Watch Sailing & Boating Adventures Around the World – Page 5 of 5

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.

Showing 97-107 of 107 results
Crossing the Atlantic Ocean With an Extra CHALLENGE | Sailing Wisdom [S5 Ep14]
Rigging Doctor

Crossing the Atlantic Ocean With an Extra CHALLENGE | Sailing Wisdom [S5 Ep14]

It is day 1 of our daily vlog across the Atlantic! We set off from Cape Verde on a beautiful day and explain why this passage is different from any other we’ve done before. Not only are we taking a very unique rout to Suriname, but Herby has taken on a special personal challenge. Patreon: Art of ...
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...
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...
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