Watch Sailing & Boating Adventures Around the World – Page 9 of 32

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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No Sailor Has EVER Done This BEFORE | Episode 326
WE|Sail

No Sailor Has EVER Done This BEFORE | Episode 326

Welcome back to another episode if WE|Sail. After 7 years and 30,000 nautical miles of sailing, we just installed something on our catamaran that NO other cruiser has ever done before—smart film windows that go from clear to opaque with one click. Privacy, UV protection, and heat reduction at the t...
Living the True Sailing Spirit — Where the Sea Meets the Soul & Good Friends | Ep. 169
Sailing SV CUBA

Living the True Sailing Spirit — Where the Sea Meets the Soul & Good Friends | Ep. 169

Join us on this unforgettable sailing adventure where the true spirit of sailing comes alive! In this episode, we explore the joy of sun, wind, waves, and great friends, proving that sailing is about more than speed—it’s about connection, freedom, and shared moments. *Want to support us?" Patr...
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...
Sailing Fiji: X Marks the Spa! Epic Treasure Hunt Surprise | Episode 325
WE|Sail

Sailing Fiji: X Marks the Spa! Epic Treasure Hunt Surprise | Episode 325

Welcome back to another episode if WE|Sail. Working hard deserves an epic reward! After days of boat projects on Va, Warren surprises Erica with the ultimate treasure hunt adventure in Fiji. 🏝️✨ In this episode, we finally get our headsail up and ready to sail, plus Erica gives you the full tour of...
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...
Living on a SAILBOAT in FIJI | FINALLY Back to Anchor After 8 Months l Episode 324
WE|Sail

Living on a SAILBOAT in FIJI | FINALLY Back to Anchor After 8 Months l Episode 324

Welcome back to another episode if WE|Sail. After eight months away, we're finally back on our sailing catamaran VA in Fiji - but our first week doesn't go quite as smoothly as we hoped! Less than 48 hours after arriving, we're prepping for our first cyclone of the season while tackl...
From Our Hardest Year to New Beginnings – WE|Sail’s 2025 Year in Review l Episode 323
WE|Sail

From Our Hardest Year to New Beginnings – WE|Sail’s 2025 Year in Review l Episode 323

Welcome back to another episode of WE|Sail! As we close out this year and step into 2026, we wanted to take a moment to look back before we look forward. This past year has been our most challenging yet - filled with incredible highs and devastating lows. From our time exploring New Zealand and l...
Master Electrician Attempts a Battery Upgrade ⚡️
Sailing With Phoenix | Oliver

Master Electrician Attempts a Battery Upgrade ⚡️

Relocating a battery charger and installing new AGM batteries on a sailboat I am refitting to sail around the world non-stop. ⛵ Join the Crew + Follow Along: 🌐 All My Links 📍 Live Tracker – Where’s Phoenix Now? 👕 Official Merch 📸 Instagram 🎵 TikTok 📘 Facebook #solosailing #circumnaviga...
S1E33. Tracking Down Boat Smells & Fixing What Matters | Bluewater Sailboat Refit
Sailing UV ( UltraViolet )

S1E33. Tracking Down Boat Smells & Fixing What Matters | Bluewater Sailboat Refit

Refitting a bluewater sailboat is never just about tools and parts — it’s about patience, persistence, and showing up even on the frustrating days. In this episode, we dive into the real side of liveaboard boat life, tackling small but important projects while chasing down a stubborn mystery smell, ...
The Homecoming We’ve All Been Waiting For | Returning to VA After 8 Months Away l Episode 322
WE|Sail

The Homecoming We’ve All Been Waiting For | Returning to VA After 8 Months Away l Episode 322

Welcome back to another episode of WE|Sail! After eight long months away, it's finally time - we're heading back to our boat VA in Fiji! But first, one last stopover in French Polynesia for an incredible Patreon charter through Bora Bora, Raiatea, and Tahaa. This homecoming doesn'...
Splash Day Gone Wrong!
Chesca & Ben

Splash Day Gone Wrong!

After 6 months of work, our 40ft sailboat is finally ready to go back in the water after 4 years of being on the hard, but not everything goes to plan. Our new 460Ah FogStar Batteries - Check out FogStar and everything they have to offer here - 🚢 Join Our Crew on Patreon - Want to support our ...
DOMINICAN REPUBLIC! We made it behind the VIP walls of Puerto Plata #dominicanrepublic #puntaplata
UNANCHORED LIFE

DOMINICAN REPUBLIC! We made it behind the VIP walls of Puerto Plata #dominicanrepublic #puntaplata

We arrive by boat at Ocean World Marina Puerto Plata and quickly realize this is no ordinary marina. From clearing in and exploring Puerto Plata’s old fort and Umbrella Street to discovering what’s hidden behind the resort’s massive walls, this is the real cruiser’s view of the Dominican Republic. I...
From Boat Shows to Bahamas: Setting Sail with 10 Strangers in the Exumas l Episode 321
WE|Sail

From Boat Shows to Bahamas: Setting Sail with 10 Strangers in the Exumas l Episode 321

Welcome back to another episode of WE|Sail! We're BACK in the Bahamas! Fresh off the boat show in Annapolis, we're diving straight into hosting our Patreon charter with 10 incredible people from all over the world. What happens when strangers meet on a sailboat in paradise? Pure magic! ...
Welcome Back to Boat Life! Annapolis Show, Dream Catamaran & Next Steps for WE|Sail – Episode 320
WE|Sail

Welcome Back to Boat Life! Annapolis Show, Dream Catamaran & Next Steps for WE|Sail – Episode 320

Welcome back to another episode of WE|Sail! Erica's finally on her way back to VA! After months of recovery, we're easing back into boat life one step at a time, and what better place to start than the Annapolis Boat Show. This year's show felt extra special - like a true reunion w...
LUXURY on the WATER: Inside Hammock Beach MARINA! Ep-198
Leading the Escapade

LUXURY on the WATER: Inside Hammock Beach MARINA! Ep-198

-We head into Hammock Beach Marina for the week and it might just be one of the best marina stays we’ve ever had! From the moment we tied up, we were blown away by the amenities—both at the marina and at the incredible Hammock Beach Golf Resort & Spa. During our stay, we got access to it all: 🏖...
How WE Met? | The Story WE’ve Never Told | A Sailors Love Story – Episode 319
WE|Sail

How WE Met? | The Story WE’ve Never Told | A Sailors Love Story – Episode 319

Welcome back to another episode of WE|Sail! This weeks episode is a little different. The story we've never told. After seven years of documenting our sailing adventures around the world, we're finally sharing the story that started it all- how WE became we. Before the ocean, before th...
Rained Out in San Blas
Sailing Big Lost

Rained Out in San Blas

Sailing catamaran Big Lost navigates heavy rain and seven-foot swells through Guna Yala, exploring the shallow Sugandi River before finding shelter in Snug Harbor.
Living the Dream in Greece: Crystal Water, Beaches & Pure Freedom • S5Ep5
Sailing Holly Blue

Living the Dream in Greece: Crystal Water, Beaches & Pure Freedom • S5Ep5

Welcome back to Greece! In today’s sailing episode, we sail into what might be the most beautiful hidden anchorage we’ve ever found — tucked inside the north side of Kalamos Island. Crystal-clear shallows, empty beaches, wake-surf sessions, underwater dreamscapes… and even a hike to a medieval castl...
The Current Nearly Defeated Us… Ep-197
Leading the Escapade

The Current Nearly Defeated Us… Ep-197

Join us as we sail up the ICW and explore some of Florida’s most charming coastal towns — Cocoa Village, Titusville, and New Smyrna Beach. We soak in the sunshine, discover new spots, and even spot manatees for the very first time (a total dream moment!). But later in our journey, things take a tur...
WE|Sail’s Favorite VIDEOS | Happy Thanksgiving
WE|Sail

WE|Sail’s Favorite VIDEOS | Happy Thanksgiving

Ahoy WE|Sailors!!!! This week we are skipping out on an episode and making sure everyone spends some time with family for the holiday. This is a time to give gratitude and we have so much to our family, friends and sailing community who have supported us through all these years. WE promise we wil...
3 MAJOR Sailboat UPGRADES in One Week
Chesca & Ben

3 MAJOR Sailboat UPGRADES in One Week

In this weeks video we have 3 major upgrades happening which means we are finally able to plan out splash date. Come and check out what we have been up to from increasing our power set, fitting new fabric and a big install below the sailboat. Our new 460Ah FogStar Batteries - Check out FogStar and...
Don’t Buy a Sailboat Until You Watch This – 5 Costly Mistakes New Sailors Make
Practical Sailor

Don’t Buy a Sailboat Until You Watch This – 5 Costly Mistakes New Sailors Make

Quiet Power: Electric and Hybrid Propulsion at Annapolis: Thinking of buying your first offshore sailboat? Before you hand over your life savings, watch this video. In it, we break down the 5 biggest mistakes new sailors make when buying their first cruising boat — and how to avoid them. From fal...
S1E30 . Refitting My Old Sailboat in Crazy Wind | Real DIY Boat Life, Storage Fixes & Splicing Wins
Sailing UV ( UltraViolet )

S1E30 . Refitting My Old Sailboat in Crazy Wind | Real DIY Boat Life, Storage Fixes & Splicing Wins

Refitting this old sailboat feels a little like therapy… if therapy involved heat waves, glue guns from the 90s, and a boat heeling like it wants to buck me off. Today I’m tackling more interior fixes: templating new shelves, building out bathroom storage, dealing with rogue cabinet doors, and addin...
Navigating Shallows With NO Depth Sounder 😬 Ep-196
Leading the Escapade

Navigating Shallows With NO Depth Sounder 😬 Ep-196

ICW boating, shallow water navigation, Fort Pierce to Vero Beach — in today’s episode we motor up the Intracoastal Waterway with a broken depth transducer, making every mile sketchy as we pass through Vero Beach, Melbourne Beach and Eau Gallie. Along the way we spot playful dolphins and explore beau...
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