Watch Sailing & Boating Adventures Around the World – Page 25 of 41

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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#161 We Discovered THE MOST EXPENSIVE places in the CARIBBEAN | Sailing Sisu Leopard 45 Catamaran
Sailing Sisu

#161 We Discovered THE MOST EXPENSIVE places in the CARIBBEAN | Sailing Sisu Leopard 45 Catamaran

So it turns out that the island Canouan is following close in Mystique Islands footsteps as becoming extremely exclusive and expensive. The two resorts on the eastern side rates are considered THE most expensive in the entire Caribbean. We never got to see it as we passed on the western side. The...
CLOSE Encounters With GIANT BOATS – City Anchoring in the CARIBBEAN | SailAway 183
SailAway World Sailing

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 here for YEARS, sometimes dropping t...
THE BEST 30′ SAILBOAT EVER??? C&C 30 Why and Why Not, EP 168 – Lady K Sailing
Lady K Sailing

THE BEST 30′ SAILBOAT EVER??? C&C 30 Why and Why Not, EP 168 – Lady K Sailing

Support Lady K - Or C&C 30, 30 foot sailboat, Caribbean Cruiser, Sailboat Racing Photo Credit:
Balancing The TWO Cruising Life ESSENTIALS | SailAway 182
SailAway World Sailing

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 the world. Then it's off to ST. THOMAS t...
#160 THANK YOU FOR POT SMOKIN’ yeah we are in the Caribbean | Sailing Sisu Leopard 45 Catamaran
Sailing Sisu

#160 THANK YOU FOR POT SMOKIN’ yeah we are in the Caribbean | Sailing Sisu Leopard 45 Catamaran

Without realizing it, we landed bang smack in the middle of Lobster country! WHOOP WHOOP You can eat as much lobster as your insides can handle, and then some more. Lobsters EVERYWHERE!! As we are not skilled in the art of catching them, we decided to support the local fisherman and bought from t...
#159 HAPPY HOUR Cocktails with my TWINZEE | Sailing Sisu Leopard 45 Catamaran
Sailing Sisu

#159 HAPPY HOUR Cocktails with my TWINZEE | Sailing Sisu Leopard 45 Catamaran

Magda is still on Sisu, so we decided to go sailing with her, that is one of the reasons she came to visit, right? We left Grenada and headed for Carriacou, We sailed around the island and also visited Petit St Vincent and Petit Martinique, where we snorkelled and swam with sea turtles, and Magda ev...
Are You a SAILOR or a CRUISER? – The 4 Main Differences | SailAway 181
SailAway World Sailing

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 discovered the definition of what we are now is quite...
Top 5 Sailboats 30 feet – Episode 167 – Lady K Sailing
Lady K Sailing

Top 5 Sailboats 30 feet – Episode 167 – Lady K Sailing

Support Lady K - Or 30 foot sailboats, best 30 foot sailboats Photo Credit:
BIGGEST SAILBOAT MISTAKES, TOP 5 – Ep 166 – Lady K Sailing
Lady K Sailing

BIGGEST SAILBOAT MISTAKES, TOP 5 – Ep 166 – Lady K Sailing

Support Lady K - Or Sailboat mistakes Photo Credit:
Celebrating LIFE at the BOX of the DEAD | SailAway 180
SailAway World Sailing

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 celebrating every day we get on t...
What You DIDN’T See – Memories From The CUTTING ROOM FLOOR | SailAway 179
SailAway World Sailing

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 just doesn't make a video sometim...
Would you buy this? – EP 165 – Lady K Sailing
Lady K Sailing

Would you buy this? – EP 165 – Lady K Sailing

Support Lady K - Or Beneteau Oceanis 45 Phot Credit:
Our #1 OBSESSION – Why It RULES OUR LIFE | SailAway 178
SailAway World Sailing

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 hurricanes and big storms...but somethi...
The BEST Sailboat EVER?? Episode 164 – Shannon Sailboats – Lady K Sailing
Lady K Sailing

The BEST Sailboat EVER?? Episode 164 – Shannon Sailboats – Lady K Sailing

Support Lady K - Or In Episode 164 we explore the legendary Shannon Sailboats and the builder who set out to build the best sailboat ever made! Best cruising boat. Best blue water sailboat. Photo Credit:
SAILBOAT FAMILY – What’s it Like CRUISING FULL TIME? | SailAway 177
SailAway World Sailing

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 through the eastern Caribbean and o...
Deck Saloon Sailboats – Oyster – Episode 163 – Lady K Sailing
Lady K Sailing

Deck Saloon Sailboats – Oyster – Episode 163 – Lady K Sailing

Support Lady K - Or Oyster sailboats, deck saloon sailboats, deck salon sailboats, cruising sailboats Photo Credit:
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:
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