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 55 results
Here We Go!!! Real Time Update | Sailing Wisdom
We are leaving TOMORROW to CROSS THE ATLANTIC!! This is a real-time update about our travels. For painting commissions: [email protected] Our Swag: Support us on Patreon: Follow us on Instagram: Check out our website:
Lost in Nassau! | Sailing Wisdom Ep 123
This video captures our adventures in Nassau which all begin because we need to mail a painting to its commissioner. Nassau is a strange city. We wouldn't recommend I if you can help avoiding it in your travels. It's very tacky and built up for the enormous cruise ships that come in and ev...
Painting the Perfect Team
For painting commissions: [email protected] Our Swag: Support us on Patreon: Follow us on Instagram: Check out our website: Music: Music provided by Bensound Music: Music provided by Spike
On to New Providence! | Sailing Wisdom Ep 122
We depart for New Providence which is the Island on which Nassau resides. Not wanting to deal with the crime and traffic at the city, however, so we anchor in a calm anchorage on the other side of the island. The only problem is, there is little access to civilization and we need to get some food. W...
Blue Hole and Snorkeling Fun | Sailing Wisdom Ep 121
Herby rebuilds the Honda outboard and Jessica and Ryan arrive! We explore the island where we’re anchored. We then go to Hoffmans Cay to see the amazing blue hole. The awesome drone shots in this video are thanks to Ryan and his drone. After Hoffmans, we head to a neighboring island for some snorkel...
And Then There Were Two | Sailing Wisdom Ep 120
We say goodbye to Jonny and head for the Berry Islands that are more popular for visitors. We quickly discover why this is true and have a picnic on a beach after a short hike with some beautiful views. Herby then teaches us how to service a line, which can be very important on a sailboat! #bahamas...
Trapped in Gales! | Sailing Wisdom Ep 119
We finally made it to the Berry Islands in the Bahamas, or did we? After sailing across the deep canyons of the Bahamas, we hid between the Stirrup Cays for safety while a powerful system raged over us for days. It turns out that the islands we were hiding behind are privately owned and we were not...
Berry Island Adventures | Sailing Wisdom Ep 118
We sail for the Berry Islands and find a comforting place to anchor in preparation for the stormy weather to come. But when we venture forth in Tooth to explore the surrounding islands, we are disappointed to find that all of the ones nearby are privately owned by cruise lines! We do get to see some...
How to Clean a Conch: West End, Bahamas | Sailing Wisdom Ep 117
We decide to explore a bit of West End and attempt to get SIM cards for our phones. This proves to be a fruitless mission, but some good does come out of it! We run into a man named “Down Pack” who teaches us how to clean a conch. Conch is a popular Bahamian delicacy and seems to be the main source ...
Gulf Stream Crossing and Bahamas Check-in! | Sailing Wisdom Ep 116
We FINALLY head off to the Bahamas after doing some last minute land chores. We are joined by a new crew member, Jonny, who is great help with watches as well as cooking! The Winds are ideal for our Golf Stream crossing and it goes off without a hitch. We arrive at West end and lose no time before c...
Can YOU Raise a Mast Without a Crane? | Sailing Wisdom Ep 115
We help a fellow cruiser (Emily) from DinghyDreams raise her mast. We raised her deck stepped mast without the use of a crane., instead using another boat and several control lines. Those involved in this adventure: Emily Johnny Tony Tom Maddie (behind the camera) Herby Then we venture into the Gr...
Through the Bridge! | Sailing Wisdom Ep 114
We make it through the bridge with a parade of other boats! We very much enjoy West Palm Beach. It is a crowded, but lively anchorage with great access to land. Herby is finally able to do one more important inspection from the inside of the lick w that had been banging against the shore during our ...
Anchoring and Exploration | Sailing Wisdom Ep 113
We are forced to wait in Lake Worth for 4 days until the bridge construction finished and we can make it to West Palm. In the mean time, we have some anchoring adventures and explore the town. For painting commissions: [email protected] Our Swag: Support us on Patreon: Follow us on Ins...
The Haul Out (Part 2): Bottom Paint and SPLASH| Sailing Wisdom Ep 112
We finish the glass work on the haul first thing. While Maddie paints the bottom, Herby installs our new Edson rudder quadrant. Maddie does a new mural on the starboard side and Herby adds some designs of his own on the port side. We once again get back in the water and immediately hit yet another r...
The Haul Out (Part 1): How to Patch Fiberglass | Sailing Wisdom Ep 111
We spend a day with Jessica and Ryan in West Palm Beach before moving to a nearby marina to get hauled out and assess the damages from the accident. We get to work right away and try to stay positive as we teach viewers how to do patch work with fiberglass. For painting commissions: artisticeyestu...
$10,000 Mistake | Sailing Wisdom: Ep 110
It’s time to head towards Miami! We begin with very calm weather until the front hits and gives us a stunning day of sailing. On the third day at midnight, things go south (or east) quickly and we are swept onto shore after our windvane breaks loose and we aren’t paying enough attention. The tow end...
We’re not the Only Ones! | Sailing Wisdom Ep 109
We begin with an amazing Easter buffet with our good friends, Pate and Laurie who take us on an adventure to see a beautiful street of Banyan trees and a park! On our last day in Fort Pierce, we do some chores and meat a wonderful couple who ALSO had an electric motor!! We have a great time with the...
How to Install a Stern Anchor Roller and More! | Sailing Wisdom Episode 108
HEADS UP: This episode takes place BEFORE the accident that we updated you about. We are now back to our regular timeline of events and stories, so stand by for more on what happened. In this episode, we are still in Fort Pierce and we take care of a lot of important things. Herby installs our new s...
Corgi and Family First | Sailing Wisdom Ep 107
Not gonna lie, this video is mostly about Morty. We go back to Baltimore for a week because Maddie's Grandfather passed away and Herby's sister had a baby. Family will always come first. It's still a pretty awesome video and I'd watch it until the end if I were you. For paintin...
Bilge Pumps and Beaches | Sailing Wisdom Ep 106
So much happens in this episode! Herby finishes our new stern roller and finds out the BIG problem with our bilge pump! We explore Fort Pierce, do some singing, and test out some more of the local cuisine. Herby racks up the outside of the boat while Maddie cleans the inside and edits more videos, a...
Exploding Boat Bursts Into Flames! | Sailing Wisdom Ep 105
We continue our journey south and arrive at Fort Pierce, FL. Shortly after arriving, a boat explodes into flame and sends a towering pillar of smoke high into the sky. It's amazing how quickly the local fire department extinguished the flames! Thankfully there were no injuries. We meet new fri...
Further South We Go! | Sailing Wisdom Ep 104
We spend a bit more time in Fernandina and are joined by our friends, Jessica and Ryan before setting back out to the ocean for the journey further south towards Miami. Herby explains the importance and convenience of AIS. For painting commissions: [email protected] Our Swag: Support us...
The Dinghy Challenge | Sailing Wisdom Ep 103
We explore Fernandina and have an adventure with the dinghy! For painting commissions: [email protected] Our Swag: Support us on Patreon: Follow us on Instagram: Check out our website: Music: Music provided by Bensound