMILY, and all our favorite things from the old LAND LIFE. But as we travel to ANNAPOLIS to take part in the new YOUTUBE BOOT...
Why We REALLY Do This | SailAway 174
Creative people have a NEED to SHARE. When we set off to SAIL the WORLD, we wanted to "bring along" our friends and families. Thus, YOUTUBE. This is an ARTISTIC venture for us, one in many we've both pursued in our lives. And as artistic types, the sha...
DON’T Get TOO Comfortable – Hitting the RESET Button | SailAway 173
It's been a LONG TWO YEARS at times, and we're finding ourselves WORN DOWN and a little weary of the demands of this crazy life. Can a couple months in a marina help us to hit the RESET button and get us mentally prepared for the next leg of our journey? ...
Are We GOOD? Or JUST LUCKY – a WEEK of CLOSE CALLS | SailAway 172
As a BATTERY threatens to EXPLODE and TWO TROPICAL STORMS approach our marina in PUERTO RICO, we start to ponder the LUCKY vs. GOOD proposition. We try our best to be "good" - to make good decisions, prepare, sail conservatively, etc., knowing we don't al...
How NOT To Travel – Breaking RULE NUMBER ONE | SailAway 171
We're usually about LESS RULES in this lifestyle, but there's ONE we really try to stick to. But as we RUSH around the NORTHERN COAST of Puerto Rico, in and out of AMAZING anchorages and towns to make it to our HURRICANE SEASON safe haven, we find ourselv...
WORTH The RISK? | Sailing OFF The BEATEN PATH | SailAway 170
Sailing the UNBEATEN Path AND the WRONG WAY during hurricane season means we're truly ALONE out here much of the time. And some of our destinations have little to no information for us to go on. But we strike just the same and make as good of decisions a...
ANNAPOLIS SAILBOAT SHOW – Update | SailAway
COME SEE US in the YOUTUBE CREATORS BOOTH! We'll be MEETING and GREETING for at least an hour every day. We're on our way now to the big show and can't wait to meet anyone attending as well as all our fellow Youtubers. OUR SCHEDULE for the Youtube booth...
Back ON The Grid – Can We HANDLE THIS? | SailAway 169
REVERSE CULTURE SHOCK. After 2 1/2 years OFF the GRID, we find ourselves immersed in CROWDS and CITY LIFE for the first time since the onset of THE GLOBAL CRISIS whose NAME SHALL NOT BE SPOKEN. And while enjoying all the amenities that SAN JUAN has to of...
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