Sailing in Arnold

Enjoy a 4-hour sunset cruise departing from the Magothy River in Arnold, sailing across the stunning Chesapeake Bay. Relax on deck as golden-hour light reflects over calm waters, with beautiful coastal views, local wildlife, and a peaceful Maryland evening on the water.

Get ready to sail the Chesapeake Bay aboard Optimystic, enjoying a relaxed and scenic sailing experience out of Baltimore. This trip offers a chance to take in beautiful waterfront views, fresh air, and the calm rhythm of sailing as you glide across one of the most iconic bays in the U.S. Perfect for unwinding on the water and experiencing Baltimore from a different perspective.s

You can book morning, afternoon, or evening for a sunset cruise. We sail for 2 hours on the Chesapeake Bay out of Annapolis and are one of the only charters that will fly a spinnaker (big, colorful sail) when conditions are right. We serve basic snacks and NA drinks, but you are welcome to bring whatever you like - we have all the serving plates, bowls, and utensils required. We are happy to teach you all you want to know about sailing during the cruise. We also optimize for weather.