As we cruise to this enchanting island, keep your eyes peeled for the famous wild ponies. Did they swim here? Do they secretly moonlight as lifeguards? Your knowledgeable and wise captain will unravel these mysteries, sharing fasc... More

The Bay in the evening slows down and gets calm and quiet. All you have to do is sit back, grab your favorite beverage, take a deep breath of the salty ocean air, and relax. The Bay Hopper will glide you across the water giving ... More

Enjoy a beautiful time on the water as you sail through beautiful Baltimore Harbor, take in the gorgeous scenery of the skyline as the city lights up. Treat yourself and a loved one on this elegant sailing experience.  It's BYOB,... More

Sail the serene waters of the Chesapeake Bay aboard the historic Lady Patty. This two-hour cruise offers a unique opportunity to unwind while taking in the picturesque views of St. Michaels, MD. Your journey includes gliding throu... More

Watching the sunset over the twin beaches on the Western Shores of the Chesapeake Bay! A great way to close out a summer day with beautiful photos of the sunset. You must call 24 hours before your cruise time to see if the minimum... More

Enjoy the beautiful Inner Harbor of Baltimore on this 1.5-hour sailing experience. Relax on an authentic schooner and see the gorgeous views of the bustling city from the water. Explore the Inner Harbor and the joy of sailing on t... More

Enjoy the beautiful Inner Harbor of Baltimore on this 1.5-hour sailing experience. Relax on an authentic schooner and see the gorgeous views of the bustling city from the water. Explore the Inner Harbor and the joy of sailing on t... More

Experience the romance of sailing on this 1.5-hour sunset sail around the Inner Harbor. As the sun sinks into the water, enjoy gorgeous views of the skyline. Our trips are BYOB so bring your favorite bottle of wine for a special e... More

Enjoy a beautiful time on the water while you nibble on cheese and sip delicious wine on this 1.5-hour sail. As you sail through beautiful Baltimore Harbor, take in the gorgeous scenery of the skyline as the city lights up. Treat ... More

Learn about the maritime history of Baltimore and the Chesapeake Bay on this 1.5-hour sailing tour. Enjoy being on the water and listening to the history of Baltimore's role in the American experience. Sail back in time for an in... More

Experience the romance of sailing on this 1.5-hour sunset sail around the Inner Harbor. As the sun sinks into the water, enjoy gorgeous views of the skyline. Bring wine for a special experience on this Inner Harbor sunset sail. S... More

Try our new Harborside “Orange Crush” Cruise. Experience the bay behind Assateague Island in a unique way - with the original orange crush from the famous Harborside Bar! Even better, your orange crush is on the house when you... More

Find your own slice of paradise on this 1.5-hour moonlight sail around Baltimore Harbor. Listen to music inspired by the Caribbean as you enjoy the warm breeze and look at the moon and stars in the sky. Bring the tropics to Baltim... More

Find your own slice of paradise on this 1.5-hour moonlight sail around Baltimore Harbor. Listen to music inspired by the Caribbean as you enjoy the warm breeze and look at the moon and stars in the sky. Bring the tropics to Baltim... More

What happens when you take pizza and you add that to a boat on the water? Mama mia - I'll tell you what happens - you get a great time!!! If you're tired of getting pizza delivered and eating it on your couch or gobbling a hot s... More

The Maryland Coastal Bays Program has been protecting the pristine beauty of the coastal Ocean City region for more that 24 years. On this trip, you’ll be joined by members of the Maryland Coastal Bays Program as you tour the As... More

This is the perfect trip for foodies looking for something other than the typical day at the beach.  You’ll be joined by OC and restaurant aficionado Sandy Gillis.  Sandy will be your guide.  You’ll then head out for a 3-ho... More

Discover 300 years of American history on the waters of Baltimore’s renowned Inner Harbor during this live-narrated boat tour. Cruise past some of the city's most significant waterfront landmarks while learning how Baltimore sha... More

Celebrate the holiday season with a delightful 45-minute cruise along Spa Creek, guided by Captain Santa or Mrs. Claus. This family-friendly adventure includes hot cocoa served by an onboard elf and cozy blankets to keep warm as y... More

Your Private Sunset Cruise offers a truly unique and intimate experience on the Chesapeake Bay—the nation’s largest estuary. Unlike standard group tours, our cruise is completely private, giving you and your guests uninterrupt... More