Watch Sailing & Boating Adventures Around the World – Page 13 of 20

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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BOAT LIFE in St. Thomas: Snorkeling Adventures and a Dinner Party with Friends!
Holly and Ray

BOAT LIFE in St. Thomas: Snorkeling Adventures and a Dinner Party with Friends!

This week we revisited one of our favorite anchorages in St. Thomas, USVI! We met up with our friends, made some cocktails, and went for a fantastic snorkel (we saw a turtle, squid, spotted eagle ray, and a skillet growing coral! 😂). We closed out the night by hosting our friends for dinner aboard S...
Can Anything Stop Lightning?
Gone with the Wynns

Can Anything Stop Lightning?

Is it possible to prevent Lightning from Striking a Sailboat? Get 2 MONTHS FREE on any ARTLIST MAX BUNDLE from Artlist click: ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On The Blog 📷 Photo & Video Gear 📷 📱 UPDATES on Social 📱 INST...
TRIMARAN LIFE:  What We REALLY Think
Gone with the Wynns

TRIMARAN LIFE: What We REALLY Think

Your most burning questions about life on three hulls. Get Surfshark VPN at - Enter promo code WYNNS for 83% off and 3 extra months FREE. ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On The Blog 📷 Photo & Video Gear 📷 📱 UPDATES on Soci...
DO YOU REALLY NEED A DISHWASHER ON A BOAT?
Gone with the Wynns

DO YOU REALLY NEED A DISHWASHER ON A BOAT?

Seriously! This has been our biggest disagreement for the last 10 years. Help us settle this once and for all! ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On The Blog 📷 Photo & Video Gear 📷 📱 UPDATES on Social 📱 INSTAGRAM: FACEBO...
Sailing the BVIs with NEW CREW!☀️ | SAILING THE CARIBBEAN
Holly and Ray

Sailing the BVIs with NEW CREW!☀️ | SAILING THE CARIBBEAN

Join us this week while we sail from the USVI to the BVI! We pick up a couple of friends and explore the famous Willy T (a Floating pirate ship bar), Virgin Gorda, Saba Rock, and Anegada! Along the way, we rent a couple of non-traditional vehicles (safari trucks and a moke… which may or may not have...
NOT WHAT WE EXPECTED (rough start)
Gone with the Wynns

NOT WHAT WE EXPECTED (rough start)

We're Sailing on a Trimaran & Things Don't Go As Planned. Get Surfshark VPN at - Enter promo code WYNNS for 83% off and 3 extra months FREE. ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On The Blog 📷 Photo & Video Gear 📷 ...
Discussing Lithium Batteries for our Boat | SAILING THE CARIBBEAN
Holly and Ray

Discussing Lithium Batteries for our Boat | SAILING THE CARIBBEAN

This week we sailed back to St. Thomas to drop our family off at the airport and checked out a new anchorage with some very friendly wildlife…🐢 We had two turtles hanging out right behind our boat! Holly upgraded her Captain’s License, and we discussed our plans to address our recent power supply ...
SAILING OUR FIRST TRIMARAN (full tour)
Gone with the Wynns

SAILING OUR FIRST TRIMARAN (full tour)

This week is the start of a new multihull adventure…Trimaran Life! Have we ever sailed a trimaran? No. Have we ever been skippers of any other vessel aside from Curiosity? Nope! Yet we've been trusted to take this 47ft Neel trimaran from Charleston, South Carolina to Miami, Florida. Shou...
Exploring Virgin Islands National Park (St. John) | SAILING THE CARIBBEAN
Holly and Ray

Exploring Virgin Islands National Park (St. John) | SAILING THE CARIBBEAN

This week we explored the Virgin Islands National Park (St. John) while Holly’s parents were aboard! We snorkeled Henley Cay, Lovango Cay, Waterlemon Cay, and Maho Bay. There was healthy coral and diverse marine life- we even got to see a small nurse shark and a turtle! We spent a day enjoying the L...
FULL Boat For the Holidays! | SAILING THE CARIBBEAN
Holly and Ray

FULL Boat For the Holidays! | SAILING THE CARIBBEAN

This week we welcomed aboard our family for the holidays!🎄Together, we sailed to Christmas Cove to check out Pizza Pi VI- the local floating pizza shop. We dealt with some power supply/generator issues, explored the nearby beaches, and grilled up a steak dinner while on anchor. What did you do for t...
A Very Merry Message (and what’s ahead in 2023)
Gone with the Wynns

A Very Merry Message (and what’s ahead in 2023)

❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: Merry Christmas and happy holidays!  We made this special video to say thanks and give you the scoop on what's ahead. ☝Full Scoop On The Blog 📷 Photo & Video Gear 📷 📱 UPDATES on Social 📱 INSTAGRAM:...
Our First Time On Land In Weeks!
Gone with the Wynns

Our First Time On Land In Weeks!

Our last days Sailing the remote Tuamotu islands! Get your 1-year supply of Vitamin D3K2 + 5 travel packs FREE with your first purchase at ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On The Blog 📷 Photo & Video Gear 📷 📱 UPDATES on So...
WE MADE IT! | Boat Life in the Caribbean
Holly and Ray

WE MADE IT! | Boat Life in the Caribbean

This week we settled back into boat life in the Caribbean. We did some routine care/boat maintenance (stainless polishing and hull cleaning), went lobster hunting/snorkeling, and tested out our new Kuuma 160 grill! Check out our Blog! Follow us on Instagram! @sv_sabado Shop our gear! **As Am...
It’s NOT Like The Movies (creators and sponsorships)
Gone with the Wynns

It’s NOT Like The Movies (creators and sponsorships)

Having sponsors as a creator is something we have never talked about. Then we realized no one else does either and we probably should. Because leaving it unspoken opens the door to a lot of assumptions. The ethics of sponsorships and transparency are important, and we try to make it clear when we a...
This Is Why We Want A NEW BOAT !
Gone with the Wynns

This Is Why We Want A NEW BOAT !

Why let go of our perfectly good cruising catamaran to get a go-fast boat?  Spoiler alert, it has nothing to do with racing or going fast.  ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On The Blog 📷 Photo & Video Gear 📷 📱 UPDATES on Soc...
BEATING UPWIND ON A CATAMARAN
Gone with the Wynns

BEATING UPWIND ON A CATAMARAN

"They Say" it's the worst sail on a catamaran...but is it? We're leaving for a 60-mile sail and we're BEATING UPWIND the Entire Way! 😱 ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On The Blog 📷 Photo & Video Gear ...
LIFE FAR AWAY FROM CIVILIZATION
Gone with the Wynns

LIFE FAR AWAY FROM CIVILIZATION

A taste of what it’s like to survive on one of the most remote islands in the world. Get the best new Action Camera from DJI: Osmo Action 3 Full Details on the boat, the cameras (+holiday specials), and more: ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ...
We Moved On The ULTIMATE Performance Catamaran (full tour)
Gone with the Wynns

We Moved On The ULTIMATE Performance Catamaran (full tour)

The MOST luxurious high-performance catamaran we've ever sailed. Get Surfshark VPN at - Enter promo code WYNNS for 85% off and 3 extra months FREE, from now until December 31st. ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On The Blog 📷...
5 Things We Do to Stay Busy When Living on a Boat (S4 E27 Barefoot Travels)
Barefoot Travels

5 Things We Do to Stay Busy When Living on a Boat (S4 E27 Barefoot Travels)

We get asked all the time what we do to stay busy when living on a boat. There is so much to see and do in the Bahamas! Fin Noggin DUDE! Thanks to all our patrons for their continued support! Do you want your own crack on t-shirt? Head over to our website to check out all our merch that is now av...
PARADISE FOUND!                            Drifting Ep. 45
DRIFTING sailing adventures

PARADISE FOUND! Drifting Ep. 45

PARADISE FOUND! Moheli Island, Comoro. Surrounded by an imposing mountain ridge, isolated beaches and undiscovered secluded bays.... Moheli Marine Park is something that we never expected! Moheli has the Comoros largest biodiversity both on land and under the sea and we cannot wait to jump in and ...
Catch and Cook: With a Home Made Spear (S4 E25 Barefoot Travels)
Barefoot Travels

Catch and Cook: With a Home Made Spear (S4 E25 Barefoot Travels)

In this weeks episode we leave Georgetown and head north up the Exuma chain. Davy decided to make a home made spear and test it out spear fishing! I think it definitely worked out! Thanks to all our patrons for their continued support! Do you want your own crack on t-shirt? Head over to our websi...
WILD & REMOTE BOAT CAMPING IN THE FIORDLANDS
Gone with the Wynns

WILD & REMOTE BOAT CAMPING IN THE FIORDLANDS

We’re back on the water! ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On The Blog 📷 Photo & Video Gear 📷 📱 UPDATES on Social 📱 INSTAGRAM: FACEBOOK: 📧EMAIL notifications, so you never miss a video🍦 🎶 MUSIC for vids. 2 Months F...
WE’RE IN A WEIRD PLACE (+boat update & what’s next)
Gone with the Wynns

WE’RE IN A WEIRD PLACE (+boat update & what’s next)

An Update on our New Catamaran & the Start of our NZ Road Trip. Get Surfshark VPN at - Enter promo code WYNNS for 83% off and 3 extra months FREE! ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On The Blog 📷 Photo & Video Gear 📷 📱 U...
OUR NEW HYBRID ELECTRIC CATAMARAN
Gone with the Wynns

OUR NEW HYBRID ELECTRIC CATAMARAN

This is the beginning of a very exciting journey! ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On The Blog More about HH Catamarans and our HH44 : Full Disclosure:  Transparency is important to us because we want you to understand what our r...
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