Watch Sailing & Boating Adventures Around the World – Page 8 of 9

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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SAILING THE SPANISH VIRGIN ISLANDS!! – Chase the Story 22
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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 ...
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: 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...
CANARY ISLANDS: HORSING AROUND – Chase the Story 17
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CANARY ISLANDS: HORSING AROUND – Chase the Story 17

Once we'd recovered from celebrating Kristi's birthday, we set out on an adventure across the barren hills of Gran Canaria, Spain. ***SUBSCRIBE TO OUR YOUTUBE CHANNEL!!!*** Sailing over from Morocco, we'd arrived in Gran Canaria a few days before. Leaving S/V Cheeky Monkey tied to th...
WE COULDN’T FIND THE TURKEY – Chase the Story 16
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WE COULDN’T FIND THE TURKEY – Chase the Story 16

We set out in across the Atlantic and our first meal at sea is prepared by the Americans on board. ***SUBSCRIBE TO OUR YOUTUBE CHANNEL FOR UPDATES!!!*** Turf to Surf Blog Link: On November 26, 2015, the six crew of sailing vessel Cheeky Monkey set out with two missions - 1) show our French crew m...
The Atlantic Crossing Promo (Sailing – Chase the Story)
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The Atlantic Crossing Promo (Sailing – Chase the Story)

Sailing Adventure: The crew of Cheeky Monkey - now three Americans, two French and a Brit - head out across the Atlantic for one hell of a ride. Leaving Morocco and heading to the Caribbean, with just one stop in the Canary Islands, the crew encounter beautiful downwind sailing, a wind hole due to a...
EPIC WILDLIFE ENCOUNTERS AT SEA – Chase the Story 13
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EPIC WILDLIFE ENCOUNTERS AT SEA – Chase the Story 13

Sailing across the Mediterranean, we encounter dolphins and whales, and couldn't resist going for a swim. ***SUBSCRIBE TO OUR YOUTUBE CHANNEL!!!*** Sailing Vessel Cheeky Monkey's off-watch woke up on the final morning of our trip from Palma Mallorca to Gibraltar to squeals of excitement ...
I CAUGHT A BIG ONE!!! – Chase the Story 12
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I CAUGHT A BIG ONE!!! – Chase the Story 12

Things get fishy on board Cheeky Monkey as we sail across the Mediterranean from Palma de Mallorca to Gibraltar. ***SUBSCRIBE TO OUR YOUTUBE CHANNEL!!*** There were a lot of firsts on this trip, but we didn't think catching our first fish was going to be one of them! Tuna...it's what...
WAKEBOARDING IN PARADISE – Chase the Story 11
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WAKEBOARDING IN PARADISE – Chase the Story 11

Sailing across the Mediterranean: wakeboarding. The Cheeky Monkey crew leave Palma, Mallorca, and set off east across the Mediterranean in search of the perfect beach for wakeboarding. New crew members Kristi and Meg, along with friends John and Chris, sail for two days across calm seas - sailing ...
WE SHOULDN’T BE HERE – Chase the Story 10
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WE SHOULDN’T BE HERE – Chase the Story 10

We dropped our friends in Portocolom, Mallorca and sailed to Palma de Mallorca for a chance to discover the glitzy side of the Balearic Islands as we travel around the world. SAILING TO PALMA DE MALLORCA, SPAIN Story by Tasha Hacker (featuring Ryan Horsnail) Music from Soundcloud: I Got U Baby -...
12 – Bliss in the BVI’s
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12 – Bliss in the BVI’s

We make landfall in the Caribbean in the beautiful BVI's! Lots of snorkeling, great sailing, new friends and we even get to go diving! Oh yeah, and our first haul out as well! To follow along with our cruising adventures, please subscribe to our YouTube channel and check out our blog and Fac...
20,000 MILE JOURNEY BEGINS – Chase the Story 9
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20,000 MILE JOURNEY BEGINS – Chase the Story 9

After months of prepping Cheeky Monkey to start her journey sailing around the world, she is finally ready! We are off sailing to Mallorca, and the voyage beings with some impromptu guests on board. Film by Tasha Hacker Links: Turf to Surf Blog: Chase the Story Instagram: Chase the Story Google+...
CHAMPAGNE BOTTLE VS. SABRE: A BOAT IS BORN – Chase the Story 8
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CHAMPAGNE BOTTLE VS. SABRE: A BOAT IS BORN – Chase the Story 8

Our friend Kari flew to Menorca to spend her birthday sailing, so we put the boat repairs aside to have some fun and name the boat. It was a christening that turned quite elaborate when friends turned up with a champagne sabre to gallantly sheer the top off a bottle! SUBSCRIBE TO OUR YOUTUBE CHANNEL...
11 – Bermuda Bound
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11 – Bermuda Bound

We start heading south away from the cold with a passage down to Bermuda. There we met up with friends, continued our fishing education and were invited out for an awesome day of sailing on catamaran royalty, the 1st Gunboat ever built, Tribe. To follow along with our cruising adventures, please s...
RESCUED AT SEA – Chase the Story 7
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RESCUED AT SEA – Chase the Story 7

THE ONE WHERE I GET RESCUED BY HELICOPTER ROWING ACROSS THE MEDITERRANEAN. Subscribe to our YouTube Channel to follow our story!!! Sailing 1400 miles from La Rochelle, France to Ibiza, Spain clearly wasn't enough of a challenge for Tasha, so she signed up this challenge: rowing 300 miles acro...
10 – Meandering Around Maine
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10 – Meandering Around Maine

The crew of Starry Horizons make a quick return to the States in order to host a bachelor party and cheer on family sailing in the 2015 Shellback National Championships. We sailed from Portland up to Brooklin, dodging a seemingly infinite number of lobster pots along the way, and then to Georgetown...
WE NEED TO GET TO BARCELONA – Chase the Story 6
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WE NEED TO GET TO BARCELONA – Chase the Story 6

Ryan & Tasha go sailing from Ibiza to Barcelona on a mission to get to Port Vell before the start of the Shoreseeker Challenge. SUBSCRIBE TO OUR YOUTUBE CHANNEL FOR UPDATES!!! Marina in Barcelona: OneOcean Port Vell ( Rowing Race from Barcelona to Sardinia: Shoreseeker Challenge ( Story by Ta...
IBIZA: EXPLORING PARADISE – Chase the Story 5
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IBIZA: EXPLORING PARADISE – Chase the Story 5

While anchored off the beautiful Cala Benirras to explore the delights of Ibiza and stumble upon a drum circle at night. SUBSCRIBE TO OUR YOUTUBE CHANNEL FOR UPDATES!!! Locations visited in Ibiza, Spain: Cala Benirras - A small cove in the northeast of Ibiza where the drum circles and fire dancer...
09 – Cruising Nova Scotia
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09 – Cruising Nova Scotia

The crew of s/v Starry Horizons spends an awesome 6 weeks cruising in Nova Scotia, Canada. We spent time in Halifax, the Bras D'or Lakes and Mahone Bay, enjoying the best that Nova Scotia has to offer. To follow along with our cruising adventures, please subscribe to our YouTube channel and c...
08 – Passage to Nova Scotia
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08 – Passage to Nova Scotia

With hurricane season right around the corner, s/v Starry Horizons picks up a crew member and leaves the Bahamas to head north to Nova Scotia, Canada. Along the way, we entertain ourselves at sea, have some (more) trouble with a headsail, get a turbo boost from the Gulf Stream and FINALLY catch a f...
07 –  Leaving Florida & Cruising the Bahamas
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07 – Leaving Florida & Cruising the Bahamas

With all the boat work in Florida finally over, Starry Horizons and crew set sail for three glorious weeks in the Bahamas and finally get to enjoy a taste of the cruising life. To follow along with our cruising adventures, please subscribe to our YouTube channel and follow along at our blog: Th...
06 – Starry Horizons sails from Miami to Palmetto
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06 – Starry Horizons sails from Miami to Palmetto

After a month and a half in Miami, Starry Horizons and crew set sail around the coast of Florida to head up to Tampa and the next step towards continuing our circumnavigation.
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