Watch Sailing & Boating Adventures Around the World – Page 3 of 6

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 124 results
Atlantic Circumnavigation COMPLETE! | Sailing Wisdom [S4 Ep20]
Rigging Doctor

Atlantic Circumnavigation COMPLETE! | Sailing Wisdom [S4 Ep20]

▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: After completing our circumnavigation of the Atlantic, we make landfall in Florida and pick up another boat pet: Gerry, a Blue and Gold Macaw. ▸ PAINTING COMMISIONS: [email protected] ▸ PHOTOGRAPHY FROM OUR VOYAGE: ↓BINGE WATC...
Blue Water Sailing REALITY | Sailing Wisdom [S4 Ep19]
Rigging Doctor

Blue Water Sailing REALITY | Sailing Wisdom [S4 Ep19]

▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: Sailing not only takes you places, sailing also transports you to a magical realm where the ground becomes a mirror and the sky glows with the light of the heavens! ▸ PAINTING COMMISIONS: [email protected] ▸ PHOTOGRAPHY FROM OU...
Maddie’s First Time Alone | Sailing Wisdom [S4 Ep18]
Rigging Doctor

Maddie’s First Time Alone | Sailing Wisdom [S4 Ep18]

▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: After a week of perfect sailing, the wind gets a little light, so we put up our Drifter and continue sailing at 6 knots in light airs as we effortlessly glide through the calm ocean waters. ▸ PAINTING COMMISIONS: [email protected]...
DON’T FALL IN: Repairs at Sea | Sailing Wisdom [S4 Ep17]
Rigging Doctor

DON’T FALL IN: Repairs at Sea | Sailing Wisdom [S4 Ep17]

▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: When sailing across an ocean, how do we sleep at night? It's too deep to anchor, and there are no marinas to tie up in, so how do we get any sleep when the sun goes down? ▸ PAINTING COMMISIONS: [email protected] ↓BINGE WAT...
Sailing the DREADED Mona Passage! | Sailing Wisdom [S4 Ep16]
Rigging Doctor

Sailing the DREADED Mona Passage! | Sailing Wisdom [S4 Ep16]

▸ PAINTING COMMISIONS: [email protected] ▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: ↓BINGE WATCH↓ CROSSING THE ATLANTIC THE 1ST TIME: CROSSING THE ATLANTIC THE 2ND TIME: SAILING AROUND EUROPE: VAN TRIP THROUGH EUROPE: It’s 1000 miles to our next destination: Florida...
How We Prep for a 10 Day Passage! | Sailing Wisdom [S4 Ep15]
Rigging Doctor

How We Prep for a 10 Day Passage! | Sailing Wisdom [S4 Ep15]

▸ PAINTING COMMISIONS: [email protected] ▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: ↓BINGE WATCH↓ CROSSING THE ATLANTIC THE 1ST TIME: CROSSING THE ATLANTIC THE 2ND TIME: SAILING AROUND EUROPE: VAN TRIP THROUGH EUROPE: While Puerto Rico has been amazing, it's ti...
Herby Breaks Down in Tears | Sailing Wisdom [S4 Ep14]
Rigging Doctor

Herby Breaks Down in Tears | Sailing Wisdom [S4 Ep14]

▸ PAINTING COMMISIONS: [email protected] ▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: ↓BINGE WATCH↓ CROSSING THE ATLANTIC THE 1ST TIME: CROSSING THE ATLANTIC THE 2ND TIME: SAILING AROUND EUROPE: VAN TRIP THROUGH EUROPE: The most beautiful snorkeling in Puerto Rico con...
Swimming Naked in the Bio Bay | Sailing Wisdom [S4 Ep13]
Rigging Doctor

Swimming Naked in the Bio Bay | Sailing Wisdom [S4 Ep13]

▸ PAINTING COMMISIONS: [email protected] ▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: ↓BINGE WATCH↓ CROSSING THE ATLANTIC THE 1ST TIME: CROSSING THE ATLANTIC THE 2ND TIME: SAILING AROUND EUROPE: VAN TRIP THROUGH EUROPE: For generations, Herby's family would play ...
Girls Like to Walk Around NAKED on Boats | Sailing Wisdom [S4 Ep12]
Rigging Doctor

Girls Like to Walk Around NAKED on Boats | Sailing Wisdom [S4 Ep12]

▸ PAINTING COMMISIONS: [email protected] ▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: ↓BINGE WATCH↓ CROSSING THE ATLANTIC THE 1ST TIME: CROSSING THE ATLANTIC THE 2ND TIME: SAILING AROUND EUROPE: VAN TRIP THROUGH EUROPE: We meet up with @Bumsonaboat in Guanica, PR near...
Which Hull Material is BEST: Fiberglass | Sailing Wisdom
Rigging Doctor

Which Hull Material is BEST: Fiberglass | Sailing Wisdom

▸ @MJSailing: ▸ PAINTING COMMISIONS: [email protected] ▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: ↓BINGE WATCH↓ CROSSING THE ATLANTIC THE 1ST TIME: CROSSING THE ATLANTIC THE 2ND TIME: SAILING AROUND EUROPE: VAN TRIP THROUGH EUROPE: This is the 5th in a 5 Part Seri...
Which Hull Material is BEST: Ferrocement | Sailing Wisdom
Rigging Doctor

Which Hull Material is BEST: Ferrocement | Sailing Wisdom

▸ PAINTING COMMISIONS: [email protected] ▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: ↓BINGE WATCH↓ CROSSING THE ATLANTIC THE 1ST TIME: CROSSING THE ATLANTIC THE 2ND TIME: SAILING AROUND EUROPE: VAN TRIP THROUGH EUROPE: This is the 3rd in a 5 Part Series on Hull Mater...
THIS was the Reason We Went CRUISING! | Sailing Wisdom [S4 Ep11]
Rigging Doctor

THIS was the Reason We Went CRUISING! | Sailing Wisdom [S4 Ep11]

▸ PAINTING COMMISIONS: [email protected] ▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: ↓BINGE WATCH↓ CROSSING THE ATLANTIC THE 1ST TIME: CROSSING THE ATLANTIC THE 2ND TIME: SAILING AROUND EUROPE: VAN TRIP THROUGH EUROPE: Back in 2017, we set off to go cruising on a 9 m...
Can we TAKE DOWN A MAST at Anchor?! | Sailing Wisdom [S4 Ep10]
Rigging Doctor

Can we TAKE DOWN A MAST at Anchor?! | Sailing Wisdom [S4 Ep10]

▸ PAINTING COMMISIONS: [email protected] ▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: ↓BINGE WATCH↓ CROSSING THE ATLANTIC THE 1ST TIME: CROSSING THE ATLANTIC THE 2ND TIME: SAILING AROUND EUROPE: VAN TRIP THROUGH EUROPE: We sail from Culebrita to Culebra where we help ...
What Would You Do on a Private Island? | Sailing Wisdom [S4 Ep9]
Rigging Doctor

What Would You Do on a Private Island? | Sailing Wisdom [S4 Ep9]

▸ PAINTING COMMISIONS: [email protected] ▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: ↓BINGE WATCH↓ CROSSING THE ATLANTIC THE 1ST TIME: CROSSING THE ATLANTIC THE 2ND TIME: SAILING AROUND EUROPE: VAN TRIP THROUGH EUROPE: The USVI has been a sailing dream come true but ...
Make YOUR BOAT BETTER For CHEAP? | Sailing Wisdom [S4 Ep8]
Rigging Doctor

Make YOUR BOAT BETTER For CHEAP? | Sailing Wisdom [S4 Ep8]

▸ PAINTING COMMISIONS: [email protected] ▸ THE VIEW: Joy of Life Villa, St. John: ▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: ↓BINGE WATCH↓ CROSSING THE ATLANTIC THE 1ST TIME: CROSSING THE ATLANTIC THE 2ND TIME: SAILING AROUND EUROPE: VAN TRIP THROUGH EUROPE: Join H...
Sailing in the USVI | Sailing Wisdom [S4 Ep7]
Rigging Doctor

Sailing in the USVI | Sailing Wisdom [S4 Ep7]

▸ PAINTING COMMISIONS: [email protected] ▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: ↓BINGE WATCH↓ CROSSING THE ATLANTIC THE 1ST TIME: CROSSING THE ATLANTIC THE 2ND TIME: SAILING AROUND EUROPE: VAN TRIP THROUGH EUROPE: What is it like to cruise in the USVI, the sailo...
What’s WRONG With Our Electric Motor?! | Sailing Wisdom [S4 Ep6]
Rigging Doctor

What’s WRONG With Our Electric Motor?! | Sailing Wisdom [S4 Ep6]

Subscribe directly with us so you never miss an episode: We are off to another island in the Caribbean! But first we need to figure out what the problem is with our motor. Herby is a lot of things, but he’s not an electrician, which makes trouble-shooting an electric motor a bit tricky. Can we fix...
Where Can You Swim With SEA TURTLES!? | Sailing Wisdom [S4 Ep5]
Rigging Doctor

Where Can You Swim With SEA TURTLES!? | Sailing Wisdom [S4 Ep5]

Subscribe directly with us so you never miss an episode: What makes a particular cruising area a "Sailing Paradise"? Is it awesome sails to new and beautiful coves, or excellent protection from the wind and seas? Maybe its white sandy beaches with incredible snorkeling once you arrive at...
Can You SINGLE HAND a Big Sailboat? | Sailing Wisdom [S4 Ep4]
Rigging Doctor

Can You SINGLE HAND a Big Sailboat? | Sailing Wisdom [S4 Ep4]

▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: How big is too big when it comes to solo sailing and single handing a sailboat? Herby accepts the challenge of single handing and solo sailing Wisdom, a Morgan 45 from 1968, from one mooring ball to another in the St. John National Park, i...
Electric Motor Range Test and Setting a Swell Bridle | Sailing Wisdom [S4 Ep3]
Rigging Doctor

Electric Motor Range Test and Setting a Swell Bridle | Sailing Wisdom [S4 Ep3]

In the beautiful waters of the US Virgin Islands, we had a swell coming in from the side making our anchorage miserable! Herby sets up a swell bridle to point the bow into the wave and stop the horrible rolling motion. 0:00 Intro 0:40 Setting Sail 2:20 Grabbing a Mooring Ball 4:00 Swell Bridle 5:18...
Why You Should Sail to the USVI | Sailing Wisdom [S4 Ep2]
Rigging Doctor

Why You Should Sail to the USVI | Sailing Wisdom [S4 Ep2]

After a delightful sail around the southern coast of St. John, we anchor near Cruz Bay to enjoy and explore the main town on this nature island. What better way to finish up the day than to go for a nice swim in crystal clear waters! 0:00 Intro 0:15 Sailing around St. John 3:13 Two Anchors Deploye...
Season 4 Trailer: Sailing The Caribbean in 4K
Rigging Doctor

Season 4 Trailer: Sailing The Caribbean in 4K

Get excited for season 6 of Rigging Doctor in which we take you sailing in the Caribbean! Learn why this is dubbed the “Sailor’s Playground” and enjoy magical places that may be familiar or brand new! 0:00 Welcome to the Caribbean Patreon: Merchandise: Instagram: Facebook: Website: Painting...
OMG! Our Boom FELL OFF!! | Sailing Wisdom [S3 Ep38]-
Rigging Doctor

OMG! Our Boom FELL OFF!! | Sailing Wisdom [S3 Ep38]-

As we near the end of our Atlantic Crossing, our BOOM FALLS OFF! Can we make it into the river safely? 0:00 Intro 0:20 Map 0:30 Morning Sailing 1:24 What color is the water today? 1:40 Light air sailing 2:27 The smell of land 3:42 Food supply after a crossing 4:20 Cooking on a passage 5:00 THE BOOM...
What Smells so BAD after 26 Days at Sea? | Sailing Wisdom [S3 Ep37]
Rigging Doctor

What Smells so BAD after 26 Days at Sea? | Sailing Wisdom [S3 Ep37]

After 26 days at sea, something is really starting to smell! 0:00 Intro 0:18 Map 1:04 Morning Sailing 1:45 Sails going up 2:30 Where's the land? 3:21 What Color is the Water Today? 3:35 Electric Motoring off of Solar Power 4:06 The Smell 6:07 Herby's Sleep Time 7:10 Sun is setting 7:54 Wi...
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