Watch Sailing & Boating Adventures Around the World – Page 2 of 5

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 25-48 of 102 results
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 management on this extensive voyage.
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 passion for exploration.
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!
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 destination.
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. 🛒 ——————————————————————— ⛵️Join the Crew on Patreon: ⚓️Ch...
Transiting the PANAMA CANAL on our Sailing Catamaran! ⛵️
Holly and Ray

Transiting the PANAMA CANAL on our Sailing Catamaran! ⛵️

This week, we take you along for our Panama Canal Transit. We’ve been dreaming of checking this off our bucket list for years! 🙏🏼 Despite many reported delays, our transit date was moved up eight days. We scrambled to get the boat and our crew ready on such short notice. We hired two local professio...
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 from our engines. We spotted land after 9 days ...
SAILING TO PANAMA⛵️ Day in the Life on Passage
Holly and Ray

SAILING TO PANAMA⛵️ Day in the Life on Passage

Welcome aboard! In this video, we take you along for a typical day in the life while on passage.🌊 This was day 4 of our sail from Saint Martin to Panama. The wind was light, but we managed to do some sailing, cooking, and fishing! 🐟 ——————————————————————— ⛵️Join the Crew on Patreon: ⚓️Check out ...
PACIFIC BOUND⛵️Sailing from Saint Martin to Panama
Holly and Ray

PACIFIC BOUND⛵️Sailing from Saint Martin to Panama

After two more weeks in Saint Martin, we finally got a weather window to sail to Panama! ⛵️ In this video, we take you along for the first 3 days of our passage. Join us for great sailing, beautiful sunsets, dolphins, and freshly caught fish! 🐟 ——————————————————————— ⛵️Join the Crew on Patreon: ...
Preparing to Sail Across the PACIFIC OCEAN🌊 Part 1: The Boat
Holly and Ray

Preparing to Sail Across the PACIFIC OCEAN🌊 Part 1: The Boat

Sabado is back in the water and ready for our next adventure! ⛵️ This week, we take you along for splash day and discuss what upgrades we made while out of the water as we prepare the boat for our upcoming Pacific crossing. 🌊 With just the two of us aboard for the sail, we’ve incorporated a backup a...
CRUISER Q&A⛵️Interviewing Live-Aboard Couples About Boat Life
Holly and Ray

CRUISER Q&A⛵️Interviewing Live-Aboard Couples About Boat Life

Sabado is hauled out and ready for a few more upgrades before we head to the Pacific! ⛵️ As we get settled on the hard, we hope you enjoy this compilation of interview clips we’ve collected over the past few months while sailing the Caribbean.🏝️ In hopes of capturing that sundowners-with-your-new-ne...
40kn Winds and Rough Seas 💨⛵️| SAILING TO ST. MARTIN
Holly and Ray

40kn Winds and Rough Seas 💨⛵️| SAILING TO ST. MARTIN

Join us for a rough sail from Guadalupe to Saint Martin. ⛵️ Because of our pending haul-out date, we decided to take a tight (and rough) weather window for our latest hop North. Along the way, we encountered 40kn winds and rough seas. 🌊 Sabado was doing well until a lazy jack ripped out of the mast ...
Moving on… ⛵️| SAILING THE CARIBBEAN
Holly and Ray

Moving on… ⛵️| SAILING THE CARIBBEAN

This week, we reluctantly left Dominica and sailed North to Guadalupe. 🌊 It was a bouncy but quick passage where we successfully dodged fish traps and got the boat onto a challenging mooring ball… After hearing reports of moorings breaking loose in Deshaies, we decided to dive in, inspecting the cha...
Sailing Back to OUR FAVORITE Caribbean Island🍊👙
Holly and Ray

Sailing Back to OUR FAVORITE Caribbean Island🍊👙

Join us while we sail back to Dominica, our favorite Caribbean island (so far😉). We ceremoniously switch our currency from Euro to Eastern Caribbean Dollars as we leave Martinique and enjoy a short but speedy sail between the islands. We overnight on a mooring ball in Roseau, then motor to Portsmout...
Sailing Where a PRISONER Survived Doomsday…😳🌋
Holly and Ray

Sailing Where a PRISONER Survived Doomsday…😳🌋

This week, we sailed to Saint-Pierre, Martinique. The city once known as “the Paris of the Eastern Caribbean” was devastated by a volcanic eruption in 1902. We anchored at the volcano's base, learned about its history, and explored the town. We got to walk through the prison ruins and see the c...
A Day in the Life 🥐⛵️Anchored in Martinique | Sailing the Caribbean
Holly and Ray

A Day in the Life 🥐⛵️Anchored in Martinique | Sailing the Caribbean

This week, we filmed a typical day in our life while on anchor in Martinique. We enjoyed some pastries and explored on shore before returning to the boat. 🥐 We spent the afternoon making our own anchor bridle with repurposed mooring lines and polished our stainless steel. That evening, we drank some...
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...
SAILING TO SAINT LUCIA: Snorkeling, Storms & Stunning Scenery
Holly and Ray

SAILING TO SAINT LUCIA: Snorkeling, Storms & Stunning Scenery

Our week began with a picturesque snorkel off the pristine beaches of Sandy Island, near Carriacou. 🤿 We had a farewell lobster feast with friends, checked out of the county, and then set sail North. ⛵️ We encountered a storm that brought along additional wind and lots of rain. We persevered, anchor...
The HARDEST Part of Cruising | See you later, Grenada!
Holly and Ray

The HARDEST Part of Cruising | See you later, Grenada!

Hurricane season is over, and we are back on the move! We officially left Grenada and made our first small hop north.⛵️The wind angle made for a bumpy trip running the engines, but crew morale was high! We dropped our anchor just before a storm arrived, causing a boat to drag anchor overnight. The s...
Open-Source Navigation & Boat Monitoring System: Your Questions Answered!
Holly and Ray

Open-Source Navigation & Boat Monitoring System: Your Questions Answered!

As hurricane season comes to a close, we are savoring our last moments here in Grenada!⛵We swam in the crystal clear water, made cocktails with fresh coconut, lime, and local rum, then waited out a rainstorm before sitting down to answer your questions about our open-source navigation and monitoring...
CRISIS AVERTED!🥵| Storms, Boat Work & An Underwater Sculpture Park
Holly and Ray

CRISIS AVERTED!🥵| Storms, Boat Work & An Underwater Sculpture Park

This week, we took advantage of the clear, calm Caribbean water and snorkeled an underwater sculpture park! When we returned to the boat, we were shocked to see our mooring lines holding on by a thread. 😧We quickly dealt with the problem before a storm blew through. Ray also reconfigured the fuel sy...
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...
PARADISE🦞🏝️ Sailing Ronde Island, Sandy Island, and Tobago Cays
Holly and Ray

PARADISE🦞🏝️ Sailing Ronde Island, Sandy Island, and Tobago Cays

This week, we took Holly’s parents sailing. Our first stop was Ronde Island, where we snorkeled with the abundant sea life. The following day, we sailed to Tobago Cays, stopping for an afternoon swim on the picturesque beach of Sandy Island. We celebrated the start of lobster season with a beach bar...
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