Over 41 million acres are connected through the waters that flow to and through Chesapeake Bay. The National Park Service strives to connect people to the opportunities and adventures throughout the watershed. Inspiring stewardship across this vast region supports recreation, business, tourism, learning, and a thriving natural resource for all to enjoy.
Step aboard a sailboat to explore the Chesapeake Bay. Chronic Sailing offers hands-on sailing experiences from Annapolis that showcase scenic coves, lighthouses, and maritime history. Guests can learn sailing skills, paddle quiet waters, and discover the Bay’s natural and cultural treasures from the unique vantage point of the water.
The Sassafras River Water Trail is a 22 mile-long route located in the Upper region of the Chesapeake Bay. The river trail offers several options for paddle trips in beautiful landscapes that are rich in history.
Bay Venture Outfitters in North East, Maryland offers kayak and paddleboard access to the North East River and nearby wetlands. Visitors explore upper Chesapeake Bay tributaries through guided and self-guided tours that emphasize watershed conservation, wildlife observation, and regional history.
Riverside Adventure Company in Mount Carmel, Pennsylvania offers paddling and cycling experiences along the Susquehanna River. Visitors explore watershed landscapes, Indigenous heritage, and industrial history while learning about water quality, conservation, and regional outdoor recreation.
Fee required; visit the Riverside Adventure Company Outfitter website for current rates and booking details.
Step aboard a hand-built replica of a James River Batteau and explore the history of Virginia’s rivers. Guided cruises include stories of the boatmen who carried goods and culture along the James, complimentary charcuterie and live music, and immerse you in life along the river. This Chesapeake Gateways Network Experience connects past and present through history, storytelling, and time on the water.
Fee required; visit the James River Batteau Company website for current rates and booking details.
Annapolis Sailing Cruises: Schooner Woodwind offers two-hour public sailing experiences aboard classic schooners on the Chesapeake Bay. Visitors help raise sails, steer, and learn about maritime history, wildlife, water quality, and regional heritage through interactive storytelling.
Visit their website for more information on fees for each cruise.