Watch Sailing & Boating Adventures Around the World – Page 340 of 344
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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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...
Stripping the RV & Our Overloaded Sailboat
This story is incomplete! Get the full scoop on our site here: It's embarrassing to share this video, we don't want to look like the Clampetts, but in the interest of bearing it all (and sharing the realities of moving) we're hitting the publish button on this horribly unorganized...
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...
Hobie 16 too much wind!
We went out to test the conditions. The conditions said "no" We went back in, two capsizes later. Too much wind! Join this channel to get access to perks: Joyrider TV is one of the best channels on YouTube for catamaran sailing tutorials, maintenance, Q+As and great small cat sailing c...
Day 2 as Sailboat Owners – A Broken Block, Lost Fish & Refugees
The video isn't the entire story, read more on our website: Our Second day on the water as new sailboat owners turns out to be quite the adventure. We pull up the anchor, get out of the ICW, head "outside" and turn south towards Ft. Lauderdale. Enjoy our vids? Want to give us a ...
OUR MAIDEN VOYAGE!
There's details missing from this video so read our post: We're bringing a sailor with know how aboard, sailing our new boat from Vero to Ft. Lauderdale and taking the cats on their first boat trip. Definitely an action packed day for the whole family. Enjoy our vids? Want to give us...
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...
How to choose a catamaran – Catamaran sailing techniques
Top multihull designer Nigel Irens guides us through the process of choosing a catamaran. We also speak to Lloyd Thornburg, owner and skipper of record-breaking Phaedo 3 and ask his opinion on what to look for
Gone With The Wynns 2.0
It's been over 4 years since we created a new "about us" or "Adventure" video. To say the task is daunting would be a complete understatement. But to go back through 6 years of videos is an epic adventure of it's own. It's like the video editing equivalent of cl...
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...
From RV to Sailboat – Moving Day & Our Last Road Trip
Read the Details of what's happening to the RV and our Move-In thoughts here: We're moving into our new home on the water! Lot's of logistics here in moving the RV from West Palm Beach, to endless trips from the RV down the docks and into our Catamaran at Vero Beach. Crazy doesn&...
Sailing Tangaroa ep. 4 – Sailing the southwest of Western Australia
As we continue our sailing journey along the stunning southwest of Western Australia, we catch tuna, see amazing sunsets, drive 4,600 km across the Nullarbor plain and back for a weekend of fun, do the historical parts of Albany, see huge whale skeletons and get caught in 50 knot winds and bare pole...
SAILING THE SPANISH VIRGIN ISLANDS!! – Chase the Story 22
Sailing the Spanish Virgin Islands (Puerto Rico): In this story Ryan and Tasha return from a brief trip to New York to collect two new members of crew and head out on a sailing adventure from the US Virgin Islands to the amazing Culebra Island, which is part of the Spanish Virgin Islands, which are ...
Buying a Sailboat – Survey, Haul-Out & Sea Trial
Find more details and info in the article on our site here: Our offer has been accepted on a Leopard 43 Catamaran and the next step in the process is a Survey, Haul-Out and Sea Trial. We've hired a guy named Brian Stetler out of Jupiter, Florida for the survey and it's his job to find ...
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 ...
A Glimpse of the Sweet Life – Sailing Our Dream Boat
Get all the new boat details and dealings on our site here: We made an offer on a catamaran! Wooo Hooo! Luckily the current owner likes us and has invited us on board to learn and sail with him from Vero Beach to Ft. Lauderdale so we can do the survey, haul-out and sea trial. Needless to say...
Crewing a Catamaran – Success is Failure Inside Out
More lessons learned and our thoughts on this crazy sail: Today we're helping a friend sail south in his new-to-him Lagoon 410 S2 catamaran. We're going as crew to help ease the burden of the three day sail. It was supposed to be an easy sail from St. Augustine to Ft. Lauderdale. &...
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...
Sailing Tangaroa. ep. 3 – Sailing the Great Australian Bight
We sailed across the Great Australian Bight on our 37 ft James Wharram catamaran! A young couple from South Australia, adventuring via the Western Australian coast line. We love positive vibes, much love fellow soul gypsy's and pirates, if you've got a dream, chase it! ARGGGGHHHHHHHHHHHH! ...
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
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...