Watch Sailing & Boating Adventures Around the World tagged “Caribbean” – Page 3 of 160
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 3827 results
From French Chic to St. Barts Heat 🔥 | Caribbean Sailing Gets Wild
We start the day soaking up French Caribbean vibes at Grand Case, spending the afternoon at the iconic Rainbow Café. From there, we set sail for a short hop over to Anse Marcel, grabbing a marina slip and enjoying a relaxed night onboard. The next mornin...
New Crew, New Catamaran & a Wild Night in St. Martin
We fly to the French side of St. Martin and kick off a brand-new sailing adventure aboard a 50-foot Leopard catamaran with an all-new crew. After provisioning and getting settled, we set sail along the coast toward the iconic anchorage at Grand Case. Once...
⛵️after 9490 HOURS IN THE BOATYARD… | SPLASH DAY! | Hallberg Rassy 352
It has been a LOOOOOONG 9490 HOURS IN THE BOATYARD & we are FINALLY ready to SPLASH! In this episode we do the final push to launch !!!!!!!!!!!! Thank you for all your support!!! Business/Collab Inquiries [email protected] If you’re enjoying our ...
The Sailing Dream: This is what “SOMEDAY” looks like! – The Lazy Geckos Ep. 343
The journey starts from Nassau Harbor, where the crew prepares the boat and discusses their route. Then we're sailing away! After a stop at Chub Marina for diesel, the crew will share boating experiences. Approaching a remote anchorage, they discover an un...
We’re Leaving French Polynesia… What’s Next?
Our final day in French Polynesia was one to remember. 🌴 We set out on a long hike through the jungle to some incredible waterfalls, soaking up every last bit of this amazing place before it was time to go. That evening we shared one final night onboar...
A Perfect Lazy Sail in Paradise | Tahaa to Raiatea
We set sail on one of those rare, perfect days in French Polynesia—a slow, easy cruise from Tahaa to Raiatea. No rush, no schedule… just smooth water, warm sun, and island vibes. We enjoyed lunch underway while Chloe relaxed on deck, soaking it all in...
Cruising Life: Is it REALLY that much work? See our daily routine! – The Lazy Geckos Ep. 342
Let's explore the daily life on a boat, focusing on meal preparation, laundry management, and the challenges of cruising. We'll share family moments and the joy of discovering new places, along with routine tasks like shopping for supplies and ensuring the...
Bikini Dancing, Rum & Sharks | Sailing French Polynesia
Island hopping around Taha’a in French Polynesia turned into one of our wildest days yet. Chloe was dancing on deck in her bikini as we sailed through crystal-clear lagoons, stopped to tour a local rum distillery, and then headed out to the barrier reef ...
Sailing the British Virgin Islands | The Ultimate 7-Day Yacht Charter Movie (Full Trip)
Ever wondered what it’s really like to charter a yacht in the British Virgin Islands? This is the complete experience. In this full-length sailing movie, I combined all 7 episodes from our BVI charter into one 1.5-hour, start-to-finish journey showing e...
Leaving Bora Bora Was Hard… But This Made It Worth It
After four unforgettable nights in Bora Bora, it was finally time to set sail. Saying goodbye to one of the most beautiful places on earth is never easy, but the adventure wasn’t over yet. We enjoyed some great sailing at first, until the wind came right...
Sailing Bora Bora: Sharks, Coral Reefs & a Perfect Downwind Run
We sail to the west side of Bora Bora and pick up a mooring in one of the most beautiful spots in the lagoon, surrounded by shallow coral heads and crystal-clear water. After dropping the hook, we jump in the dinghy and head out to the reef where we snorke...
Sailing Bora Bora + Meet Chloe | Paradise at Sea
We sail from one of the most beautiful bays we have ever spent the night in on the southeast side of Bora Bora and make our way around the island through the crystal-clear lagoon. Along the way we stop at the town dock to fill up on fresh water before grab...
This Might Be the Most Beautiful Sail on Earth (Bora Bora)
We leave the Bora Bora Yacht Club and sail around the island to the far side of Bora Bora—and it turns into one of the most breathtaking sails I’ve ever experienced. Unreal turquoise water, perfect conditions, and an anchorage that honestly might be th...
Before the Day Gets Going: Our Roles, Our Routine & a Fun Bikini Haul – The Lazy Geckos Ep. 341
Meal preparation and so much more plays a crucial role in traveling on a sailboat. While Sundays are usually dedicated to family activities. today is different. We're pushing to prepare for the next passage! Then I'll take a few moments and show you some o...
Sailing to Bora Bora: Dolphins, Crystal Waters & Paradise
We set sail from Raiatea in French Polynesia and make the unforgettable journey to the legendary island of Bora Bora. With crystal-clear water, dramatic mountain peaks, and scenery that feels unreal, this is a place most people only dream of visiting. Afte...
SSL749 ~ The state of the Lady…
Join our Patreon and join our Team SSL Crew! http://www.patreon.com/SailingSophisticatedLady Come and join us realtime at: http://www.facebook.com/groups/SSLBackstage http://www.instagram.com/SailingSophisticatedLady To all those contributing to our ne...
⛵️The FUTURE of JOCO: HALLBERG RASSY 44 BOAT TOUR | & taking apart the heat exchanger
Joco's are movin on up!!! We live on a brand new HR44 ... for an afternoon :) But isn't she gorgeous!? Sure beats all the projects we have going on with Joco at the moment. Like taking apart the heat exchanger.... BOATLIFE Thank you for all your support!!...
Sailing French Polynesia: New Crew, New Boat, New Paradise
After a 15-hour flight halfway around the world, I finally arrive in French Polynesia — and it was worth every second. I charter a 40-foot Leopard catamaran and set off on an unforgettable 9-day sailing adventure through some of the most beautiful island...
The Last Sail: Why We Had to Leave the British Virgin Islands
Today we wrap up an incredible week of sailing in the British Virgin Islands! ⛵🌴 We lifted anchor at Jost Van Dyke one last time and set a course toward Tortola’s beautiful West End. Soper’s Hole is one of the most colorful spots in the BVI, so w...
Perfect Day at Soggy Dollar… + Want to Join My Crew?
Today we sail into one of the most iconic places in the entire BVI — White Bay on Jost Van Dyke, home of the world-famous Soggy Dollar Bar! It was a perfect beach day with the crew (even though I didn’t film a ton… we were having too much fun 😅). ...
Perfect Downwind Sail to Jost Van Dyke! | Bubbly Pool Adventure & Cane Garden Bay
Today we had an absolutely perfect four-hour downwind sail from Anegada to Jost Van Dyke here in the beautiful British Virgin Islands. Conditions couldn’t have been better — blue water, steady breeze, and a happy crew enjoying every mile. Once we arri...
What Is The BEST Gun For Sailboat Self Defense?
What is the best firearm for self-defense on a sailboat in case of a piracy attack? As long as the weapon is legal to possess where you are: Handgun: Best for minimal space to stow &. But worst for accuracy and stopping power. I would most recommend a...
45-Foot Catamaran to Anegada | British Virgin Islands Sailing Adventure
Today we set sail from Virgin Gorda to the unique and beautiful island of Anegada — and it ended up being one of our fastest and most fun sails of the entire BVI trip. With perfect wind, flat seas, and the crew looking amazing on the bow, we made the cro...
BIKINI Workout While Sailing to THE BATHS!
Start your day at Cooper Island, sail to one of the most iconic spots in the entire Caribbean, and wrap things up with a night you won’t forget. This was one of those PERFECT days in the BVI. We left Cooper Island early and made the short sail over to T...
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.