Watch Sailing & Boating Adventures Around the World – Page 10 of 60
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 217-240 of 1421 results
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...
Sailing 50 Tons Upwind: Can We Even Make It? (Honest Review) — Sailing Yabá 262
Episode 262 | Sailing our 50-ton boat upwind for the first time. Will that work? ⛵ *Hop aboard & follow our journey* → SUBSCRIBE 💙 *Support the adventure:* 📖 *Grab our book* → 🌊 *Join our crew on Patreon* → Exclusive content here: ☕ *Send us a drink* → via PayPal: 🧢 *Shop our gear* → Coole...
Financing Your Grand Adventure: The Unfortunate Truth… Restoring Thunder Child: Episode 01
Here we go, getting started restoring Thunder Child! Support: Patreon: PayPal: Buy Us A Beer!!: - Barry - Hailly Amazon WishList!: #boatbuilder #boatbuilding #boatrestoration #classicboat #adventure #finances
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...
Living the Dream⛵🌊 Sailing, Diving, Kitesurfing… and endless Boat Work!— Sailing Yabá 261
Episode 261 | Sailing, diving, kitesurfing and... fixing stuff! ⛵ *Hop aboard & follow our journey* → SUBSCRIBE 💙 *Support the adventure:* 📖 *Grab our book* → 🌊 *Join our crew on Patreon* → Exclusive content here: ☕ *Send us a drink* → via PayPal: 🧢 *Shop our gear* → Coolest T-shirts and h...
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 Sailboat That Couldn’t Sail? Not Anymore! — Sailing Yabá 260
Episode 260 | Sailing, finally! After months of patience, setbacks, and problem-solving, our sails are finally back. And that means one thing: it's time to raise them, test them, and set out on the adventure we’ve been dreaming of! No more waiting. No more wondering. This is the moment we’ve be...
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...
It’s time for CHANGE: Let’s get moving! — Sailing Yabá 259
*Bringing Yabá from wreck to dreamy! Episode 259* 👉 *SUBSCRIBE* to follow along: ( *Support Our Project:* - *Become a Patron* for exclusive content ( - *Donate via PayPal* ( or [email protected] - *Shop Our Products* ( - *Get Our Favorite Tools* ( We’re incredibly grateful to everyone supp...
Reatoring Thunder Child Preview / New Tech and Boating Gadgets At The Vancouver Boat Show!
Magic Mind: SailorBarry20 gets you upto 48% off your first subscription for the next 10 days! #magicmind #mentalperformance #selfgrowth Finding Simon Sailing Magic Carpet Support: Patreon: PayPal: Buy Us A Beer!!: - Barry - Hailly Amazon WishList!: #portrownsend #woodenboats #wood...
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...
Building a wooden sailboat in a very remote village! 😲 (Episode 299)
In this episode we join Robert on his mission to build his first ever wooden sailboat canoe, in the remote atoll in the hermit islands. We also get onto some fiberglass work as we repair the transom of his skiff which is his main mode of transport between the islands. It was a week that we will neve...
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 ...
Life Alone on our 80ft Sailboat for 2 Weeks! (+ Düsseldorf Boat Show) — Sailing Yabá 258
*Bringing Yabá from wreck to dreamy! Episode 258* In this episode, I stay alone on Yabá for two weeks while Ben travels across the Atlantic to visit family and attend the Düsseldorf Boat Show. With a list of missions to accomplish, I face the daily challenges of solo boat life. How did I handle it?...
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...
2025 is gonna be THE YEAR! ✨ — Sailing Yabá
This video is all about our hopes, dreams, and plans for 2025! Let's live this year to the fullest and embrace all the possibilities the next months have in store for us! We hope this inspires you to dream big for the year ahead too ❤️ ⛵🌊 Would you like to *join us on board Yabá* for an unforg...
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...
OUT AT SEA, PLANS ARE JUST SUGGESTIONS (saving people adrift) — Sailing Yabá 257
*Bringing Yabá from wreck to dreamy! Episode 257* Check our amazing friends' channel: @sigaovento 🌬️ ⛵🌊 Would you like to *join us on board Yabá* for an unforgettable adventure? We’d love to hear from you! Fill out this quick form to stay in the loop: ✨ 👉 *SUBSCRIBE* to follow along: ( *S...
Sailor Barry Birthday live stream! Join us after two years on YouTube!
Support: Patreon: PayPal: Buy Us A Beer!!: - Barry - Hailly Amazon WishList!: #portrownsend #woodenboats #woodenboat #woodboat #boatshow #sailing #sailingadventure
I SOLD my BOATS! Did We Keep The Right One?? Sailor Barry & Hailly Season 2 is FINISHED
Join us as we wrap up our trip to port Townsend and our second season of Sailor Barry & Hailly! Also, today, JANUARY 10th is my BIRTHDAY! Join us live from Thunder Child at 2pm PST! You’re all invited!! Sailing Sitka Finding Simon Sailing Magic Carpet Support: Patreon: PayPal: Buy U...
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...
The CHAOS Of Bringing A Boat To A Boat Show, Foggy Adventure In Port Townsend! Sailor Barry & Hailly
We make it to Port Townsend, but not without earning every mile, join us as we work our way south through the stunning San Juan islands and across the Juan de fuca strait. Support: Patreon: PayPal: Buy Us A Beer!!: - Barry - Hailly Amazon WishList!: #portrownsend #woodenboats #woodenbo...