Watch Sailing & Boating Adventures Around the World – Page 53 of 63

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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Los Roques, Venezuela – An untouched paradise – Part 1: Ep 19
Sailing Parlay Revival

Los Roques, Venezuela – An untouched paradise – Part 1: Ep 19

In this episode we arrive at the archipelago of Los Roques, Venezuela, against many people's advice, as Venezuela is one of the most dangerous countries in the world. But a few friends of ours had visited the islands recently and told us it was safe, and an absolute paradise, so we decided to g...
NASTY Boat Surprise | Sailing Wisdom [S3 Ep 28]
Rigging Doctor

NASTY Boat Surprise | Sailing Wisdom [S3 Ep 28]

Herby and Maddie return to Wisdom in the Azores and discover some nastiness! Herby also gets some major work accomplished in the head refit. They also set off and explore the beautiful wonders of the island of Terceira. Patreon: Shirts: Instagram: Facebook: Website: Paintings: artisticeyestu...
SailAway 54 | Angry Storms on the Intracoastal Waterway | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 54 | Angry Storms on the Intracoastal Waterway | Sailboat Living Sailing Vlog

Inventive Dock Departure, CRAZY STORMS on the ICW, and general day in the life sailing!! After a fun weekend with Beau and Brandy of Sailing Saoirse and a sailing regatta that got cancelled by some pretty violent weather, we left Ft. Pierce to head south on the Intracoastal Waterway. Only to get h...
Sailing to Los Roques, Venezuela – Part 2
Sailing Parlay Revival

Sailing to Los Roques, Venezuela – Part 2

In part one of this episode we left Grenada in our hurricane damaged boat headed for Los Roques, Venezuela. We give the mainland a wide berth to avoid pirates so the passage takes 4 days. See PART ONE here: In this episode we get through a squall which hits us from behind, miss a good fishing...
SailAway 53 | Sailboat Racing with Sailing Saoirse! (almost) | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 53 | Sailboat Racing with Sailing Saoirse! (almost) | Sailboat Living Sailing Vlog

THE FEARLESS CREW AWAKES! The DOG EATS like a KING! THEY PLOW the waves FEARLESSLY to the RACE START...and get their a%#es kicked by the channel! That about says it all! We had sailed Layla up to Fort Pierce to take part in the Ft. Pierce Yacht Club's Offshore Regatta, meeting our new fro...
Sailing to Los Roques, Venezuela: Part 1- Episode 17
Sailing Parlay Revival

Sailing to Los Roques, Venezuela: Part 1- Episode 17

In this episode the Parlay Revival crew depart Grenada to sail to Los Roques, Venezuela. They are a crew of 6, with only the captain Colin ever done any proper sailing before, so he gives everyone a sailing lesson before everyone does their watches. Everything is going smoothly in their hurricane da...
Whaling Where Waterfalls UP! | Sailing Wisdom [S3 Ep26]
Rigging Doctor

Whaling Where Waterfalls UP! | Sailing Wisdom [S3 Ep26]

The second half of our Flores side trip where we continue to explore the island and experience first hand the immense power of the wind! Waterfalls up! Powerful hurricane force winds fall on the island and alter reality! Up is down, down is up, and nowhere is safe from the wind. #flores #azores #t...
SailAway 52 | Back to Florida and ICW Cruising | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 52 | Back to Florida and ICW Cruising | Sailboat Living Sailing Vlog

More Northern Antics, BACK TO FLORIDA, and ICW CRUISING for another voyage!!! This week we finally get back from our Ohio hiatus and discover a sea of green algae surrounding Layla! Only one thing to do, and that's to get her out in some crystal clear water for a little excursion! We make ou...
Rainman Watermaker: 10-Minute Challenge! Kelly vs. Rainman! (Sailing Satori) OTH:8
Sailing Satori

Rainman Watermaker: 10-Minute Challenge! Kelly vs. Rainman! (Sailing Satori) OTH:8

BLOG - Why we chose Rainman - Get a Rainman - *Enter promo code SATORI to get $100 worth of free extras. (5 spare pre-filters, TDS meter, Rainman T-shirt) It’s Kelly vs. the Rainman! We put this challenge to the test, straight from the box to fresh water in just 10 minutes! Since Kelly isn’t the...
Should You Stay in School Before Living the Dream? | Sailing Wisdom
Rigging Doctor

Should You Stay in School Before Living the Dream? | Sailing Wisdom

You decide you want to live the simple life and travel instead of getting a 9 to 5 job. Maybe you want to go cruising full time! There is no college major for “cruising” so why go to school? In this video, Herby and Maddie talk about their thoughts on education and if it’s worth it if you want to li...
Partying with Sailing Delos in Grenada – Episode 16
Sailing Parlay Revival

Partying with Sailing Delos in Grenada – Episode 16

In this episode we have the pleasure of meeting a few crew off Sailing Delos, in Grenada. Sailing Delos are the pioneers of the sailing channel industry, and it was so great to get an insight into what it's like to actually be a hugely successful youtube channel. We have a few drinks with them ...
Flores, Azores: The Most Beautiful Place in the World | Sailing Wisdom [S3 Ep25]
Rigging Doctor

Flores, Azores: The Most Beautiful Place in the World | Sailing Wisdom [S3 Ep25]

Herby and Maddie take a vacation from the boat work and venture off to the magical land of Flores (pronounced Floresh) where the encounter untouched natural beauty in the westernmost point of Europe and the most western Portuguese Colony. Herby and Maddie saw Flores in the distance as they entered t...
SailAway 51 | EPIC .25 Knot Sailboat Crash! | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 51 | EPIC .25 Knot Sailboat Crash! | Sailboat Living Sailing Vlog

EPIC .25 KNOT SAILBOAT CRASH!! ;-) Serious light wind racing, rum drinking, and drone flying!! This week we wrap up our Ohio sailing tour with some Wednesday night racing on Alum Creek Lake in Central Ohio. We just didn't have wind! But you can see how diehard racers do it, even when the bre...
Kelly Bucked Off A Horse & Building a Sailboat Mooring (Sailing Satori S2:E20)
Sailing Satori

Kelly Bucked Off A Horse & Building a Sailboat Mooring (Sailing Satori S2:E20)

Get background info on this video and more CLICK HERE: Happy with Luperon as a hurricane season hold-up, we install our own mooring with the help of the locals. We tour the countryside on horseback and Kelly gets kicked off by the lone stallion!
What’s the Deal With SPREADERS? | Sailing Wisdom
Rigging Doctor

What’s the Deal With SPREADERS? | Sailing Wisdom

Ever wonder why sailboats have spreaders? And why some have many while others only have one? In this video, Herby and Maddie explain what spreaders are for and how they work. They also go into detail about keel stepped vs deck stepped masts, as well as typical single and double spreader setups. #s...
Ep 67 Cruising Destinations: Fiscardo, Greece (Quick Take) Sailing Talisman
Sailing Talisman

Ep 67 Cruising Destinations: Fiscardo, Greece (Quick Take) Sailing Talisman

From summer of 2018, a short (but sweet) episode where we make a stop at the small harbor of Fiscardo, on the Greek Ionian island of Kefalonia. We take an afternoon to dinghy to the adjacent bay to observe the technique of long-lining. Back in town, Talisman is right on the town quay, and we drink b...
How Rigging Doctor Began | Sailing Wisdom
Rigging Doctor

How Rigging Doctor Began | Sailing Wisdom

Ever wonder how your favorite Youtube Channel started? How it came to be? Herby and Maddie take a look down memory lane to talk about how they started Rigging Doctor! #Riggingdoctor #travelvlog #vlog Patreon: Shirts: Instagram: Facebook: Website: Paintings: [email protected] Amazo...
Chop it up into little pieces | Sailing Wisdom [S3 Ep24]
Rigging Doctor

Chop it up into little pieces | Sailing Wisdom [S3 Ep24]

Herby and Maddie continue tearing out the old head to make room for the head refit they are doing. They also take a break from the work to visit the sulfur pits on the island of Terceira, Azores. #Azores #boatwork #refit Patreon: Shirts: Instagram: Facebook: Website: Paintings: artisticeyes...
Capri Water Adventureland – Tranquilo Sailing Around the World Ep.28
Sailing Tranquilo

Capri Water Adventureland – Tranquilo Sailing Around the World Ep.28

Join us as we sail to the far side of Capri and Marina Piccolo, where we find a wonderland full of adventure opportunities - clear waters, rock arches, and underwater grottos. If you want fun in Capri, here it is! Thank you for your support, we couldn't do this without you! - - Music ackno...
How To Tie the Alpine Butterfly Knot (Correction Video) | Sailing Wisdom
Rigging Doctor

How To Tie the Alpine Butterfly Knot (Correction Video) | Sailing Wisdom

In a previous how to, I showed the farmer’s loop and called it an alpine butterfly knot. This is a correction to that video and a comparison of the two knots. They have similar properties and similar ways of being tied, but they are different knots! #knot #alpinebutterfly #howto Patreon: Shirts: ...
How We Met | Sailing Wisdom
Rigging Doctor

How We Met | Sailing Wisdom

Ever wonder what it’s like to date when living on a boat? Herby and Maddie take you way back, back to how they met and came to be the married couple that is cruising the world at such a young age. #Liveaboard #Tinder #Sailor Patreon: Shirts: Instagram: Facebook: Website: Paintings: artistice...
We Have a Dirty Little Secret | Sailing Wisdom [S3 Ep23]
Rigging Doctor

We Have a Dirty Little Secret | Sailing Wisdom [S3 Ep23]

We are living in squalor and celebrate São Martinho and eat whole sardines. Herby finished the closet reconstruction while Maddie does the laundry at a friends house. The boat painting continues as the floor project gets completed. Herby also works with foam core to build the chimney base. A powe...
SailAway 50 | DON’T GIVE UP THE SHIP!! – Perry’s Monument, Put-In-Bay | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 50 | DON’T GIVE UP THE SHIP!! – Perry’s Monument, Put-In-Bay | Sailboat Living Sailing Vlog

Regatta Racing, Perry's Monument, and more sights on infamous Put-In-Bay, Lake Erie! This week we continue our stay on Put-In-Bay on Lake Erie as Eric races the J-24, Orange Whip, with the boys, we tour the historic Perry's Monument (DON'T GIVE UP THE SHIP!), and show you more of the...
How to Travel With Tools | Sailing Wisdom
Rigging Doctor

How to Travel With Tools | Sailing Wisdom

We all think of sailing as traveling, but what about when you need to get to your boat? Herby goes over how he packs for a flight to the boat with all the materials he needs to get the projects taken care of! Patreon: Shirts: Instagram: Facebook: Website: Paintings: [email protected]...
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