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.

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Chasing the Wind: SAILING TO MARTINIQUE
Holly and Ray

Chasing the Wind: SAILING TO MARTINIQUE

This week, we left the stunning Pitons of Saint Lucia and set sail to Martinique. What began as a calm, serene passage grew into a sporty sail! With 20-25kn of wind and big seas, we dodged lobster traps, tacked our way into the anchorage, and were rewarded with a beautiful sunset while we ate charcu...
Back to Business⛵️| Boat Life in Grenada
Holly and Ray

Back to Business⛵️| Boat Life in Grenada

This week, we returned to business as usual after having guests aboard. ⛵️ We oversaw some generator repairs on a friend’s boat, tackled some chores we’d been procrastinating, and had a dance party! 💃🏼🕺 ——————————————————————— Check out our Blog: Holly’s Recipes: Follow us on Instagram: @sv_sa...
It’s a Beautiful Life | Sailing the Caribbean
Holly and Ray

It’s a Beautiful Life | Sailing the Caribbean

Kind people, good food, and easy sailing. ❤️ This week our taxi driver loaded us up with fresh local fruit! We continue to experience the kindness of Grenadians. 🇬🇩 🥭 We had friends aboard and decided to go for an afternoon sail, despite the light wind. After, we went for a swim then settled in for...
Every Day is Saturday | Sailing Grenada With Friends
Holly and Ray

Every Day is Saturday | Sailing Grenada With Friends

This week we took our friends, the O’Kelly’s, for a leisurely sail around Grenada. We picked up a mooring ball in St. George’s, swam, and visited the House of Chocolate Museum. Ray grilled steaks in the cockpit, and we had dinner aboard while we watched a beautiful sunset! Subscribe to the O’Kelly...
A Local Act of Kindness | Hurricane Season in Grenada
Holly and Ray

A Local Act of Kindness | Hurricane Season in Grenada

This week a local helped us after our dinghy outboard engine died unexpectedly. He towed us to safety and arranged for a mechanic to get us up and running again. We were so grateful for his kindness! We moved Sabado onto a dock, had some maintenance work done on our Yanmar engines, provisioned, an...
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...
6 DAYS AT SEA | Sailing to the Bahamas
Holly and Ray

6 DAYS AT SEA | Sailing to the Bahamas

After a substantial weather delay, we departed Norfolk, Virginia, on November 12th and sailed to Exuma, Bahamas! Our Gulf Stream crossing was rough, but we lucked out with beautiful weather for the remainder of the trip. We arrived at Emerald Bay Marina on November 18th, completing an 851 nautical m...
SAILING NORTH for Hurricane Season!
Holly and Ray

SAILING NORTH for Hurricane Season!

Join us while we sail into Newport, Rhode Island, try to make our own fender covers out of sweat pants, solve our wet bilge mystery, and are welcomed to Boston with a thunderstorm. ⛈ Check out our Blog! Follow us on Instagram! @sv_sabado Shop our gear! **As Amazon associates, we earn from qual...
SAILING TO NEW YORK CITY! 🗽
Holly and Ray

SAILING TO NEW YORK CITY! 🗽

This week we continued our way up the East Coast. We stopped in Lewes, Delaware, said hello to Lady Liberty as we passed through New York City on our way to Port Washington, Long Island, and made our way towards Newport, Rhode Island. 🗽⛵️ Check out our Blog! Follow us on Instagram! @sv_sabado ...
Outrunning a LIGHTNING STORM!🌩
Holly and Ray

Outrunning a LIGHTNING STORM!🌩

This week we made our way up the Chesapeake! ⛵️ We had a beautiful sail and found ourselves in two gorgeous anchorages, despite having to outrun a nasty lightning storm… 🌩 Check out our Blog! Follow us on Instagram! @sv_sabado Shop our gear! **As Amazon associates, we earn from qualifying purc...
SAILING AROUND CAPE HATTERAS
Holly and Ray

SAILING AROUND CAPE HATTERAS

Join us for a 3 day sail from Brunswick, Georgia to Norfolk, Virginia! Along the way we caught 4 fish, saw lots of dolphins, and passed the famous Cape Hatteras Diamond Shoal Lighthouse. 🌊 Check out our Blog! Follow us on Instagram! @sv_sabado Shop our gear! **As Amazon associates, we earn fr...
BOAT LIFE | Day in the Life + What’s in our DITCH BAG!
Holly and Ray

BOAT LIFE | Day in the Life + What’s in our DITCH BAG!

After an unexpected problem with our Ocean Signal MOB1, we decided to go through all our safety gear to ensure everything is organized and in working condition. In this week’s video you’ll also see an average day at the dock- coffee, cleaning, and cocktails! Check out our Blog! Follow us on Inst...
SAILING NORTH for Hurricane Season!
Holly and Ray

SAILING NORTH for Hurricane Season!

Join us for a short sail + motor trip North! This week we spent the night in a strange anchorage with a… unique view, and arrived in Brunswick, Georgia for the first time. Check out our Blog! Follow us on Instagram! @sv_sabado Shop our gear! **As Amazon associates, we earn from qualifying purc...
50KN WINDS While Anchored + REFUGEE BOAT ENCOUNTER
Holly and Ray

50KN WINDS While Anchored + REFUGEE BOAT ENCOUNTER

This week was a whirlwind! Join us while we wait out a big storm, encounter a Haitian refugee boat, and explore Dry Tortugas. PS: Sorry this video is a day late! All our videos are real-time, and we just got back to civilization (and cell service) this morning. :) Artist link: Check out our Blo...
Our Catamaran HAUL OUT! | HURRICANE SEASON 2021
Holly and Ray

Our Catamaran HAUL OUT! | HURRICANE SEASON 2021

This week we hauled our Lagoon 42, Sabado, out of the water! Join us while we prepare to leave our boat on the hard for a few months while we go visit friends and family. We’ll head back to the boatyard once the weather cools down to finish our upgrades/projects, before setting sail again after hurr...
Let the boat work begin! (Navigation Station Transformation) | HURRICANE SEASON 2021
Holly and Ray

Let the boat work begin! (Navigation Station Transformation) | HURRICANE SEASON 2021

Our first project of the season was re-doing our navigation station. In true boat project fashion, it took a lot longer than we anticipated and made a huge mess, but we were able to add some new gadgets and fix up the wiring! Leave a question for us in the comments :) Check out our Blog! Follo...
We FINALLY left Miami! | SAILING FLORIDA
Holly and Ray

We FINALLY left Miami! | SAILING FLORIDA

This week we picked the camera back up to take you along on our day sail with our friend Jamie on his Fountaine Pajot Helia. Together we sailed form Miami to Ft. Lauderdale, then Ray and I returned to Miami to sail Sabado up to Cape Canaveral for the remainder of hurricane season. Check out our Bl...
SO, WHAT’S NEXT? | Our Hurricane Season Plans
Holly and Ray

SO, WHAT’S NEXT? | Our Hurricane Season Plans

Hi everyone! This week we left Palm Beach and picked up a mooring ball in Miami. We were a bit short on footage due to bad weather, so we decided to sit down and have a chat about our plans for this hurricane season, and update you on Ray’s eye injury + our insurance struggles. Check out our Blog!...
OVERNIGHT SAIL Back to the USA
Holly and Ray

OVERNIGHT SAIL Back to the USA

This week we sailed from Shroud Cay to Nassau, then from Nassau to Palm Beach, Florida- officially ending our season of sailing in the Bahamas. Along the way we dealt with some insurance issues, a partially sunken adrift yacht, several squalls, and a minor injury... but, we made it back to the USA s...
Time to turn around? | SAILING THE BAHAMAS
Holly and Ray

Time to turn around? | SAILING THE BAHAMAS

We spent this week thoroughly enjoying Hog Cay and Ragged Island! We couldn’t get enough of the warm, clear waters and great people, but it’s time for us to start making our way back North for hurricane season. Blog: Instagram: @sv_sabado Shop our gear! **As Amazon associates, we earn from qua...
ISLAND HOPPING our way South | SAILING THE BAHAMAS
Holly and Ray

ISLAND HOPPING our way South | SAILING THE BAHAMAS

Tag along while we island hop our way South! This week we sailed from Long Island to Water Cay, down to Flamingo Cay, then Buena Vista Cay. We ran into some friendly fishermen, found a cave, a couple of shipwrecks, and the remains of a home in paradise. 🏝 Blog: Instagram: @sv_sabado Shop our ge...
Welcome to LONG ISLAND | SAILING THE BAHAMAS
Holly and Ray

Welcome to LONG ISLAND | SAILING THE BAHAMAS

This week we FINALLY got out of George Town and sailed to Long Island. It was a bumpy and long, but successful journey! We ran into our friends, the O’Kelly’s, and rented a car to explore the island. We went to Dean’s Blue Hole, the Columbus Monument, and closed out the day with some ice cream. 😍 B...
Provisioning in the Bahamas | SAILING THE BAHAMAS
Holly and Ray

Provisioning in the Bahamas | SAILING THE BAHAMAS

The Raggeds are a chain of islands in the Southern Bahamas known for being mostly uninhabited. Before we head that way, we needed to make sure we were ready to be fully self sufficient! Getting everything done was easy with the facilities at Emerald Bay Marina. Cross your fingers we get a weather wi...
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