Chesapeake Charter Experiences offers premium customized experiences exclusively in the Chesapeake Bay area. We specialize in personalized day trips, weekend and extended getaways with curated itineraries exploring the beauty and history of the Chesapeake Bay, Annapolis, Baltimore, and nearby coastal areas.

Your private charter experience offers you complete freedom to explore the Bay's hidden gems, historic waterways, and breathtaking sunsets at your own pace. Whether you're planning a romantic sunset cruise, initmate celebrations with friends, or simply seeking the perfect escape from shore-side routine, our experienced USCG licensed captain becomes your personal guide, ensuring you and your guests enjoy the most memorable journey on the water.