Watch Sailing & Boating Adventures Around the World

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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Tour of our Classic Cruising Yacht
Rigging Doctor

Tour of our Classic Cruising Yacht

This is an in-depth tour of the cabin, deck, Rigging, and bottom of our 1968 Morgan 45. She has been our home for 8 years, three of which have included an ocean crossing and the Mediterranean! Patreon: Channel Membership: Merchandise: Instagram: Facebook: Website: Paintings: artisticeyestu...
Back & Fill
Sailing Fair Isle

Back & Fill

This is a longer version of the Back & Fill section in Episode 10. Many people ask us about techniques for manoeuvring a long keeled boat. Well we're very lucky as we have a very good bow thruster so it's not so difficult for us. But a bow thruster is not the answer to everything and t...
How to Suture for Emergencies | Sailing Wisdom
Rigging Doctor

How to Suture for Emergencies | Sailing Wisdom

This video is meant for demonstrative purposes only and not a replacement for professionally trained medical treatment. The goal of this video is to show you how to patch someone up to get them to appropriate medical care. This video covers suturing techniques to sew up a deep wound. The video cover...
Transatlantic Part 5: Bermuda Arrival | Sailing Wisdom S3 Ep6
Rigging Doctor

Transatlantic Part 5: Bermuda Arrival | Sailing Wisdom S3 Ep6

SQUALLS for days!! We decide to stop in Bermuda to drop off Frank. He was bringing moral down a whole lot because he didn’t like our pace. We couldn’t guarantee a certain time for arrival, so we all decided it would be best if the two of us continued on by ourselves. It is difficult getting into Ber...
Transatlantic Part 4: The Doldrums And Emergency Sail Repair | Sailing Wisdom Ep 5
Rigging Doctor

Transatlantic Part 4: The Doldrums And Emergency Sail Repair | Sailing Wisdom Ep 5

The adventure continues as we get completely trapped in the doldrums. Spirits are quite low with the lack of forward momentum. Our most important sail, Dill rips from being over used in too much wind under Frank’s watch. We are forced to do an emergency repair. We contemplate stopping in Bermuda on ...
Transatlantic Part 3: Sloop vs. Cutter | Sailing Wisdom S3 Ep4
Rigging Doctor

Transatlantic Part 3: Sloop vs. Cutter | Sailing Wisdom S3 Ep4

We continue our journey and Herby uses a Sextant to track our progress. And since many of our viewers are not sailors, we have included a short lesson on different Sail plans in this episode, plus a chance to win a FREE SHIRT from our rigging doctor store! (Link to store below). #bluewater #transat...
Transatlantic part 2: Catching Fish! | Sailing Wisdom: Season 3 Ep 3
Rigging Doctor

Transatlantic part 2: Catching Fish! | Sailing Wisdom: Season 3 Ep 3

As we continue our transatlantic journey, we hit a snag in the original plan. The weather is not following its normal patterns and we are forced southerly to avoid four large storms that have formed in our path. This combined with the light winds will make for a very long crossing. Spirits rise, how...
Transatlantic Sailing Wisdom | Season 3 Ep 2
Rigging Doctor

Transatlantic Sailing Wisdom | Season 3 Ep 2

We begin our transatlantic journey! Sails: Jib-Josh Staysail-Stan Mainsail-Monty Trysail-P.J. Drifter-Dill Light air main-Lady Mildred Monitor Windvane -Wendy #bluewater #transatlantic #electricmotor Our Swag: Support us on Patreon: Follow us on Instagram: Check out our website: For paint...
Gulf Stream: Squalls and Calms on the Return to Florida | Sailing Wisdom Ep 130
Rigging Doctor

Gulf Stream: Squalls and Calms on the Return to Florida | Sailing Wisdom Ep 130

This is the FINAL video of season 2 of Sailing Wisdom! We journey from the Bahamas across the Gulf Stream to Lake Worth, Florida where we will provision for our Atlantic Crossing. The trip is not as simple or fast as it should be, however, as we encounter multiple squalls and a dead calm that traps ...
Final Days in the Bahamas! | Sailing Wisdom: Episode 129
Rigging Doctor

Final Days in the Bahamas! | Sailing Wisdom: Episode 129

It's time to leave Compass Cay, so we have a relaxing and enjoyable sail back to the Big Majors since the weather isn't quite right yet to return to Florida before the Crossing. We check out "Cruiser's Beach" and enjoy social time with some other people who have anchored nea...
Painting Sailing Companions
Rigging Doctor

Painting Sailing Companions

For painting commissions: [email protected] Website: SocolarArts.com Music: Music provided by Bensound
Compass Cay in the Bahamas | Sailing Wisdom Ep 128
Rigging Doctor

Compass Cay in the Bahamas | Sailing Wisdom Ep 128

We Dinghy through the most brilliantly colored waters we have ever seen to get to Compass Cay Marina. We hike 2 miles across the island to Rachel’s Bubble Bath and enjoy that before heading back to swim with some more nurse sharks! Their bodies feel soft but textured. It’s hard to explain. As if the...
Climbing the Mast! | Sailing Wisdom Ep 127
Rigging Doctor

Climbing the Mast! | Sailing Wisdom Ep 127

In this episode, we prepare for our Atlantic Crossing by doing a rigging inspection up the mast! It's very important to make sure everything is in good order before embarking on such a serious journey. While Herby is the one that needs to go up, Frank and Maddie take advantage of the opportunit...
Bahamas: New Crew, Fish, Sharks! | Sailing Wisdom Ep 126
Rigging Doctor

Bahamas: New Crew, Fish, Sharks! | Sailing Wisdom Ep 126

This video is PACKED with fun stuff! We pick up Frank, our new crew member from Germany. We go to the Thunderball Grotto and swim with hundreds of beautiful fish, and we swim wth sharks! #bahamas #exhuma For painting commissions: [email protected] Our Swag: Support us on Patreon: Follo...
We Made it to the Azores!
Rigging Doctor

We Made it to the Azores!

After 24 days, we made it from Bermuda to the Azores!! We can't wait to show you the videos we have coming up if the Crossing. Thank you for you patience! #azores For painting commissions: [email protected] Our Swag: Support us on Patreon: Follow us on Instagram: Check out our w...
Sail to Staniel Cay | Sailing Wisdom Ep 125
Rigging Doctor

Sail to Staniel Cay | Sailing Wisdom Ep 125

We have a spirited sail to Staniel Cay. A great first day brought us within 11 miles of the island, but we ran into some bad weather the next day and were forced to tack and beat for the rest of the ride. It wasn't very comfortable, but we make it! We run into another speed bump when our dinghy...
Lost Tooth and Birthday Iguanas! | Sailing Wisdom Ep 124
Rigging Doctor

Lost Tooth and Birthday Iguanas! | Sailing Wisdom Ep 124

We sail to Allen's Cay and get there in time to see the iguanas! On the way, however, we lose something very important. It's Maddie's birthday, and to celebrate, Herby takes her to an incredible dinner to cap off a day of feeding lizards and snorkeling. What a time! #bahamas #exhuma ...
Here We Go!!! Real Time Update | Sailing Wisdom
Rigging Doctor

Here We Go!!! Real Time Update | Sailing Wisdom

We are leaving TOMORROW to CROSS THE ATLANTIC!! This is a real-time update about our travels. For painting commissions: [email protected] Our Swag: Support us on Patreon: Follow us on Instagram: Check out our website:
Lost in Nassau! | Sailing Wisdom Ep 123
Rigging Doctor

Lost in Nassau! | Sailing Wisdom Ep 123

This video captures our adventures in Nassau which all begin because we need to mail a painting to its commissioner. Nassau is a strange city. We wouldn't recommend I if you can help avoiding it in your travels. It's very tacky and built up for the enormous cruise ships that come in and ev...
Painting the Perfect Team
Rigging Doctor

Painting the Perfect Team

For painting commissions: [email protected] Our Swag: Support us on Patreon: Follow us on Instagram: Check out our website: Music: Music provided by Bensound Music: Music provided by Spike
On to New Providence! | Sailing Wisdom Ep 122
Rigging Doctor

On to New Providence! | Sailing Wisdom Ep 122

We depart for New Providence which is the Island on which Nassau resides. Not wanting to deal with the crime and traffic at the city, however, so we anchor in a calm anchorage on the other side of the island. The only problem is, there is little access to civilization and we need to get some food. W...
Blue Hole and Snorkeling Fun | Sailing Wisdom Ep 121
Rigging Doctor

Blue Hole and Snorkeling Fun | Sailing Wisdom Ep 121

Herby rebuilds the Honda outboard and Jessica and Ryan arrive! We explore the island where we’re anchored. We then go to Hoffmans Cay to see the amazing blue hole. The awesome drone shots in this video are thanks to Ryan and his drone. After Hoffmans, we head to a neighboring island for some snorkel...
And Then There Were Two | Sailing Wisdom Ep 120
Rigging Doctor

And Then There Were Two | Sailing Wisdom Ep 120

We say goodbye to Jonny and head for the Berry Islands that are more popular for visitors. We quickly discover why this is true and have a picnic on a beach after a short hike with some beautiful views. Herby then teaches us how to service a line, which can be very important on a sailboat! #bahamas...
Trapped in Gales! | Sailing Wisdom Ep 119
Rigging Doctor

Trapped in Gales! | Sailing Wisdom Ep 119

We finally made it to the Berry Islands in the Bahamas, or did we? After sailing across the deep canyons of the Bahamas, we hid between the Stirrup Cays for safety while a powerful system raged over us for days. It turns out that the islands we were hiding behind are privately owned and we were not...
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