Watch Sailing & Boating Adventures Around the World – Page 2 of 3
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 62 results
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 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.
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'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
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)
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!
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...
Sailing Around the World: Learning to Cook Local Cuisine in Grenada
This week we welcomed our family aboard. This is their first time in Grenada, so we wanted to kick off their visit with a cultural experience they’d never forget! As a family of foodies, we love taking cooking classes when we travel. So, we took a class with Chef Kennedy through Home Hospitality Gre...
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...
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...
Summer in Grenada: Weathering Storms and Snorkeling Ronde Island
This week we traveled from Carriacou to Ronde Island. We had trouble setting our anchor but headed out for a snorkel once we were secure. Holly saw a plethora of fish, a turtle, and an octopus! A storm passed us overnight, bringing 30kn winds and a downpour of rain. When the sun returned, we set our...
Sailing Down Island in the Caribbean: Antigua, Guadalupe, Dominica
This week we continued our journey South for hurricane season! We left Antigua and had a sporty sail to Guadeloupe, where two birds tried to take up residence on Sabado. We continued down to Dominica, where we traded canned food for fresh local produce and explored the Indian River! ——————————————...
Sailing South in the Caribbean | Going Wherever the Wind Takes Us!
They say a sailor’s plans are written in sand at low tide… After exploring the French side of Saint Martin, we decided to make a small hop South for a change of scenery. Unfortunately, we were forced to change our plans when we arrived at our original destination, and it was packed! Luckily, that ...
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!
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...
Inside a Sailor’s Tool Bag: Must-Have Tools for Boat Maintenance
In this video, Ray takes you through his go-to tool bag. He discusses his favorite brands, what he thinks is worth splurging on, and what you can get away with having cheap versions of. As a liveaboard sailor with a background in engineering, these are the tools he thinks are must-haves for boat mai...
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...
Sailing to Paradise: Hauling our Boat for Maintenance in St. Maarten
This week we left the USVI in light winds and calm seas. We motored through the night and arrived in St. Maarten before sunrise. We anchored for a day while we rested up, then hauled out at Bobby’s Megayard for our Lagoon 42’s 5 year insurance survey and some routine maintenance. We got a fresh bott...
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...
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
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...
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 Toward WARMER WATERS🌊
This week we left Port Washington and headed South to begin staging for our trip to the Bahamas. We stopped in foggy Lewes, Delaware, to wait for weather before heading down to Norfolk, Virginia, where we will stay on anchor until there is a weather window to cross the Gulf Stream. Check out our ...