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

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 169-184 of 184 results
A Tearful Goodbye and Sailing the BVI – S1:E26
Sailing Doodles

A Tearful Goodbye and Sailing the BVI – S1:E26

We sail to Jost van dyke for a little fun at Foxy's bar and then head back to Tortola to do a little exploring. Sadly Georgy leaves us and head to Europe to interview for a steward position on a yacht in the Mediteranean. Become a Patron! We need your help to keep making videos Donate Via P...
Snorkeling the Indians at BVI & a Shower Pump Problem – Boat Maintenance Monday
Sailing Doodles

Snorkeling the Indians at BVI & a Shower Pump Problem – Boat Maintenance Monday

Megan and I Snorkel the Indians at Norman's Island in the British Virgin Islands. Our Shower drain pump has not worked for some time now and I attempt to fix the situation but I might need a little help! Become a Patron! We need your help to keep making videos Donate Via Paypal: Would yo...
BVI Spring Regatta – S1:E25
Sailing Doodles

BVI Spring Regatta – S1:E25

In this episode we sail to St. John in the USVI and then over to Tortola and the USVI. We have some fun at the BVI Spring Regatta at Nanny Cay. Become a Patron! We need your help to keep making videos Donate Via Paypal: Would you like to join us on the boat? Visit our GoFundMe Page to find out...
Caribbean Trip Day 5.  Fast Ferry to Tortola and Meet Crew and Catamaran From Hell
Cruising Off Duty

Caribbean Trip Day 5. Fast Ferry to Tortola and Meet Crew and Catamaran From Hell

Ep47. This Episode of Cruising Off Duty, we leave St Thomas in the USVI on the Fast Ferry to go to Tortola in the BVI. We show you that it is not as easy as just jumping on a Ferry to change islands as you have a slow Customs Process ahead. You also meet the Crew (Dan and Theresa and Colin and Ca...
Caribbean Trip. Day 4.  2 Scuba Dives off a boat and 2 Mavic Pro flights.
Cruising Off Duty

Caribbean Trip. Day 4. 2 Scuba Dives off a boat and 2 Mavic Pro flights.

Ep46. Day 4 of our Caribbean Scuba and Catamaran Sailing Trip. In this episode we do two Scuba Dives off a dive boat. We also use the Mavic Pro drone to get some Aerial footage of both sides of St Thomas including Coki Beach where we did our Scuba training. If you enjoyed the episode please give ...
Caribbean Scuba and Sailing Trip Day2.  Start Scuba Course.
Cruising Off Duty

Caribbean Scuba and Sailing Trip Day2. Start Scuba Course.

Ep44. Our 2nd Day of our Caribbean Scuba and Catamaran Sailing Trip. This is the first day of our PADI Open Water Scuba Course. We use a Safari Bus for the first time to travel around the island which is what the locals use to get around. It cost $2 and will get you anywhere that is on the loop ar...
Ep43. Caribbean Scuba and Sailing Trip. Day 1
Cruising Off Duty

Ep43. Caribbean Scuba and Sailing Trip. Day 1

We just got back from our 2 week Caribbean Scuba and Sailing Trip. This is day 1 where we make our way to St Thomas (USVI) where we will be taking a 3 day PADI Scuba Open Water Course. I have so much great underwater, drone and sailing footage to bring you in the upcoming episodes. Subscribe so y...
Two Australian Models Join the Boat – S1:E20
Sailing Doodles

Two Australian Models Join the Boat – S1:E20

Evelyn and Penny, two Australian models sail with the Ruff Seas from Puerto Rico to The US Virgin Islands. We have a lot of fun! Puerto Rico is home to some of the friendliest people I have ever met and you get to meet them in the First part of this video. If you enjoy our videos please become a ...
Ep 26 Full Moon Party-Trellis Bay Tortola, BVI
Sailing Talisman

Ep 26 Full Moon Party-Trellis Bay Tortola, BVI

We partake in the Trellis Bay full moon party. Trellis Bay is right next to the airport at Beef Island, Tortola BVI. The party was out of control. Highly recommended!
Ep 23 Home Again-Sailing the Caribbean
Sailing Talisman

Ep 23 Home Again-Sailing the Caribbean

We head to St. Thomas, USVI, get a bit tipsy on the beach the night we arrive, head over to Tortola, BVI the next day, and pick up our Jeanneau 469 (bareboat) for 10 days of epic sailing in the Caribbean.
WINDSURFING IN PARADISE! St. John, USVI – Chase the Story 24
Chase the Story

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...
SHE CRASHED IT!!! Sailing the Virgin Islands – Chase the Story 23
Chase the Story

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...
13 – Pizza, Friends, and Hard Lessons
Out Chasing Stars

13 – Pizza, Friends, and Hard Lessons

Our next stop in the Caribbean is the USVI's, where we enjoyed lots of pizza from Pizza Pi in Christmas Cove, hanging out with friends and learned a few hard lessons about boat maintenance! To follow along with our cruising adventures, please subscribe to our YouTube channel and check out our ...
Ep 2 Sailing the BVIs 2015 Cruz Bay and Christmas Cove USVI
Sailing Talisman

Ep 2 Sailing the BVIs 2015 Cruz Bay and Christmas Cove USVI

Ep 2- We leave Norman Island for Cruz Bay to clear into the USVI. Our intent was to overnight at Coral Harbor on St. John and then head for a big passage across to St. Croix. But wind and swells worked against us as a south wind built. The swells were huge, and we knew beating against them would mak...
Sailing the BVIs, Bareboat Charter 2014
Sailing Talisman

Sailing the BVIs, Bareboat Charter 2014

Sailing Norman, Cooper, Peter Islands, Sprat Bay, Virgin Gorda, Bitter End Yacht Club, Anagada.
Life on a Sailboat  – Virgin Islands –  Caribbean
Accidental Sailor Girl

Life on a Sailboat – Virgin Islands – Caribbean

The Virgin Islands are a beautiful place to sail around. If the wind does not blow in the direction you want to go, you can go somewhere else. Beautiful white sandy beaches, snorkeling everywhere you look, and crystal clear water, what is not to love? Here is all the rest of information of where to...
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