Watch Sailing & Boating Adventures Around the World – Page 6 of 71

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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We’re Done.  It’s Over.  (88)
Sailing Machete

We’re Done. It’s Over. (88)

Finally closing this chapter after being hauled out for a month! Thank you for watching and subscribing. You don't know how much we appreciate it! To God be the glory! #sailingfamily #familyvlog #boatlife #familytravelvlog #newzealand #sailingaroundtheworld #outdoors #bucketlist #newzealand...
There’s No Going Back Now | Step 474
Sailing Uma

There’s No Going Back Now | Step 474

▸ ▸ Take your personal data back with Incogni! Use code SAILINGUMA at the link below and get 60% off an annual plan: ▸ JOIN THE UMA NATION: The Uma Nation is what makes this YT channel possible. Join from $2/month to see our videos early and ad-free. ▸ BINGE WATCH our story from the beginning: ...
We Asked YOU to Name Our New Boat! 14 Hilarious Suggestions
BoatFools Sailing

We Asked YOU to Name Our New Boat! 14 Hilarious Suggestions

#boatfoolssailing #boatnames #sailboatlife #funnyboatnames Canadian Ken and I take a stroll with ocean views to tackle one of sailing’s biggest traditions — renaming a boat. Our “new-to-us” Morgan 384 Panache needs a name with a little more personality, so we dive into the hilarious, clever, and oc...
Kicked Out of the Boatyard
Sailing Machete

Kicked Out of the Boatyard

This week we are made to LEAVE the boatyard! We have NO car and NO place to stay. Watch to find out what happens! Thank you for watching and subscribing. You don't know how much we appreciate it! To God be the glory! #sailingfamily #familyvlog #boatlife #familytravelvlog #newzealand #sailin...
Route Planning My Solo Nonstop Circumnavigation
Sailing With Phoenix | Oliver

Route Planning My Solo Nonstop Circumnavigation

Westerlies, doldrums, Cape Horn, and the most volatile ocean on Earth. This is the route that will either work… or break me. And today I map the journey with a sailor who’s actually done it. 📺 Check out Jerome's YouTube channel here: @SailingIntoOblivion 🎙️ And his excellent podcast here: I...
Designing a Fail-Safe Sailboat Anchoring System (From Wiring to Anchor) | Step 473
Sailing Uma

Designing a Fail-Safe Sailboat Anchoring System (From Wiring to Anchor) | Step 473

▸ Great News, cromox gave us a special discount that you guys can also use on their site : code: UMA15 for 15% off for any cormox or Nautic products. (Valid for 1 year) Check out cromox channel: ▸ For more info on Ultra anchors, check out: ▸ Full story in today’s episode: This week, we’re fi...
Shipwrecked Catamaran FULL Tour (Dismasted & Nearly Sank!)
Adventureman Dan

Shipwrecked Catamaran FULL Tour (Dismasted & Nearly Sank!)

⚓ 1983 Baba 40 Sailboat Tour | Classic Bluewater Cruiser Walkthrough ⚓ (Interview video) Welcome aboard this full tour of SV Hornblower, a beautifully restored 1983 Baba. In this video, I take you on a full tour of the boat, inside and out, covering the deck layout, rigging, cockpit, interior, sy...
WORST DAYS YET – BREAKDOWN in the BOATYARD
Sailing Machete

WORST DAYS YET – BREAKDOWN in the BOATYARD

This week we are hauled out and Daniel is still working on all the projects. He may even be starting to lose it! The dinghy wheels about send him over the edge and then he is thrown a kidney stone while dealing with an important project he has to handle right then and there. Thank you for watching...
This Is Why We Can’t Get Any Work Done | Step 472
Sailing Uma

This Is Why We Can’t Get Any Work Done | Step 472

▸ Going to therapy is a sign of strength, not weakness. Our paid partner BetterHelp makes therapy simple, with 10% off your first month to help you get started: ▸ JOIN THE UMA NATION: The Uma Nation is what makes this YT channel possible. Join from $2/month to see our videos early and ad-free. ▸...
WHY WE WENT SAILING – the answer may surprise you!
The Cruising Kiwis

WHY WE WENT SAILING – the answer may surprise you!

WHY WE WENT SAILING Thank you for helping keep us afloat and supporting the creative process. You can be part of the crew for less than the price of a coffee. You can do so here: - Patreon - Paymate - PayPal using our email [email protected] This week's sailing vlog we're bac...
Our Boat is in PIECES – Living in a Boatyard with Kids (85)
Sailing Machete

Our Boat is in PIECES – Living in a Boatyard with Kids (85)

This week we are hauled out and our family is living on the HARD! We are at Marsden Cove in New Zealand and show what boat life (and FAMILY LIFE!) is really like... when there is no water! Daniel gets Jack and Jess involved as he works on our rudder cables, our helms chair, and our sail drives. It...
Stainless Steel Anchor Upgrade – Why We’re Making the Switch | EP 204
Leading the Escapade

Stainless Steel Anchor Upgrade – Why We’re Making the Switch | EP 204

This week we’re in Hammock Beach Marina, Florida, tackling one of the dirtiest jobs on the boat… the anchor locker 🤢⚓ With a major upgrade underway, we clean out over a year's worth of grime and install our new Rocna MKII stainless steel anchor. There’s one very specific reason we’re switching...
When Family Visits Boat Life for the First Time
Sailing Big Lost

When Family Visits Boat Life for the First Time

It had been over a year since I’d seen my mom and stepdad, and inviting them into our life aboard our sailboat felt exciting — and a little nerve-wracking. What followed was a week of real boat life: unexpected stowaways, system failures, rainstorms, incredible sailing days, and saying goodbye all o...
Everything Changed This Year
Roaming Rupps

Everything Changed This Year

A lot has changed lately — some planned, some not. We made a few big decisions, welcomed another tiny human, and found ourselves rethinking what the next chapter looks like for our family. For now, we’re trading slip fees for open roads, slowing things down, and giving the kids time to grow while w...
Full  SAILBOAT TOUR  [Baba 40, Bluewater, Deep Draft, Around the World Ocean Sailing Monohull]
Adventureman Dan

Full SAILBOAT TOUR [Baba 40, Bluewater, Deep Draft, Around the World Ocean Sailing Monohull]

⚓ 1983 Baba 40 Sailboat Tour | Classic Bluewater Cruiser Walkthrough ⚓ (Interview video) Welcome aboard this full tour of SV Hornblower, a beautifully restored 1983 Baba. In this video, I take you on a full tour of the boat, inside and out, covering the deck layout, rigging, cockpit, interior, sy...
Our Electrical System isn’t “smart” | Step 471
Sailing Uma

Our Electrical System isn’t “smart” | Step 471

▸ Head to to save 10% off your first purchase of a website or domain using SAILINGUMA ! ▸ In this Episode : We install ou 12 V battery and do a smoke test on our electrical system. And explaining why this system isn't "smart". ▸ JOIN THE UMA NATION: The Uma Nation is what makes th...
EVERYTHING Goes WRONG –  Catamaran Haul Out
Sailing Machete

EVERYTHING Goes WRONG – Catamaran Haul Out

This week we haul out the boat at Marsden Cove in New Zealand and show what boat life (and FAMILY LIFE!) is like living on the hard! Daniel, like always, is keeping our boat in tip top shape - working on all things rudder, sails, and rigging. Thank you for watching and subscribing. You don't...
Giving Our Sailboat Some TLC | Deep Cleaning, Tweaks & Repairs! Ep-203
Leading the Escapade

Giving Our Sailboat Some TLC | Deep Cleaning, Tweaks & Repairs! Ep-203

We finally turn south and commit to the big decision — crossing the Pacific 🌊 With a huge passage ahead of us, it’s time to stop procrastinating and start ticking off the long job list. In this video, we head into Hammock Beach Marina for a few nights to give Escapade some much-needed TLC. From dee...
No Diesel, No Generator: How We’ll Charge our All-electric Sailboat | Step 470
Sailing Uma

No Diesel, No Generator: How We’ll Charge our All-electric Sailboat | Step 470

▸ Go to  use code SAILINGUMA at checkout to get 4 extra months of Surfshark VPN! ▸ JOIN THE UMA NATION: The Uma Nation is what makes this YT channel possible. Join from $2/month to see our videos early and ad-free. ▸ BINGE WATCH our story from the beginning: ▸ SUBSCRIBE for weekly Videos: ▸ WEB...
Sailing Truth Show: The MOST Important Question Before You Buy a Boat
Sailing Zingaro

Sailing Truth Show: The MOST Important Question Before You Buy a Boat

Thinking about buying a boat or going cruising? Read this first: Most people think buying the right boat is the hard part. It isn’t. The hardest part—and the part almost nobody slows down enough to think through—is whether this life actually fits who you are. In this Sailing Truth Show, we’re h...
Bring on 2026 Boat Life! New Adventures, New Crew
Travel Sketch

Bring on 2026 Boat Life! New Adventures, New Crew

Once again we rung in the New Year in Trinidad, this time not on our yacht, but at the nearby island of Gasparee where fireworks light up the night sky. From there it was straight back to boat work, getting our sailing catamaran ready for 2026. It's a year that has already brought great chang...
RAW AND UNCUT! Raising A Family on the OPEN OCEAN
Sailing Machete

RAW AND UNCUT! Raising A Family on the OPEN OCEAN

RAW and UNCUT... okay so this video isn't entirely uncut because I have to fit our lives into a 20-30 minute video. This week we are hopping down the coast of New Zealand, documenting our stops and our family as we head to Marsden Cove to haul out the boat. We cover everything from beach trips...
S1E34. Boat Work, Broken Hardware & Big Dreams | The Reality of Refitting Our Sailboat .
Sailing UV ( UltraViolet )

S1E34. Boat Work, Broken Hardware & Big Dreams | The Reality of Refitting Our Sailboat .

Some days on a sailboat are big wins. Other days are about unbending and stowing a poorly stowed mainsail, fighting corroded hardware, killing time while waiting on parts, and figuring out how to keep moving forward without burning money you don’t have. In this episode, we tackle a calm-day mainsai...
We Didn’t Expect to Weld on Our Fiberglass Boat | Step 469
Sailing Uma

We Didn’t Expect to Weld on Our Fiberglass Boat | Step 469

Head to to save 10% off your first purchase of a website or domain using SAILINGUMA ! ▸ JOIN THE UMA NATION: The Uma Nation is what makes this YT channel possible. Join from $2/month to see our videos early and ad-free. ▸ BINGE WATCH our story from the beginning: ▸ SUBSCRIBE for weekly Videos: ...
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