Watch Sailing & Boating Adventures Around the World – Page 7 of 7
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 145-154 of 154 results
56 – Our Last Adventures in New Zealand!
Our time in New Zealand was rapidly drawing to a close. But before we could sail north for another cruising season in the South Pacific, there were a couple of things left on our New Zealand to-do list. Little Dipper (our tender) needed some TLC, there were more hikes to do and we were finally abl...
55 – Cruising the Bay of Islands with 3 Lovely Ladies
It's always awesome whenever we have guests come visit. And when those guests happen to be two lovely ladies, it's doubly awesome! Our friends Liz and Breena were on a New Zealand tour and joined us for an incredible week in the Bay of Islands. The first stop was Motuarohia Island, wher...
Out Chasing Stars – Sailing Around The World
What’s this?! An Out Chasing Stars channel trailer?? Well, we figured after almost three years of making videos, it was about time! Meet Amy and David. We’re a couple of modern day adventurers who sold everything, bought a boat and are sailing around the world. Since Starry Horizons, our Helia ...
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...
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...
SAILING THE ATLANTIC: SHE WENT OVERBOARD!! – Chase the Story 19
Sailing the Atlantic with Cheeky Monkey is finally here! Our first sailing video of Cheeky Monkey racing against the clock across the Atlantic Ocean to the Caribbean. ***WANT MORE?? SUBSCRIBE TO OUR CHANNEL!*** The time for preparing is over! We slip lines from the Canary Islands to adventure i...
ATLANTIC CROSSING – ARE WE READY? – Chase the Story 18
The crew prepare for their first ocean crossing on Cheeky Monkey - approximately 20 days of open sea sailing across the Atlantic. ***ENJOY THE VIDEO? SUBSCRIBE TO OUR CHANNEL!*** Preparing to sail across the Atlantic - Sailing Cheeky Monkey After five days in Las Palmas, Gran Canaria, partying, d...
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...
WE WON’T GIVE UP, SAILING ONWARDS TO IBIZA! – Chase the Story 4
Having had to stop in Southern Spain due to terrible weather, we head out again on our journey across the Mediterranean to Ibiza. SUBSCRIBE TO FOLLOW THE STORY! Cheeky Monkey completes the 1400-nautical-mile shakedown cruise, sailing from La Rochelle, France to Ibiza, Spain. Film by Tasha Hacker ...