Watch Sailing & Boating Adventures Around the World – Page 15 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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The Best 45 Foot Sailboat – Caribbean Sailing – Ep 221 – Lady K Sailing
Lady K Sailing

The Best 45 Foot Sailboat – Caribbean Sailing – Ep 221 – Lady K Sailing

What is the best 45 foot sailboat for Caribbean sailing and cruising? Is there a cheap sailboat? A cheap 45 foot sailboat? Can you single hand sail a 45 footer? This week Tim talks about Caribbean sailboats that you can purchase right now to set sail and live the boat life. Boats like Catalina, Han...
THERE GOES the MAIN! 1400 OCEAN MILES in a CLASSIC CAT – Part 1 of 3 | SailAway 220
SailAway World Sailing

THERE GOES the MAIN! 1400 OCEAN MILES in a CLASSIC CAT – Part 1 of 3 | SailAway 220

Can our 30-YEAR-OLD Privilege Catamaran handle a 9-DAY OCEAN PASSAGE?! The BIGGER question - CAN WE?! SEA SICKNESS, things BREAKING, and our FORECAST is WINDIER and WAVIER than we'd like. But there's NO SIGN of it improving in the near future. And with the Christmas holiday with family...
The Best CHEAP Sailboat for SOLO cruising – Ep 220 – Lady K Sailing
Lady K Sailing

The Best CHEAP Sailboat for SOLO cruising – Ep 220 – Lady K Sailing

What is the best cheap sailboat to go sailing or live aboard cruising in the Caribbean alone, as a solo sailor. Or even a couple sailing the Caribbean on the cheap? This week we look at cheap sailboats and talk about some sailing how to and know how when it comes to choosing the right sailboat for C...
BARE MINIMUM Passage Prep | SailAway 219
SailAway World Sailing

BARE MINIMUM Passage Prep | SailAway 219

1400 MILES on OPEN OCEAN?! Our catamaran ISN'T ready and NEITHER ARE WE! But can we add JUST ENOUGH of the RIGHT EQUIPMENT to get us there? We're gonna do our best, but our WEATHER WINDOW is NOT cooperating. Can we make it to SOUTH CAROLINA in time to spend the holidays with our famili...
The Best Sailboat for Solo Sailing the Caribbean – Ep 219 – Lady K Sailing
Lady K Sailing

The Best Sailboat for Solo Sailing the Caribbean – Ep 219 – Lady K Sailing

Today we discuss the best sailboat for cruising and sailing the Caribbean alone. Solo sailing. Falling overboard sailboat. We look at Bahamas and Caribbean sailboats and what makes the most sense for solo sailing. Lady K Discord: Need a consult? Click here to drop a message: Want to help suppor...
The Boat’s NOT READY…So HERE WE GO! | SailAway 218
SailAway World Sailing

The Boat’s NOT READY…So HERE WE GO! | SailAway 218

The boat's NOWHERE NEAR 100%, but to GET IT THERE, we need to travel 1800+ MILES to the U.S. before Dec. 12! This jump to the USVI is the FIRST STEP in our LONGEST JOURNEY EVER. We've got NO NAV, it's WINDY, it's ROUGH, it's 400 miles to St. Thomas, it's DARK, and we&#...
Can You Buy A Cheap Catamaran? – Ep 218 – Lady K Sailing
Lady K Sailing

Can You Buy A Cheap Catamaran? – Ep 218 – Lady K Sailing

Can you buy a cheap sailboat catamaran for sailing and cruising in the Caribbean? We talk about older sailing catamarans, boat life, living aboard, and family sailing purchasing a sailboat, finding a deal on a sailing catamaran, and living on a sailboat. Lady K Discord: Need a consult? Click here...
PAINTING OVER our COPPERCOAT BOTTOM – | SailAway 217
SailAway World Sailing

PAINTING OVER our COPPERCOAT BOTTOM – | SailAway 217

It's a BOATYARD BLITZ!! The list is HUGE and we only have 7 DAYS. From our UNEXPECTEDLY SHOT COPPERCOAT bottom, to NUMEROUS DAMAGE areas, and MANY items in between, we do ALL THE WORK OURSELVES and ON THE CHEAP. We have less than a MONTH to make 1800 miles to SOUTH CAROLINA and it ALL STARTS...
This INSANE but AFFORDABLE family cruising sailboat  – Ep 217 – Lady K Sailing
Lady K Sailing

This INSANE but AFFORDABLE family cruising sailboat – Ep 217 – Lady K Sailing

This week we cover the family cruising sailboat you should NOT buy and why, and the family cruising sailboat you should buy for sailboat cruising and boat life living on a sailboat in the Caribbean and ocean sailing. Living on a sailboat with your family is not easy but, family live aboard sailboat...
Classic Cat SAILING TEST – OLDER = BETTER? | SailAway 216
SailAway World Sailing

Classic Cat SAILING TEST – OLDER = BETTER? | SailAway 216

Our 1992 PRIVILEGE CATAMARAN comes with COMPROMISES. But SAILABILITY ISN'T one of them! As we start our 1800 MILE JOURNEY northward from GRENADA, we get into 30+ KNOTS SUSTAINED as well as 5 knots, all upwind. How does this girl handle it and WHY do we think it does it all BETTER than a mode...
The HIMIWAY CRUISER Electric FAT Bike – Cruiser’s Best Friend? | SailAway Reviews
SailAway World Sailing

The HIMIWAY CRUISER Electric FAT Bike – Cruiser’s Best Friend? | SailAway Reviews

The NEW BREED of ELECTRIC BIKES opens up all kinds of doors for people on land AND in the CRUISING COMMUNITY. We review this GO ANYWHERE BEAST and let you know our thoughts. Enjoy!! And be sure to SUBSCRIBE for WEEKLY CONTENT EVERY SUNDAY! Cheers!! [SAILAWAY and HIMIWAY] Affiliate Link: Discou...
SAILING AWAY on a HIGH NOTE – Catamaran Life | SailAway 215
SailAway World Sailing

SAILING AWAY on a HIGH NOTE – Catamaran Life | SailAway 215

The PURCHASE and RESTORATION of this PRIVILEGE CATAMARAN, plus a SILLY assortment of MISFORTUNES has given us fits over the last 4 MONTHS, but suddenly we're CELEBRATING several things ALL AT ONCE! And not a moment too soon, since it's time to LEAVE GRENADA and set out on an 1800 MILE JOU...
The BEST Bluewater Sailboat, Under $250k – Ep 215 – Lady K Sailing
Lady K Sailing

The BEST Bluewater Sailboat, Under $250k – Ep 215 – Lady K Sailing

How hard is it to get sailboat insurance? What is the bets bluewater sailboat for under $250k? Tim talks about sailboat insurance and bluewater sailboats in this episode of Lady K Sailing. Lady K Discord: Need a consult? Click here to drop a message: Want to help support Lady K Sailing? Click h...
Real Life AMPLIFIED | SailAway 214
SailAway World Sailing

Real Life AMPLIFIED | SailAway 214

The UPS and DOWNS of CRUISING LIFE feel much more EXTREME than in "NORMAL LIFE". Add the RENOVATION of a 30 YEAR OLD CATAMARAN and a LONG spell of UNEXPECTED PROBLEMS and that effect is AMPLIFIED THAT MUCH MORE. It's sort of a BI-POLAR LIFESTYLE; the HIGHS are VERY high with amazing...
TOP FIVE 35 FOOT SAILBOATS, AND INSURANCE – EP 214 – Lady K Sailing
Lady K Sailing

TOP FIVE 35 FOOT SAILBOATS, AND INSURANCE – EP 214 – Lady K Sailing

This week on everything you need to know, the top 5 35 foot sailboats and sailboat insurance. Can you insure an old sailboat? Leave acomment! Lady K Discord: Need a consult? Click here to drop a message: Want to help support Lady K Sailing? Click here to become a Patron: Or here to make a one ...
Catamaran Restoration ON THE CHEAP – Can We SALVAGE THIS? | SailAway 213
SailAway World Sailing

Catamaran Restoration ON THE CHEAP – Can We SALVAGE THIS? | SailAway 213

Our 48' CLASSIC PRIVILEGE CAT needs a LOT of LOVE, and REPLACING every bad item with NEW will BANKRUPT US really quick. So our mission is to RESTORE it CHEAP, FIXING and SALVAGING everything we possibly can. This week it's a mainsail missing some parts and a destroyed lazy bag. Hiring s...
Top Five 40 Foot Sailboats – Ep 213 – Lady K Sailing
Lady K Sailing

Top Five 40 Foot Sailboats – Ep 213 – Lady K Sailing

Lady K Discord: Need a consult? Click here to drop a message: Want to help support Lady K Sailing? Click here to become a Patron: Or here to make a one time donation: Follow Lady K on Facebook: Or Instagram: Photo and Video Credit: Yachtworld.com Hunter Legend from California Yacht Sales: ...
How Much $$$ Is TOO MUCH – FIX IT or REPLACE IT?! | SailAway 212
SailAway World Sailing

How Much $$$ Is TOO MUCH – FIX IT or REPLACE IT?! | SailAway 212

We're RENOVATING our PRIVILEGE 482 CATAMARAN and the TO-DO LIST is LONG, but one item has PLAGUED OUR EXISTENCE from DAY ONE. Now that we have an EXPERT on hand to fix it, it's STILL NOT WORKING. Sometimes it comes down to REPLACING over FIXING and just DOING IT YOURSELF, but how far is ...
During Strong Christmas Trade Winds crossing from Dominica to the Saints Islands
Huub Vlogs

During Strong Christmas Trade Winds crossing from Dominica to the Saints Islands

Sailing from the South of Dominica to the North, exploring an authentic Dominica (NOT Dominican Republic) village, then continuing crossing the channel to The Saints (Guadeloupe) during the Christmas trade winds, to have Christmas with my friends Keith and Becca From buying a sailboat, to making it...
Which Sailboat for $225,000 – Ep 212 – Lady K Sailing
Lady K Sailing

Which Sailboat for $225,000 – Ep 212 – Lady K Sailing

Lady K Discord - Need a consult? Click here to drop a message: Want to help support Lady K Sailing? Click here to become a Patron: Or here to make a one time donation: Follow Lady K on Facebook: Or Instagram: Photo Credit: Yachtworld.com
First Impressions of Dominica (NOT Dominican Republic)
Huub Vlogs

First Impressions of Dominica (NOT Dominican Republic)

Sailing from North Dominica to South Dominica, experiencing local Dominica hospitality and exploring the Dominica's capital Roseau and surrounding Captain Dave: From buying a sailboat, to making it ready to sail, to sailing the Caribbean ———————————————————————————— Want to see real-life u...
The #1 Reason We May NEVER LEAVE THIS ISLAND – Catamaran Life | SailAway 211
SailAway World Sailing

The #1 Reason We May NEVER LEAVE THIS ISLAND – Catamaran Life | SailAway 211

It's NOT WHAT YOU THINK. Grenada is AMAZING. Beautiful anchorages , epic jungles, wonderful locals, endless activities. But ONE THING makes us wish we could STAY FOREVER! Sadly, we can't, because even if we did, that one thing would also be gone. Enjoy!! And be sure to SUBSCRIBE for ...
“Boat Parts Delivery” IN THE MIDDLE of the OCEAN
Huub Vlogs

“Boat Parts Delivery” IN THE MIDDLE of the OCEAN

After the boat broke down, getting parts delivered in the middle of the ocean to fix the boat again! Arnaud's YT Channel: Sailing along Dominica From buying a sailboat, to making it ready to sail, to sailing the Caribbean ———————————————————————————— Want to see real-life updates and chat?...
Do NOT make these mistakes boat buying – Ep 211 – Lady K Sailing
Lady K Sailing

Do NOT make these mistakes boat buying – Ep 211 – Lady K Sailing

This week, Tim talks about the top mistakes people make when sailboat shopping. From Ketch Rigs, to Full Encapsulated Keels, to Fin Keels. Lady K Discord: Need a consult? Click here to drop a message: Want to help support Lady K Sailing? Click here to become a Patron: Or here to make a one tim...
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