Watch Sailing & Boating Adventures Around the World – Page 20 of 43

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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TIME’S UP! – Have We GOTTEN SOFT? | SailAway 176
SailAway World Sailing

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 life at sea and while we're ...
Centerboard but FULL KEEL?? Episode 162 – Lady K Sailing
Lady K Sailing
TWO YEARS is TOO LONG – TWO Kinds Of HOMESICKNESS | SailAway 175
SailAway World Sailing

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 BOOTH, we find ourselves contemplating what...
Cruising Sailboat with a Centerboard? Swing Keel? Episode 161 – Lady K Sailing
Lady K Sailing

Cruising Sailboat with a Centerboard? Swing Keel? Episode 161 – Lady K Sailing

Support Lady K - Or Tartan Tartan 37 Centerboard Sailboat Cruising Sailboat Photo Credit:
Why We REALLY Do This | SailAway 174
SailAway World Sailing

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 sharing of what we're passi...
Is this a Blue Water Sail Boat? Ep. 160 – Lady K Sailing
Lady K Sailing

Is this a Blue Water Sail Boat? Ep. 160 – Lady K Sailing

Support Lady K - Or Is this a blue water sailboat? Would you? CS 36 Canadian Sailcraft Photo Credit:
DON’T Get TOO Comfortable – Hitting the RESET Button | SailAway 173
SailAway World Sailing

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? Lots of luxuries are now at our d...
Blue water sailboat – Catalina 36 – Episode 159 – Lady K Sailing
Lady K Sailing

Blue water sailboat – Catalina 36 – Episode 159 – Lady K Sailing

#bluewatersailboat #sailing #cruising #liveaboard #liveaboardsailboat What is a blue water sailboat? Would you blue water a Catalina 36? Support Lady K - Or Davy and Erica on Barefoot Sail and Dive: Video Credit: Coast Guard Helo: Photo Credit:
Are We GOOD? Or JUST LUCKY – a WEEK of CLOSE CALLS | SailAway 172
SailAway World Sailing

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 always get it right. But so fa...
How NOT To Travel – Breaking RULE NUMBER ONE | SailAway 171
SailAway World Sailing

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 ourselves breaking it to bits. But some ...
Florida to Bahamas – Gulf Stream Crossing – Navionics –  EP 158 – Lady K Sailing
Lady K Sailing

Florida to Bahamas – Gulf Stream Crossing – Navionics – EP 158 – Lady K Sailing

Support Lady K - Or How to cross the gulf stream from florida tot he bahamas in a sailboat #sailing #gulfstream #floridatobahamas #florida #bahamas
WORTH The RISK? | Sailing OFF The BEATEN PATH | SailAway 170
SailAway World Sailing

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 as possible...hoping luck stays with us....
EXPLORING CARRIACOU ON A SALING CATAMARAN / Scuba diving and fishing
Living Hakuna

EXPLORING CARRIACOU ON A SALING CATAMARAN / Scuba diving and fishing

► SUBSCRIBE for a new video every Sunday ☺ ► More about us ☺ Support Us Through Our Online Products ↠ awesome pet products - ↠ virtual guide for sailboat buyers - ↠ hakuna merchandise - ↠ find our gear - Stay up to date with us on: ► Instagram: ► Facebook: ► Website: Timestamps if you ...
SNIPE – The race! – Episode 157 – Lady K Sailing
Lady K Sailing

SNIPE – The race! – Episode 157 – Lady K Sailing

#snipe #sailboatracing #dinghyracing #onedesign Support Lady K - Or We explore SNIPE as a one design racing dinghy and sailboat racing Photo and video credit: Snipe build video: Snipe racing video 1: Racing snipes video:
Back ON The Grid – Can We HANDLE THIS? | SailAway 169
SailAway World Sailing

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 offer, we're feeling truly overwhelmed by...
Ted Brewer – Brewer Sailboats – Episode 156 – Lady K Sailing
Lady K Sailing

Ted Brewer – Brewer Sailboats – Episode 156 – Lady K Sailing

#sailboats #brewer #sailingchannel #ladyksailing #ladyk #sailboats Support Lady K - Or Adventures with Vagari: Photo Credit:
SAILORS PLAN While The GODS LAUGH | SailAway 168
SailAway World Sailing

SAILORS PLAN While The GODS LAUGH | SailAway 168

Sailing the daunting NORTH COAST of PUERTO RICO en route to SAN JUAN (our favorite Caribbean city as it turns out) we think back to our ORIGINAL plans for our sailing life. We intended to move to the east coast of PR and sail our former boat, LAYLA, here, rent a house, and make this our center of e...
Parlay Revival Update!
Sailing Parlay Revival

Parlay Revival Update!

Just wanted to let you all know where I have been! We are safe and sound and getting ready to go sailing again very soon!! To join us on Patreon and get exclusive content and a chance to come sailing with us click here! To buy Parlay Revival merchandise click here!! Follow us on instagram for d...
Everything you need to know – Yacht Clubs – Worth It?? Ep 155 – Lady K Sailing
Lady K Sailing

Everything you need to know – Yacht Clubs – Worth It?? Ep 155 – Lady K Sailing

Support Lady K - Or Are yacht clubs worth it? Photo Credit:
WILL SING for RUM – LIVE Set From The Captain! SUNDAY, 9/26 @ 2PM EST | SailAway
SailAway World Sailing

WILL SING for RUM – LIVE Set From The Captain! SUNDAY, 9/26 @ 2PM EST | SailAway

He used To SING for a LIVING...now it's for our FRIENDS! THIS MEANS YOU! This is our 2ND ANNUAL (though not limited to) DECK CONCERT, with Captain ERIC DOVE. LIVE from the serene waters and crystal blue skies of PUERTO REAL, PUERTO RICO. Join us for an hour of tunes from numerous genres - r...
WILL SING for RUM – LIVE Set From The Captain! Recorded SUNDAY, 9/26 @ 2PM EST | SailAway
SailAway World Sailing

WILL SING for RUM – LIVE Set From The Captain! Recorded SUNDAY, 9/26 @ 2PM EST | SailAway

He used To SING for a LIVING...now it's for our FRIENDS! THIS MEANS YOU! This is our 2ND ANNUAL (though not limited to) DECK CONCERT, with Captain ERIC DOVE. LIVE from the serene waters and crystal blue skies of PUERTO REAL, PUERTO RICO. Join us for an hour of tunes from numerous genres - r...
6 Day Journey Across the Sea… THIS IS THE END. | BOAB 191
Bums on a Boat

6 Day Journey Across the Sea… THIS IS THE END. | BOAB 191

Part 6 - Sailing Across the Caribbean Sea Joel and Michal of 6 days ago are gone forever. They've been replaced by two weathered sailors, hardened by this test of endurance, and proud to have proven themselves against the ocean. The End of one journey is just the Beginning of another... sta...
Selling your sailboat – Episode 154 – Lady K Sailing
Lady K Sailing

Selling your sailboat – Episode 154 – Lady K Sailing

Support Lady K - Or Sell you sailboat - do you need a survey - sailboat surveys Photo credit:
Oh, HEY…I Guess We’re In THE US?! | SailAway 167
SailAway World Sailing

Oh, HEY…I Guess We’re In THE US?! | SailAway 167

Well, we're in AMAZING PUERTO RICO. We haven't been to the US in OVER 2 YEARS, but now it's starting to feel like WE'RE BACK! Puerto Rico has a hugely diverse landscape and culture, so it's easy to forget sometimes that it's part of the United States. As we finally m...
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