Watch Sailing & Boating Adventures Around the World – Page 36 of 37

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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EXPLORING THE CAPITAL OF THE GALAPAGOS – Chase the Story 39
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EXPLORING THE CAPITAL OF THE GALAPAGOS – Chase the Story 39

Story 39: EXPLORING THE CAPITAL OF THE GALAPAGOS Our sailing adventure around the Galapagos Island continues as we explore the main island of the chain - Santa Cruz. The search for cave trolls takes us to the lava rock tunnels before we head out in search of more giant tortoises. Back at the water,...
DIVING WITH HAMMERHEADS IN THE  GALAPAGOS!  Chase the Story 38
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DIVING WITH HAMMERHEADS IN THE GALAPAGOS! Chase the Story 38

Story 38: DIVING WITH HAMMERHEADS IN THE GALAPAGOS! Check out our Dive Master crew member Lance's video about diving on Kicker Rock - the footage is spectacular! The crew were just giddy with excitement to get under the (super cold!) water of the Galapagos and hang out with the stunning m...
BOOBIES, TORTOISES AND SEA LIONS, OH MY! Chase the Story 37
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BOOBIES, TORTOISES AND SEA LIONS, OH MY! Chase the Story 37

BOOBIES, TORTOISES AND SEA LIONS, OH MY! Chase the Story 37 No one is more excited to hit land and start looking for the famed animals of the Galapagos Islands than Tasha. A huge animal enthusiast, Tasha is willing to walk, bike and swim every inch of the Galapagos to find the sea lions, marine igu...
24 – Sailing 3,142nm Across the Pacific
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24 – Sailing 3,142nm Across the Pacific

We did it! Starry Horizons and crew sailed 3,142nm in just over 19 days and went from the Galapagos to Fatu Hiva in the Marquesas to complete our Pacific Ocean crossing! There were a few hiccups along the way, including tough weather in the doldrums and some chaffing issues, but overall, Neptune...
EQUATOR CROSSING: NEPTUNE’S FURY! Chase the Story 36
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EQUATOR CROSSING: NEPTUNE’S FURY! Chase the Story 36

After ten months of travel, we finally sail from the Northern Hemisphere to the Southern Hemisphere, sailing across the Equator just east of the Galapagos Islands. Let the party begin! King Neptune arrives and is clearly not impressed with the Pollywogs onboard who he subjects to a few punishments f...
Sailing to the Galapagos Islands – Chase the Story 35
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Sailing to the Galapagos Islands – Chase the Story 35

Sailing to the Galapagos Islands - Chase the Story 35 With the anticipation of leaving for the HUGE Pacific Ocean crossing weighing on all of us, we set out for the magical Galapagos Islands. Alas, the Pacific doesn’t live up to it’s name and we have to fight our way south and nearly end up in Ecua...
Panama City: Gateway to the Pacific – Chase the Story 34
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Panama City: Gateway to the Pacific – Chase the Story 34

We make our final preparations to finally set sail for the Galapagos Islands after spending 6-weeks in Panama prepping for the big Pacific Ocean Crossing. Before slipping lines we took a day to explore the beautiful Casco Viejo (The Old City) with Habla Ya. Later that day, they attempted to teach us...
20 – Preparations in Panama
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20 – Preparations in Panama

We successfully arrived into Panama after tying up at Shelter Bay Marina outside of Colon. There we had to fix a rip in our spinnaker, complete all the administrative requirements of a Canal transit, and start to provision for our long passage across the Pacific. Time ran a bit short before our fr...
SAMURAI THE PANTLESS COCK: Traveling Bocas del Toro – CHASE THE STORY 32
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SAMURAI THE PANTLESS COCK: Traveling Bocas del Toro – CHASE THE STORY 32

SAMURAI THE PANTLESS COCK: Traveling Bocas del Toro - CHASE THE STORY 32 Things get really fun in this video of Chase the Story traveling around Bocas del Toro, doing a zip-lining tour at the Red Frog Marina & Resort ( and getting a delicious ceviche making lesson from the chef at Punta Lava Be...
Sailing Through Panama Canal Anchorage
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Sailing Through Panama Canal Anchorage

As Starry Horizons sailed towards Colon and the Panama Canal, we were surrounded by ships anchored and awaiting their turn in the Canal. We launched our drone, Phoenix, and got some great footage. For more "Sailing Drone" videos, as well as to see video of our cruising adventures, please...
WHO’S THE CHEEKY JOKER? Sailing Bocas del Toro – Chase the Story 31
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WHO’S THE CHEEKY JOKER? Sailing Bocas del Toro – Chase the Story 31

Time to go sailing on Cheeky Monkey to yet another Panamanian tropical paradise. In this episode, after Cheeky Monkey is delayed for our Panama Canal transit, we decide to pick up anchor and sail up to the tropical paradise of Bocas del Toro near the Costa Rican border for some relaxation in the sun...
LIFE ON A PARTY BOAT! Sailing Cartagena to San Blas – Chase the Story 30
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LIFE ON A PARTY BOAT! Sailing Cartagena to San Blas – Chase the Story 30

LIFE ON A PARTY BOAT! Sailing from Cartagena to San Blas - Chase the Story 30 It’s time for a boat party in paradise! In this episode we leave Cartagena and get escorted through some beautiful azure waters by a large pod of dolphins as we sail along the Caribbean coast of Panama. After sailing for ...
THE DEADLIEST CATCH: Crossing the Caribbean Sea – Chase the Story 28
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THE DEADLIEST CATCH: Crossing the Caribbean Sea – Chase the Story 28

It's time to continue the adventure! In this episode, after an amazing three months relaxing, sailing and partying on Cheeky Monkey, we’re finally leaving the Caribbean and sailing off to the happiest country in the world, Colombia. After a tearful good-bye to St. Martin and to our friends Cat ...
BEHIND THE STORY: Chase the Story on Patreon
Chase the Story

BEHIND THE STORY: Chase the Story on Patreon

BEHIND THE STORY: Chase the Story on Patreon Since we bought our first boat, a 1986 Catalina 34 called Hideaway, in 2007 with the intent to learn how to sail, we've been dreaming of sailing away from familiar shores and finding out just how far we can go. In 2012, we left New York City for go...
BRAZILIAN ON BOARD! Sailing St. Martin – Chase the Story 26
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BRAZILIAN ON BOARD! Sailing St. Martin – Chase the Story 26

Check out our new website: (ok, it's still a work-in-progress, but it's still awesome :) And support us on Patreon: St. Martin is famous in the Caribbean for getting your boat spruced up and a place to go for much needed repairs. So we set off from Virgin Gorda in the British Virgin Isl...
THEY GOT NAKED! Sailing and Partying in the BVIs – Chase the Story 25
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THEY GOT NAKED! Sailing and Partying in the BVIs – Chase the Story 25

Sailing & Partying in the BVIs: THEY GOT NAKED! - Chase the Story 25 Track us across oceans in REAL TIME here: www.gtctrack.com/anonymous/turftosurf (We transmit our position from our satellite phone when we're at sea, so you can follow us at our tracker link to see where in the world Che...
WINDSURFING IN PARADISE! St. John, USVI – Chase the Story 24
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WINDSURFING IN PARADISE! St. John, USVI – Chase the Story 24

Windsurfing in Paradise: St. John, USVI - Chase the Story 24 Edited by Tasha Hacker & Ryan Horsnail Check out our new website! If there's one thing that's true of the crew of Cheeky Monkey, it's that we love watersports and are always willing to learn new sports! Sitting in b...
16 – Exploring Dominica
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16 – Exploring Dominica

Our next stop in the Caribbean was Dominica, where we anchored in Portsmouth and proceeded to explore the island by boat and by car. The natural beauty of the island was stunning and was topped off with a trip to the Emerald Pool and waterfall. While in Dominica we used the local market to re-prov...
SHE CRASHED IT!!! Sailing the Virgin Islands – Chase the Story 23
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SHE CRASHED IT!!! Sailing the Virgin Islands – Chase the Story 23

SHE CRASHED IT!!! Sailing the Virgin Islands - Chase the Story 23 We sailed Cheeky Monkey into St. John in the US Virgin Islands with a mission to run the 8 Tuff Miles road race and also to finally get our Swellpro Splash Drone off the ground and flying! The drone was a bit of a disaster but the r...
Trailer: Sailing Around the World (Chase the Story)
Chase the Story

Trailer: Sailing Around the World (Chase the Story)

Sailing Around the World - Chase the Story Channel Trailer Turf to Surf sailing blog link: Sailing across the Atlantic was a success! We've had a blast putting together all 21 episodes taking us from La Rochelle, France to the Mediterranean and to the Caribbean. And now it's time for ...
15 – The Island of Beautiful Waters
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15 – The Island of Beautiful Waters

Our adventures with family continues as Amy's cousins join us to explore Guadeloupe, known as the "Island of Beautiful Waters". We made landfall in Deshaies and explored the best botanical garden in the Caribbean, did some rock climbing on a river hike and visited Basse Terre. To to...
Atlantic Crossing: WE MADE IT!! – Chase the Story 21
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Atlantic Crossing: WE MADE IT!! – Chase the Story 21

We made it! Sailing across the Atlantic Ocean after 20 days at sea, sailing vessel Cheeky Monkey finally arrives to the Caribbean to the beautiful island of Antigua. It was a test of time for our six crew on board - did we make it with empty diesel tanks? Did we make it before Christmas? Did we make...
ATLANTIC CROSSING: STUCK IN A WIND HOLE! – Chase the Story 20
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ATLANTIC CROSSING: STUCK IN A WIND HOLE! – Chase the Story 20

Atlantic Crossing: Stuck in a Wind Hole! (Story 20) Sailing across the Atlantic Ocean comes with the challenge of tracking the weather and plotting a course that will take us across to the Caribbean with maximum wind and minimum motoring. When a storm on the north Atlantic sucks all the wind out o...
14 – A Family Christmas in Antigua
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14 – A Family Christmas in Antigua

The fun-to-suck ratio swings back to positive as we make a quick resupply stop in St. Martin and then continue on to Antigua. There, Amy's parents and uncle joined us for a tropical Christmas, some great sailing and even a day of zip-lining! To follow along with our cruising adventures, pleas...
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