Watch Sailing & Boating Adventures Around the World tagged “Sailing the caribbean” – Page 3 of 25
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 49-72 of 585 results
Can we HANDLE THIS? : A Whole NEW EXPERENCE in the Caribbean
We have traveled to many beautiful islands in the Caribbean. Snorkeling in the beautiful blue waters. Exploring the rich green jungles. But this time is was a bit of a shock the first time we took the plunge. Are you enjoying our content🤔 Let us kno...
SAILORS PARADISE : WE GET THE VIRGIN GORDA BATHS ALL TO OURSELVES!
Join us as we sail through the stunning British Virgin Islands! 🌊 Our adventure takes a twist as our peaceful, crystal-clear anchorage transforms into a scene reminiscent of the Amazon River! 🛥️ We fire up the grill for a boat BBQ with fellow cruis...
Bay Hoppers ~ Exploring St. John USVI
Bay hoping un the USVI's is the best! There is nothing better than waking up in a new beautiful turquoise blue bay every morning. The beauty of the USVI's is you can be on an entirely new adventure in a new location every day. It's only a 60 minute sail a...
RACE CHAOS: Man Overboard in the Heat of Competition!! EP-146
Sailing the British Virgin Islands in Leg 2 and Leg 3 of the Chasing Bubbles Regatta was an unforgettable adventure! From broaching and nearly shredding our sail in a sudden squall to Jason falling overboard, this week had it all. We capped off the chaos w...
We NEVER Expected That: Adventurous Sail to USVI
Sailing through the beautiful Caribbean waters can come with all sort of new adventures every day. Some times they are epic and sometimes they are tragic. But one things for sure they are unforgettable! Are you enjoying our content🤔 Let us know you ...
SAILORS GONE WILD: EPIC RAFT PARTY & REGATTA KICKOFF! EP-145
Sailing the British Virgin Islands! We kick off the week with an unforgettable Young Cruisers Raft Party, hosted by our mates from @SpearItAnimal , before diving into the first-ever @ChasingBubbles Regatta! From the Skippers Meeting at Virgin Gorda to the...
Unfurl the SAILS & Unleash the FUN: A Regatta to REMEMBER
Get ready for the ultimate Caribbean adventure! We dive into the heart-pounding excitement of boat races at the St. Maarten regatta, where skilled sailors battle it out on the crystal-clear waters. After the sun sets, things heat up at the ultimate after-p...
Caribbean v Mediterranean, which is best for cruising? | Ep123
It's the question we've been asked more than any other since crossing the Atlantic last year, Med or Caribbean? This is a deep dive into it and we've surprised ourselves with the findings so we will be very interested in what you guys think. -------------...
DANGLING AT THE TOP OF OUR SAILBOAT’S MAST! EP-144
SAILING ST MARTIN, EXPENSIVE BOAT PARTS AND DESPERATELY TRYING TO FIX OUR BROKEN GENERATOR & SHOWER DRAIN PUMP AFTER LIVING LIKE WE'RE CAMPING ON OUR BOAT, SAILING OUT OF CRUISERS PARADISE HOPING THIS TIME WE WON'T RUN AGROUND, FINDING THE CLEAREST WAT...
Fertile Waters: 6 Times Lucky ~ Sailing to St. Bart’s
Sailing in the Caribbean feels like a dream on most days, but when the Ocean is in a giving mood we definitely don’t want to pass it up. There is no better sound then when that reel starts to spin. *Fish On!* Are you enjoying our content🤔 Let us kn...
Visiting the most Dutch place outside Holland | Ep122
Caracou is a surprising island with one of the best anchorage areas in the Caribbean, a great place to escape from the hurricane belt. 👟 Embrace your daily life adventure with Vessi! Visit https://vessi.com/fairisle for an automatic 15% off your first ...
SAILING TO THE CREAMIEST BLUE WATER IN THE CARIB! EP-142
SAILING ANTIGUA & BARBUDA, DROPPING THE ANCHOR ON THE ATLANTIC SIDE OF THE CARIBBEAN FOR THE FIRST TIME, OUR CHARTS FAIL WHILE NAVIGATING THROUGH REEF, A BARRACUDA MAKES A HOLE IN OUR BOAT AND WE FIND SOME OF ANTIGUA'S MOST BEAUTIFUL BEACHES! LOVE OUR...
Sailing to Barbuda: A Paradise of Turquoise Waters and Pristine Beaches ~ Part 4
Beaches are our passion. Sailing leads us to Caribbean havens like Princess Diana Beach in Barbuda, where naked sand meets turquoise blue water. This oasis captivates with soft sands and endless beauty. Are you enjoying our content🤔 Let us know you wan...
Discovering Beautiful Deep Bay: Antigua ~ Part 3
Discover the beauty of Deep Bay, Antigua, on a thrilling sailing adventure with breathtaking sights, incredible diving, snorkeling opportunities, and a visit to historical forts. Immerse yourself in the wonders of this pristine Caribbean haven!
PARADISE FOUND: SCUBA DIVING AND SUNBATHING ON A TROPICAL BEACH IN GUADELOUPE! 🌴🐠
Immerse yourself in the beauty of Guadeloupe, where you can indulge in thrilling scuba diving experiences and bask in the warmth of its captivating tropical beaches.
Anchored in the Middle of History: Ancient Hurricane Holes
Step back in time and explore ancient hurricane holes in Antigua where British naval ships once sought refuge. Visit historic sites like Fort Berkeley, Lord Nelson's dockyard, and hike up Shirley Heights for sunset views while enjoying local cuisine and st...
Have we Found our NEW PARADISE? Part 1
The Bahamas are known for their beautiful water and pristine beaches. But have we stumbles on somewhere better than the Bahamas? Antigua the Bahamas of the Caribbean. Antigua is a beach lovers paradise. With its 365 ultra white sand beaches and majestic ...
DIVE INTO GUADELOUPE: THE CARIBBEAN’S EMERALD TREASURE! EP-139
Get ready for a wild ride as we explore the Emerald of the Caribbean: Guadeloupe! Join Leading the Escapade on an epic sailing adventure through breathtaking landscapes and pristine waters.
Sailing to the MOST BEAUTIFUL PLACE
In the latest episode of Sailing Honu Time, Josh experiences an unfortunate injury while preparing for the sail to Guadalupe. Despite the setback, he and Tamara manage to safely reach their destination with the help of each other's strengths. Discover how ...
BOAT LIFE – WHY YOU SHOULDN’T SKIP DOMINICA! EP-138
Embark on an unforgettable sailing adventure in Dominica with Leading the Escapade. Don't miss out on this nature-rich Caribbean gem! Discover the breathtaking attractions, from waterfalls to hot springs, and enjoy local cuisine while experiencing the isla...
Have We Become too Complacent? Injured at Sea
Discover how Sailing Honu Time navigates through a major challenge - when disaster strikes on their sailboat causing serious injuries to team member Josh! Learn about the team's resilience as they adapt with only one fully-functioning arm for navigation at...
Hurricane Beryl, Grenada : Our Experience
Sailing Honu Time takes you on a journey of their experience dealing with Hurricane Beryl in Grenada. They share the challenges, stresses, and preparations made before and during the hurricane.
WE SAILED TO MARTINIQUE FOR CARNIVAL! EP-137
CARNIVAL CELEBRATIONS IN MARTINIQUE BY BOAT, WE UNCOVER THE SAD REALITY OF THE RECENT STORM SURGE WITH BOATS WASHED UP ON THE BEACH AND ROCKS, WE DIVE SOME UNDERWATER MERMAID SCULPTURES AND WE SAIL TO DOMINICA! LOVE OUR CONTENT?? Here are the many ways yo...
Something AWESOME is coming!
Be the FIRST to know⛵
Sign up for exclusive updates and be the first to hear when we go live!
Get sneak peeks, exciting announcement, and special content straight to your inbox!
We don’t spam! Read our privacy policy for more info.