Top Baltimore Cruises & Sailing

Many sightseeing tours can feel exhausting, as you rush from one top sight to another. This sailing experience on Baltimore's Inner Harbor, on the other hand, offers the chance to soak up city views at a relaxed pace from the water. Sailing in a small group also means that the experience is amore personal one.

Immerse yourself in the Chesapeake Bay's rich maritime history on a sailing tour of the Baltimore Harbor. Take in the sights of the Inner Harbor and listen to a guide detail Baltimore's and the Chesapeake's roles in the shaping of American history.

With your favorite bottle of wine in hand, step aboard a sailboat for a cruise from Baltimore's Inner Harbor Marina. Listen to live commentary as you nibble provided cheese and crackers and the crew helps uncork your wine. Learn about the harbor and the Chesapeake Bay's history while taking in views from the boat's deck.

Ideal for special events, this private, chartered sailing tour lets you celebrate with friends and family while soaking up the sights around Baltimore’s Inner Harbor. Customize the length of your sailing trip, and enjoy the services of a professional captain and crew. Settle back and relax as you admire postcard-perfect of the city’s historic waterfront from the water.

Cast off in Baltimore’s Inner Harbor on this 3-hour luxury dinner cruise. Pass popular attractions including the Maryland Science Center, Pride Mast Memorial and the Francis Scott Key Bridge, while you dine on a gourmet buffet prepared with seasonal offerings. Admire Baltimore’s illuminated skyline as you are entertained by the ship's crew and a DJ spinning top hits. This dinner cruise makes an excellent prelude to a night on the town.

See Baltimore from a rare perspective on a sightseeing cruise through the harbor. As you sail past coastline views, listen to on–board narration that points out easy–to–miss landmarks, from Fells Point to the USS Constellation. With both indoor and outdoor observation decks and a bar with drinks available for purchase, this tour is a popular choice for both visitors and locals.

Join us for our weekday 2 hour cruise and enjoy some very tasty and refreshing drinks! We are sure to help you unwind after a long day so call us to schedule your reservation with us! Our 26 passenger cruise vessel is perfect for a public or private event or to just unwind for a couple of hours. We depart from Schaefer's Canal House located on the North Side of Chesapeake City. Not every trip, but occasionally we have to jump over to the Chesapeake Inn and/or Town Dock in order to pickup up guests for the current trip. If you have questions coming up about aboard, safety, trips, schedule, rates etc . please forward them in an email Any regular trip pricing can be found on our FAQ Page or call us at . We are the only "Original Booze & Dinner Cruise Vessel in the Upper Chesapeake Bay" The cruise is on

O ur Baltimore Monument Tour will begin with the Visionary of our Baltimore Inner Harbor attraction area and end with a powerful Statue Pope John II .

See the famous monuments of Washington, DC from an entirely new perspective on this narrated sightseeing cruise. Hop aboard a riverboat and enjoy the breathtaking view of our nation’s capital on an afternoon or evening excursion. Travel along the Potomac River to see the plethora of famous monuments and landmarks, with stunning reflective views of the Thomas Jefferson Memorial, the John F. Kennedy Center for the Performing Arts, the Washington Monument, Arlington Memorial Bridge, and more. This is a truly unique look at the iconic monuments of Washington, DC.