Sailing, Fishing Charters & Boat Rentals in the Chesapeake Bay

Annapolis has long been called the Sailing Capital of the U.S. – so, it’s no wonder visitors seek out a chance to climb aboard when they’re in town. Our area offers a variety of charter options ranging from fishing trips, overnight cruises, and private parties to get you and your group out on the Bay for a couple of hours, for the day, or even overnight. Book a tour of Thomas Point Lighthouse or take in the US Navy Blue Angels as they soar above the Severn River. The Chesapeake runs through our veins in Annapolis & Anne Arundel County and no trip to our region is complete without some time spent on the water.

Summer in America's Sailing Capital

Experience the best of summer in Annapolis, Maryland! From vibrant outdoor festivals to waterfront activities and live performances, there's something for everyone to enjoy. Explore local events, discover new attractions, and make lasting memories during the sunny season. Whether you're into...