Watch Sailing & Boating Adventures Around the World – Page 3 of 4

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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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...
Preparing to Sail the South Pacific: PLASTIMO Life Raft Deployment/Service
Holly and Ray

Preparing to Sail the South Pacific: PLASTIMO Life Raft Deployment/Service

In preparation for a ~4,000nm 20-30 day ocean crossing, we decided to ensure all our safety gear is up to date and in good condition. This week, we visited the Sea Safety Service store at Clarkes Court Marina in Grenada while they serviced our Plastimo 6-person life raft. We got to see what our ra...
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...
Summer in Grenada: Weathering Storms and Snorkeling Ronde Island
Holly and Ray

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...
She Joined A Strangers Sailboat In A Foreign Country!  (1st Week & 1st YouTube Video!)
Adventureman Dan

She Joined A Strangers Sailboat In A Foreign Country! (1st Week & 1st YouTube Video!)

She Joined A Strangers Sailboat In A Foreign Country! (1st Week & 1st YouTube Video!) Only one week ago Deia joined my sailboat "Adventureborne" as crew. And already, she's had numerous life changing experiences that will help prepare her for the main goal she is working towards...
Sailing Away From Bad Weather | Dominica to Grenada
Holly and Ray

Sailing Away From Bad Weather | Dominica to Grenada

This week we sailed from Dominica to Grenada to escape the path of Tropical Storm Bret. Along the way, we encountered flocks of birds, pods of dolphins, and angry French fishermen… ——————————————————————— Check out our Blog! Follow us on Instagram! @sv_sabado Shop our gear! **As Amazon assoc...
Sailing Down Island in the Caribbean: Antigua, Guadalupe, Dominica
Holly and Ray

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 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...
Day in the Life of Liveaboard Sailors: Cleaning, Snorkelling, and Sailing!
Holly and Ray

Day in the Life of Liveaboard Sailors: Cleaning, Snorkelling, and Sailing!

We started the week by catching up on chores in St. Thomas, a mundane but necessary task. Holly went for a swim/snorkel around the anchorage and saw some beautiful sea life. The arrival of a large cruise ship solidified our decision to head somewhere new, so we pulled up the anchor and sailed to St....
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...
SAIL WITH US | A Relaxing 3 Day Passage
Holly and Ray

SAIL WITH US | A Relaxing 3 Day Passage

This week we sailed from No Name Harbor to St. Augustine! With light winds and calm seas, we thoroughly enjoyed a relaxing 3 day + 2 night passage with a quick pit stop for fuel in Cape Canaveral. Check out our Blog! Follow us on Instagram! @sv_sabado Shop our gear! **As Amazon associates, we ...
#149 FIRST SINGLE HANDED sail and getting SISU ready to be LEFT ALONE | Sisu Leopard 45 Catamaran
Sailing Sisu

#149 FIRST SINGLE HANDED sail and getting SISU ready to be LEFT ALONE | Sisu Leopard 45 Catamaran

While the cat's away, the mouse will play . . . . . Petro went for her first solo sail!! It was also the first time Sisu went on a mooring ball, so lots of firsts to be had this week. We also share how we prepared Sisu when we left for South Africa A big shoutout to all our subscribers, you...
Magic in the gardens, Sailing the Gulf Islands. (League 35)
Sailing Octopodes

Magic in the gardens, Sailing the Gulf Islands. (League 35)

Now that quarantine is over its time to get back to exploring the Gulf islands. We find a very magical anchorage and visit the famous Butchart Gardens. Follow us on Facebook and Instagram for real time updates @sailingoctopodes Support our adventure on Patreon and get special perks Follow our b...
Beached Boat during our 14 day Quarantine. (League 34)
Sailing Octopodes

Beached Boat during our 14 day Quarantine. (League 34)

Now that we have arrived in Canada we have to spend 14 days Quarantined alone on our Sailboat. winds upwards of 20 knots blew directly into our anchorage and we attempted to rescue a boat that became beached in the blow. Follow us on Facebook and Instagram for real time updates @sailingoctopodes S...
Sailing into Canada During a Pandemic! (League 33)
Sailing Octopodes

Sailing into Canada During a Pandemic! (League 33)

We provision for a 14 day quarantine, and we cross the boarder from the US to Canada. Palle sails the boat into Canada but I have to cross at the land boarder to get Greco into Canada. Follow us on Facebook and Instagram for real time updates @sailingoctopodes Support our adventure on Patreon and...
Storms, Whales, and the Coast Guard, Sailing the San Juan Islands. (League 32)
Sailing Octopodes

Storms, Whales, and the Coast Guard, Sailing the San Juan Islands. (League 32)

We find a good anchorage to ride out the storm as we continue our journey north to Canada. On our way to check out the Whale Museum in Friday Harbor on San Juan Island we got pulled over by the coast guard! Follow us on Facebook and Instagram for real time updates @sailingoctopodes Support our ad...
Our Engine BROKE at the  WORST Time. Sailing Deception Pass! (League 31)
Sailing Octopodes

Our Engine BROKE at the WORST Time. Sailing Deception Pass! (League 31)

As we continue our journey North to Canada, we start to have engine troubles, when we are about to transit the world famous Deception Pass. Deception Pass is famous for its strong currents, back eddies, and standing waves. Its not a good place to loose your engine! Follow us on Facebook and Instagr...
Beyond the Smoke to Canada! Sailing the Puget Sound (league 30)
Sailing Octopodes

Beyond the Smoke to Canada! Sailing the Puget Sound (league 30)

We set sail in low visability and poor air quality due to the wildfire smoke, and start our journey North to Canada! Follow us on Facebook and Instagram for real time updates @sailingoctopodes Support our adventure on Patreon and get special perks Follow our boat on NOFOREIGNLAND:
Sailing the Puget Sound, Through the Fire’s Veil: What we do when the smoke rolls in (league 29)
Sailing Octopodes

Sailing the Puget Sound, Through the Fire’s Veil: What we do when the smoke rolls in (league 29)

The wildfire smoke rolls in and there is nowhere to go to escape it! In this episode we manage deminish visibility and poor air quality as we continue to prep for our passage north. Follow us on Facebook and Instagram for real time updates @sailingoctopodes Support our adventure on Patreon and get...
Mission to find Propane! Provisioning our sailboat for passage,  Sailing the Puget Sound (League 28)
Sailing Octopodes

Mission to find Propane! Provisioning our sailboat for passage, Sailing the Puget Sound (League 28)

In this episode we race against battery power to safely obtain propane for our up coming passage. We also enjoy a relaxing sail complete with a show from a mama and baby porpoise. This is Sailing the Puget Sound. Follow us on Facebook and Instagram for real time updates @sailingoctopodes Support o...
Sailing the Puget Sound: We found a Labyrinth and graffiti art! (League 27)
Sailing Octopodes

Sailing the Puget Sound: We found a Labyrinth and graffiti art! (League 27)

We love exploring new anchorages. you never know what you will find! This week, We explore Port Blakley in the Puget Sound, where we find some incredible graffiti art, and set intentions as we journey into the center of a labyrinth and send our intentions into the universe by method of prayer whee...
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