Watch Sailing & Boating Adventures Around the World – Page 7 of 143

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 145-168 of 3426 results
We Found the Most Incredible Castle Anchorages in Scotland – Ep 267
Sailing Jibsea

We Found the Most Incredible Castle Anchorages in Scotland – Ep 267

Cruising Scotland by sailboat, we dropped anchor beside some of the most iconic castles in the Hebrides, including Eilean Dolan Castle and Castle Tioram. From biking in the highlands to exploring tidal islands this stretch of coastline has stunning scenery and unforgettable anchorages. Join us as we...
The 10 Best Sailboats Under $30K in Florida — Our #1 Pick Might Surprise You
BoatFools Sailing

The 10 Best Sailboats Under $30K in Florida — Our #1 Pick Might Surprise You

#boatfoolssailing #sailing #boatsforsale #floridasailing #beautifulboats The 10 Best Sailboats Under $30K in Florida — Our #1 Pick Might Surprise You Ahoy BoatFools Nation! This week Canadian Ken and I head south to sunny Florida to find the greatest sailboats for sale for under $30k! This week�...
We left our Sailboat Here’s Why
Wildly Intrepid Sailing

We left our Sailboat Here’s Why

Before leaving the Dominican Republic for two months, we squeezed in one last adventure. We visited a local farm owned by friends where the kids roamed free, petted cows and bulls, and even rode horses — the kind of simple, wild childhood moments we love about this life. Back on the sailboat, it w...
The Scariest Test On Our Boat Yet
Gone with the Wynns

The Scariest Test On Our Boat Yet

It’s the invisible killer of boats.⚡️ 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: 🎨 Creative Assets for Vids (...
Where are we sailing to? We made a BIG decision Episode 481
Sailing Catalpa

Where are we sailing to? We made a BIG decision Episode 481

This episode we leave costa rica and sail towards Panama we also announce where we are sailing next The Caribbean or the Pacific🤗 Cheers everyone for watching!! Subscribe @SailingCatalpa Become a Patron here 👇 To get your name on our boat contribute to our crossing here👇 For more on our fa...
S1E39. Heat, Hikes & a Beta Repower! Boat Projects, Sail Trouble & Living the Dream | Sailing UV ⛵🐾
Sailing UV ( UltraViolet )

S1E39. Heat, Hikes & a Beta Repower! Boat Projects, Sail Trouble & Living the Dream | Sailing UV ⛵🐾

🔥 Heat, Hikes & a Beta Repower! Boat Projects, Sail Trouble & Living the Dream | Sailing UV ⛵🐾 📄 YouTube Description (SEO Optimized, Friendly, Exciting & Intriguing) Heat. Hard work. And a whole lot of boat life reality. 🔥⛵ Welcome back to Sailing UV — the greatest sailing show on ear...
Sailing and Spearfishing in the Aegean Sea | Koufonisia
Dylan Magaster

Sailing and Spearfishing in the Aegean Sea | Koufonisia

Join us on a sailing trip around the stunning Naxos and Koufounissia in the Cyclades, Greece, showcasing the beautiful "sailing cyclades" experience. We navigate past the large island of Naxos, anchoring in the protected bay of Panarmos, a perfect example of "sailing greece" and ...
Sailing Away Forever! Passage to the World’s 2nd Largest Barrier Reef ⛵E174 – Pt1
Sailing SV CUBA

Sailing Away Forever! Passage to the World’s 2nd Largest Barrier Reef ⛵E174 – Pt1

We Set sail on an unforgettable offshore passage as we leave everything behind and sail toward the world’s second largest barrier reef. Join our liveaboard sailing adventure this week, as we show you our cruising life, boat life, and real sailing moments. Experience the freedom of bluewater sailing,...
Japan’s Plastic Conference – A View from the Waterline
Japan Solo

Japan’s Plastic Conference – A View from the Waterline

Next week, Japan hosts an international conference on plastic pollution. I won’t be in the room, but I live at the waterline. From here, plastic pollution isn’t abstract. It’s mechanical. It’s physical. It can be dangerous. A discarded fishing net once wrapped around my prop shaft and nearly sank ...
Why Jarabacoa Is the Adventure Capital of the Dominican Republic
Wildly Intrepid Sailing

Why Jarabacoa Is the Adventure Capital of the Dominican Republic

We packed up in Luperón and hit the road for the mountains of Jarabacoa— trading ocean breezes for cool air and jungle-covered peaks. After a scenic drive through the Dominican countryside, we rented a house in Las Guázaras, perfectly tucked into the hills. From there, the adventure really began. ...
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 ...
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