Top Maryland Sightseeing Cruises

There's no better way to see historic Southern Maryland than by watching the sunset over the twin beaches on the western shores of the Chesapeake Bay. This yacht cruise promises the perfect ending to your day by taking you out on the water. While the sun slowly goes down, look out for wildlife including ospreys and dolphins and landmarks such as the Cliffs of Calvert.

Who says tiki boats are just for adults? This special one-hour cruise is offered on select days each week, designed for families and friends. Climb aboard the bay’s most stunning tropical boat for a relaxing adventure. Soak up the sunshine, enjoy the good vibes, and cruise to our Caribbean-inspired playlist! It’s the perfect outing for your Ocean City vacation! Gather your crew and enjoy an unforgettable time on the water! Enjoy Seacrets Distillery cocktails, beer, wine, soft drinks, water, and light snacks, all served by our friendly crew. Included: - Friendly crew sharing local insights - Music on board - Sun & shade bench seating - Clean onboard restrooms All guests must have a valid form of ID to enter. Guests under 21 must be accompanied by an adult parent or guardian. Any guest who presents a fake ID may have it confiscated, will be denied entry, and will not be permitted to board or receive a refund. This also applies to all other members of their party.

Step aboard a classic vessel for a scenic Chesapeake Bay Bridge cruise. As you depart the dock in downtown Annapolis, you will pass along the seawall of the United States Naval Academy and out into open water. As you approach the Bay Bridge, keep an eye out for local wildlife, including osprey, eagles, rays, and even the occasional dolphin, while enjoying great outdoors sightseeing. Then, marvel at the twin spans of the bridge, one of the largest over-water structures in the world. Sit back and relax with a soft drink, beer, or wine available for purchase, and enjoy the sights on this 90-minute journey.

Enjoy a relaxing trip out on the Chesapeake Bay with this intimate, small-group sailing tour. Pick from several convenient start times, meet your captain and crew at the dock, and hop aboard your vessel—the Eternal Hope, a 42-foot (13-meter) sailing yacht. Then, sit back and take in the views, spot wildlife, and soak up the sea breezes as you head out on the water.

Enjoy panoramic views of Washington D.C.'s most important monuments during this attraction-packed, small-group boat cruise from the D.C. Wharf to Alexandria Old Town and back. Highlights covered include the Lincolm Memorial, Washington Monument, and Arlington National Cemetery. Food and beverages are available for purchase onboard.

Cool off from Baltimore's hot summer nights with this moonlight sail around Baltimore Harbor. In a small group of no more than six passengers, you'll see historic sights such as the Fort McHenry National Monument and Historic Shrine under the light of the moon as you cruise around the harbor in an authentic schooner.