Watch Sailing & Boating Adventures Around the World – Page 5 of 11

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Day 9: Sailing Through a Gale & Finally We Arrive!!! [Ep13]
The Sailing Family

Day 9: Sailing Through a Gale & Finally We Arrive!!! [Ep13]

This is the final DAILY video installment of our 1,500 nautical mile journey south from Hampton, Virginia to Virgin Gorda in the British Virgin Islands. Unfortunately the final night saw us sailing into a Tropical Wave that brought lightning filled squalls, the biggest of which we sailed into right ...
Day 7 & 8: Blasting South – 200nm+ Days [Ep12]
The Sailing Family

Day 7 & 8: Blasting South – 200nm+ Days [Ep12]

We are releasing DAILY videos this week of our 1,500 mile voyage south. Today we release Days 7 and 8, which brought us ideal conditions for blasting south. After days of motoring the wind slowly clocked up. First we had our Spinnaker out, then full sail. By nightfall we were reefed as deep as we co...
Day 6: Tropical Storm is Headed For Us? [Ep11]
The Sailing Family

Day 6: Tropical Storm is Headed For Us? [Ep11]

Imagine getting that email in the middle of the ocean! Today's video is a little different as we review our strategy to deal with a potential Tropical Cyclone (aka Hurricane) development headed for our path. We are too far South to turn around, so should we go East to improve our wind angle whe...
DAYS 4 & 5: Dead Calm, Dolphins & A ‘Green-Flash’ Caught on Film! [Ep10]
The Sailing Family

DAYS 4 & 5: Dead Calm, Dolphins & A ‘Green-Flash’ Caught on Film! [Ep10]

We are releasing DAILY videos this week of our 1,500 mile voyage south. On Days 4 and 5 we finally sailed out of the heavy winds and found calm conditions. The "barf bowl" was put away and spirits improved! Now if only we had "some" wind to sail?! Actually, we were all pretty hap...
Day 2 & 3: Crossing the Gulfstream [Ep9]
The Sailing Family

Day 2 & 3: Crossing the Gulfstream [Ep9]

We are releasing DAILY videos this week of our 1,500 mile voyage south. Today we release Days 2 & 3 as we cross over the Gulfstream. We tried to time our departure to sneak over with following wind and seas, but there was so much wind the sea state remained challenging. It was a bit of a disastr...
DAY 1: 1,500 Nautical Miles Off-Shore Across the Atlantic [Ep8]
The Sailing Family

DAY 1: 1,500 Nautical Miles Off-Shore Across the Atlantic [Ep8]

We had so much great footage of our 1,500 mile voyage off-shore that we will begin releasing DAILY videos all week. Today we kick it off with "Day 1," of course. The next day at 8am EST we will release Day 2 & 3. We think releasing them daily helps give perspective to how loooooooooong...
Preparing for Ocean Crossing | Sailing Wisdom [S3 Ep52]
Rigging Doctor

Preparing for Ocean Crossing | Sailing Wisdom [S3 Ep52]

It's our last day in the Azores as we prepare the boat to leave and head offshore to Portugal. We experience rally car racing in the streets of the historic town. Herby inspects our rigging and find some major issues that need rectifying before we shove off! Lastly, Herby makes a "patch&qu...
BOAT LIFE: The Salty Dawg Rally, Halloween & Sailing into a Storm! [Ep7]
The Sailing Family

BOAT LIFE: The Salty Dawg Rally, Halloween & Sailing into a Storm! [Ep7]

This is the beginning of our voyage as we prepare to leave Hampton, Virginia to sail 1,500 nautical miles off-shore to the Caribbean. We share why we chose the Salty Dawg Rally and the incredible support and family friendly fun that ensued. It's a tight edit with a lot happening, so we hope yo...
Farming in Paradise | Sailing Wisdom [S3 Ep50]
Rigging Doctor

Farming in Paradise | Sailing Wisdom [S3 Ep50]

Our time in São Miguel is coming an end, so we finish off with a surprise tour of a dairy farm. We see all sides of this process including the breeding, milking, and cataloguing of an entire cows life. We make sure to fill our final days on the island with as much cool stuff as possible, so we visit...
Instagram Hot Spring in Real Life! [Azores] | Sailing Wisdom [S3 Ep48]
Rigging Doctor

Instagram Hot Spring in Real Life! [Azores] | Sailing Wisdom [S3 Ep48]

The island of Sao Miguel is famous for its hot springs, and we tried them out! Come along as we test out the different hot springs, each with its own water qualities. We also explore how tea is made on the islands largest tea plantation, Cha Gorreana! #Azores #Hotspring #Travel Patreon: Shirts: ...
Why We Can’t Get Enough of São Miguel | Sailing Wisdom [S3 Ep47]
Rigging Doctor

Why We Can’t Get Enough of São Miguel | Sailing Wisdom [S3 Ep47]

We continue our trip through the beautiful island of São Miguel beginning with a visit to the town of Ribeiriño Grande. We visit a liquor famous liquor distillery and sample the goods before we say goodbye to Maddie’s mom and continue our journey by hiking an amazing trail through nature where we di...
On to São Miguel! | Sailing Wisdom [S3 Ep45]
Rigging Doctor

On to São Miguel! | Sailing Wisdom [S3 Ep45]

With a slight hiccup in leaving Terciera, we head over to Sao Miguel where we begin exploring this magical wonderland! We stay at the Azorean Urban Lodge and visit Sete Cidades. Maddie' mom is still with us on this amazing introduction to what São Miguel has to offer. #Azores #SaoMiguel #Trav...
A Special Guest Comes to the Boat | Sailing Wisdom [S3 Ep44]
Rigging Doctor

A Special Guest Comes to the Boat | Sailing Wisdom [S3 Ep44]

Maddie's mom comes to visit us in the Azores and stays in the boat while it's on the hard! Join us as we show her around the islands and take in the sights that the Azores have to offer. #Azores #Açores #Travel Patreon: Shirts: Instagram: Facebook: Website: Paintings: artisticeyes...
A DC Excursion from the Boat. [Ep6]
The Sailing Family

A DC Excursion from the Boat. [Ep6]

We anchored in Annapolis for the boat show and decided to rent a car to visit Washington DC. The kids had never been and we had an amazing but also emotional visit. We were glad to see our oldest soak in the history and the meaning behind all the memorials. And of course we all had a blast at the Sm...
Utilizing the Sun | Sailing Wisdom S3 Ep 43
Rigging Doctor

Utilizing the Sun | Sailing Wisdom S3 Ep 43

Herby and Maddie prepare their sailboat Wisdom to fully utilize the power of the sun! Solar panels for electricity and solar oven to cook with. #Azores #Solar #Travel Patreon: Shirts: Instagram: Facebook: Website: Paintings: [email protected] Amazon: Hotel Booking: Thanks to ou...
Eating Two-Year-Old Bilge Cheese and Hanking on Our Sails! | Sailing Wisdom [S3 Ep42]
Rigging Doctor

Eating Two-Year-Old Bilge Cheese and Hanking on Our Sails! | Sailing Wisdom [S3 Ep42]

This episode is chock full of excitement! Maddie tests out the galley with some chicken and loves the new sink and cutting boards. We are visited by Matt and Jessica of MJSailing and learn of their plans and adventures before heading to the SEF agent and receiving great news! We clear off the deck a...
Does a Bowsprit Make it a Cutter? | Sailing Wisdom
Rigging Doctor

Does a Bowsprit Make it a Cutter? | Sailing Wisdom

The classical rule for qualifying a sailboat as a cutter or a sloop relates to the position of the mast. If the mast is far forward, it’s a sloop, if it’s aft, it’s a cutter. This seems simple enough, but what happens when you add a bowsprit? Does that make it a cutter? Patreon: Shirts: Instagra...
Island Adventure! | Sailing Wisdom [S3 Ep 41]
Rigging Doctor

Island Adventure! | Sailing Wisdom [S3 Ep 41]

Herby builds the frames for the new solar panels and then the couple rents a smart car to travel around the island and drive to the most amazing hiking trails they have ever seen! Join Herby and Maddie as they hike through mystical forests and volcanic wonderlands! To cap off this amazing day, the m...
The Visa Saga
Rigging Doctor

The Visa Saga

We finally got our residency visa! After 6 months of frustration and work, we finally got our temporary residency visa in our passports! While this process was far from straight forward, we are curious what other people have done to get around the 90 day Schengen window? Patreon: Shirts: Instag...
Nervous About Coming Down | Sailing Wisdom [S3 Ep40]
Rigging Doctor

Nervous About Coming Down | Sailing Wisdom [S3 Ep40]

The boat work is finally finished so they rent a Smart car and go hiking! The Azores are famous for their gorgeous hikes but the boat projects have kept them from exploring and experiencing the island. Now that the sailboat is finished, it is time to play tourist! Patreon: Shirts: Instagram: F...
The Crooked Customs Agents Are… NOT in Puerto Rico! | Apology and Correction
Rigging Doctor

The Crooked Customs Agents Are… NOT in Puerto Rico! | Apology and Correction

I had my story crossed my whole life! When my dad would go on fishing trips, he would always talk about the hassle with crooked customs agents. I always thought he was talking about the agents he encountered when he returned, but that was not the case. The US Customs agents were honest and true. The...
Cockpit Makeover | Sailing Wisdom [S3 Ep39]
Rigging Doctor

Cockpit Makeover | Sailing Wisdom [S3 Ep39]

Flash through the galley completion and join Herby for the construction of our new deck rack! Maddie cleans like crazy and takes us on a walk through Angra. Both of us tackle the monster project of cleaning, sanding, and painting the cockpit in one afternoon, and Herby tackles the boat's batter...
Why Didn’t We Take Our Pets Cruising?  | Sailing Wisdom
Rigging Doctor

Why Didn’t We Take Our Pets Cruising? | Sailing Wisdom

When we set off to go cruising, we made the decision to leave our pets that we love dearly and leave them with our parents. Why? Why not take them cruising? Why not find a way? That is what we discuss. Patreon: Shirts: Instagram: Facebook: Website: Paintings: [email protected]...
Introducing Oscar and the Finished Galley | Sailing Wisdom [S3 Ep38]
Rigging Doctor

Introducing Oscar and the Finished Galley | Sailing Wisdom [S3 Ep38]

The galley refit is finished! Maddie gives the new galley a test run in our new sink surrounded by the mahogany butcher block counter top. Herby also gets to work on some other boat projects as the clock ticks away at their time on the hard. Maddie experiences the European healthcare system as she s...
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