Watch Sailing & Boating Adventures Around the World tagged “Caribbean” – Page 8 of 173
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.
Once again we rung in the New Year in Trinidad, this time not on our yacht, but at the nearby island of Gasparee where fireworks light up the night sky.
From there it was straight back to boat work, getting our sailing catamaran ready for 2026. It's a ye...
A clip from Episode 43 where Andrew hikes to the old radar station in the Tucker Valley via the Bamboo Cathedral
If you want to binge watch here is a link to our first season playlist 2023
https://www.youtube.com/playlist?list=PLTnjHpfUuECUAA8rwRSxxMvq...
In this episode Andrew hikes to the old radar station in Tucker Valley via the Bamboo Cathedral. ………
If you want to binge watch here is a link to our first season playlist 2023
https://www.youtube.com/playlist?list=PLTnjHpfUuECUAA8rwRSxxMvqq9EMx_...
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...
Trinidad was our Australian Shepherd's first experience of the jungle, and there's no doubt Rose loves it!!
Near to where our sailing home is hauled out, there are some easy jungle trails that really showcase the natural beauty of Trinidad. This particula...
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...
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...
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...
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 ...
A clip from an episode where we explore the island of Chacachacare an island just of Trinidad,
If you want to binge watch here is a link to our first season playlist 2023
https://www.youtube.com/playlist?list=PLTnjHpfUuECUAA8rwRSxxMvqq9EMx_MR8
and ou...
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...
A clip from an episode where we explore the island of Chacachacare an island just of Trinidad,
If you want to binge watch here is a link to our first season playlist 2023
https://www.youtube.com/playlist?list=PLTnjHpfUuECUAA8rwRSxxMvqq9EMx_MR8
and ou...
A clip from an episode where we explore the island of Chacachacare an island just of Trinidad,
If you want to binge watch here is a link to our first season playlist 2023
https://www.youtube.com/playlist?list=PLTnjHpfUuECUAA8rwRSxxMvqq9EMx_MR8
and ou...
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...
A clip from an episode where we explore the island of Chacachacare an island just of Trinidad,
If you want to binge watch here is a link to our first season playlist 2023
https://www.youtube.com/playlist?list=PLTnjHpfUuECUAA8rwRSxxMvqq9EMx_MR8
and ou...
A clip from an episode where we explore the island of Chacachacare an island just of Trinidad,
If you want to binge watch here is a link to our first season playlist 2023
https://www.youtube.com/playlist?list=PLTnjHpfUuECUAA8rwRSxxMvqq9EMx_MR8
and ou...
In this episode we do a spot or urban exploring on the island of Chacachacare, which is an old leper colony ………
If you want to binge watch here is a link to our first season playlist 2023
https://www.youtube.com/playlist?list=PLTnjHpfUuECUAA8rwRS...
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...
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...
We Finally Set Sail… Our Virgin Islands sailing Adventure Begins | USVI to Spanish VI | Day 1.
The adventure is ON. We leave Benner Bay in St. Thomas and officially begin our Caribbean sailing journey through the U.S. Virgin Islands and Spanish Virgin I...
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...
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...
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...
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