"I am just a random 36 year old german dude from Berlin" :) Our Patreon crew contest winner Jens arrives and brings his brother Uli as his +1! Within ...

We sail from Miami down the Florida Keys to Key West for some fun in the sun! Key west is a special place and we really love it there but we had to keep ...

Grenada is showing us a great time with a lot of waterfalls, great wildlife, and as much chocolate we can eat! But then comes the time to say goodbye to both ...

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Jack Sparrow is alive and well and going on his last raid. With his crew up in the mountains and back down. It's in fact my cousin who's playing the part for ...

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Maddie and Herby explore a beautiful forest island and sail to a restaurant in West River for dinner. They will be on vacation for a week with no more videos ...

Here is surprise early release episode for you all to enjoy! In this episode we leave Winter Inlet for a 60+ nautical mile day to our next destination. ...

Bonaire has over 400 caves and many of them are underwater. We went to find some of them but that was easier said than done! Our PADI open water course ...

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We spend a few days seeing Bimini, including the Ernest Hemingway House before crossing the Gulfstream over to Miami and Biscayne bay where we raft up with a ...

Herby and Maddie slowly creep along with their electric motor when they are becalmed until they reach a magical river filled with amazing islands to explore! ...

In this episode we leave make our way to a new location. For viewing the early release of episodes in this series you can check out my Patreon Page to see all ...

In this action packed episode we meet up with Tonya and Ben, one of the finalists from our "I wanna be a Delos pirate" video competition! We hang out for a ...

It's always awesome whenever we have guests come visit. And when those guests happen to be two lovely ladies, it's doubly awesome! Our friends Liz and Breena ...

There's more ways to sail. This time it's in the air with my friend Jean Yves on his Ultra Light Delta Wing. Amazing experience, yet a bit freaky. Along with ...

Bonus Video- http://patreon.com/svdelos Video Request! How we run a mini-dive shop on a sailboat! A special extra video for our amazing patrons, hope this ...

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Hey everyone and welcome to part 23 of Squires Lady refit in this episode you'll see some of the final preps before launch and we found our Gopro! we are so ...

It's a rainy day and the sail still hasn't come in. Herby organizes his clothes, they collect tons of rain water and use it to wash dishes, and they go for a ...

Herby paints and installs the dinghy rack. He and Maddie discuss the importance of a shakedown cruise and why they are still in Maryland. Support us on ...

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Support us on Patreon: http://www.patreon.comhu/riggingdoctor Follow us on Instagram: http://www.instagram.com/riggingdoctor Check out our website: ...

After brief stop in St. Martin we get back to our route. Hurricane season starts soon and we need to be out and still so much to see and do. So we do - we sail ...