Watch Sailing & Boating Adventures Around the World – Page 8 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 169-192 of 3426 results
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: 🎨...
Who My Father Was To Me
Adventureman Dan

Who My Father Was To Me

This was a tough video to make. But I hope it helps any of you who've been through something similar.
why these tricky seas are worth sailing – Ep 262
Sailing Jibsea

why these tricky seas are worth sailing – Ep 262

Join us as we cruise deep into the fjords of the Faroe Islands - part it the United Kingdom of Denmark. We sail into the island of Borðoy where we explore Klaksvik and its jaw dropping beauty. We go on adventures hiking, to the famous Klakkur summit , wild landscapes and mountain views overlooking t...
This Passage Was a Lot Harder Than We Expected
Wildly Intrepid Sailing

This Passage Was a Lot Harder Than We Expected

Sometimes cruising isn’t turquoise water and postcard sunsets. The sail to Mayaguana tested us. A long, exhausting passage, followed by an even longer wait in a very rolly anchorage—with little sleep and plenty of second-guessing. These are the moments no one really talks about… the ones where you ...
What do you do after 2 months away from civilization? [E363]
Wildly Intrepid Sailing

What do you do after 2 months away from civilization? [E363]

Crooked Island was far from boring. We make the most of our short stay on this quiet island by exploring the abandoned Bird Rock Lighthouse. A hop in the crystal clear water has our 3 year old daughter snorkeling non-stop to spot lobsters and fish. But the charm of Landrail Point Settlement comes fr...
Why Leaving Sailboat Life for Land Life Is A Disappointment
Adventureman Dan

Why Leaving Sailboat Life for Land Life Is A Disappointment

Life on a Sailboat VS Life on Land..... It's been HARD coming back to a normal and "boring" life once again. But there is some hope.... _____________________________________________________________________________ 🤜🏼Exclusive/early access & Help support my adventures: Business I...
First Sea Trial After 2 Years at the Dock!
Gone with the Wynns

First Sea Trial After 2 Years at the Dock!

After two years sitting still, we got this boat off the dock. But not before discovering why boats don’t like being ignored. Start 2026 with better sleep! Try Beam Dream: and use code WYNNS for up to 40% off - limited time only. ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gea...
Sailing in Costa Rica and saying goodbye to crew
Sailing Catalpa

Sailing in Costa Rica and saying goodbye to crew

Saying see ya later to our crew is never easy but thanks for visiting Aly we loved having you here with us. Cheers everyone for watching!! For a 20% discount on Florence marine use this link Become a Patron To DONATE just because your a bloody LEGEND For more on our family and travels you c...
BYE BYE 2025 It was EPIC
Wildly Intrepid Sailing

BYE BYE 2025 It was EPIC

We kicked off 2025 in Florida in the US. In February we sailed over to the Bahamas and made our way South. In June we crossed over to Turks and Caicos Islands. Late June we finally sailed to the Dominican Republic for Hurricane season. End of September we flew to Canada to visit family and enjoy the...
Our Sailing Adventure Failed… Then Turned Pure Magic | Ep. 167
Sailing SV CUBA

Our Sailing Adventure Failed… Then Turned Pure Magic | Ep. 167

Sailing and Crusing life rarely goes to plan but sometimes we have to fail to let magic find us. In This week's sailing episode, we tried and nothing really worked out, but that was until this unforgettable moment happened. *Want to support us?" Patreon: Buy Salsa a Coffee☕🧡: PayPal:
This is the Hardest Part of cruising [E362]
Wildly Intrepid Sailing

This is the Hardest Part of cruising [E362]

Life couldn't be any better in the Jumentos, Bahamas. Lots of snorkeling, spearfishing, beach time, and even wing foiling. Coral and Kai also became so much more comfortable in the water and truly enjoying snorkeling. What really made our time so special here was the company of our buddy boat. ...
The crew got crabs
Sailing Catalpa

The crew got crabs

This video we continue to explore costa rica and share how the crew got crabs and how we got them out of our ears 😆Cheers everyone for watching!! Subscribe @SailingCatalpa Become a Patron For a discount on Mudwtr www.mudwtr.com/catalpamud or use Discount code CATALPAMUD To DONATE just because...
Sailed for 24 hours in Search of my Christmas Island | Ep.166 |
Sailing SV CUBA

Sailed for 24 hours in Search of my Christmas Island | Ep.166 |

Join me on a barefoot, 24-hour sailing adventure as I chase my ideal Christmas island. Will I reach it in time to celebrate? Tune in to find out! *Want to support us?" Patreon: Buy Salsa a Coffee☕🧡: Amazon Wish List: PayPal:
Our First Christmas Market (& A Thank You)
Gone with the Wynns

Our First Christmas Market (& A Thank You)

Merry Christmas and Happy Holidays! ☝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 (SFX, Templates & Presets): - 🎽GET YOUR SWAG ON: -------...
CHRISTMAS on a sailboat in Luperon, Dominican Republic
Wildly Intrepid Sailing

CHRISTMAS on a sailboat in Luperon, Dominican Republic

Wishing you all a Merry Christmas and Happy Holidays from warm Dominican Republic! If you like what you see don't forget to give us the thumbs up! #sailing #sailingfamily #cclandfallsailboat ***************************************** SUPPORT OUR VIDEOS ON PATREON MAKE A ONE TIME CONTRIBUTI...
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