Watch Sailing & Boating Adventures Around the World – Page 8 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.

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Sailing Tally Ho from Canada to San Francisco!
Sampson Boat Co

Sailing Tally Ho from Canada to San Francisco!

Support TALLY HO; Become a Patron; ---- EPISODE 227 In this episode we sail Tally Ho South, on her longest offshore passage for several decades! —— Navigation Software - ---- Music; Zachariah Hickman - The Colonel Wayward Jane - Lyra’s Tune Brooks Williams - Johnny's Farewell...
Sailing North, New Boat! Engine Failure!? Night Mission And Close Encounter.
SailorBarry

Sailing North, New Boat! Engine Failure!? Night Mission And Close Encounter.

Finally adventure is upon us and we set sails for new islands, places neither of us have seen, close to my place of birth, the land feels familiar with its golden grassy bluffs, reaching into the ocean. Support: Patreon: PayPal: Buy Us A Beer!!: ————- Help Us Re Rig The Boat And Buy New Sails!...
Cruising the Bras d’Or Lakes: A Good Start in St. Peter’s
Acorn To Arabella

Cruising the Bras d’Or Lakes: A Good Start in St. Peter’s

This week, with the woods ban still in place, we decide to hightail it to Newfoundland via the Bras d’Or Lakes. We’re itching to get climbing, hiking and biking again! Before we start sailing north, I took the time to do something that’s been on my to-do list for a while: calibrate our fuel dipstic...
We found the hidden VAGABOND Sailing Club — Sailing Yabá 281
Sailing Yabá

We found the hidden VAGABOND Sailing Club — Sailing Yabá 281

Episode 281 | Sailing to a sailors' temple: Vagabond sailing club. A calm anchorage to fill water, shower, make bonfires, barbecues and simply sit back and enjoy. Each crew leaves their mark and we made sure to give something back to such a cool community before leaving. Ben built it, I painted...
Salt & Tar: Ep.209- Quarterknees, Rails and Sailing
Salt & Tar

Salt & Tar: Ep.209- Quarterknees, Rails and Sailing

A little bit of what we love in this one; boatbuilding and sailing. Our niece, Alice was in town and got a hands-on experience with both. The boat we sailed is a Fuji 32. Our homeport is Morro Bay, California and we can't wait to splash the dinghy! We are getting so close 🤞 Much love!!! ---...
Exploring Halifax by Foot and Terence Bay by Paddleboard…But Still No Woods
Acorn To Arabella

Exploring Halifax by Foot and Terence Bay by Paddleboard…But Still No Woods

This week, we’re still anchored in Terence Bay, Nova Scotia…and the ban on the outdoors is still in effect. Never in a million years did we ever expect to be wishing for rain in order to go rock climbing, hiking, and mountain biking. Despite our disappointment, we decide to make the best of it. The...
We Sailed into a Town That was Built to Flood — Sailing Yabá 280
Sailing Yabá

We Sailed into a Town That was Built to Flood — Sailing Yabá 280

Episode 280 | Sailing to the magical town of Paraty, a place frozen in time where every sailor dreams of visiting. ⛵ *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 ...
Old Friends, New Crew – Preparing Tally Ho for Her First Ocean Voyage!
Sampson Boat Co

Old Friends, New Crew – Preparing Tally Ho for Her First Ocean Voyage!

Support TALLY HO; Become a Patron; ---- EPISODE 226 In which we are joined by our new crew members (including some familiar faces), we leather the mast hoops and blocks, we upgrade the watermaker and fill the boat with provisions, we visit a beautiful wooden boat under construction, avoid a t...
Rock Climbing on Shannon Island: Training for a 2,000’ Big Wall in Newfoundland
Acorn To Arabella

Rock Climbing on Shannon Island: Training for a 2,000’ Big Wall in Newfoundland

If you can remember, back when I started this project, I was working full-time as a route setter at a local rock climbing gym. I largely set climbing aside while I built Arabella, but my goal has always been to sail Arabella to remote places where the climbing is steep and wild. Nova Scotia is not ...
Exploring the ONLY Tropical Fjord in the World… by Sailboat — Sailing Yabá 279
Sailing Yabá

Exploring the ONLY Tropical Fjord in the World… by Sailboat — Sailing Yabá 279

Episode 279 | Sailing to the only tropical fjord in the world: Saco do Mamanguá. But we not only sail there. We went from climbing mountain tops to exploring the mangroves and finding the calmest anchorages. It's safe to say it's been our favorite place so far. 🐙 GET YOUR UV TOP! → ⛵ *...
Anchored in Terence Bay: It’s Time for Some Rock Climbing
Acorn To Arabella

Anchored in Terence Bay: It’s Time for Some Rock Climbing

This week, I move the boat and drop anchor in Terence Bay—which is surrounded by some of Nova Scotia’s best climbing areas. But Robin is still making her way back to Canada with the truck and all of our climbing gear. My rock climbing stoke will have to wait just a few more days… To get into Terenc...
Salt & Tar: Episode 308- Brushing off the Cobwebs
Salt & Tar

Salt & Tar: Episode 308- Brushing off the Cobwebs

Hello friends! We brush off the cobwebs in this one and catch up to date on progress. We hope you enjoy the episode. We will be posting at random as we get ourselves back in to full swing. Thanks for watching 💕 If you want more back story on what has happened with us over the last 10 months Garrett...
Sailing into the Storm & Crossing the Tropic of Capricorn — Sailing Yabá 278
Sailing Yabá

Sailing into the Storm & Crossing the Tropic of Capricorn — Sailing Yabá 278

Episode 278 | Sailing from Ilhabela to Ubatuba to run away from a cyclone and then to Paraty, to meet paradise. On the way we met dolphins, watched the sunrise and crossed the Tropic of Capricorn, a huge milestone for us. 💌 I’ve created a newsletter to share the moments the camera missed, the unto...
Starlink VS Radar – a controversial installation!
Sampson Boat Co

Starlink VS Radar – a controversial installation!

Support TALLY HO; Become a Patron; ---- EPISODE 225 In which I mount a Starlink dish on top of a radar (against everybody’s advice), we sail off the anchor and all the way to Gabriola, and Tally Ho gets new hatch covers made by our friend Simon. Simon’s YouTube channel; Maya and Aldino’s ...
Single-Handing the 38’ Wooden Sailboat He Built Himself
Acorn To Arabella

Single-Handing the 38’ Wooden Sailboat He Built Himself

You can still contribute to the fight against cancer at This week, we map out our passage from Shelburne to Lunenburg, NS, making sure to follow a route safely offshore enough to avoid the many shoals and exposed rocks on the south coast of Nova Scotia. After a quick read through the Nova Scotia c...
We sailed 280 miles to THIS paradise 🇧🇷 — Sailing Yabá
Sailing Yabá

We sailed 280 miles to THIS paradise 🇧🇷 — Sailing Yabá

Episode 277 | Sailing and exploring Ilhabela. Watching a regatta, chasing waterfalls, scuba diving and more! 💌 I’ve created a newsletter to share the moments the camera missed, the untold stories, behind-the-scenes moments, and little things that don’t make it into the videos. Sign up here: (it�...
We Fell Hard for This 47-Foot Classic Sailboat! Eldredge-McInnis Cutter at $60k | TOUR
BoatFools Sailing

We Fell Hard for This 47-Foot Classic Sailboat! Eldredge-McInnis Cutter at $60k | TOUR

#boatfoolssailing #classicyacht #CutterSailboat #sailboatforsale #WoodenBoatLove We Fell Hard for This 47-Foot Classic Sailboat! Eldredge-McInnis Cutter at $60k! [PRICE REDUCED AS OF 08/30/2025] Chapters: 00:00 Where is Canadian Ken? 00:50 Intro to this Beauty and to Jordi St. John and MITA 03...
Repairing Tally Ho’s electric drive – was this hybrid system worth it?
Sampson Boat Co

Repairing Tally Ho’s electric drive – was this hybrid system worth it?

Support TALLY HO; Become a Patron; ---- EPISODE 224 In which I have to repair the hybrid-drive, Marit returns to the boat, and we sail (with topsails!) into the beauty of Desolation Sound. —— Music; hjpierce - Written in Milk Otis McDonald - Stuff Wayward Jane - Brokeback Dog and P...
Too Busy Boat Building. Not Enough Hours In A Day.
SailorBarry

Too Busy Boat Building. Not Enough Hours In A Day.

Support: Patreon: PayPal: Buy Us A Beer!!: ————- Help Us Re Rig The Boat And Buy New Sails! GoFundMe: ————- Total Boat X Sailor Barry Affiliate Link - Barry - Hailly Amazon WishList!: #sampsonboatco #teakdeck #boatbuilding #shipwright #fishing #sailing #tallyho
From P-Town to Nova Scotia: Our First International Sailing Adventure
Acorn To Arabella

From P-Town to Nova Scotia: Our First International Sailing Adventure

This week, we’re taking Arabella international—we’re sailing from Provincetown, MA to Shelburne, Nova Scotia. But, before we go too far, we need to calibrate our NEW Pelagic autopilot. After our autopilot broke a few hours into our last multi-day offshore passage (leaving us to hand steer for three ...
Salt & Tar Update: Coming Back Soon!
Salt & Tar

Salt & Tar Update: Coming Back Soon!

It's been a long time... we have begun filming again and look forward to bringing you a full episode soon! Garrett has written a more detailed account of what we've been up to these last 10ish months on our blog: For the sake of our families some things have been left private and not aire...
Our boat build is finished: LET’S SAIL THE WORLD! — Sailing Yabá 276
Sailing Yabá

Our boat build is finished: LET’S SAIL THE WORLD! — Sailing Yabá 276

Episode 276 | Sailing 250 nautical miles north to Ilhabela in rough seas 📡 *Starlink* made a huge difference for us doing our trip. We could check the forecast in real-time, video-call our families, talk to our friends, share our location live with patrons and even stay entertained. If you would li...
We’re Over-Wintering Where? Getting Ready for Our First International Passage
Acorn To Arabella

We’re Over-Wintering Where? Getting Ready for Our First International Passage

This week, we're getting our homebuilt wooden boat ready for her first international passage. Sure, it’s just to Canada, but to us, it’s a big deal! First up is finishing work on the bowsprit. I needed to get the bow out of our bronze bow roller before we could reinstall it. Thank goodness for...
Our Engine Broke… Right Before the Hardest Goodbye — Sailing Yabá 275
Sailing Yabá

Our Engine Broke… Right Before the Hardest Goodbye — Sailing Yabá 275

Episode 275 | We have 4 days before leaving and our engine broke. Good thing we are in the right place where we know exactly the right people to help us fix it. But, will we make it on time? 💌 I’ve created a newsletter to share the moments the camera missed, the untold stories, behind-the-scenes mo...
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