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This Was NOT Part of the Plan…INJURED while Anchoring | VLOG 286

👇 Drop a comment: This week we're cruising down the ICW with Oakley and Jackson onboard, weaving through narrow channels and shifting sandbanks. Just when we thought we were in the clear, storms rolled in—and to top it off, I managed to injure myself while anchoring. Classic. ⛵️ KEEP UP WITH...

Jun 15, 2025
Language: EN
Play Time: 00:21:58

Episode 100! Exploring Florida’s anchorages and beaches

Sorry about going dark for 2 weeks but crazy things have happened which will be explained in future episodes. (More disasters) In this video new crew joins and we sail south towards Miami exploring Peck lake.

Jan 06, 2024
Language: EN
Play Time: 00:24:24

The END of Our ICW Journey | Sailing Wisdom [S5 Ep50]

▸ MATERIALS NEEDED FOR OUR NEXT PROJECT: ▸ MERCHANDISE: ▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: ▸ PAINTING COMMISIONS: [email protected] ▸ ART FROM OUR VOYAGE: ▸ CHARLIE & GERRY CHANNEL: Herby and Maddie made landfall in Key Biscayne, FL after crossing the Atl...

Feb 26, 2023
Language: EN
Play Time: 00:18:45

Sailing the ICW in North Carolina | Sailing Wisdom [S5 Ep47]

▸ MATERIALS NEEDED FOR OUR NEXT PROJECT: ▸ MERCHANDISE: ▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: ▸ PAINTING COMMISIONS: [email protected] ▸ ART FROM OUR VOYAGE: ▸ CHARLIE & GERRY CHANNEL: Herby and Maddie sail on and off anchor, and share some tips and tricks t...

Feb 05, 2023
Language: EN
Play Time: 00:15:45

Cheater Trick for Downwind Sailing | Sailing Wisdom [S5 Ep45]

▸ MATERIALS NEEDED FOR OUR NEXT PROJECT: ▸ MERCHANDISE: ▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: ▸ PAINTING COMMISIONS: [email protected] ▸ ART FROM OUR VOYAGE: ▸ CHARLIE & GERRY CHANNEL: Herby and Maddie sail downwind from Beaufort, NC to Oriental, NC through ...

Jan 22, 2023
Language: EN
Play Time: 00:14:55

How to DOCK Your Boat ALONE? | Sailing Wisdom [S5 Ep43]

▸ MATERIALS NEEDED FOR OUR NEXT PROJECT: ▸ MERCHANDISE: ▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: ▸ PAINTING COMMISIONS: [email protected] ▸ ART FROM OUR VOYAGE: ▸ CHARLIE & GERRY CHANNEL: Cruising is incredibly rewarding but people tend to overlook the less gla...

Jan 08, 2023
Language: EN
Play Time: 00:11:41

Storms Don’t Sneak Up On You: Heaving-to at Anchor | Sailing Wisdom [S5 Ep42]

▸ MATERIALS NEEDED FOR OUR PROJECTS: ▸ MERCHANDISE: ▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: ▸ PAINTING COMMISIONS: [email protected] ▸ ART FROM OUR VOYAGE: ▸ CHARLIE & GERRY CHANNEL: Herby and Maddie sail 28 miles to make it to Swansboro, NC where they get to ...

Jan 01, 2023
Language: EN
Play Time: 00:12:46

The Most TREACHEROUS Span of the ICW | Sailing Wisdom [S5 Ep38]

▸ MATERIALS NEEDED FOR OUR PROJECTS: ▸ MERCHANDISE: ▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: ▸ PAINTING COMMISIONS: [email protected] ▸ ART FROM OUR VOYAGE: ▸ CHARLIE & GERRY CHANNEL: Herby and Maddie show you the most treacherous span of the ICW: The South Car...

Nov 27, 2022
Language: EN
Play Time: 00:13:07

How We Fixed ALL Our DINGHY PROBLEMS! | Sailing Wisdom [S5 Ep37]

▸ MATERIALS NEEDED FOR OUR PROJECTS: ▸ MERCHANDISE: ▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: ▸ PAINTING COMMISIONS: [email protected] ▸ ART FROM OUR VOYAGE: ▸ CHARLIE & GERRY CHANNEL: Maddie and Herby stop at two marinas in the Waccamaw River to visit with frie...

Nov 20, 2022
Language: EN
Play Time: 00:16:07

(DIY) Lithium Battery While Sailing | Sailing Wisdom [S5 Ep34]

▸ ORDER A BATTERY: [email protected] ▸ MATERIALS NEEDED FOR OUR PROJECTS: ▸ MERCHANDISE: ▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: ▸ PAINTING COMMISIONS: [email protected] ▸ ART FROM OUR VOYAGE: ▸ CHARLIE & GERRY CHANNEL: Herby has built a new Lithium Battery...

Oct 30, 2022
Language: EN
Play Time: 00:13:22

Electric Motor: Do We Regret It?! | Sailing Wisdom [S5 Ep30]

▸ AMAZON WISHLIST: ▸ MERCHANDISE: ▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: ▸ PAINTING COMMISIONS: [email protected] ▸ ART FROM OUR VOYAGE: ▸ CHARLIE & GERRY CHANNEL: Something drained our batteries and now we have no power? What do we do and do we regret choosi...

Sep 25, 2022
Language: EN
Play Time: 00:17:48

Ironically HOVE TO | Sailing Wisdom [S5 Ep29]

▸ MERCHANDISE: ▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: ▸ PAINTING COMMISIONS: [email protected] ▸ ART FROM OUR VOYAGE: ▸ CHARLIE & GERRY CHANNEL: Savannah, GA is located way up a river with a strong tidal flow. There is nowhere to anchor and the marinas are ver...

Sep 18, 2022
Language: EN
Play Time: 00:15:53

The REAL PROBLEM with Synthetic Rigging | Sailing Wisdom [S5 Ep 28]

▸ MERCHANDISE: ▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: ▸ PAINTING COMMISIONS: [email protected] ▸ ART FROM OUR VOYAGE: ▸ CHARLIE & GERRY CHANNEL: Our Synthetic Standing Rigging is cold and too loose to support sails, so we have to rely on our electric motor to ...

Sep 11, 2022
Language: EN
Play Time: 00:16:23

Seasickness Returns on Unexpected Ocean Sail! | Sailing Wisdom [S5 Ep27]

▸ MERCHANDISE: ▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: ▸ PAINTING COMMISIONS: [email protected] ▸ ART FROM OUR VOYAGE: MERCHANDISE: ▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: ▸ PAINTING COMMISIONS: [email protected] ▸ ART FROM OUR VOYAGE: ...

Sep 04, 2022
Language: EN
Play Time: 00:19:11

Sailing Alone on the ICW – S2EP20

In this episode I leave Melbourne, FL and finally get sailing on the nearly 40 mile passage down the ICW to Fort Pierce. I share some of the disadvantages to travelling within the protection of the ICW vs being on the open ocean. Once I arrive and drop the hook I get to relax and enjoy the beautiful...

Aug 27, 2021
Language: EN
Play Time: 00:12:05

ROAD-TRIPPING ON THE ICW | Taking our catamaran down the Intracoastal Waterway

After our amazingly peaceful anchorage it was time to head back to Charleston. This time we decided to take an intracoastal waterway (ICW) trip. The wind would have been directly in our face if we took the trip on the outside. Plus, we needed to see what it would be like if this was our method of tr...

Sep 21, 2020
Language: EN
Play Time: 00:14:36

Day 2 At The Boat Show, Wind over Water – In The Boatyard, Episode #75

Enjoy our second day at the Toronto International Boat Show. This week we talk to Parks Canada about transiting a lock, we visit with Chris Purchas from Marine Solar Innovations to talk about solar power options for our boat and finally we have an entertaining visit with legendary ICW guide, sailor ...

Feb 07, 2020
Language: EN
Play Time: 00:20:27

Here We Go, Wind Over Water, Episode #64

We finally head north again in our new Bristol 41, we sail it for the first time, dock it for the first time, anchor it for the first time and Debbie catches fish......you guessed it, for the first time. #sailing #windoverwater #cruisingvideos

Nov 22, 2019
Language: EN
Play Time: 00:16:14

Spit Polish, Wind over Water, Episode #61

We get to work cleaning and prepping the new boat for launching. The new owner of Windover comes over for a visit, we visit Bacons in Annapolis to learn some sail repair techniques and finally splash the new Bristol for the first time in four years. #windoverwater #sailing #sailingvideo

Nov 01, 2019
Language: EN
Play Time: 00:12:35

A change of Plans, Wind over Water, Episode #59

Windover and her crew set sail again for Canada with the new boat being prepped for transport. Along the way they get a phone call that changes everything. See how we deal with unexpected news. #sailing, #windoverwater, #cruisingvideos,

Oct 18, 2019
Language: EN
Play Time: 00:23:40

Running the Ditch, Wind over Water, Episode #51

Windover and her crew experience some issues with shallow water while transiting Georgia, Debbie demonstrates her cast net skills, we visit Savannah, Debbie shares some galley secrets and we get to see how crabs are trapped. All this and more in this weeks episode of Wind over Water #windoverwater #...

Aug 23, 2019
Language: EN
Play Time: 00:12:18

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