Watch Sailing & Boating Adventures Around the World – Page 8 of 144

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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Surfing off our sailing boat home in Costa Rica Ep 480
Sailing Catalpa

Surfing off our sailing boat home in Costa Rica Ep 480

This is our favourite place we sailed to in costa rica we surfed Pavones and really enjoyed this stop 🤗 Cheers everyone for watching!! Subscribe @SailingCatalpa Become a Patron To DONATE just because your a bloody LEGEND For more on our family and travels you can check out our website Fo...
Our Off-Grid Sailboat Need More Power… So We Did This ⚡⛵ | Sailing Life EP.173
Sailing SV CUBA

Our Off-Grid Sailboat Need More Power… So We Did This ⚡⛵ | Sailing Life EP.173

Living off-grid on a sailboat means every amp counts — and lately, we just didn’t have enough. Between navigation, lights, refrigeration, and the daily essentials of life aboard, our sailboat power system was working overtime. So it was time for an upgrade. Don't miss our adventures and if you...
The World Solo Sailing Built for Me — And a Decision About Karl
WhiteSpotPirates

The World Solo Sailing Built for Me — And a Decision About Karl

I flew to Mexico to visit my sailboat Karl — and to make a decision about his future. This episode dives into my world around solo sailing / solo boat life. The quiet problem-solving. The unexpected encounters. The freedom of figuring things out on my own. And the emotional weight of deciding whethe...
A Beautiful Day of Cruising (even if we’re struggling) – Sailing the Scottish Isles – Ep 265
Sailing Jibsea

A Beautiful Day of Cruising (even if we’re struggling) – Sailing the Scottish Isles – Ep 265

Join us as we explore the Outer Hebrides on our aluminum sailboat. We sail the Scottish Isles from Stornoway, Isle of Lewis to Staffin, Isle of Skye. From calm anchorages, exploring historic towns, fishing harbours and castles, it's a new adventure with each anchor drop! NEW VIDEOS EVERY SUNDA...
Boat life in costa Rica coconuts sharks and a waterfall Ep 479
Sailing Catalpa

Boat life in costa Rica coconuts sharks and a waterfall Ep 479

This episode we are at our last stop in costa rica there’s a shark encounter at waterfall on the beach and a provision run join us onboard our floating home. Cheers everyone for watching!! Subscribe @SailingCatalpa Become a Patron For a discount on Mudwtr www.mudwtr.com/catalpamud or use Dis...
Our Boat is Stuck in Maritime Purgatory
Gone with the Wynns

Our Boat is Stuck in Maritime Purgatory

We’ve been keeping a secret… sort of. 🌊 Go to or use code WYNNS at checkout to get 4 extra months of Surfshark VPN! ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧JOIN THE CREW🍦 🎶 MUSIC for vids. 2 Months Free: 🎨 Creative Ass...
Lightning Strike in Luperón! 🔥 Catamaran Engulfed in Flames During Hurricane Erin
Wildly Intrepid Sailing

Lightning Strike in Luperón! 🔥 Catamaran Engulfed in Flames During Hurricane Erin

Life at anchor outside Luperón Harbour isn’t always calm… We’re making water with our watermaker, tackling boat projects (with Coral and Kai actually helping this time!), and enjoying cruiser life — from the New Amsterdam cruisers show to the kids playing in the central parque. We spend extra mone...
Living on a sailboat: SVEV podcast
Sailing EV

Living on a sailboat: SVEV podcast

Ive been doing interviews with other people who have chosen to up and sell everything to move onto a sailboat. Check out the full video Sunday @ 845am
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...
Life Beyond the Boat | Exploring the Dominican Countryside and getting attacked
Wildly Intrepid Sailing

Life Beyond the Boat | Exploring the Dominican Countryside and getting attacked

We rent a car and head inland to explore a side of the Dominican Republic most cruisers never see. After hiking through cow pastures, hopping fences, and second-guessing every turn, we finally find Balneario La Batea — a hidden jungle waterfall that feels like our own private swimming hole. Back a...
Boat Life Below Freezing
Gone with the Wynns

Boat Life Below Freezing

Our first taste of winter boat life! If you’re struggling, consider therapy with our sponsor. Click for a discount on your first month of therapy. ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧JOIN THE CREW🍦 🎶 MUSIC for vids. 2...
Small Boat, Serious Yacht! This Morris Frances 26 is a Wonder | TOUR
BoatFools Sailing

Small Boat, Serious Yacht! This Morris Frances 26 is a Wonder | TOUR

#boattour #morrisyachts #classicsailboat #boatfoolssailing #sailboatreview [[02/17/2026 SOLD]] Small Boat, Serious Yacht! This Morris Frances 26 is a Wonder | TOUR Welcome back to BoatFools Sailing! Today Captain Kew (Q) and I remotely tour “Wildwood,” a Morris Frances 26 — an iconic Chuck Paine–d...
Real unfiltered boat life Sailing to our last stop in Costa Rica Episode 478
Sailing Catalpa

Real unfiltered boat life Sailing to our last stop in Costa Rica Episode 478

A raw and minimally edited sailing vlog as we make our way to our last stop in Costa Rica. This is real life on a sailboat — the unfiltered moments, the beauty, the challenges, and the simple rhythm of living at sea as a sailing family. If you’ve ever wondered what cruising life actually looks like...
The Dash to Luperón Before Hurricane Season
Wildly Intrepid Sailing

The Dash to Luperón Before Hurricane Season

After weeks of waiting, we finally leave Turks & Caicos—but not without nerves. The weather window wasn’t ideal, the seas were big, and a fast-moving thunderstorm had us pushing hard to stay ahead of it. The reward? Safe arrival in Luperón Harbour, Dominican Republic, just in time to settle in ...
Robbed…And It Forced Us To Simplify
Gone with the Wynns

Robbed…And It Forced Us To Simplify

A BIG shift in how we travel and film. Head to to get FREE AG1 & AGZ Travel Packs, Vitamin D3+K2, and an AG1 Welcome Kit when you first subscribe. 📷 Photo & Video Gear 📷 ☝Behind the Scenes, Gear Guides & More 📱Socials INSTAGRAM: FACEBOOK: 📧JOIN THE CREW🍦 🎶 MUSIC for vids...
Life onboard our sailing boat in Costa Rica episode 477
Sailing Catalpa

Life onboard our sailing boat in Costa Rica episode 477

This episode we are explore Tortuga island Taj comes home and we celebrate Christmas onboard our floating home. Cheers everyone for watching!! Subscribe @SailingCatalpa Become a Patron check out the Schwank grill here To DONATE just because your a bloody LEGEND For more on our family an...
We Did NOT Expect This  Sailing SV CUBA  EP.170
Sailing SV CUBA

We Did NOT Expect This Sailing SV CUBA EP.170

Join our sailboat this week as we anchor in St. Martin and get a huge surprise that makes two salty sailors happy as a clam. 🤪 *Want to support us?" Patreon: Buy Salsa a Coffee☕🧡: PayPal: Amazon Wish List:
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...
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...
EXPLORING $700 MILLION TUNNELS DEEP UNDER THE SEA – Ep 263
Sailing Jibsea

EXPLORING $700 MILLION TUNNELS DEEP UNDER THE SEA – Ep 263

We continue our sailing journey in the Faroe Islands, exploring Tórshavn, the historic Tinganes grass-roofed buildings, and the dramatic landscapes that make this place feel unreal. From the marina, exploring by foot to driving deep under the ocean through the Eysturoy Tunnel and around the world�...
Sailing Turks & Caicos: Squalls, Grand Turk, and the 3rd Largest Reef
Wildly Intrepid Sailing

Sailing Turks & Caicos: Squalls, Grand Turk, and the 3rd Largest Reef

A smooth sail across the Turks and Caicos Bank quickly turns sporty as a squall hits while exiting the bank, we drop anchor at remote Big Sand Cay 🌊⛵️ The next day, we sail up to Cockburn Town on Grand Turk to officially check out of the country. From colorful island houses and wandering donkeys to...
Abandoning ship sailing in Costa Rica Episode 476
Sailing Catalpa

Abandoning ship sailing in Costa Rica Episode 476

This video Taj jumps overboard we hike to a waterfall and Lee is fixing broken stuff. Cheers everyone for watching!! Try SeaPeople Plus for 30 days here For a 10% discount on what Bella was snacking on Use code: CATALPA2 Subscribe @SailingCatalpa Become a Patron To DONATE For more on ...
Rough Crossing from Bahamas to Turks & Caicos | Water in the Boat & Gear Flying
Wildly Intrepid Sailing

Rough Crossing from Bahamas to Turks & Caicos | Water in the Boat & Gear Flying

This passage tested us. We set sail from Mayaguana, Bahamas to West Caicos and quickly found ourselves in a rough, uncomfortable sail—things flying, gear tossed around, and water making its way inside the boat. Not exactly the dream crossing… but all part of life at sea. After finally arriving in W...
The Start of Our Next Chapter
Gone with the Wynns

The Start of Our Next Chapter

New boat, new chapter, and all the nerves that come with it. 🛥️ Stay salty! Get your free LMNT Sample Pack with any purchase at ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧JOIN THE CREW🍦 🎶 MUSIC for vids. 2 Months Free: 🎨...
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