Watch the sun set over Assateague Island on your own private boat, with 75 minutes of quiet, open bay all to yourselves, and plenty of time to look for wildlife along the way. Your USCG-licensed captain takes up to six guests into the calm back bays behind Ocean City and along the Assateague shoreline, where the famous wild ponies roam free. Look for the ponies along the beach and keep an eye out for dolphins, ospreys, herons, and egrets as the sun sets. Your captain shares what you are seeing and answers whatever your group is curious about, whether that is the wildlife, the barrier island, or life on the water. With no other guests aboard, the evening runs on your schedule. Bring your own beverages, play your music, and settle in for quiet water, open sky, and one of the finest sunset views on the Eastern Shore. It is a favorite for families, couples, and anyone who wants to end the day on the water!

Your tour will take you through the historic downtown area known as Old Towne, where Victorian-style buildings and century-old businesses tell the incredible story of the "Petticoat Regime"—the pioneering women who owned and operated 30 out of 32 hotels by 1926. We'll start at the Ocean City Life-Saving Museum near the inlet and walk north along the Boardwalk and Baltimore Avenue, ending at the famous Thrasher's French Fries stand.You will hear stories about remarkable businesswomen like Zipporah "Zippy" Lewis, who lived in a house made from shipwreck wood and left her land to her daughters instead of her sons, and Ella Phillips Dennis, who along with other women, created one of America's most successful female-dominated business communities during an era when women weren't even allowed to vote. Go at your own pace, anytime. This tour is smartphone guided and never expires. It's all on your walking tour app.