4 Fun Things to Do on the Water in Cape Charles
From the tranquil creeks of the Eastern Shore to the Chesapeake Bay and Atlantic Ocean, there are many ways to enjoy the beautiful waters surrounding Cape Charles. Whether you’re craving a peaceful paddle or a fun fishing adventure, here are some of our tried-and-true suggestions for excursions that are worth leaving the Shore for — any time of year.
The Schooner Windsong
Schooner Windsong is a family-owned and -operated sailing business that specializes in two-hour private sunset charters and public day sails for up to six people. The cruises depart from Cape Charles Town Harbor and sail out along the town beach and into the Chesapeake Bay. In addition to two-hour charters, they also offer whole- and half-day sailing trips with the option for a catered boxed lunch, and they’re adding private and small-group sailing lessons this year. “Our captains and crew have extensive knowledge of the history and wildlife of Cape Charles and the Chesapeake Bay, so feel free to ask any questions or even jump in to handle lines or grab the tiller and steer the boat,” says owner Bronwyn Comer. “Our favorite thing about sailing the waters from Cape Charles has to be the sunsets. The Eastern Shore of Virginia is unique in that it’s one of the few places on the east coast of the U.S. where you can experience the sunset over a large body of water.” You can also expect to spot local wildlife such as dolphins and sea turtles. Bronwyn recommends booking as soon as you have a date in mind, especially for the sunset trips, which sell out quickly. Find out more at schoonerwindsong.com.
Tidewater Charters
Tidewater Charters is a year-round guide service on the Eastern Shore of Virginia specializing in light tackle fishing and tours. “We fish for everything that swims in the Bay, but we focus our efforts on speckled trout, striped bass, red drum, and cobia,” says Captain Tyler Nonn. “Our tours on the Bay and seaside have become very popular as well. Exploring one of the last undeveloped coastal areas on the entire East Coast is a very unique experience.” Tidewater Charters has five charter boats including one boat solely dedicated to cruises and four fishing boats. They can accommodate groups of up to 15 or potentially more. Tyler says his favorite times of the year to go out on the water are fall and spring. “There’s just a lot of fishing options and diversity in species to catch which makes it a lot of fun.” He recommends booking a season ahead, especially for holidays and weekends. Find out more at twcharters.com.
Southeast Expeditions
The adventure experts at Southeast Expeditions have been sharing the wonders of the Shore with visitors for more than 20 years. They offer rentals of kayaks and paddleboards, with delivery included, as well as guided tours of the waters around Cape Charles. A firm favorite is their Paddle Your Glass Off Tour, a guided kayaking tour that takes paddlers through Church Creek to Chatham Vineyards. Participants are rewarded with wine and a cheese tray before paddling back. Find out more at southeastexpeditions.com.
Cape Charles Community Sailing
Dedicated to teaching the art of sailing to people of all ages, Cape Charles Community Sailing offers junior summer sailing camp as well as private sailing lessons that cater to families, kids, and adults. Meeting at the Oyster Farm Marina, CCCS is run by Hannah Twiddy, a longtime sailor who grew up in Elizabeth City, N.C. Their newest offering is an Eco Sailing Camp intended to educate participants about local watersheds in the Chesapeake Bay and beyond. Find out more at capecharlessailingcamp.com.