Watch Sailing & Boating Adventures Around the World – Page 6 of 6
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 121-134 of 134 results
PANAMA CANAL ON A SAILBOAT – Chase the Story 33
Panama Canal on a Sailboat – Chase the Story 33 Here we come, Pacific Ocean – we’ll be sailing across you soon enough! In this episode we are back in tropical Panama as our catamaran Cheeky Monkey traverses two continents through one of the largest engineering projects ever undertaken in the world,...
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...
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
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
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 ...
DIRTY DANCING AND SAILING IN THE CARIBBEAN – Chase the Story 27
DIRTY DANCING AND SAILING IN THE CARIBBEAN -- Chase the Story 27 Edited by Bruna Toledo de Arcangelo -- she is a professional videographer and you can find all her other amazing works here: / Instagram: @brunaatoledo We took a little break from all the boat work on Cheeky Monkey to sail to Anguil...
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
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
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
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...
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 ...
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...
ROAD TRIP TO MARRAKESH – Chase the Story 15
With two new crew, we set out on a road trip in search of the fabled city of Marrakesh and it turns into a huge adventure. ***SUBSCRIBE TO OUR YOUTUBE CHANNEL!!!!*** Sailing Channel - Road Trip to Morocco - Chase the Story Blog Link (Turf to Surf): Locations visited in Morocco: Rabat, Casablanca...