It's a snap to show your wedding guests a good time in Annapolis and the Chesapeake Bay. History buffs can visit a multitude of landmarks that carry significant weight in American history; observant pedestrians walking the streets of Annapolis can soak up history too, on self-guided or formal tours. If you or your guests want to take to the water, there are plenty of ways to do it: Sailing, power boating, kayaking, paddleboarding are just some ways to play in the Annapolis Harbor, the Bay, and its tributaries. Shopping and dining are always great options here. Art buffs: Annapolis boasts over 20 art galleries. Want to get in some golfing while you're here? The possibilities are endless.