Watch Sailing & Boating Adventures Around the World – Page 3 of 15

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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GAMETIME Decision In HURRICANE ALLEY | SailAway 165
SailAway World Sailing

GAMETIME Decision In HURRICANE ALLEY | SailAway 165

So we're IN the HURRICANE ZONE this season and after ONE DAY in CULEBRA, our decision is already being tested with TROPICAL STORM ELSA. We think we have a plan in order, but Elsa causes us to scramble, eventually running and hiding in the tropical paradise of Culebrita. Completely alone at th...
Sailing the WRONG WAY for HURRICANE SEASON | SailAway 164
SailAway World Sailing

Sailing the WRONG WAY for HURRICANE SEASON | SailAway 164

This year we're NOT heading to GRENADA. Instead we're pointed to PUERTO RICO, which is of course very much in the HURRICANE BELT. WHY? you may ask? Well, we know IT'S A RISK. but it's a calculated one and we definitely have our reasons. This week we explain why as we wrap up ...
How Does It Work? NEW INNER FORESTAY, STAYSAIL & THIRD REEF [Ep. 38]
Sailing Sweet Ruca

How Does It Work? NEW INNER FORESTAY, STAYSAIL & THIRD REEF [Ep. 38]

POP! After tons of swell and the puffs hitting us from the side, the dyneema just couldn't take any more. We also go hunting for our own dinner and Curtis and I hook up our third reef and inner forestay and take Sweet Ruca for a whirl in the crystal clear blue waters just outside of Carriacou....
PAYING into the BOAT KARMA BANK | SailAway 163
SailAway World Sailing

PAYING into the BOAT KARMA BANK | SailAway 163

We discover a FLOATING TREASURE! But FINDERS KEEPERS is NOT the way in the cruising world. We believe BOAT KARMA is a real thing...or at least it's nice to think it is. Out here so many things can go wrong on a regular basis...sometimes all we cruisers have is each other. So whenever an opp...
The SECRET to a HAPPY SAILING LIFE! | SailAway 162
SailAway World Sailing

The SECRET to a HAPPY SAILING LIFE! | SailAway 162

Life is full of DETOURS and sailing life even more so. Some are as small as getting lost walking to a destination, others are as big as changing the entire course of your journey. Learning how to navigate these detours is the SECRET to a happy life aboard. And it ain't rocket science. Enjoy...
IN THE PATH of a TROPICAL STORM | SailAway REAL TIME UPDATE 8/15/21
SailAway World Sailing

IN THE PATH of a TROPICAL STORM | SailAway REAL TIME UPDATE 8/15/21

FORCED TO LEAVE OUR MARINA, we are now ANCHORED OUT with TROPICAL STORM GRACE barreling our way. This is a real time update recorded today, Aug. 15, 2021. Look for our next episode this coming Tuesday. Enjoy!! And be sure to SUBSCRIBE for WEEKLY CONTENT EVERY FRIDAY! Cheers!! Thanks for watchi...
After 30 ISLANDS And 2500 MILES – We’re GOING BACK! | SailAway 161
SailAway World Sailing

After 30 ISLANDS And 2500 MILES – We’re GOING BACK! | SailAway 161

Our LAP THROUGH the CARIBBEAN has included some STRESS and LOT of JOY and FRIENDSHIP. As we make our way back to the "FINISH LINE" of the USVI - where it felt like our Caribbean cruise really began, we have an opportunity to reflect on our journey...and think about what's in store fo...
We Go Racing To Defend Our Team’s CYC Mackinac Overall Title [Ep. 37]
Sailing Sweet Ruca

We Go Racing To Defend Our Team’s CYC Mackinac Overall Title [Ep. 37]

We leave our cruising sailboat at the dock and go yacht racing. What happens when vloggers jump aboard hardcore race boats to compete in a 333 nautical mile offshore race? You are about to find out. #Sailing #Sailboat #SailboatLiving #SailboatLife Join us as we work to pad our cruising kitty prep...
WORLD TRAVEL Has NEW HURDLES | SailAway 160
SailAway World Sailing

WORLD TRAVEL Has NEW HURDLES | SailAway 160

It's NOT THAT SIMPLE anymore. With OUTBREAKS still taking hold among the UNVACCINATED on the islands, traveling between islands is still very complicated. But the vaccines ARE HERE. We just have to figure out how to get one as complete foreigners most everywhere we go. And sooner is much bet...
HOW MUCH Has This COST US?! 2 YEARS Of Boat Expenses | SailAway 159
SailAway World Sailing

HOW MUCH Has This COST US?! 2 YEARS Of Boat Expenses | SailAway 159

EVERY Boat Expense IN DETAIL after 2 FULL YEARS of CARIBBEAN CRUISING. Since leaving the US, we've definitely had our share of issues, maintenance and upgrades. Once we hit Antigua and St. Martin (right about the 2 year mark for us), we suddenly had access to parts, service, and mostly, cheap...
LEAVING OUR BOAT! Real Time Spoiler (Skip And Watch After Ep. 56) [Ep. 36]
Sailing Sweet Ruca

LEAVING OUR BOAT! Real Time Spoiler (Skip And Watch After Ep. 56) [Ep. 36]

We leave our boat for the first time in two years. What have we gotten ourselves into? This video is a little more raw and real than usual. #Sailing #Sailboat #SailboatLiving #SailboatLife Learn what it is like to sail and race boats in the middle of the USA, pure Michigan style. If you like boat...
We BUY THIS Or We’re DONE CRUISING | SailAway 158
SailAway World Sailing

We BUY THIS Or We’re DONE CRUISING | SailAway 158

Some expenses are SO ESSENTIAL that without them YOU'RE DONE. Or at the very least you're LIMPING ALONG and SACRIFICING SAFETY. Well one of those expenses has been dogging us for months and getting worse every time we're called on to use it. A windlass is SUCH an essential piece of...
This is How We Started Sailing – BLAST from the PAST: Getting to know Sailing Sweet Ruca [Ep. 35]
Sailing Sweet Ruca

This is How We Started Sailing – BLAST from the PAST: Getting to know Sailing Sweet Ruca [Ep. 35]

This video includes a special REAL TIME UPDATE as we prepare to race in the Chicago to Mackinac. It include a little about our sailing history as well as a mini recap of our journey so far and just a few of our favorite sailing clips. #Sailing #Sailboat #SailboatLiving #SailboatLife Who are thes...
OKAY…Maybe We Are LIVING the DREAM! | SailAway 157
SailAway World Sailing

OKAY…Maybe We Are LIVING the DREAM! | SailAway 157

This life can be HARD. But we don't let WORK RULE. The FUN SIDE of CRUISING is what we're all about this week. Often the GOOD TIMES roll in as a TIDAL WAVE right in the midst of a swamp of boat projects and tedium. When these opportunities arrive, ESPECIALLY when there are friends in ou...
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/cruiser along with our dog Roxy in open ...
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, fill you in on our last week of seek...
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? We are Sailing Sweet Ruca! We are going ...
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 shipping is virtually impossible, t...
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. UNTIL we get thrust bac...
SHE WANTS TO SAIL – Unforgettable Sailing #187
Unforgettable Sailing

SHE WANTS TO SAIL – Unforgettable Sailing #187

We are getting tired of the crowded anchorage in Tahiti and looking forward to sail to another destinations. It’s great to have neighbour friends around but we miss to swim in pristine waters and that slow island vibe. We are done with bureaucracy and medical appointments for now and we think it’s ...
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 steps do we take to make it a smoot...
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. Which we definitely do. But that price ...
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 played sports in the yard. Most of those t...
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 eclipse all of that. This...
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