Watch Sailing & Boating Adventures Around the World – Page 2 of 32
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Our First Overnight Sail as a Family
Our first overnight sailing passage took us from St. Martin to the U.S. Virgin Islands aboard our Lagoon 450 catamaran—and honestly, it wasn't what we expected. As a family of six living aboard full-time, sailing through the night with our kids was one of the biggest milestones of our journey....
Sailing to a Volcano: The Caribbean’s Island in the Clouds E388
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...
WE SAW JEFF BEZO’S $500M MEGA YACHT IN ST KITTS ( AND KILLER BEES IN NEVIS ! )
Why is a December sailing trip to St. Kitts and Nevis worth the effort? We captured the island rhythm firsthand before the January/February tourist rush. If you are plotting a Caribbean sailing trip, this dual-island nation offers a unique pace that feels distinct from the rest of the region. We sp...
Caribbean Festival, Wasp Attack & Boat Repairs! ⛵ E387
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...
WORST WEEK EVER! Injury, Storm Damage & Boat Chaos 😱⛵ E386
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...
WE SAILED ST. BARTS – 16 BEACHES & EXCLUSIVE SPOTS YOU HAVE TO SEE!
People often ask us “what is your favorite place you have sailed?” We have sailed from Maine to Florida and every Caribbean Island and hands down, our favorite was St. Barts. (also known as St. Barths, Saint Barthelemy). This “Riviera of the Caribbean” is known for it’s red roofed homes, volcanic...
🌴 The Last Paradise Before the Pacific Crossing | San Blas Islands! Ep-227
After weeks of offshore passages, unexpected challenges, and nonstop movement, we finally wake up in one of the most beautiful cruising destinations in the world: the San Blas Islands of Panama. With only one day to explore before continuing our journey, we move Escapade into crystal-clear shallow ...
DON’T MISS These St. Martin & Sint Marteen Highlights! ✈️ Carnival & Giant Planes E385
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...
We Thought the Lagoon Was Safe… We Were Wrong
After months of upgrades, projects, and settling into life aboard our Lagoon 450 catamaran, Isla is finally starting to feel like home. In this episode, we install our Seawater Pro watermaker, spend time enjoying life in the lagoon, navigate unexpected health challenges, make Isla official with her...
We Finally Fixed the Worst-Looking Part of Our Boat Ep. 277
After months of projects, upgrades, and hard work, Zephyr 2.0 is finally starting to become the boat we’ve always dreamed of. This episode takes us to the Bahamas where James tackles one of the biggest transformation projects yet. Out goes the tired old lazy bag and in comes a beautiful new custom ...
From Paradise to France! Overnight Sail, Tuna Feast & St. Martin’s French Lifestyle E384
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...
The Pros and Cons of Sailing in Anguilla
Anguilla should be on all sailor's lists to visit, if only for a short stay. Pristine beaches and beautiful coastlines make it worthwhile. Learn how to sail Anguilla while keeping the costs down in this video. Why did we go to Anguilla ? Anguilla is not a popular destination for sailors, b...
We Somehow Made It To The Bahamas…Then The Boat Work Started – Ep.276
In our last episode we splashed the boat and moved her to a new marina… and now somehow we’re already in the Bahamas?! Things moved fast after that. My dad flew out to help James bring our new catamaran all the way from a freezing North Carolina down to the Bahamas. Unfortunately the cameras didn’t...
Guess How Much We Spent On Our Catamaran!
After weeks of battling Christmas winds, rough anchorages, and learning how to sail our Lagoon 450, we finally arrived in Saint Martin — the cruiser "Promised Land." And then we spent $12,870.66. 😳 In this episode, we're transforming Isla from a bare-bones boat into a true home for ...
My Son Had To Retrieve His Spear… While Sharks Circled 😳🦈
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...
We Didn’t Expect St John to Be THIS Beautiful E383
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...
Our New Boat Finally Hits The Water – Ep. 275
After weeks of preparation, stress, and problem-solving, our new Fountaine Pajot Venezia 42 finally goes back in the water for the very first time. In this episode, James prepares the boat for launch day, checks the systems once she splashes, and attempts the first proper move to a new marina… even...
We Didn’t Think We’d Make It
After weeks of rough weather, Christmas winds, storms, and learning how to sail in real time… we finally make it to Saint Martin. But getting there was far from easy. In this episode, we leave Martinique and continue battling our way north through the Caribbean. Along the way we experience incredi...
I was Fine…till I Wasn’t!! Tough times Sailing the Caribbean
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...
We Found the PRETTIEST Island in the Caribbean E382
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 ...
Sailing Blind | Season 1, Episode 8
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...
The Reality of Getting This Boat Ready – Ep. 274
After 13 months away from sailing, stepping back into boat life has been a lot more intense than expected. In the last episode, we shared our return to YouTube after selling our Beneteau Oceanis 43 and buying an older boat in hopes of building a more sustainable future on the water. But the realit...
CREW CHANGE – A Caribbean sailing adventure
CREW CHANGE - A Caribbean sailing adventure Love your life. Take pictures of everything. Tell people you love them. Talk to random strangers. Do things you're scared to do. Take your life and make it the best story in the world. Don't waste that shit. Welcome back aboard in Sint Maarten,...