Schooner Windfall II Charters and Sailing School

Schooner Windfall II Charters and Sailing School Sailing trips aboard the Schooner WINDFALL II. Sunset trips, private charters, weddings at sea.

The Windfall II was in the Holiday Boat Parade again this year! What a fun way to kick off the holiday season!
11/29/2025

The Windfall II was in the Holiday Boat Parade again this year! What a fun way to kick off the holiday season!

Captain Rob got to do something he almost *never* gets to do: drink a beer and let another captain take over the boat! W...
08/23/2025

Captain Rob got to do something he almost *never* gets to do: drink a beer and let another captain take over the boat!
We went out sailing tonight with Captain Emmet (our firstborn and a lifelong Windfall crew member) and Yasmine (she’s been working on the boat since last summer.) It was a nice family cruise, and something we don’t get to do during the peak season except when there’s an evacuation. What a gorgeous night! And it’s actually a little chilly!
Family sailing is fun, but Rob would sure like to take some paying passengers tomorrow night!
Please give him a call at 252-928-7245!

Love seeing another generation of Windfall II photo ops!! 😉 Beautiful pic, Wade!
08/01/2025

Love seeing another generation of Windfall II photo ops!! 😉 Beautiful pic, Wade!

One of my favorite pictures from this trip. My wife is such a great photographer! Also I’m playing at Preston’s in Swansboro tonight from 7-10!

Capt. Rob's charter cancelled for Friday night (July 25). He says it's going to be a pretty night for a sail. Call him i...
07/24/2025

Capt. Rob's charter cancelled for Friday night (July 25). He says it's going to be a pretty night for a sail. Call him if you want the space! 252-928-7245.
(You gotta call. He doesn't do Facebook.) :)

And another one! We love boat pics!
05/25/2025

And another one! We love boat pics!

Sunset sail.

📸 Watson Edwards

Another beautiful photo of the Windfall II — it’s tiny but perfectly positioned in the sunset!
05/25/2025

Another beautiful photo of the Windfall II — it’s tiny but perfectly positioned in the sunset!

🍂Book for Fall with Peace of Mind🍂

We want you to be able to plan your fall vacation with peace of mind. Travel Insurance is 7.95% of the rent. Book any week during August 1 - December 31, 2025 and we will discount rent 8%. Enter promo code VISITSAFE at checkout.

Learn more here➡️ https://bit.ly/4jNCz9Z

*Applies 2025 weeks only. Not combinable with other offers.

Check out this beautiful video of sailing on the Windfall II! Thanks to our passenger Chris Bulza for sending it. We fig...
04/22/2025

Check out this beautiful video of sailing on the Windfall II!
Thanks to our passenger Chris Bulza for sending it.
We figure this is a good way to announce that Captain Rob is in business for the season!
Call or text him at 252-928-7245 so you can experience this bliss.

01/22/2025
It’s International Talk Like a Pirate Day! Captain Rob (pictured here many moons ago with little mate Emmet) says it’s a...
09/19/2024

It’s International Talk Like a Pirate Day! Captain Rob (pictured here many moons ago with little mate Emmet) says it’s a PERFECT day for sailing — but nobody is signed up! Don’t make the Pirate Captain sad on ITLAP Day! Call 252-928-7245 to go sailing tonight!

This man wants to take YOU sailing! Call or text him at 252-928-7245. 📸 Ann Ehringhaus
06/16/2024

This man wants to take YOU sailing! Call or text him at 252-928-7245.
📸 Ann Ehringhaus

We love this photo by Ocracoke resident Trudy Clark!
06/12/2024

We love this photo by Ocracoke resident Trudy Clark!

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Ocracoke, NC

Telephone

+12529287245

Website

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