Watch Sailing & Boating Adventures Around the World – Page 2 of 3

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 25-48 of 69 results
Trapped For A Day! | Sailing Wisdom Ep 53
Rigging Doctor

Trapped For A Day! | Sailing Wisdom Ep 53

We visit Tangier and realize its beauty as the sun sets over a great day, but the following day isn't nearly as ideal. A storm hits and we become trapped in Wisdom, unable to make it to shore in Tooth. Support us on Patreon: Follow us on Instagram: Check out our website: Music: Music pr...
Sailing to Tangier | Sailing Wisdom Ep 52
Rigging Doctor

Sailing to Tangier | Sailing Wisdom Ep 52

We finally set off to Tangier! It's a really wonderful sail and we are feeling the positive vibes as we grow that much closer to Bermuda. Support us on Patreon: Follow us on Instagram: Check out our website: Music: Maddie Music: Music provided by Bensound
What’s in Reedville? | Sailing Wisdom Ep 49
Rigging Doctor

What’s in Reedville? | Sailing Wisdom Ep 49

Maddie and Herby spend the day exploring the beautiful, quiet town of Reedville. The day includes a museum tour, a peak at some of the Victorian homes, and ice cream to top it off. Support us on Patreon: Follow us on Instagram: Check out our website: Music: Music provided by Bensound
In the Great Wicomico | Sailing Wisdom Ep 48
Rigging Doctor

In the Great Wicomico | Sailing Wisdom Ep 48

We are forced to wait out the storms in the Great Wicomico River but we make the most of the situation! Support us on Patreon: Follow us on Instagram: Check out our website: Music: Music provided by Bensound
Hurricane Jose | Sailing Wisdom Ep 47
Rigging Doctor

Hurricane Jose | Sailing Wisdom Ep 47

Plans to go to Smith Island are once again thwarted by the weather and we end up turning South into the Great Wicomico River. Support us on Patreon: Follow us on Instagram: Check out our website: Music: Music provided by Bensound
Hammock, Shower, and Departure! | Sailing Wisdom Ep 46
Rigging Doctor

Hammock, Shower, and Departure! | Sailing Wisdom Ep 46

Maddie rigs up the Hammock and relaxes before sharing how we take warm showers on the deck! They then set off for Smith Island despite the looming weather. Support us on Patreon: Follow us on Instagram: Check out our website: Music: Music provided by Bensound
Fun With Friends | Sailing Wisdom Ep 45
Rigging Doctor

Fun With Friends | Sailing Wisdom Ep 45

Maddie and Herby host two good friends for the weekend and have a fabulous time "showing them the ropes!" Support us on Patreon: Follow us on Instagram: Check out our website: Music: Music provided by Bensound
All About the Solar | Sailing Wisdom Ep 44
Rigging Doctor

All About the Solar | Sailing Wisdom Ep 44

Herby explains the solar panels and how they are tied into our electrical system. He also gives some pointers about cooking on a fixed stove while sailing and underway. #solar Patreon: Shirts: Instagram: Facebook: Website: Paintings: [email protected] Hotel Booking: Thanks to o...
Pets On A Boat | Sailing Wisdom Ep 43
Rigging Doctor

Pets On A Boat | Sailing Wisdom Ep 43

We find a marina in st. Mary's where we are able to do some work and talk about important things like what it's like to have pets on a boat. Support us on Patreon: Follow us on Instagram: Check out our website: Music: Music provided by Bensound
A Perfect Day | Sailing Wisdom Ep 42
Rigging Doctor

A Perfect Day | Sailing Wisdom Ep 42

We drop anchor in St. Mary's river and pack a picnic. It's a rough dinghy ride over to the beach, but it's well worth it! We spend a perfect day relaxing and swimming before rowing back to raise the sails and continue on. Support us on Patreon: Follow us on Instagram: Check out o...
Rough Seas and Following Storms | Sailing Wisdom Ep 41
Rigging Doctor

Rough Seas and Following Storms | Sailing Wisdom Ep 41

We start with some cool shots of beating through big seas. Maddie continues to battle seasickness and then a beautiful storm decides to pass over us in the middle of the night... ASupport us on Patreon: Follow us on Instagram: Check out our website: Music: Music provided by Bensound
Monitor Windvane Explained! | Sailing Wisdom Ep 40
Rigging Doctor

Monitor Windvane Explained! | Sailing Wisdom Ep 40

Herby drills some holes in our new oars and does some varnishing before his parents head out and we begin our sail to St. Mary's river! On the way, Maddie struggles with seasickness and Herby discusses the Monitor Windvane. Support us on Patreon: Follow us on Instagram: Check out our websi...
SLEEP IS FOR THE WEAK! | Sailing Wisdom Ep 37
Rigging Doctor

SLEEP IS FOR THE WEAK! | Sailing Wisdom Ep 37

We were thrown around so much at our terrible anchorage that neither of us had gotten any sleep when we set sail once again towards Solomons. We got there in good time, but there was a lot to be done upon our arrival! Support us on Patreon: Follow us on Instagram: Check out our website: Musi...
Shark Teeth and Boat Yoga | Sailing Wisdom Ep 36
Rigging Doctor

Shark Teeth and Boat Yoga | Sailing Wisdom Ep 36

Support us on Patreon: Follow us on Instagram: Check out our website: Music: Music provided by Bensound
Fair Winds and Corgi Snuggles | Sailing Wisdom Ep 35
Rigging Doctor

Fair Winds and Corgi Snuggles | Sailing Wisdom Ep 35

We continue the trek north toward Solomons. Maddie reads, Morty is in an extra adorable mood, we talk about boat decks, and almost get hit by a tug in the dark!! Support us on Patreon: Follow us on Instagram: Check out our website: Music: Music provided by Bensound Music: Music provided ...
Summer Sail and Pickle Tasting | Sailing Wisdom Ep 34
Rigging Doctor

Summer Sail and Pickle Tasting | Sailing Wisdom Ep 34

We run aground again (thanks for your help, Andrew), fill our tanks, get sailing south, discuss synthetic life lines, and taste test our pickles! It's a good time. Support us on Patreon: Follow us on Instagram: Check out our website: Music: Music provided by Bensound
Sailing Wisdom: A Day in a Life | Ep 30
Rigging Doctor

Sailing Wisdom: A Day in a Life | Ep 30

We jump to just before the past week. Herby starts up early in the morning as we slowly ghost out of West River. It's a simple day, but they arrive in their new marina with plenty of daylight to spare and they feel safe leaving the boat for the week of the family reunion. Support us on Patreo...
Sailing Wisdom: Magical Forest Island | Ep 29
Rigging Doctor

Sailing Wisdom: Magical Forest Island | Ep 29

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 until their return! Support us on Patreon: Follow us on Instagram: Check out our website: Music: Music provided by Bensound
Sailing Wisdom: Island Explorers | Ep 28
Rigging Doctor

Sailing Wisdom: Island Explorers | Ep 28

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! Support us on Patreon: Follow us on Instagram: Check out our website: Music: Music provided by Bensound Music: Music provided by Spi...
Thomas Point | Sailing Wisdom Ep 27
Rigging Doctor

Thomas Point | Sailing Wisdom Ep 27

The sail has arrived! Maddie and Herby finally set sail for a gem of a destination in the Chesapeake Bay. Support us on Patreon: Follow us on Instagram: Check out our website: Music: Music provided by Bensound
Laundry on a boat! | Sailing Wisdom Ep 26
Rigging Doctor

Laundry on a boat! | Sailing Wisdom Ep 26

Herby puts finishing touches on the dinghy rack and Maddie cooks lunch. They do laundry aboard and give Morty a much needed bath before letting him roam ashore. Support us on Patreon: Follow us on Instagram: Check out our website: Music: Music provided by Bensound
Navigation Explained! | Sailing Wisdom Ep 23
Rigging Doctor

Navigation Explained! | Sailing Wisdom Ep 23

Support us on Patreon: Follow us on Instagram: Check out our website: Music: Music provided by Bensound Music: Music provided by Spike
Sailing Wisdom: Cruiser Projects | Ep 21
Rigging Doctor

Sailing Wisdom: Cruiser Projects | Ep 21

Maddie Herby take down, flake, and drop off their mainsail for maintenance. Herby does some work on Tooth III, and Maddie reveals her secret for combatting seasickness! Support us on Patreon: Follow us on Instagram: Check out our website: Music: Music provided by Bensound
Sailing Wisdom: CRAB ATTACK! | Ep 19
Rigging Doctor

Sailing Wisdom: CRAB ATTACK! | Ep 19

Maddie and Herby collect over 30 gallons if rain water! They go to a crab restaurant and Maddie gives a tutorial on how to eat a Maryland crab. www.patreon.com/riggingdoctor Follow us on Instagram: Check out our website: Music: Music provided by Bensound
WeBoating
Logo
Shopping cart