Watch Sailing & Boating Adventures Around the World – Page 5 of 89
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.
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Cruising the Okeechobee Waterway from East to West
Join us (and a tree full of pelicans) as we begin cruising east to west on the Okeechobee Waterway. Not many sailboats our size have the ability to cruise the Okeechobee Waterway. Because we are gaff-rigged, our masts are shorter, giving us the clearance we need to pass under the many bridges and po...
Dominica’s Best Kept Secret. Episode 41
Unveiling Dominica’s Hidden Gems: An Unforgettable Journey Join us on an exhilarating adventure as we uncover some of Dominica’s best-kept secrets! From cinematic gorges to secluded hot springs and underwater marvels, our day was packed with breathtaking experiences that you won’t want to miss. Mo...
Cruising the Intracoastal Waterway East Coast Florida: Saint Augustine to Fort Pierce
This week, we continue cruising the Intracoastal Waterway down the east coast of Florida. We miss sailing, but offshore waters were calling for sloppy seas and light winds. With few safe harbors to duck into in the case of emergency, we decided to stay grounded in the ICW. And when we say “stay grou...
The 3 Best Decisions I Made While Building My Own Sailboat
Throughout the process of building my own wooden sailboat, I had to make several important decisions. Some of these decisions were met with massive support, others…not so much. One important consideration was marine diesel engine maintenance—I wanted it to be as easy as possible! In this week’s epis...
A Boat In Desperate Need of Some Paint – Episode 335 – Acorn to Arabella: Journey of a Wooden Boat
For months, Steve and Robin have been moving Arabella south, waiting for warm enough weather to haul her, and give her a fresh coat of paint. The time has finally come. Arabella is getting hauled out, and—in this episode—we’ll detail the hard work that went into scraping and painting their homebuilt...
Re-wiring the Boat – New Batteries Switches Fans etc – Ep23
In todays video we re-wired half of our boat, put new batteries in, as well as clean up a ton of unsafe, crappy old wiring. Hope you enjoy and sorry it took so long to post a video...gotta get back in the groove!!
The Oldest City In the US – Episode 334 – Acorn to Arabella: Journey of a Wooden Boat
Robin finally returns to Arabella after spending a few weeks dealing with work stuff. Steve takes the opportunity to handle some housekeeping and tame Akiva’s mane while waiting for Robin to return. Once Robin arrives, Steve takes her on a tour of the oldest city in America. St. Augustine was found...
Followed by Dolphins On the Way To Florida – Ep. 333 – Acorn to Arabella: Journey of a Wooden Boat
After a few challenging (and expensive) days on a dock in the fancy town of Hilton Head, Jack finally catches a flight home, and Steve’s friend, Jeff, makes his way into town to take his place. Steve provisions the boat, and cleans the rest of the snow and ice off the deck. Before heading 20 miles ...
How Locals Clean Queen Conch…FAST! (Day 10/100 Day Water World Challenge)
Meeting the local fishermen Norman & Clay was a real treat..... because they were the first other people we'd seen in a week! But also, they showed us the single fastest way to clean a conch. When they catch up to 500 conch per day. THIS is the way you want to clean it! Also, checkout thes...
Boat Life During an Historic Southern Winter – Ep. 332 – Acorn to Arabella: Journey of a Wooden Boat
Surprise, surprise. It’s STILL not warm for Arabella and crew, which is anchored in Charleston, SC. Annie B. heads back home, and Jack and Steve continue on. “Beaufort to Buford” is the war cry! The first challenge for Jack and Steve is Elliot Cut, a notoriously tricky section of ICW south. With th...
Will We Ever Get A Break From The Cold?? – Episode 331 – Acorn to Arabella: Journey of a Wooden Boat
Thanks to Lumen for sponsoring! To get 20% off go to and start improving your health today. -------------------------- A friend in need is a friend indeed—especially if your friend is also on a wooden boat! This week’s episode opens with Steve tendering out to the Schooner Hindu, where his friend...
Cruising Costa Rica on a 41′ Sailboat | Sailing Sitka Ep 151
In this episode of Sailing Sitka, Kenna and Jay sail from Bahía Ballena to Quepos on the pacific coast of Costa Rica.
Dragon Dancing for a Happy New Year – Episode 330 – Acorn to Arabella: Journey of a Wooden Boat
This week, the journey resumes as Arabella and crew continue to sail south through North Carolina, heading towards warmer waters. A slower pace of life means an opportunity for some much-needed housekeeping. Steve tackles a clean-out of Arabella’s anchor locker from a quiet anchorage in Goose Cree...
The Great Dismal Swamp Canal – Episode 329 – Acorn to Arabella: Journey of a Wooden Boat
This week, Arabella slows down and cruises through the Great Dismal Swamp, navigating her first lock—the Deep Creek Lock—and leaving a small reminder that they were there ;-) After a provisioning run at the local Food Lion, Steve and Robin venture deeper into the Great Dismal Swamp, which—despite i...
How To Install PIVOTING SOLAR On A Sailboat – Turning Lifelines Into Solar Mounted Railings!
Ahoy! With more power demands aboard Sea Dream of Clyde, it is time to up our solar game! In this episode, we convert our cockpit lifelines into stainless steel railings, then install two 100 watt Renogy solar panels. We use pivoting clamps that allow us to rotate these new panels by over 180 degree...
Cruising by the Largest Naval Base In the World – Episode 328 – Journey of a Wooden Boat
Farewell, Annapolis. It's time for this handcrafted wooden sailboat to keep cruising South towards warmer weather. After visiting a few quiet anchorages in the Chesapeake, Robin, and Akiva stop for a few days in Seaford to get some "life stuff" done...but not before getting the boat ...
Into The Chesapeake with a Rainbow On Our Backs – Episode 327 – Journey of a Wooden Boat
We hope everyone watching is in the middle of a great holiday season. All we want for Christmas is for you to tell your friends and family about our channel :-) After spending a few days pinned down with bad weather, Steve and Robin head out of Bivalve and up the Delaware River. With a rainbow mark...
100 Oysters Can Solve Most Problems – Episode 326 – Acorn to Arabella: Journey of a Wooden Boat
The first 1,000 people to click the link will get a full year of Premium membership to Woodworkers Guild of America for only $1.49: How many jackets is too many? Arabella makes her way down the Jersey coast. Steve, Robin, and Peter (a friend from Boothbay, Maine) brace for colder weather, wearing ...
Taking Our Home Built Boat Through NYC – Episode 325 – Acorn to Arabella: Journey of a Wooden Boat
Arabella makes her way through New York City! After setting the anchor in Glen Cove (Long Island, NY), Steve and Robin awake to an early alarm, like 4am-early, to time their arrival to the East River. Along the way, they enjoy incredible views of the Manhattan Bridge, Brooklyn Bridge, the Statue of...
Goodbye👋Luperon (Leaving After 7 Months)
We. Are. GONE! This is my final video from the Dominican Republic. But before I go, I want to look back at all the good times I've had there. And give you a little sneak peak at what is to come in the 100 day Waterworld Challenge _________________________________________________________________...
Cliff Jumping (A week of fun sailing the USVI’s episode 28)
We were still anchored in Long Bay St. John of the US Virgin Islands. We were grateful that the sailboat was working, no problems, and we were taking a week off to just chill and enjoy the sailing life. Steve and Easton started their morning with a run and some father-son bonding. They stopped by...
How We Will Sail the Next 3000 Miles – Episode 324 – Acorn to Arabella: Journey of a Wooden Boat
Got local knowledge about our upcoming route? Let us know! Email us: [email protected] If you tuned into last week’s video, you may be aware that our engine died… Luckily, the engine itself turned out to be totally fine. There was an issue with water getting into the plugs that connect to t...
Sailing Out of Buzzards Bay – Episode 323 – Acorn to Arabella: Journey of a Wooden Boat
Learn more about the Elite 200V2 and visit our website for Black Friday gifts and discounts 👉 code: ACORN01 The journey continues! Ben joins the crew for a planned sail to Delaware. The hope is to be heading to Puerto Rico early December. Steve, Robin, and Ben have quite a few things to get done b...