Endless Summer Charters MD

Captain Rob and Captain Bill grew up near the headwaters of the Chesapeake Bay, spending their lives around the rivers and waters that make Maryland such a special place to explore by boat.

Rob eventually made his way to the Annapolis area, where he spent years exploring the middle Chesapeake, from the South River and Annapolis to Kent Island, West River, and beyond. His time fishing, crabbing, and boating throughout the Bay eventually led him to earn his captain's license and begin sharing these waters with others.

Bill brings extensive experience of his own, with time spent aboard both powerboats and sailboats. His adventures have taken him throughout the Chesapeake, along the East Coast, and into the Caribbean.

Both captains hold USCG 50-ton Master's licenses along with additional boating safety and instruction certifications. Safety is always at the forefront, but they also love sharing the history, scenery, and local knowledge of the Chesapeake with their guests.

Whether you're celebrating a special occasion, sightseeing around Annapolis, or simply looking for a relaxing day on the water, Rob and Bill are ready...