Sailing out of Cape Charles Town Harbor, near The Shanty Restaurant!

Experience your own unique sailing adventure on the Chesapeake Bay aboard the traditional Schooner Windsong!

Relax with a beer or glass of wine while we sail the smooth waters of the Chesapeake Bay, or take a hands-on approach and help the crew set sails and helm the boat.

We can also offer sailing lessons, custom special events and half or full day adventures!

Barrier island ecotours and boat trips. Every trip is unique! Cruise to our pristine & unspoiled seaside islands for picnics, swimming, shelling/ beach combing, birding, photography, nature & sunset trips - all ages welcome, children encouraged!
Up to 6 passengers, all trips depart from Wachapreague on a clean & comfortable 23' Carolina Skiff.