Watch Sailing & Boating Adventures Around the World – Page 3 of 12
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.
After a much longer stay in Saint Martin than we ever planned, the day has finally arrived—we're setting sail for Saba! 🌊⛵️
Known as the Island in the Clouds, Saba rises dramatically from the sea as a towering volcanic peak, creating one of the most breathtaking landscapes in the Caribbean. We...
Sailing Big Lost weighs anchor at Tahanea at 5:00 AM, navigates spinnaker trouble at sea, and dives the Fakarava South Pass during grouper spawning season.
Life in Saint Martin is looking much brighter this week! 🌴⛵ After a rough stretch of boat problems and setbacks, we're finally enjoying island life again.
Coral is having the time of her life jumping off the sailboat into the crystal-clear Caribbean waters, and we experience the vibrant atmosp...
Everything Has Changed
For the first time in more than two months, our family is about to be reunited aboard our sailing catamaran Javelot.
While I've been in England, following the loss of my brother Angus, Rob, Declan and Ivan have continued exploring the Caribbean without me. But now, with...
People often see the beautiful beaches, sunsets, and tropical anchorages... but this is the side of cruising life nobody talks about.
What started as a simple solar panel upgrade quickly turned into the worst week we've had in a long time.
⚠️ Kai falls and splits his forehead open
⚠️ Everyone...
This week we're sharing our life living on a sailboat in the Bahamas! We're enjoying beach days with the family and Jackson our dog, celebrating a beautiful wedding with our friends, spotting dolphins and sharing another week of life aboard our sailboat. Thanks for coming along for the adv...
If you're visiting Saint Martin / Sint Maarten, these are experiences you won't want to miss!
We hop on a local bus to the Dutch side and head to the world-famous Maho Beach, where massive jets fly just overhead before landing at Princess Juliana Airport. Seeing these giant planes pass on...
Awaiting a weather window and recovering from a sail-packing injury, the crew of Big Lost spends an unexpected extra week in Taiohae Bay, swimming with manta rays, provisioning in Nuku Hiva, and planning a 450-mile passage to the Tuamotus.
After exploring beautiful St. John in the US Virgin Islands, it's time to check out of Cruz Bay and set sail for a long overnight passage to the island of Saint Martin!
The crossing keeps us busy as the fishing lines come alive and we land multiple tuna along the way. After arriving in Marigot...
After completing a 3,000-mile Pacific crossing, the family aboard Big Lost makes landfall on Nuku Hiva in the Marquesas Islands, repairing their Code 55 sail, exploring Taiohae Bay, and hiking to Vaipo Waterfall.
One of those moments that reminds you we’re visitors in their world. 🦈
Krew speared a fish, but it became lodged in the rocks. Within seconds, two sharks showed up and started circling.
We left the water immediately and came back later to retrieve the spear. The sharks were still there.
The missi...
This week aboard SV Wildly Intrepid we continue exploring the stunning island of Saint John!
We sail from beautiful Waterlemon Bay to the world famous Trunk Bay with its crystal clear turquoise water and perfect white sand beach. A tropical rain shower clears the crowds and leaves us almost alone i...
I Was Fine... Till I Wasn't - Sailing the Caribbean
Welcome back aboard for another Caribbean sailing adventure.
This week our patrons our patrons Greg and Gideon experience their very first offshore sailing passage, on our live aboard catamaran, departing Saint Martin for Saint Barts.
Its a...
This week aboard SV Wildly Intrepid we explore what might be the most beautiful island we’ve visited all season… 🌴🇻🇮
Sailing the US Virgin Islands with our buddy boat, we explore St John Island and hike the incredible trail from Francis Bay while discovering the crystal clear waters of Francis Bay ...
In this episode, we leave Le Marin and continue sailing north toward beautiful Saint-Pierre.
What started as one of our most peaceful and enjoyable sails yet quickly changed when we suddenly lost critical electronics onboard Isla.
Our charts, depth readings, wind instruments, and navigation system...
🌴 Island hopping through the USVI brought us from the busy streets of Charlotte Amalie on St. Thomas to the wild beauty of St. John… and what an adventure it turned into.
We wandered the steep chaotic roads of Charlotte Amalie (definitely not the most pedestrian-friendly place 😅), got rescued with ...
Our sail from Puerto Rico to the US Virgin Islands started off absolutely perfect… warm winds, beautiful seas, and another unforgettable Caribbean passage aboard SV Wildly Intrepid. But once we arrived in St. Thomas, things got interesting fast.
We explored the abandoned tunnels of Fort Segarra on ...
Welcome back to Finding Our Isla.
In this episode, we continue settling into life in Le Marin while waiting out strong winds and tackling a long list of boat repairs and projects.
From fixing our steering cable and unclogging the toilet… to provisioning the boat, homeschooling, laundry days, and ex...
What started as a simple sail turned into a full-on emergency…
As we left Vieques, a hose clamp suddenly snapped—dumping all our engine coolant in seconds. With no engine and two little ones onboard, we had no choice but to drop anchor fast and figure things out.
From there, we sail on to Culebra—...
Welcome back to Finding Our Isla.
In Season 1, Episode 6, we leave Bequia and continue our sail north toward the breathtaking Pitons.
Along the way, we continue battling the powerful Caribbean Christmas Winds while dealing with more boat repairs at sea. With calmer water along the coast of Saint V...
The crew of Sailing Big Lost motors across glassy seas from San Cristobal to Isla Isabela, managing an alternator failure before renting single-speed bikes to explore the historic Wall of Tears.
Not every stop is planned… and sometimes those are the best ones.
We dropped anchor in Puerto Patillas, Puerto Rico and were blown away. A peaceful anchorage, a waterfront park with a playground (perfect for homeschooling days), live music, and even iguanas roaming around—it quickly became one of t...
We shouldn’t have left when we did… but we sailed anyway.
In this episode of Sailing Sunday, we sail to the Bahamas on a 3-day ocean passage after rushing across the USA to get back to our boat. With almost no sleep, we left the dock and crossed toward the Bahamas, dealing with rough seas, bad timi...
Welcome back to Finding Our Isla.
In Season 1, Episode 5, we leave Saline Bay and continue sailing north toward Bequia — still without a working steering cable.
As we push forward, we sail straight into the powerful Caribbean Christmas Winds and battle rough seas, strong winds, and multiple squall...
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