Watch Sailing & Boating Adventures Around the World tagged “Sailing girl” – Page 3 of 10

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 49-72 of 227 results
A magical swim with our favorite sea creatures!🤿 #mantaray
Holly and Ray

A magical swim with our favorite sea creatures!🤿 #mantaray

Swimming with mantas rays while anchored off a tropical island in the South Pacific😍 #ocean #sailing #fishing #snorkeling
We Sailed to Our DREAM DESTINATION!⛵️🏝️
Holly and Ray

We Sailed to Our DREAM DESTINATION!⛵️🏝️

Holly and Ray from Holly & Ray Sailing share an unforgettable tale of reaching their dream sailing destination in the South Pacific, immersing themselves in local cultures, fishing adventures, and island life.
THIS is “restocking the freezer” when sailing the remote islands of the South Pacific🎣 #fishing
Holly and Ray

THIS is “restocking the freezer” when sailing the remote islands of the South Pacific🎣 #fishing

This week we joined up with some friends for a fishing trip and landed a beautiful yellowfin tuna!
BOAT LIFE: Incredible Snorkeling, Beautiful Views, and Fishing With Friends🏝️
Holly and Ray

BOAT LIFE: Incredible Snorkeling, Beautiful Views, and Fishing With Friends🏝️

In this episode of Boat Life, Holly and Ray invite viewers to join them on an unforgettable adventure. Discover breathtaking snorkeling experiences, picturesque views, and a thrilling day of deep-sea fishing in one of the world's most secluded destinations...
CROSSING THE ATLANTIC OCEAN – LAND HO!! EP-134
Leading the Escapade

CROSSING THE ATLANTIC OCEAN – LAND HO!! EP-134

Join leading adventurer couple Jason and his partner as they set out to conquer the mighty Atlantic in their sailboat Escapade. Witness the trials and tribulations of a daring ocean-crossing and discover what this once-in-a-lifetime challenge teaches them ...
WE MADE IT! 🏝️ Difficult 4-Day Sail to the Tuamotus
Holly and Ray

WE MADE IT! 🏝️ Difficult 4-Day Sail to the Tuamotus

Watch Holly and Ray's incredible, albeit challenging, journey sailing from the Marquesas Islands to the Tuamotus! Follow along as they encounter tough weather and solve onboard problems.
SAILING THE SOUTH PACIFIC⛵ Preparing for the Tuamotus
Holly and Ray

SAILING THE SOUTH PACIFIC⛵ Preparing for the Tuamotus

Holly and Ray embark on a sailing adventure across the South Pacific en route to the Tuamotus islands. Follow their daily routine, learn about preparation, and watch as they tackle challenges.
⛵️Overnight sail in French Polynesia from Tahuata to Nuku Hiva!🌊  #sailing #boatlife #catamaran
Holly and Ray

⛵️Overnight sail in French Polynesia from Tahuata to Nuku Hiva!🌊 #sailing #boatlife #catamaran

Experience an awe-inspiring overnight sailing adventure from Tahuata to Nuku Hiva, traversing the breathtaking waters of French Polynesia on a luxurious catamaran. Discover enchanting landscapes and immerse yourself in the tranquil essence of the South Pac...
EXPECTATION vs. REALITY⛵️Sailing Across the Pacific Ocean
Holly and Ray

EXPECTATION vs. REALITY⛵️Sailing Across the Pacific Ocean

Watch as Holly and Ray sit down to discuss the realities of their Pacific Crossing, comparing expectations vs reality from their sale from Panama to French Polynesia. Uncover details about wind conditions, sailing performance, provisions and energy managem...
LAND HO!⛵️Sailing Across the Pacific Ocean (Part 4)
Holly and Ray

LAND HO!⛵️Sailing Across the Pacific Ocean (Part 4)

Holly and Ray's epic voyage across the Pacific Ocean showcases their determination and resilience in the face of challenges on the vast blue expanse. Join them for an unforgettable journey filled with new discoveries and experiences.
19 Days at Sea⛵️ Sailing Across the PACIFIC OCEAN
Holly and Ray

19 Days at Sea⛵️ Sailing Across the PACIFIC OCEAN

Embark on an epic 19-day sailing adventure with Holly and Ray as they cross the vast Pacific Ocean from Panama to French Polynesia. Witness their struggles with the doldrums, boat challenges, and culinary creations while staying motivated by each other's p...
The work 🔁 the reward #boatlife #sailing #boatwork #catamaran #sailingaroundtheworld
Holly and Ray

The work 🔁 the reward #boatlife #sailing #boatwork #catamaran #sailingaroundtheworld

Owning a boat is a constant cycle of work and reward… this video includes some shots of haul outs and projects we’ve complete on our sailing catamaran, and some rewarding moments of smooth sailing, dolphins, and sunsets.
What it’s REALLY Like Sailing Across the Pacific Ocean⛵️🌊 (Week 2)
Holly and Ray

What it’s REALLY Like Sailing Across the Pacific Ocean⛵️🌊 (Week 2)

Join us as we continue our expedition across the Pacific Ocean on our sailboat Sabo! This week, we delve into The Good, The Bad, and The Mundane of real life while underway. Watch our videos to see what adventures unfold next!
6 DAYS ALONE AT SEA – SAILING THE ATLANTIC OCEAN! EP-128
Leading the Escapade

6 DAYS ALONE AT SEA – SAILING THE ATLANTIC OCEAN! EP-128

CAPE VERDE BOUND, SAILING FROM THE CANARY ISLANDS IN THE ATLANTIC OCEAN, CATCHING OUR FIRST MAHI MAHI AND COOKING UP A DELICIOUS FEAST, INCREDIBLE DOLPHIN ENCOUNTERS, FEELING YOUNG WILD AND FREE SAILING NUDE ALONE IN THE VAST OCEAN, SPINNAKER TROUBLES, A N...
Sunrise sailing…😍🌊 Beautiful start to day 10 of our Pacific crossing #boatlife #sailing #catamaran
Holly and Ray

Sunrise sailing…😍🌊 Beautiful start to day 10 of our Pacific crossing #boatlife #sailing #catamaran

Join us for the adventure of a lifetime as we sail our catamaran from Panama to French Polynesia, crossing the largest ocean on earth: the Pacific!
A typical evening sailing from Panama to French Polynesia⛵️🐬 #sailing #boatlife #circumnavigation
Holly and Ray

A typical evening sailing from Panama to French Polynesia⛵️🐬 #sailing #boatlife #circumnavigation

Embark on a breathtaking adventure as you sail from Panama to the captivating French Polynesia. Uncover the serene beauty of night sailing, encounter majestic marine creatures such as dolphins, and immerse yourself in the enchanting culture of this paradis...
🤯We’re sailing across the Pacific Ocean‼️ #sailing #pacificocean  #boatlife #sailingaroundtheworld
Holly and Ray

🤯We’re sailing across the Pacific Ocean‼️ #sailing #pacificocean #boatlife #sailingaroundtheworld

Join us for the adventure of a lifetime as we sail our catamaran from Panama to French Polynesia, crossing the largest ocean on earth: the Pacific!
Sailing Across the PACIFIC OCEAN⛵️🌊 (Week 1)
Holly and Ray

Sailing Across the PACIFIC OCEAN⛵️🌊 (Week 1)

Discover the thrilling sailing adventure of Holly & Ray as they embark on a 4,000 nautical mile journey across the Pacific Ocean. Follow along with daily updates, video blogs, and Instagram posts to learn about their experiences, preparations, and dest...
Our first sail in the PACIFIC OCEAN🌊⛵️ #sailing #boatlife #sailingaroundtheworld
Holly and Ray

Our first sail in the PACIFIC OCEAN🌊⛵️ #sailing #boatlife #sailingaroundtheworld

A short sail before settling into a marina while we prepare to sail across the Pacific Ocean to French Polynesia… check out out latest video for more! ⛵️🌊 Holly and Ray have been #sailing together since 2020 on their #catamaran, Sabado. They have...
Preparing to Sail Across the PACIFIC OCEAN🌊 Part 2: Provisioning
Holly and Ray

Preparing to Sail Across the PACIFIC OCEAN🌊 Part 2: Provisioning

This week, we began provisioning for our Pacific crossing and cruising in French Polynesia! 🌎 In this video, Holly takes you along while she researches our destination, makes her list, shops, and stores our dried, canned, and paper goods. 🛒 ———...
Transiting the Panama Canal on our sailing catamaran⛵️🇵🇦
Holly and Ray
THE BALEARIC ISLAND NO ONE TALKS ABOUT! EP-119
Leading the Escapade

THE BALEARIC ISLAND NO ONE TALKS ABOUT! EP-119

SAILING MENORCA IN THE BALEARIC ISLANS - SPAIN, MED MOORING IN STUNNING ANCHORGES, SCUBA DIVING, BUDDY BOATING, DREAMY TURQUISE WATERS AND EXPLORING THE HISTORICAL CIUTADELLA, MENORCA'S ORIGINAL CAPITAL CITY LOVE OUR CONTENT?? Here are the many ways you c...
LAND HO! ⛵️ Arriving in Panama After 9 Days at Sea
Holly and Ray

LAND HO! ⛵️ Arriving in Panama After 9 Days at Sea

After a week of relatively good sailing from Saint Martin, the wind became finicky, and we were forced to motor the rest of the way to Panama. We were disappointed but made the best of it by enjoying the sunshine and taking advantage of the extra power fro...
SAILING TO PANAMA⛵️ Day in the Life on Passage
Holly and Ray
Epic water experiences, one click away.

Something AWESOME is coming!
Be the FIRST to know⛵

Sign up for exclusive updates and be the first to hear when we go live!
Get sneak peeks, exciting announcement, and special content straight to your inbox!

We don’t spam! Read our privacy policy for more info.


WeBoating
Logo
Shopping cart