Watch Sailing & Boating Adventures Around the World tagged “Sailing caribbean” – Page 20 of 35

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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ep65 – Sailing Virgin Gorda part 1 – Sailing BVI – Hallberg-Rassy 54 Cloudy Bay – Mar 2019
Sail Cloudy Bay

ep65 – Sailing Virgin Gorda part 1 – Sailing BVI – Hallberg-Rassy 54 Cloudy Bay – Mar 2019

Sailing Anegada to Virgin Gorda, in the British Virgin Islands. Visiting the hurricane torn Gorda Sound, Oil Nut Bay, and then sailing down to The Baths. After a few days on the stunning island of Anegada, we have a very tranquil sail south, back to Virgi...
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...
Launch a Sailboat Covid Style! Episode 133 – Lady K Sailing
Lady K Sailing

Launch a Sailboat Covid Style! Episode 133 – Lady K Sailing

Support Lady K - http://www.patreon.com/ladyksailing Or http://www.ladyksailing.com/team-k Covid-19 covid coronavirus sailboat launch crane sailboat launch
Will it sink??? Episode 132 – Lady K Sailing
Lady K Sailing

Will it sink??? Episode 132 – Lady K Sailing

Support Lady K - http://www.patreon.com/ladyksailing Or http://www.ladyksailing.com/team-k Recoring a deck, installing a depth sounder, and fixing a BIG hole in the boat
ep63 – Sailing Anguilla – Best Beaches Anguilla – Hallberg-Rassy 54 Cloudy Bay – Feb-Mar 2019
Sail Cloudy Bay

ep63 – Sailing Anguilla – Best Beaches Anguilla – Hallberg-Rassy 54 Cloudy Bay – Feb-Mar 2019

Sailing St.Martin to Anguila and visit its stunning beaches and resorts. Some of the best beaches in the world we would say. Anguilla is probably the best sun & sand destination in the Caribbean. Following our short trip to the island of Saba, s/v Clo...
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...
Bristol Yachts – Episode 131 – Lady K Sailing
Lady K Sailing

Bristol Yachts – Episode 131 – Lady K Sailing

Support Lady K - http://www.patreon.com/ladyksailing Or http://www.ladyksailing.com/team-k Fresh water tank size, is 180 gallons enought? Bristol Sailing Yachts Photo credit: https://nshof.org/wp-content/uploads/2019/10/Alberg_Carl.jpg https://upload.wiki...
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...
ep61 – Sailing St. Maarten – Sailing St. Martin – Hallberg-Rassy 54 Cloudy Bay – Jan-Feb 2019
Sail Cloudy Bay

ep61 – Sailing St. Maarten – Sailing St. Martin – Hallberg-Rassy 54 Cloudy Bay – Jan-Feb 2019

Sailing to the joint Dutch-French island of St. Maarten (St. Martin) where we stayed for 1 month, doing maintenance, attending a multihull regatta, exploring and trying kite-foiling. After our short stay in St. Barts, s/v Cloudy Bay (Hallberg-Rassy 54) set...
Are Irwin Yachts Any Good? Episode 130 – Lady K Sailing
Lady K Sailing

Are Irwin Yachts Any Good? Episode 130 – Lady K Sailing

Support Lady K - http://www.patreon.com/ladyksailing Or http://www.ladyksailing.com/team-k Today we look at Irwin Yachts as cruising sailboats Photo credit: https://www.sailingscuttlebutt.com/wp-content/uploads/2015/02/TED-IRWIN.jpg https://upload.wikimed...
ep60 – Sailing St.Barthélemy – Sailing St. Barts – Hallberg-Rassy 54 Cloudy Bay – Jan 2019
Sail Cloudy Bay

ep60 – Sailing St.Barthélemy – Sailing St. Barts – Hallberg-Rassy 54 Cloudy Bay – Jan 2019

Sailing to St. Barts, the St. Tropez of the Caribbean. Exploring the beaches, nightlife and the exotic town. With an unfavorable forecast, s/v Cloudy Bay (Hallberg-Rassy 54) departed St. Eustatius earlier than anticipated and motored the short distance NNE...
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 ...
Cat vs Mono – The REAL DEAL – Episode 129 – Lady K Sailing
Lady K Sailing

Cat vs Mono – The REAL DEAL – Episode 129 – Lady K Sailing

Support Lady K - http://www.patreon.com/ladyksailing Or http://www.ladyksailing.com/team-k Comparing sailing catamarans to sailing monohulls in this episode of Lady K Sailing Everything you need to know. Photo credit: http://balancecatamarans.com/wp-conte...
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...
Is Beneteau the RIGHT cruising boat? Episode 128 – Lady K Sailing
Lady K Sailing

Is Beneteau the RIGHT cruising boat? Episode 128 – Lady K Sailing

Support Lady K - http://www.patreon.com/ladyksailing Or http://www.ladyksailing.com/team-k Beneteau as a cruising boat? Money, safety, comfort? Photo credit: https://arc-anglerfish-arc2-prod-bonnier.s3.amazonaws.com/public/KW5GJRAZL6WR2WK7EBTHCJPQAA.jpg h...
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...
Solar for Dummies – Episode 127 – Lady K Sailing
Lady K Sailing

Solar for Dummies – Episode 127 – Lady K Sailing

Support Lady K - http://www.patreon.com/ladyksailing Or http://www.ladyksailing.com/team-k SOLAR on a sailboat!! Photo Credit: https://www.sailmagazine.com/.image/t_share/MTY0ODk1OTQ3OTA4ODUxMDAy/03-dscf0085.jpg https://gpelectric.com/wp-content/uploads/2...
Sailing South to the Bahamas and Caribbean
Distant Shores TV

Sailing South to the Bahamas and Caribbean

Are you dreaming about sailing south to the Bahamas and Caribbean but aren't sure what the best routes for getting there are? In this, our most popular boat show seminar, we show you how to escape to these magical islands! Using beautiful video footage fro...
Sailboat Capsize?? IOR – Sparkman and Stephens – Episode 126 – Lady K Sailing
Lady K Sailing

Sailboat Capsize?? IOR – Sparkman and Stephens – Episode 126 – Lady K Sailing

Support Lady K - http://www.patreon.com/ladyksailing Or http://www.ladyksailing.com/team-k Photo Credit: https://grammartop.com/wp-content/uploads/2020/11/prolific-9ce50f70316612f033b0b6a69c75ab8a6e99ae70.png https://upload.wikimedia.org/wikipedia/commons...
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...
CATCHING SAILFISH IN FLORIDA USING KITES!!  – Episode 98
Sailing Parlay Revival

CATCHING SAILFISH IN FLORIDA USING KITES!! – Episode 98

We continue the rebuild of the hurricane damaged Fountain Pajot Helia 44 catamaran, where we go inside and start the stringer repairs using west systems epoxy. We then take a day off and Jamie and I end up getting into a little friendly competition! To jo...
How to get your Girl Boating – Episode 125 – Lady K Sailing
Lady K Sailing

How to get your Girl Boating – Episode 125 – Lady K Sailing

Support Lady K - http://www.patreon.com/ladyksailing Or http://www.ladyksailing.com/team-k Photo cred: https://www.gannett-cdn.com/-mm-/9e1f6e2ee20f44aa1f3be4f71e9f3e52b6ae2c7e/c=0-110-2121-1303/local/-/media/2020/03/12/USATODAY/usatsports/getty-home-with...
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