Watch Sailing & Boating Adventures Around the World – Page 12 of 42

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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#237 Solo Sail – Bahamas to Puerto Rico – Day 2 | Sailing Sisu Leopard 45 Catamaran
Sailing Sisu

#237 Solo Sail – Bahamas to Puerto Rico – Day 2 | Sailing Sisu Leopard 45 Catamaran

I receive confirmation that a hurricane has formed and it is on its way towards me.... 📢 A big shoutout to all our subscribers, you guys rock! 🙌 And to y'all not yet subscribed, please hit that RED SUBSCRIBE button (it's free) and don't forget to click the BELL icon 🔔 (it's free...
Buying a Boat in Caribbean Grenada – Taxes, Surveys, Customs! Ep 260 – Lady K Sailing
Lady K Sailing

Buying a Boat in Caribbean Grenada – Taxes, Surveys, Customs! Ep 260 – Lady K Sailing

This week we take a look at how hard it is to buy a sailboat in a Caribbean country like Grenada. Getting a broker, going to see the boat, getting a survey, and dealing with all the hurdles of keeping a boat in Grenada. Customs, Immigration, and taxes! Oh MY! Need a consult? Click here to drop a me...
New Cat SINKING, Old Cat SAILING | SailAway 258
SailAway World Sailing

New Cat SINKING, Old Cat SAILING | SailAway 258

ONCE AGAIN we find ourselves next to a SINKING CATAMARAN. As the FIGHT to SAVE THE BOAT we can't help but wonder COULD OUR CATAMARAN SINK? Considering boat is 30 YEARS OLDER than the sinking boat our conclusions are a little unexpected. We also have an AMAZING SPINNAKER SAIL to ST. MARTIN. ...
Sailing On… Cyclones are Coming| Episode 236
WE|Sail

Sailing On… Cyclones are Coming| Episode 236

Welcome back to another episode of WE|Sail, this week we sail with our buddy boats around Moorea for a sporty last sail with Patty and David. The end is near for our time in Moorea and it's now time to think about leaving for this years cyclone season so Erica's sister and and friend swap...
#236 Solo Sail – Bahamas to Puerto Rico – Day 1 | Sailing Sisu Leopard 45 Catamaran
Sailing Sisu

#236 Solo Sail – Bahamas to Puerto Rico – Day 1 | Sailing Sisu Leopard 45 Catamaran

ĺIn this video, I share my experience of sailing solo from the Bahamas to Puerto Rico, a journey of over 700 nautical miles that took me nine days to complete. I show you the challenges and rewards of single-handed sailing, the beauty and diversity of the Caribbean islands, and the tips and tricks I...
On The SET of a TV SHOW! – Life On A 48′ CATAMARAN | SailAway 257
SailAway World Sailing

On The SET of a TV SHOW! – Life On A 48′ CATAMARAN | SailAway 257

We've found the CROWN JEWEL of GUADELOUPE - Deshaies. Not only is this a GREAT PLACE to get STUCK, but it's also the SET of an INCREDIBLY POPULAR TV SHOW! We show you all the sites, both OFF THE BEATEN PATH and touristy as well. Enjoy!! And be sure to SUBSCRIBE for WEEKLY CONTENT EVERY...
CRUISER Q&A⛵️Interviewing Live-Aboard Couples About Boat Life
Holly and Ray

CRUISER Q&A⛵️Interviewing Live-Aboard Couples About Boat Life

Sabado is hauled out and ready for a few more upgrades before we head to the Pacific! ⛵️ As we get settled on the hard, we hope you enjoy this compilation of interview clips we’ve collected over the past few months while sailing the Caribbean.🏝️ In hopes of capturing that sundowners-with-your-new-ne...
Three Things That’ll Make You HATE Living On A Boat  – EP 259 – Lady K Sailing
Lady K Sailing

Three Things That’ll Make You HATE Living On A Boat – EP 259 – Lady K Sailing

This week we talk about needing writers for sailing articles and explore things that you can plan for and solve ahead of time before you move on a sailboat or buy a sailboat to live aboard. We talk about water makers, solar panels, electricty, and sailboat anchors! Need a consult? Click here to dro...
Sailing to a New Anchorage | Episode 235
WE|Sail

Sailing to a New Anchorage | Episode 235

Welcome back to another episode of WE|Sail, this week we up anchor from our favorite spot in Moorea, to finally go to anchorage that we have yet to explore...and we didn't have to go very far! We sail around the corner to find an even better place. How is it that we never sailed over to this s...
#235t Anxious Solo Anchoring in Current and Wind | Sailing Sisu Leopard 45 Catamaran
Sailing Sisu

#235t Anxious Solo Anchoring in Current and Wind | Sailing Sisu Leopard 45 Catamaran

This week we share how to lift and drop anchor in a current and wind as a solo sailor. 00:00 - Intro 00:20 - Weigh/Lift the Anchor 29:43 - Drop the Anchor 📢 A big shoutout to all our subscribers, you guys rock! 🙌 And to y'all not yet subscribed, please hit that RED SUBSCRIBE button (it's...
SAILING FAST and BREAKING STUFF | SailAway 256
SailAway World Sailing

SAILING FAST and BREAKING STUFF | SailAway 256

Our TIME is SHORT, so only PERFECT ANCHORAGES will do. We take an UNTESTED ROUTE north to GUADELOUPE for the FIRST TIME, narrowly skirting east of DOMINICA. It's a LOT OF SAILING in some STRONG and UNPREDICTABLE conditions resulting in some HARDWARE FAILURES. But how many anchorages will we ...
40kn Winds and Rough Seas 💨⛵️| SAILING TO ST. MARTIN
Holly and Ray

40kn Winds and Rough Seas 💨⛵️| SAILING TO ST. MARTIN

Join us for a rough sail from Guadalupe to Saint Martin. ⛵️ Because of our pending haul-out date, we decided to take a tight (and rough) weather window for our latest hop North. Along the way, we encountered 40kn winds and rough seas. 🌊 Sabado was doing well until a lazy jack ripped out of the mast ...
How Cheap is TOO Cheap? Sailboat Problems – Ep 258 – Lady K Sailing
Lady K Sailing

How Cheap is TOO Cheap? Sailboat Problems – Ep 258 – Lady K Sailing

#cheapboat #sailboat #sailing #boatshop How cheap of a sailboat is too cheap? Can you replace an engine? Recore a deck? When do we walk away of cut a sailboat up? Buying a sailboat can be hard, but it doesn't have to be! Things to look for buying a boat, sailboat buying advice, and which sailb...
Welcome Back Sea Sister | Episode 234
WE|Sail

Welcome Back Sea Sister | Episode 234

Welcome back to another episode of WE|Sail, this week we get to reunite with one of our favorite crew; our good friend Patti returns to VA and this time with her new boyfriend David. We spend the week taking them out to explore the best of Moorea, mostly under the water! Over a year later, she ret...
#234 Why you don’t want to be in Bahamas during Hurricane Season | Sailing Sisu Leopard 45
Sailing Sisu

#234 Why you don’t want to be in Bahamas during Hurricane Season | Sailing Sisu Leopard 45

In this video, we share our most dramatic sailing adventure ever: sailing in the Bahamas during hurricane season. We show you the stunning beauty and the terrifying danger of the stormy sea, the lightning strikes, and the dark clouds. We also share how we managed to survive and protect our catamaran...
Top 5 Small Sailboats You Can Live On! Ep 257 – Lady K Sailing
Lady K Sailing

Top 5 Small Sailboats You Can Live On! Ep 257 – Lady K Sailing

#tinyhouse #tinyliving #offthegridliving #sailing #sailboat This week we look at the top five small sailboats you can live on. What makes a good off the grid liveaboard sailboat? What do you NEED to have on a sailboat to live on, sail alone solo, from roller fulrings to sailboat toilets to sailboat...
Our Sailing Society; The Heart of Sailing Culture | Episode 233
WE|Sail

Our Sailing Society; The Heart of Sailing Culture | Episode 233

Welcome back to another episode of WE|Sail, this week we obsess over Moorea yet again, but this year is slightly different for us and in a much grander scale. We have created a culture within the sailing community that goes beyond any dream destinations. We are exploring our favorite South Pacific ...
#232 Bahamas during Hurricane Season. From Calm to 30kts Storm Chaos | Sailing Sisu Leopard 45
Sailing Sisu

#232 Bahamas during Hurricane Season. From Calm to 30kts Storm Chaos | Sailing Sisu Leopard 45

Join us on our Leopard 45 Catamaran as we sail through the Bahamas and experience the calm before the storm. Watch how we navigate the stormy waters and face 30 kts of wind. Will we make it to our secret Bahamian haven? Find out in this thrilling episode of Sailing Sisu! 📢 A big shoutout to all our...
Anchor Chain FOULED 100m from SHORE | SailAway 255
SailAway World Sailing

Anchor Chain FOULED 100m from SHORE | SailAway 255

A BOULDER on the ocean floor WRAPS our CHAIN in a CRAZY KNOT. We're only 100m from shore with GUSTING and VARIABLE WIND and CURRENTS. Time for Eric to GO DIVING! We also happen to be at the foot of a MASSIVE VOLCANO in the captivating town of Sainte Pierre, Martinique...time to GO HIKING! E...
Moving on… ⛵️| SAILING THE CARIBBEAN
Holly and Ray

Moving on… ⛵️| SAILING THE CARIBBEAN

This week, we reluctantly left Dominica and sailed North to Guadalupe. 🌊 It was a bouncy but quick passage where we successfully dodged fish traps and got the boat onto a challenging mooring ball… After hearing reports of moorings breaking loose in Deshaies, we decided to dive in, inspecting the cha...
We LEFT THE RAT RACE for a LIFE AT SEA! – Classic Catamaran Restoration | SailAway 254
SailAway World Sailing

We LEFT THE RAT RACE for a LIFE AT SEA! – Classic Catamaran Restoration | SailAway 254

We GAVE UP EVERYTHING to SAIL THE WORLD FULL TIME. Then we traded our MONOHULL for a 30 year old CATAMARAN. We've sailed several passes of the WEST INDIES, PUERTO RICO, and the BAHAMAS, including a round trip of over 3500 miles from GRENADA to the US and BACK AGAIN. This old boat has been on...
Make a $#!T Load of Money from a Boat! And Boat Vocabulary Explained – Ep 256 – Lady K Sailing
Lady K Sailing

Make a $#!T Load of Money from a Boat! And Boat Vocabulary Explained – Ep 256 – Lady K Sailing

How to make money working from a boat while sailing is a BIG question - and no, we don't mean a YouTube channel. There are ways to make money living on a boat, work remotely from anywhere in the world, and companies that will hire you knowing full well you live aboard. You can wrok from anywher...
#233 The Worst Day Ever: Family Crisis and a Scary Flight in a Small Plane | Sailing Sisu Leopard 45
Sailing Sisu

#233 The Worst Day Ever: Family Crisis and a Scary Flight in a Small Plane | Sailing Sisu Leopard 45

It was a sudden and shocking news. Family Crises. We left everything behind and sailed for Georgetown, Bahamas, where her journey would begin. But fate had other plans for us. Petro found out that the first flight of her long trip was delayed by 12 hours and the airline was not answering her calls. ...
Boat Life at it’s Finest | Episode 232
WE|Sail

Boat Life at it’s Finest | Episode 232

Welcome back to another episode of WE|Sail, this week we continue our adventures in our favorite place, Moorea. We continue to swim with the whales with our friends in tow and find ourselves happier than ever with our little boat community around. It's a rare thing to really have such close fr...
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