Watch Sailing & Boating Adventures Around the World

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 1-24 of 34 results
SAILING THE SPANISH VIRGIN ISLANDS – WHALES OFF THE BOW + BIOLUMINESCENT BAY! 🐋✨ EP-172
Leading the Escapade

SAILING THE SPANISH VIRGIN ISLANDS – WHALES OFF THE BOW + BIOLUMINESCENT BAY! 🐋✨ EP-172

Sailing the Spanish Virgin Islands takes a magical turn—bioluminescent bays, whales off the bow, and a detour from the USVI we’ll never forget. We leave the US Virgin Islands and sail five hours off course for one night, just to see what’s said to be the brightest bioluminescent bay in the world. T...
SAILING THE US VIRGIN ISLANDS: Sun, Sea, Snorkels & Cocktails! Ep-169
Leading the Escapade

SAILING THE US VIRGIN ISLANDS: Sun, Sea, Snorkels & Cocktails! Ep-169

Set sail to St. Croix with us in this week's adventure! After two months in St. Martin, we celebrate Janaye's 33rd birthday with beach time, Caribbean cocktails, and a sail to one of the top 10 snorkelling spots in the world! Get the sleep you deserve with up to 35% off Dream. Click and ...
The Challenges of Living at Sea: Engine Troubles and Bad Weather
Holly and Ray

The Challenges of Living at Sea: Engine Troubles and Bad Weather

Join us as we experience the challenges of living aboard a sailing catamaran. This week we leave our mooring ball in the middle of the night and seek refuge in St. Thomas. We embrace the tranquility of rainy days and soak up the sun when it reappears. Then, we begin our trip to Grenada for Hurricane...
Sailing the Caribbean: A Friendly Turtle + Official Starlink Install!
Holly and Ray

Sailing the Caribbean: A Friendly Turtle + Official Starlink Install!

We hope you enjoy this shorter video while we enjoy our time as newlyweds! ❤️ One last snorkel before our remaining guests departed turned into a turtle encounter for the books. This friendly turtle swam straight up to Holly repeatedly, posing for some amazing photos with our catamaran in the back...
REALISTIC Day in the Life of Liveaboard Sailors Cruising the Caribbean
Holly and Ray

REALISTIC Day in the Life of Liveaboard Sailors Cruising the Caribbean

Join us for a day living on our sailing catamaran, cruising the Caribbean! ⛵️ We wake up in a peaceful anchorage, go snorkeling, and take care of some general boat maintenance. Suddenly, a storm hits, but we weather it out despite being unprepared... We experimented with a new cocktail recipe to use...
KiloVault HLX LiFePO4 Battery Teardown: An Inside Look at its Build and BMS
Holly and Ray

KiloVault HLX LiFePO4 Battery Teardown: An Inside Look at its Build and BMS

This week we sailed from the BVI back to St. Thomas, USVI. We met up with our friends from STT Marine Services to tear down an old KiloVault HLX LiFePO4 battery. We were impressed with the build quality and BMS, especially in comparison to other popular brands. Overall, this teardown reaffirmed our ...
Island Hopping in the Caribbean: Sailing, Snorkeling and Relaxing with Friends
Holly and Ray

Island Hopping in the Caribbean: Sailing, Snorkeling and Relaxing with Friends

Join us for a beautiful snorkel at the pier in Frederiksted, St. Croix, where Holly swam with turtles, spotted eagle rays, and hundreds of fish amongst diverse coral. After, we sail to Norman Island, BVI, where we meet up with friends to explore some caves, then show you a glimpse of an average nigh...
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...
Catamaran Lithium Battery Conversion Part 1 (KiloVault HLX+ LiFePO4 Batteries)
Holly and Ray

Catamaran Lithium Battery Conversion Part 1 (KiloVault HLX+ LiFePO4 Batteries)

This week we began our lithium battery conversion on our 2017 Lagoon 42 sailing catamaran. We sat down with a professional and discussed the KiloVault HLX+ LiFePO4 batteries, the details of our design plan, and why the term “drop-in” oversimplifies the installation process of lithium batteries. We h...
BOAT LIFE | Battery Issues & A Lost Dinghy
Holly and Ray

BOAT LIFE | Battery Issues & A Lost Dinghy

This week we woke up to a message from our friends, their dinghy went missing! We spent the day driving around, searching. We attempted to salvage the day with a snorkel, but the poor visibility turned it into just a swim. The next day we ran our generator as our lead acid batteries continued deteri...
Making the Switch to LITHIUM BATTERIES! | KiloVault 3600 HLX+
Holly and Ray

Making the Switch to LITHIUM BATTERIES! | KiloVault 3600 HLX+

This week we left the BVIs and motored back to the USVI to watch a concert in the ocean and pick up our new Lithium batteries! In this video, we discuss our decision-making process and plans for the installation of our KiloVault LiFePO4 batteries on our Lagoon 42 sailing catamaran. Links mentioned...
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...
This could have ended BADLY…
Sailing Good, Bad, and Ugly

This could have ended BADLY…

Want Real-Time Updates?! Support our channel! Would you like to buy us a beer or one time gift Check out our amazon store front to see products from our refit, camera gear we use, and favorite boat gear. Merch! Support our channel and get something Awesome in return! We upload a new video ev...
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 ...
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...
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...
7 DAYS OFFSHORE | Sailing to the Caribbean
Holly and Ray

7 DAYS OFFSHORE | Sailing to the Caribbean

Another week-long passage for Sabado and crew.⛵️This week, we sailed from Exuma, Bahamas (Emerald Bay Marina) to St. Thomas, US Virgin Islands! We motored through low winds and sailed through the evening squalls when we could. In total, the trip took us 7 days. This was Holly’s longest sail to date...
What Would You Do on a Private Island? | Sailing Wisdom [S4 Ep9]
Rigging Doctor

What Would You Do on a Private Island? | Sailing Wisdom [S4 Ep9]

▸ PAINTING COMMISIONS: [email protected] ▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: ↓BINGE WATCH↓ CROSSING THE ATLANTIC THE 1ST TIME: CROSSING THE ATLANTIC THE 2ND TIME: SAILING AROUND EUROPE: VAN TRIP THROUGH EUROPE: The USVI has been a sailing dream come true but ...
Make YOUR BOAT BETTER For CHEAP? | Sailing Wisdom [S4 Ep8]
Rigging Doctor

Make YOUR BOAT BETTER For CHEAP? | Sailing Wisdom [S4 Ep8]

▸ PAINTING COMMISIONS: [email protected] ▸ THE VIEW: Joy of Life Villa, St. John: ▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: ↓BINGE WATCH↓ CROSSING THE ATLANTIC THE 1ST TIME: CROSSING THE ATLANTIC THE 2ND TIME: SAILING AROUND EUROPE: VAN TRIP THROUGH EUROPE: Join H...
Sailing in the USVI | Sailing Wisdom [S4 Ep7]
Rigging Doctor

Sailing in the USVI | Sailing Wisdom [S4 Ep7]

▸ PAINTING COMMISIONS: [email protected] ▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: ↓BINGE WATCH↓ CROSSING THE ATLANTIC THE 1ST TIME: CROSSING THE ATLANTIC THE 2ND TIME: SAILING AROUND EUROPE: VAN TRIP THROUGH EUROPE: What is it like to cruise in the USVI, the sailo...
What’s WRONG With Our Electric Motor?! | Sailing Wisdom [S4 Ep6]
Rigging Doctor

What’s WRONG With Our Electric Motor?! | Sailing Wisdom [S4 Ep6]

Subscribe directly with us so you never miss an episode: We are off to another island in the Caribbean! But first we need to figure out what the problem is with our motor. Herby is a lot of things, but he’s not an electrician, which makes trouble-shooting an electric motor a bit tricky. Can we fix...
Where Can You Swim With SEA TURTLES!? | Sailing Wisdom [S4 Ep5]
Rigging Doctor

Where Can You Swim With SEA TURTLES!? | Sailing Wisdom [S4 Ep5]

Subscribe directly with us so you never miss an episode: What makes a particular cruising area a "Sailing Paradise"? Is it awesome sails to new and beautiful coves, or excellent protection from the wind and seas? Maybe its white sandy beaches with incredible snorkeling once you arrive at...
Can You SINGLE HAND a Big Sailboat? | Sailing Wisdom [S4 Ep4]
Rigging Doctor

Can You SINGLE HAND a Big Sailboat? | Sailing Wisdom [S4 Ep4]

▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: How big is too big when it comes to solo sailing and single handing a sailboat? Herby accepts the challenge of single handing and solo sailing Wisdom, a Morgan 45 from 1968, from one mooring ball to another in the St. John National Park, i...
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