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Preparing for Atlantic Crossing in Cape Verde | Sailing Wisdom [S5 Ep13]
Rigging Doctor

Preparing for Atlantic Crossing in Cape Verde | Sailing Wisdom [S5 Ep13]

We are so frustrated because no one will come to our boat to check us into a Cape Verde. Eventually, we pull some strings and solve everything. This gives us time to explore Sal Island, taste the local cuisine, and make some new friends! You won’t want to miss our very in-depth look at the unique cu...
ARRIVAL in Cape Verde After 10 Day Passage | Sailing Wisdom [S5 Ep12]
Rigging Doctor

ARRIVAL in Cape Verde After 10 Day Passage | Sailing Wisdom [S5 Ep12]

We spend a very beautiful final 2 days at sea before our approach to Cape Verde. Upon our arrival, however, we are told we must remain on the boat until the police and doctors come to us for a Covid test. The country is officially open, but after 4 days of waiting, we begin to dip too far into our f...
Nowhere to HIDE on the Ocean | Sailing Wisdom [S5 Ep11]
Rigging Doctor

Nowhere to HIDE on the Ocean | Sailing Wisdom [S5 Ep11]

Nothing like finding your eggs full of maggots when you go to make a nice scrambled egg breakfast! The sail to Cape Verde continues and we make some sail plan changes for the first time on the passage. Maddie shakes out a reef and Herby makes some delicious bread! Our excitement builds as we Wisdom ...
On a 1000 Mile Voyage | Sailing Wisdom [S5 Ep10]
Rigging Doctor

On a 1000 Mile Voyage | Sailing Wisdom [S5 Ep10]

This is a completely unique sailing episode in which we never break the 4th wall. Be a fly on the wall...or a mosquito in the cockpit for an entire day and night at sea. You’ll watch our daily routine in the middle of the Atlantic and feel like you are truly there with us. Patreon: Merchandise: ...
No More SEASICKNESS | Sailing Wisdom [S5 Ep9]
Rigging Doctor

No More SEASICKNESS | Sailing Wisdom [S5 Ep9]

We continue our sail from Madeira to Cape Verde and Maddie finally has a chance to remember why she enjoys sailing so much. She is battling seasickness...and winning! Herby pulls an amazing all-night watch and still manages to fix a chafed line and attempt fishing. Patreon: Art of Boat Repair: M...
SETTING SAIL to Cape Verde! | Sailing Wisdom [S5 Ep8]
Rigging Doctor

SETTING SAIL to Cape Verde! | Sailing Wisdom [S5 Ep8]

We’re off on the second leg of our Atlantic Crossing to Cape Verde! It’s a surreal feeling because we don’t know whether or not the country will be open, so this very well might be our first day and night of an extremely long passage. We discuss our process of provisioning for our ocean crossing and...
Prepare to be AMAZED! | Sailing Wisdom [S5 Ep7]
Rigging Doctor

Prepare to be AMAZED! | Sailing Wisdom [S5 Ep7]

Hold onto your socks because we are about to KNOCK THEM OFF with these amazing adventures in Madeira! Experience this incredibly unique island with us without even leaving your couch and see why it should be on EVERYONE’S bucket list for sailing! Patreon: Art of Boat Repair: Merchandise: Insta...
SAILING into Madeira Island | Sailing Wisdom [S5 Ep6]
Rigging Doctor

SAILING into Madeira Island | Sailing Wisdom [S5 Ep6]

It’s a bumpy sail for us from Porto Santo to Madeira, but we make it despite seasickness and slight winds! On the way, we explane what happened with our chainplates after they broke. We end up pulling into a marina and renting a car to explore this amazing island that surprises us around every corne...
Our year of TRAVEL during COVID-19
Rigging Doctor

Our year of TRAVEL during COVID-19

Art of Boat Repair: Patreon: Channel Membership: Merchandise: Instagram: Facebook: Website: Paintings: [email protected] Amazon: Sun Oven:
Was it WORTH it? | Sailing Wisdom [S5 Ep5]
Rigging Doctor

Was it WORTH it? | Sailing Wisdom [S5 Ep5]

What is this place that we’ve sailed over 1000 miles to see? What makes Porto Santo special? We’ll show you before setting sail for our next destination: Madeira Island!! Patreon: Our Product Reviews: Merchandise: Instagram: Facebook: Website: Paintings: [email protected] Amazon: ...
LIMPING to Land with Jury Rig! | Sailing Wisdom [S5 Ep4]
Rigging Doctor

LIMPING to Land with Jury Rig! | Sailing Wisdom [S5 Ep4]

The torturous passage to Madeira comes to an end! Maddie tries the patch for her seasickness and is therefore able to appreciate the magic of sailing into a port for the first time. Porto Santo requires a covid test before entry, so we get the test and immediately begin taking steps to fix our broke...
BROKEN Chainplates at Sea | Sailing Wisdom [S5 ep3]
Rigging Doctor

BROKEN Chainplates at Sea | Sailing Wisdom [S5 ep3]

Imagine a day of sailing so beautiful we can shower in the cockpit. Now imagine all of that coming to a crashing end when rough seas hit and our chainplates break! Patreon: Merchandise: Instagram: Facebook: Website: Paintings: [email protected] Amazon: Sun Oven: Music provided b...
Soft Shackles | Sailing Wisdom
Rigging Doctor

Soft Shackles | Sailing Wisdom

Soft shackles can solve all your problems! This video will show you how to make your own using a small amount of Dyneema and a very easy to tie know. Patreon: Merchandise: Instagram: Facebook: Website: Paintings: [email protected] Amazon:
STUCK in the Strait of Gibraltar! | Sailing Wisdom [S5 ep2]
Rigging Doctor

STUCK in the Strait of Gibraltar! | Sailing Wisdom [S5 ep2]

Trouble in paradise! We are having a very rough go at our path through the Strait of Gibraltar. Without a diesel, we can’t motor through the light winds to get out before the currents pull us back in. We end up going in circles for a couple of days, and it’s very frustrating. Patreon: Merchandise...
SAILING for Madeira: Leaving Continental Europe | Sailing Wisdom [S5 ep1]
Rigging Doctor

SAILING for Madeira: Leaving Continental Europe | Sailing Wisdom [S5 ep1]

Welcome to Season 5! We are beginning our sail across the Atlantic by heading towards MADEIRA. The Sail through the Strait of Gibraltar is not ideal. It begins fine, but quickly becomes choppy and then completely calm. Maddie struggles with sea sickness and Herby steps up to the plate. Patreon: M...
Ocean Crossing Preparations! | Sailing Wisdom [S4 ep62]
Rigging Doctor

Ocean Crossing Preparations! | Sailing Wisdom [S4 ep62]

Unable to predict whether Madeira or Cape Verde will let us in due to COVID, we set out to provision for our entire Atlantic Crossing. Herby goes up the mast for a rig inspection, and we explore the WWII tunnels in the Rock of Gibraltar! Finally, we set off for Madeira! Floating Pharmacy: Patreo...
PIRATES: How to Deal With Them While Sailing | Sailing Wisdom
Rigging Doctor

PIRATES: How to Deal With Them While Sailing | Sailing Wisdom

How does one deal with pirates when traveling the world in a sailboat? They are a very real threat to cruisers, particularly off the coast of Africa and in some areas of the Caribbean. What measures do we personally take to avoid them and what is our plan if we are attached? This video reveals our p...
Route-Planning our Atlantic Crossing | Sailing Wisdom [S4 ep61]
Rigging Doctor

Route-Planning our Atlantic Crossing | Sailing Wisdom [S4 ep61]

We made it to Gibraltar! After a very long and very calm 5 day passage, we made it to Gibraltar from Almerimar, Spain and now it is time to explore. Herby makes new lazy jacks, and the two of them hike the Mediterranean Steps! Herby and Maddie also discuss possible route options to sail across the A...
Dealing With Light Winds in the Med | Sailing Wisdom [S4 ep60]
Rigging Doctor

Dealing With Light Winds in the Med | Sailing Wisdom [S4 ep60]

We still have no wind, and it has turned a 24 hour journey into 5 days. How do we deal with light winds without a diesel motor? At long last, we arrive in Gibraltar. Patreon: Merchandise: Instagram: Twitter: Facebook: Website: Paintings: [email protected] Amazon: Music provide...
Becalmed in the Mediterranean | Sailing Wisdom [S4 ep59]
Rigging Doctor

Becalmed in the Mediterranean | Sailing Wisdom [S4 ep59]

We are completely becalmed on our way from Spain to Gibraltar, but it doesn’t bother us! We have a chance to get little things done like making yogurt and cooking in the solar oven. We also get visited by a very friendly pod of dolphins! Patreon: Merchandise: Instagram: Twitter: Facebook: ...
Sailing into the Sunset! | Sailing Wisdom [S4 ep58]
Rigging Doctor

Sailing into the Sunset! | Sailing Wisdom [S4 ep58]

We set sail to the west for the first time in our entire 3 year journey, but first, Herby explanes our headsail setup. This includes how to reef our jib and staysail. Join us for our final run in the Mediterranean towards Gibraltar! Integrated Soft Shackle: Regular Soft Shackle: Patreon: Merch...
FASTEST Haul Out EVER! | Sailing Wisdom [S4 ep57]
Rigging Doctor

FASTEST Haul Out EVER! | Sailing Wisdom [S4 ep57]

How do you prepare a boat to cross an ocean in only a few days? With the help of a good friend! We have been sitting in our marina slip for 9 months and desperately needed to add some extra bottom paint for our next transatlantic voyage. We haul the boat, paint the bottom in record time with three c...
Liveaboards Cross the Atlantic!! | Season 5 Trailer
Rigging Doctor

Liveaboards Cross the Atlantic!! | Season 5 Trailer

Get ready for our Atlantic crossing! We will take you with us to Madeira, Cape Verde, Suriname, and the Caribbean on this incredible adventure! Patreon: Merchandise: Instagram: Facebook: Website: Paintings: [email protected] Amazon: Music provided by Concordia Recording: Song: E...
The Island of Mallorca | Sailing Wisdom [S4 Ep56]
Rigging Doctor

The Island of Mallorca | Sailing Wisdom [S4 Ep56]

Mallorca is the biggest island in the Balearics. With its great size comes great history which we show you as we tour the island and show you the best things to see when you travel here too! Covid lockdown was still restricting travel to the island so we got to experience it with almost no other tou...
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