Watch Sailing & Boating Adventures Around the World

Trans-Atlantic: In for the Long Haul (Calico Skies Sailing Ep. 3)

After being at sea for a week we are in the groove of our passage. We decide to skip a stop in the Canary Islands and take our chances continuing non-stop to the Caribbean! -~-~~-~~~-~~-~- Thanks to our Patrons! Enjoying our channel? Consider joining the Calico Skies Patreon family for as little ...

Apr 02, 2019
Language: EN
Play Time: 00:05:25

Want to See my Seacock? | Sailing Wisdom [S3 Ep33]

The head refit is coming along nicely! The old seacock is removed, the wood paneling gets installed, and most importantly: Maddie sprains her ankle! Maddie is out of commission for the next several days as she waits for her ankle to heal while Herby keeps working on the head refit. Time is running o...

Mar 31, 2019
Language: EN
Play Time: 00:19:57

Trans-Atlantic Crossroads (Calico Skies Sailing Ep. 2)

It's around the 5 or 6 day mark of our Trans-Atlantic and we're just starting to get into the groove when we're forced to make a choice which becomes a defining moment in our passage. We're facing the first big challenge on this journey but its all just part of the adventure! -~...

Mar 26, 2019
Language: EN
Play Time: 00:09:11

Zhiyun Weebill Lab. First Impressions. Is this the perfect travel gimbal? (4K)

In this episode, take a first look at the Zhiyun Weebill Lab, which is a 3 axis motorized gimbal for mid-sized cameras. This is a very compact gimbal that has a rated weight capacity of 6.5lbs. But, is it the perfect travel gimbal? We shall see. If you want to see a full list of the gear I use t...

Mar 20, 2019
Language: EN
Play Time: 00:16:46

Sailing the 1000 Island in Canada, in the Fall, It’s BRISK! Sailing to Hay Island and Sugar Island.

In this episode, we were nearing the end of the 2018 sailing season here in the 1000 Islands. Sailing in the fall is beautiful but at times (and especially at night) it can be Brisk. Even though it was super chilly at times, Janice still goes swimming! I know, she is CRAZY or she has polar bear b...

Mar 18, 2019
Language: EN
Play Time: 00:26:05

Place your bets! (Calico Skies Sailing Ep. 1)

As temperatures drop in Gibralter this fall we decide to make a beeline back to the Caribbean and have big money riding on our plan to complete the 3400 mile trip in just 25 days - no crew - just us, our 36 foot sailboat, and a whole lot of ocean. -~-~~-~~~-~~-~- Thanks to our Patrons! Enjoying o...

Mar 18, 2019
Language: EN
Play Time: 00:06:05

So Much Head…Refit Work | Sailing Wisdom [S3 Ep31]

We start off with a phone call to Lady K Sailing ( where we discussed rigging options for his boat. Herby continues the head refit, but instead of tearing out, he finally gets to start installing it back in! Watch as the new and improved shower design comes to life! Patreon: Shirts: Instagram: ...

Mar 17, 2019
Language: EN
Play Time: 00:17:51

The Pain of Lost Footage. Editing Help and Looking For A Filming Sidekick.

In this Episode of Cruising Off Duty we get some editing help but unfortunately, the new editor had to deal with lost footage. The footage the new editor was given was of us sailing to Picton Ontario, but all of the footage from the Vlog Camera, where Janice and I do most of our talking to the came...

Mar 15, 2019
Language: EN
Play Time: 00:20:30

Diesel VS Gas Generator?! | Sailing Wisdom

Which generator do we prefer: diesel or gas? We have both, but we have to get rid of one. Which will it be and WHY? Patreon: Shirts: Instagram: Facebook: Website: Paintings: [email protected] Amazon: Hotel Booking: Thanks to our sponsors: Audible: Sun Oven: Aleader Watershoe...

Mar 14, 2019
Language: EN
Play Time: 00:07:01

The Struggle is REAL | Sailing Wisdom

Ever wonder what goes on behind the scenes of your favorite sailing vloggers? This video gives you an insight into the struggles and work that goes on behind the scenes with Sailing YouTubers and Vloggers. Patreon: Shirts: Instagram: Facebook: Website: Paintings: [email protected]...

Mar 12, 2019
Language: EN
Play Time: 00:10:06

Atlantic Sailing Gone Wild! EP 26

Mid-Atlantic insanity, it’s a thing. As we approach the halfway point, our minds start to wander; idleness becomes antics and our Starship devolves into a theater of shenanigans! It’s ridiculousness for the sake of fun. I confess to being mischievous -- Filming and editing this episode to highligh...

Mar 10, 2019
Language: EN
Play Time: 00:12:09

This is why the hard hats | Sailing Wisdom [S3 ep30]

The day has finally come! The topsides are getting painted which means we need to evacuate the boat! We hike Monte Brazil where we see the cutest deer and make friends with a cat. We’ve met some fellow Americans at a restaurant who happened to be staying at the fort hotel behind our boat, so we deci...

Mar 10, 2019
Language: EN
Play Time: 00:18:53

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...

Mar 03, 2019
Language: EN
Play Time: 00:15:35

The Channel’s New Direction. Making episodes with our viewers! You are invited on our boat!

We want to live life to the fullest and have all sorts of experiences so that we can make tons of lasting memories and the best way to do that is to slightly change the direction of the Cruising Off Duty channel. It will not be only sailing going forward. We want to experience all sorts of activ...

Feb 24, 2019
Language: EN
Play Time: 00:12:51

Do you have an appointment? | Sailing Wisdom [S3 Ep 27]

Herby and Maddie return to the states to visit their family and pets for the holidays. While back in the states, Herby works full time as a dentist to earn money which allows them to go cruising. They also begin the process of getting their residency visas in Portugal in hopes that this would then a...

Feb 24, 2019
Language: EN
Play Time: 00:19:13

What YOU Need to Know About Schengen | Sailing Wisdom

Have you ever heard of Schengen? Most Americans haven’t! If you ever intend to travel to Europe, you need to watch this video. We will help prepare you for what we were not prepared for. Schengen makes travel through Europe seamless, as long as you are only traveling for a short period of time. T...

Feb 19, 2019
Language: EN
Play Time: 00:09:50

How We Missed the Start Line Sailing Transatlantic! EP 23

We Missed the Start Line! Boatlife ain’t Simple. EP 23 There are worse places to be stranded…. Maybe with some luck we can set sail eventually, but making the start line seems unlikely. First leg of our transatlantic comes to an end. We arrive in Cape Verde at dawn with Venus and the sun rising b...

Feb 17, 2019
Language: EN
Play Time: 00:14:41

How much does Youtube pay? Can’t you live on that and sail and travel the world now? Reality!

The #1 question we get is why we seem to be waiting 4-5 years to sell everything and sail the world. Why don't you just go now? You have a Youtube Channel, don't you get paid for the views? Can't you live on that while you travel the world? Believe me, we live on the belief that ...

Feb 14, 2019
Language: EN
Play Time: 00:16:40

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...

Feb 12, 2019
Language: EN
Play Time: 00:06:15

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...

Feb 10, 2019
Language: EN
Play Time: 00:20:52

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...

Feb 07, 2019
Language: EN
Play Time: 00:06:13

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...

Feb 05, 2019
Language: EN
Play Time: 00:06:43

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...

Feb 03, 2019
Language: EN
Play Time: 00:10:50

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: ...

Jan 31, 2019
Language: EN
Play Time: 00:04:04

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