Watch Sailing & Boating Adventures Around the World – Page 2 of 12

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.

Showing 25-48 of 285 results
INTRODUCING JIBSEA II – OUR NEW CUSTOM SAILBOAT! – Ep 202
Sailing Jibsea

INTRODUCING JIBSEA II – OUR NEW CUSTOM SAILBOAT! – Ep 202

Join us as we introduce our new custom sailboat and share the exciting process of upgrading this vessel to be perfect for our future sailing adventures. This 45ft aluminum boat is built to withstand the cold waters of higher latitudes, making it a must-have for our journey.
HITTING RESET IN A NEW COUNTRY: Where we are & the status of Jibsea – Ep 201
Sailing Jibsea

HITTING RESET IN A NEW COUNTRY: Where we are & the status of Jibsea – Ep 201

Sailing YouTubers hit the reset button by purchasing a new sailboat in Panama. Follow their adventure, challenges, and excitement in this new sailing chapter.
SAYING GOODBYE TO OUR BOAT (NOT CLICKBAIT) – Ep 200
Sailing Jibsea

SAYING GOODBYE TO OUR BOAT (NOT CLICKBAIT) – Ep 200

In this episode, Sailing Jibsea says an emotional goodbye to their trusty boat Gypsy as they prepare for unexpected changes during hurricane season. Join them on their exciting journey as they navigate the intricate Intra Coastal Waterway and empty out everything from Gypsy's storied past, culm...
WE WEREN’T PREPARED FOR THIS SAIL | RAW & UNFILTERED – Ep 197
Sailing Jibsea

WE WEREN’T PREPARED FOR THIS SAIL | RAW & UNFILTERED – Ep 197

After spending a memorable two months sailing the Bahamas, we're down to our final sail before crossing the Gulf Stream to Florida. Our passage doesn't go according to plan and we push onwards while trying to time our arrival into the inlet in Fort Lauderdale. We hope you enjoy this raw an...
BIG FAIL, AMATEURS! Sailing to the NARROWEST PLACE ON EARTH- Ep 196
Sailing Jibsea

BIG FAIL, AMATEURS! Sailing to the NARROWEST PLACE ON EARTH- Ep 196

Join Sailing Jibsea as they navigate their way through the beautiful waters towards the narrowest place on Earth - Glass Window Bridge in Alder. Experience the stunning natural beauty of this remarkable destination with its turquoise waters, pristine beaches, and mesmerizing landscapes.
YOU GOT 2 OPTIONS – Ep 195
Sailing Jibsea

YOU GOT 2 OPTIONS – Ep 195

Explore two unique ways to sail through uncharted islands in the Bahamas. Enjoy crystal-clear waters and hidden gems like Shroud Key and Little Hall's Pond key with Stefan Travis from Sailing Gypsy. Join us for an adventure you won't forget!
BOAT LIFE: GIVING ALL MY TRUST – Ep 194
Sailing Jibsea

BOAT LIFE: GIVING ALL MY TRUST – Ep 194

Join the Sailing Gypsy crew for an unforgettable journey that takes them through serene anchorages, the renowned Thunderball Grotto, and even a hilarious attempt at cutting hair. Don't miss out on their thrilling escapades!
KICKED OUT OF OUR SPECIAL SPOT! – Ep 193
Sailing Jibsea

KICKED OUT OF OUR SPECIAL SPOT! – Ep 193

Sail and Gypsy find themselves in a familiar yet different place at Crab Key Cove in the Exuma Keys. Despite being welcomed initially by nature's beauty, they soon receive an unexpected visit from park wardens regarding their anchorage. Follow them as they navigate these changes while still app...
BOAT PROBLEMS ON REMOTE BOOBY ISLAND – Ep 192
Sailing Jibsea

BOAT PROBLEMS ON REMOTE BOOBY ISLAND – Ep 192

Embark on an adventure with Sailing Gypsy to Booby Island, where they face the trials and joys of self-sufficiency amid stunning surroundings. Catch them as they solve unexpected boat problems while off-grid in this breathtaking haven.
THINGS ALWAYS BREAK AT THE WORST TIME – RAW & UNFILTERED SAIL – Ep 191
Sailing Jibsea

THINGS ALWAYS BREAK AT THE WORST TIME – RAW & UNFILTERED SAIL – Ep 191

Sailing Gypsy ventures into the shallow waters of the Bahamas, facing equipment failures in tricky conditions. Their destination is the secluded and uninhabited Conception Island, a protected sanctuary for animals.
SAILING IN SEARCH OF BLUE HOLES – Ep 190
Sailing Jibsea

SAILING IN SEARCH OF BLUE HOLES – Ep 190

Embark on an exhilarating journey as we sail through the breathtaking Bahama Islands, exploring remote locations such as the Ragged Islands, seeking out crystal-clear Blue Holes while encountering incredible marine life along the way.
THE BEST PLACE TO LIVE OFFGRID – Ep 189
Sailing Jibsea

THE BEST PLACE TO LIVE OFFGRID – Ep 189

Join Sailing Jibsea as they share their journey living off-grid in the stunning Bahamas. Dive into salvaging, snorkeling, and foraging escapades to sustain their lifestyle while navigating unique island challenges.
460 NAUTICAL MILES TO PARADISE! – Ep 188
Sailing Jibsea

460 NAUTICAL MILES TO PARADISE! – Ep 188

Jibsea sets sail from Puerto Rico to the Bahamas on a 3-day offshore journey that covers 460 nautical miles, facing various challenges and relishing delectable provisions along the way. Experience the adventure of crossing open ocean as the duo chase Caribbean blue waters.
Where No Sailing Channel Has Gone Before – Part 2 [Ep. 146]
Sailing Sweet Ruca

Where No Sailing Channel Has Gone Before – Part 2 [Ep. 146]

We continue the epic adventure, exploring places where no sailing channel has gone before. We stray far off the tourist track on a solo sail and dive into the unbelievable & amazing local sailing culture! This episode is packed with sailing action and amazing adventures! We make an expedition ...
BUILDING THE ULTIMATE ISLAND BONFIRE WITH BEACH TREASURES – Ep 186
Sailing Jibsea

BUILDING THE ULTIMATE ISLAND BONFIRE WITH BEACH TREASURES – Ep 186

We're diving into the pristine waters of the British Virgin Islands to scrub the growth on our sailboat hull using a game changing new tool, Our BLU3 Nomad dive system helps get the job done easily and makes it so much more enjoyable. We share good times at Saba Rock and Leverick Bay Marina fo...
SAILING TO EXPLORE UNDERWATER WONDERS of the British Virgins – Ep 185
Sailing Jibsea

SAILING TO EXPLORE UNDERWATER WONDERS of the British Virgins – Ep 185

We're sailing stunning remote islands in the Caribbean and in this episode, we're spending most of our time underwater, showing you what marine life and scenery lies beneath the pristine turquoise waters of the British Virgin Islands. From enjoying the company of friends, buddy boats to h...
ONE SHOT TO GET THIS RIGHT before SAILING to PARADISE – Ep 184
Sailing Jibsea

ONE SHOT TO GET THIS RIGHT before SAILING to PARADISE – Ep 184

Join us as we do another DIY project on our sailboat while anchored in St. Martin in the French Caribbean. It's a long awaited addition to our headsail. Installing our own decal before sailing offshore and overnight to the British Virgin Islands. NEW VIDEOS EVERY SUNDAY! Please subscribe and ...
Hoping for a $12 MIRACLE FIX for our LEAKY BOAT – Ep 183
Sailing Jibsea

Hoping for a $12 MIRACLE FIX for our LEAKY BOAT – Ep 183

Repairing our leaky inflatable PVC dinghy in St. Martin when patches won't do. Trying an automotive tube sealant NEW VIDEOS EVERY SUNDAY! Please subscribe and share our videos - every bit of support is much appreciated, keeps our journey going and the content coming! OUR ACTION CAMERA - Ins...
REPLACING ANCHOR CHAIN – DON’T make the same SILLY MISTAKE we did! – Ep 182
Sailing Jibsea

REPLACING ANCHOR CHAIN – DON’T make the same SILLY MISTAKE we did! – Ep 182

We are continuing with some boat maintenance projects while anchored in St. Martin, a French Caribbean Island. After sailing thousands of nautical miles and anchoring 99% of the time while living offered cruising full time for the past three years, it's time to replace our 300’ of galvanized an...
BALLIN’ ON A BUDGET – BOAT MODIFICATIONS to SET THE MOOD – Ep181
Sailing Jibsea

BALLIN’ ON A BUDGET – BOAT MODIFICATIONS to SET THE MOOD – Ep181

Travis doing what he does best! Tinkering and chipping away at boat projects making small budget-friendly modifications to our floating home and sailboat so that we can live offgrid more comfortably. We take you through modifications in the steelwork on our bimini, inside our cockpit, touching up o...
GENIUS DIY OFFSHORE SAILING & TINY HOME CREATION – Ep 180
Sailing Jibsea

GENIUS DIY OFFSHORE SAILING & TINY HOME CREATION – Ep 180

Join is as we anchorage bounce and settle into Saint Martin in the Caribbean islands. We spearfish with fellow cruisers and friends, snorkel to explore underwater marine life before knocking out a long awaited DIY in our sailboat saloon. A multi-functional poece of equipment that will change comfor...
Anchorage Hopping and Island Bouncing our way from Windward to Leeward – Ep 179
Sailing Jibsea

Anchorage Hopping and Island Bouncing our way from Windward to Leeward – Ep 179

OUR ACTION CAMERA - Insta360 X3 and Invisible Dive Kit by @insta360 Get a free accessory with your purchase using our link: Join us as we sail from the Windward Islands in the Caribbean to the Leeward Islands. We're anchorage hopping between stunning scenic bays in the French Island of Martin...
TAKE A PEEK into LIFE ONBOARD after an OCEAN CROSSING  – Ep 178
Sailing Jibsea

TAKE A PEEK into LIFE ONBOARD after an OCEAN CROSSING – Ep 178

After completing our second transatlantic sailing from Europe to the Caribbean, we anchor down in Martinique, a French Caribbean Island where we take you along what living boat life looks like after an ocean crossing. We introduce you to our buddy boat, repair a broken bushing on our dinghy outboar...
THE FINAL DAYS OF OUR ATLANTIC CROSSING FROM EUROPE TO CARIBBEAN (Part 9) – Ep 177
Sailing Jibsea

THE FINAL DAYS OF OUR ATLANTIC CROSSING FROM EUROPE TO CARIBBEAN (Part 9) – Ep 177

Join us as we continue sailing across the North Atlantic Ocean from Europe to the tropical Caribbean in our Bluewater capable Hunter 42 Passage sailboat. We're short-handed with a crew of 2 people onboard on the final of our transatlantic. We are experiencing the last of our fresh food onboard...
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